Vacation Rentals By Owner In Nantucket, MA

$1781.75

Exquisite antique home built in 1767

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrExquisite antique originally built in 1767 by Joseph Swain. First floor: Front foyer that opens into formal front room with working fireplace. A warm dining room has another working fireplace. Lovely, first floor master with tiled bath, walk-in closets and stylish built-in shelves. Spacious and bright living room with original, restored windows, raised paneling and working fireplace. The spectacular, eat-in kitchen has cathedral ceilings, bar seating for four and a breakfast nook with room for whole family. Doors to the sunken deck highlight the raised, brick wall overlooking beautiful gardens. Second floor: Classic, east facing bedroom with private tiled bath and original fireplace mantle. Twin built-in bunkroom with storage drawers and private bath. Laundry room, master bedroom with two baths and two closets. Third floor: Office nook, bedroom with handcrafted built-in bunks and tiled bath with dual sinks.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe area north of downtown and west of Brant Point is known as the Cliff. Like its neighboring areas, the Cliff is highly sought-after for both home buyers and vacation renters. Beautiful white sandy beaches and views of Nantucket Sound and Nantucket Harbor really make this a stand out location. Primarily residential with a peaceful vibe, the set back roads give way to stately homes, many with excellent water views. The Westmoor Club is also in this area, a full-service private country club with activities for the whole family.brbrBeachesbrbrHere you will find the beloved Steps Beach. Aptly named for the steep steps, you will be treated to a beautiful ocean vista high above which then leads down to soft white sand dunes below. Perfect for children and beachcombers, the water is warm and shallow and often the ebbing tide gives way to a sandbar. Steps Beach is flanked by Jetties Beach and Cliffside Beach to the east and Capaum Beach and Washing Pond Beach to the west. brbrWalking & BikingbrbrFor a picturesque hike for you and your dog, Tupancy Links is located about a mile up the Cliff Road from Town. Walk on wide open trails that lead to a spectacular view of the north shore. There is no beach access here. There is also a bike path that runs along the Cliff Road and connects at the top with the Madaket Road bike path leading to the western part of the island.brbrRestaurantsbrbrThere are a couple great choices for food in the area, if a break from dining in Town is desired. Nestled on the sand, the Galley Beach is regarded as one of the best dining experiences not only on the island, but on the East Coast. Their menu stuns with the freshest seafood, produce from local farms, and a sumptuous cocktail and wine list. Take in the sunset outside in their beach lounge as you listen to songs of shore birds and the gentle lap of waves on the sand. For something a bit more casual, Something Natural is an island favorite for a casual lunch. Grab sandwiches and delicious cookies to bring to the beach or sit and enjoy them at a picnic table in their huge hydrangea-lined yard. It’s a perfect spot for the kids to run around, climb trees, or captain their yard boat! And make sure to save room in your bag for a few loaves of their famous bread varieties. br brEventsbrbrOn Independence Day and for the Boston Pops performance in August, the Cliff area, especially Steps Beach, is a favorite place to enjoy the fireworks displays.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

5

Bed

5

Bath

10

Sleeps

$1299.73

/ Nightly

Private Vacation Home

Upside down colonial house

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrUpside down colonial style house with beautiful views of Long Pond. First floor: two twin bedrooms, two baths one of which has access to 1 of the bedrooms as well as to the hall and the other bathroom is a hall bath, and a quest suite with a king bed. Second floor: great room, kitchen, primary king bedroom with private bath, laundry room and an additional full bathroom with shower only off of the kitchen/great room. Deck overlooks Long Pond on both levels. Fireplace - for decorative use only. There is a mini split AC system in the main living area (which is on the 2nd floor) & also a portable AC unit for the upstairs primary bedroom.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brLocated at the westernmost part of Nantucket, Madaket is a quiet village with a laid-back vibe. The area is almost all residential, with only one restaurant, a small general store, and a marina. This area of the island evokes thoughts of how Nantucket was decades ago. One of the most famous islanders, Mildred Jewett, took residence in Madaket, hence the moniker Madaket Millie. Millie was a colorful character and volunteer Coast Guardsman for over 75 years. For more than a few of these decades, Fred Rogers of Mister Rogers’ Neighborhood was her neighbor.br brBeachesbrbrMadaket Beach is well known as the best place on the island to see the sunset. About 6 miles from Town, getting there is easy by bike, the Wave (our local shuttle bus) or bring your car and park in the small beach lot. Get there early since it's a super popular beach all day long. Nearby Smith Point allows driving on the beach with an Over Sand Permit and a four-wheel drive vehicle. brbrRestaurant and MarketbrbrAnother great spot to catch the sunset is from the deck of Madaket’s only restaurant, Millie’s. Enjoy delicious Baja-style tacos, quesadillas, salads, and po’ boys. Take in the fresh ocean air as you sit, sip, and enjoy their signature Madaket Mystery and Madaket Mule cocktails. Next to the restaurant is Millie’s Market where you can find all the necessities for a day at the beach. Especially enjoyable for the kids is to grab an ice cream from the market, while the adults can enjoy some beer and wine.br brActivitiesbrbrA few other favorite activities in the Madaket area are fishing, crabbing, boating, and navigating the curvy bike path that leads to and from Town. Exploring the sandy mores and walking trails are great ways to get some exercise and make sure to keep a lookout for large turtles by the bridge on S. Cambridge Road, heading over Long Pond.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

4

Bed

4

Bath

8

Sleeps

$3861.78

/ Nightly

Private Vacation Home

Sunny 5BR Brant Point Retreat with Views

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrBeautiful airy and sunny 5 bedroom upside-down, ideally located in desirable Brant Point. Just moments from the beach, shopping and dining in town. This recently renovated summer vacation home is adjacent to conservation land and enjoys views of open space towards Brant Point Lighthouse. First floor: welcoming entry hall, four bedrooms, four baths, and covered porch. Second floor: one bed/one bath, large kitchen and open living area. Deck with harbor views.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brBrant Point is one of the most sought-after areas on Nantucket to spend a summer vacation. Much of this gorgeous corner of Town is on the water or a very short walk to it. Brant Point is situated on Nantucket Harbor, an ideal location to watch the ferry boats and sailing yachts pass by. The quiet and flat streets of Brant Point are perfect for leisurely bike rides or a walk with the kids, before or after a day at the beach. White picket fences, lush green hedges, and vibrant flower gardens provide the backdrop where you will experience soft ocean breezes and unparalleled harbor views.brbrAttractionsbrBrant Point Lighhouse, the second lighthouse established in all of colonial America, sits at the entrance to the harbor and provides a lovely spot for picnicking, fishing, or lounging in the sun. Spectacular sunrises and sunsets can also be viewed from the lighthouse. brbrThe center of Town is a short walk, home to world class shopping, museums, entertainment, nightlife, and many fabulous restaurants. On a rainy day, stop by the Whaling Museum to catch a glimpse of the island’s rich maritime history, or pop into the Dreamland for a movie or concert.br brBeachesbrChildren’s Beach is a small beach around the corner from the the White Elephant Hotel. A perfect spot for small children as it has a park, playground and a snack bar. Just to the west are the calm waters of Jetties Beach. This family beach has changing rooms, bathrooms, beach chair rentals and their Sandbar restaurant that offers a beachfront casual dining experience. brbrRestaurantsbrIn addition to the Sandbar, other restaurants within the neighborhood are the upscale Galley Beach (known for watching the sunset at their beach lounge), Brant Point Grill (located in the White Elephant Hotel), Breeze Restaurant (located in the Nantucket Hotel) and the uber swanky and chic Lola 41 known for their creative sushi menu and truffle fries.brbrEvents brIndependence Day and Boston Pops fireworks displays can be enjoyed from the deck or yard of your Brant Point vacation home, or set up a blanket on the beach and bring your favorite picnic treats. In August, Brant Point is the prime location to watch the Nantucket Race Week regattas. Relax on the beach while watching the Hobie, International One Design, Open Laser Regattas, Opera House Cup, and of course the beloved Rainbow Fleet Parade.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

5

Bed

5

Bath

12

Sleeps

$956.5

/ Nightly

Private Vacation Home

Renovated Surfside Cottage!

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrCottage on an estate property with a divided driveway. Renovated cottage with three finished floors. All brand new for summer 2024. First floor contains living room/dining area/kitchen and 1/2 bath. Second floor contains two bedrooms and full bath. Finished basement with its own entrance and private bath is the third bedroom. House has a great screened in porch and nicely landscaped patio area. Property has a fence dividing it from the main house which has a swimming pool.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brSurfside is a favorite area of Nantucket for vacation renters because of its easily accessible beaches and its proximity to Town and Mid-Island conveniences. This family-friendly area offers a laid back summer vacation on the south shore beaches and a three mile bike path - the perfect distance for young children to ride. Many homes in Surfside enjoy water views and peaceful, woodsy surroundings. A rear access road from Surfside to Nantucket Memorial Airport is also convenient for those arriving by air.brbrbrBeachesbrbrJust a few miles south of Town, this wide beach offers plenty of room for sunbathing and has a lifeguarded swimming area. There is also ample vehicle parking, bike racks, bus service, bathroom facilities, and the Surfside Beach Shack that sells food and rents beach chairs and umbrellas. This is the only beach on the south shore that boasts this many amenities. A few smaller beaches are located nearby. Fisherman’s & Stones Beach can be found between Surfside and Nobadeer beaches and are favored with locals, however, there are no amenities and they can have strong surf. Nobadeer Beach allows four-wheel drive vehicles to drive on the beach with an Over Sand Permit and it’s a great spot to see airplanes flying overhead since it is close to the airport.br brRestaurantsbrbrIn addition to the Surfside Beach Shack, 45 Surfside Bakery and Cafe offers breakfast and lunch and can be found right along the bike path. They are especially known for their delicious pastries. Yummy is also located on the bike path and is a great place to stop for an ice cream to or from the beach.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

3

Bed

2

Bath

8

Sleeps

$1568.55

/ Nightly

Private Vacation Home

Charming house on edge of town

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrCharming house located on the edge of town. First floor: kitchen with new appliances has center island with stools and breakfast table, step down to master bedroom with king bed and full bathroom off kitchen. Walk through dining room to large living room. Second floor: walk through bedroom with twins to bedroom with queen bed. Walk through bedroom with twins to another twin & full bedroom, full bathroom. Low ceilings on part of the second floor. Large private patio, hedged-in yard, and garden area in the back of the house. High speed wireless internet. Short distance to to Town.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe Town of Nantucket or simply “Town” as many call it, is the epicenter of life on the island. Situated on the north side of the island around Nantucket Harbor, Town offers both natural beauty and historical charm. In the early 1800s, Nantucket was the whaling capital of the world. While the wharves and many structures in the commercial district were lost in the Great Fire of 1846, some still stand today and are thoughtfully preserved and accessible to the general public. Whether it is through tours of Nineteenth Century whaling captains’ homes, events at churches or the Athenaeum Library, or a visit to a museum, Town is steeped in history. Have you ever heard of Maria Mitchell, renowned astronomer and professor How about Herman Melville’s Moby Dick Surely you’ve read Nathaniel Philbrick’s In the Heart of the Sea, or seen the Hollywood blockbuster of the same name. Interestingly, Benjamin Franklin and Macy’s Department Store both have roots to Nantucket as well.br brRestaurants, Shopping & GalleriesbrbrAlong with historical charm, downtown Nantucket today is chock full of restaurants, shops, and galleries. A true gastronome’s paradise, Town offers all types of cuisine and levels of sophistication from A to Z. Whether you’re looking for Classic French, New American, Global, or something casual for the kids, you’re covered. In between meals, check out one of the many boutiques or art galleries as you stroll up and down narrow, beautifully landscaped cobblestoned streets. In the evening, there are many options for entertainment – whether it’s live music in a relaxed environment, or singing and dancing the night away in a swanky, lively spot.br brBoating & FishingbrbrThere are many active pursuits in Town, as well. Being located on the harbor, there are kayak, sailboat, and stand-up paddle board rentals. Take a walk down to Straight Wharf and reserve a sport-fishing charter or spend a day on a boat catching bass, bluefish, bonito, and maybe even see a few dolphins, whales, or sharks! There is also a Critter Cruise available for the kids.br brBeaches & BikingbrbrThe Brant Point and Cliff areas are next to Town and offer several options for sunbathing at one of the north shore beaches. Also most of the bike paths are accessible from Town, making the rest of the island just a bike ride away!brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

5

Bed

2

Bath

11

Sleeps

$4387.78

/ Nightly

Private Vacation Home

Upside down style home in Tom Nevers

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrSpacious upside down style main house and cottage located in Tom Nevers. brFirst floor: gracious entry way, powder room, den with fireplace opens to a screened-in porch. Three twin bedrooms, mudroom/laundry room. Two car garage, outdoor shower. Large first floor deck, wonderful huge front yard. brSecond floor: large great room with fireplace, gourmet kitchen, dining room, two master bedroom suites each with private full bath and private deck. Large kitchen is complete with two dishwashers, two ovens, and center island. Distant water views from the second floor. House is alarmed. Cottage has kitchen with full bath on the first floor and a king bedroom with private bath on the second floor. 18x36 ft. heated gunite in-ground pool, 9x6 ft. hot tub.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brTom Nevers is a peaceful neighborhood situated south of Milestone Road between Madequecham and Sconset. It was named after a Native American whose name was shortened to Tom Never, thus the area was called Tom Never’s Head, as he was hired by British settlers to man a whale lookout station in the mid 1700s. Fast forwarding to the 1950s, the United States Navy built a facility on an old World War II bombing range on the coastal area of Tom Nevers. It was also held as a bomb shelter for President John F. Kennedy in the event that a nuclear attack occurred while he was at home in Hyannisport. Currently the bunker is still intact and houses the Nantucket Hunting Association.br brBeaches & Playing FieldsbrbrTom Nevers Beach is a beautiful south shore beach and is a favorite spot to fish for striped bass and bluefish in the summertime. Note that there are no lifeguards and the surf can be rough at times. Looking to play outdoors with the family, head to the Tom Nevers Field which has a large park with softball fields and basketball hoops right along the ocean.br brAmenitiesbrbrThe community offers a private tennis court and neighborhood pool, making it a great option for families. Many homes are “upside down” in style and offer large yards and spectacular views of sunrises and sunsets from their decks. This residential area also offers many private roads for biking and walking.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

8

Bed

7

Bath

16

Sleeps

$2633.07

/ Nightly

Private Vacation Home

Nantucket style home with whimsical flare on Main street

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrNantucket style home with a whimsical flare located on Main Street in the heart of the Historic District. Parking for 2 jeeps or cars,brFirst floor: Bright front entry and living room, dining room, modern kitchen with breakfast bar and a guest room with a queen bed. A half bath is conveniently located on the first floor. Large sun room with dining and lounge furniture. Manicured garden and deck with grill for outdoor entertainment. Sonos sound system inside and out. Outdoor shower.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe Town of Nantucket or simply “Town” as many call it, is the epicenter of life on the island. Situated on the north side of the island around Nantucket Harbor, Town offers both natural beauty and historical charm. In the early 1800s, Nantucket was the whaling capital of the world. While the wharves and many structures in the commercial district were lost in the Great Fire of 1846, some still stand today and are thoughtfully preserved and accessible to the general public. Whether it is through tours of Nineteenth Century whaling captains’ homes, events at churches or the Athenaeum Library, or a visit to a museum, Town is steeped in history. Have you ever heard of Maria Mitchell, renowned astronomer and professor How about Herman Melville’s Moby Dick Surely you’ve read Nathaniel Philbrick’s In the Heart of the Sea, or seen the Hollywood blockbuster of the same name. Interestingly, Benjamin Franklin and Macy’s Department Store both have roots to Nantucket as well.br brRestaurants, Shopping & GalleriesbrbrAlong with historical charm, downtown Nantucket today is chock full of restaurants, shops, and galleries. A true gastronome’s paradise, Town offers all types of cuisine and levels of sophistication from A to Z. Whether you’re looking for Classic French, New American, Global, or something casual for the kids, you’re covered. In between meals, check out one of the many boutiques or art galleries as you stroll up and down narrow, beautifully landscaped cobblestoned streets. In the evening, there are many options for entertainment – whether it’s live music in a relaxed environment, or singing and dancing the night away in a swanky, lively spot.br brBoating & FishingbrbrThere are many active pursuits in Town, as well. Being located on the harbor, there are kayak, sailboat, and stand-up paddle board rentals. Take a walk down to Straight Wharf and reserve a sport-fishing charter or spend a day on a boat catching bass, bluefish, bonito, and maybe even see a few dolphins, whales, or sharks! There is also a Critter Cruise available for the kids.br brBeaches & BikingbrbrThe Brant Point and Cliff areas are next to Town and offer several options for sunbathing at one of the north shore beaches. Also most of the bike paths are accessible from Town, making the rest of the island just a bike ride away!brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

5

Bed

4

Bath

10

Sleeps

$1391.0

/ Nightly

Private Vacation Home

73 Lovers Lane, Nantucket, MA

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrWonderful vacation home just minutes from Surfside area Beaches in a quiet location with large open floor plan; 2 living areas and 2 large wrap around decks with ocean views, has a newly renovated mini-split Air conditioning system.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brSurfside is a favorite area of Nantucket for vacation renters because of its easily accessible beaches and its proximity to Town and Mid-Island conveniences. This family-friendly area offers a laid back summer vacation on the south shore beaches and a three mile bike path - the perfect distance for young children to ride. Many homes in Surfside enjoy water views and peaceful, woodsy surroundings. A rear access road from Surfside to Nantucket Memorial Airport is also convenient for those arriving by air.brbrbrBeachesbrbrJust a few miles south of Town, this wide beach offers plenty of room for sunbathing and has a lifeguarded swimming area. There is also ample vehicle parking, bike racks, bus service, bathroom facilities, and the Surfside Beach Shack that sells food and rents beach chairs and umbrellas. This is the only beach on the south shore that boasts this many amenities. A few smaller beaches are located nearby. Fisherman’s & Stones Beach can be found between Surfside and Nobadeer beaches and are favored with locals, however, there are no amenities and they can have strong surf. Nobadeer Beach allows four-wheel drive vehicles to drive on the beach with an Over Sand Permit and it’s a great spot to see airplanes flying overhead since it is close to the airport.br brRestaurantsbrbrIn addition to the Surfside Beach Shack, 45 Surfside Bakery and Cafe offers breakfast and lunch and can be found right along the bike path. They are especially known for their delicious pastries. Yummy is also located on the bike path and is a great place to stop for an ice cream to or from the beach.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

4

Bed

2

Bath

8

Sleeps

$729.93

/ Nightly

Private Vacation Home

New listing! Impeccable In-town Home with Yard and Parking

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrImpeccably maintained 3 bedrooms, 2 full bath house located near the historic Old Mill, just a short stroll from Main Street. It is just .5 mile walk to the top of Main Street or just .3 from Main Street. The home's prime location provides convenient access to Nantucket's extensive bike paths and enables you to easily explore the island's amenities and beaches. Unwind after a day at the beach in the large private backyard that boasts beautiful mature trees and open space for children to play. The yard also has a patio area with a gas grill, and an outdoor dining set. This amazing yard is a rare find for a house in town!brbrThe central location also provides convenient access to several bike paths, beaches and island amenities, including 1.5 miles to Jetties Beach, 2.2 miles to Cisco Brewery, 167 Raw and Bartlett's Farm, 2.6 miles to Surfside Beach, 2.7 miles to Miacomet Golf Course, 3.0 miles to Dionis Beach, 3.5 miles to Cisco Beach. You can also walk less than a half-mile to Francis Street Beach, where you can rent kayaks.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe Town of Nantucket or simply “Town” as many call it, is the epicenter of life on the island. Situated on the north side of the island around Nantucket Harbor, Town offers both natural beauty and historical charm. In the early 1800s, Nantucket was the whaling capital of the world. While the wharves and many structures in the commercial district were lost in the Great Fire of 1846, some still stand today and are thoughtfully preserved and accessible to the general public. Whether it is through tours of Nineteenth Century whaling captains’ homes, events at churches or the Athenaeum Library, or a visit to a museum, Town is steeped in history. Have you ever heard of Maria Mitchell, renowned astronomer and professor How about Herman Melville’s Moby Dick Surely you’ve read Nathaniel Philbrick’s In the Heart of the Sea, or seen the Hollywood blockbuster of the same name. Interestingly, Benjamin Franklin and Macy’s Department Store both have roots to Nantucket as well.br brRestaurants, Shopping & GalleriesbrbrAlong with historical charm, downtown Nantucket today is chock full of restaurants, shops, and galleries. A true gastronome’s paradise, Town offers all types of cuisine and levels of sophistication from A to Z. Whether you’re looking for Classic French, New American, Global, or something casual for the kids, you’re covered. In between meals, check out one of the many boutiques or art galleries as you stroll up and down narrow, beautifully landscaped cobblestoned streets. In the evening, there are many options for entertainment – whether it’s live music in a relaxed environment, or singing and dancing the night away in a swanky, lively spot.br brBoating & FishingbrbrThere are many active pursuits in Town, as well. Being located on the harbor, there are kayak, sailboat, and stand-up paddle board rentals. Take a walk down to Straight Wharf and reserve a sport-fishing charter or spend a day on a boat catching bass, bluefish, bonito, and maybe even see a few dolphins, whales, or sharks! There is also a Critter Cruise available for the kids.br brBeaches & BikingbrbrThe Brant Point and Cliff areas are next to Town and offer several options for sunbathing at one of the north shore beaches. Also most of the bike paths are accessible from Town, making the rest of the island just a bike ride away!brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

3

Bed

2

Bath

6

Sleeps

$9562.0

/ Nightly

Private Vacation Home

Exceptional Nantucket Retreat: Main House + Cottage

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrThis exceptional Polpis property offers sweeping views of Nantucket Harbor, Coatue and acres of conservation land. All new interior by Olson Twombly Interior Design, a gracious floor plan with three finished levels of living space. At first entry, the floating staircase sets the tone for this enchanting and captivating property. Truly a seamless transition to the outdoors with a NanaWall system with stunning first floor waterviews. Incredible infinity-edge pool adds to the serene outdoor entertaining space along with an indoor/outdoor bar and salon area. The bar offers a cabana style feel with SubZero refrigeration options, wetbar and dishwasher drawers. Sonos system throughout the entire home. First floor living area with TV. Four gracious ensuite bedrooms all offering King beds with top of the line linens. Powder room for guests. The two north facing guest bedrooms have waterviews and access to the pool and covered porch area. Laundry Room and Side Mudroom Entry. Commanding waterviews are the focus for all when arriving to the second floor. Cathedral ceilings with transom lights create a relaxing ambiance for this large open living space and dining area with seating for 12-14. Gourmet kitchen offers multiple SubZero refrigeration options, 6 burner Wolf and a commanding island seating for 10. Comfortable and soft seating area directly off the kitchen with direct views of Nantucket Harbor. Relax on the balcony to watch the most impressive sunsets along with a dining area for 20 plus. Powder Room. Primary Bedroom Suite on the second floor with NanaWall system to a private balcony. Separate sleeping area off the Primary Bedroom for additional privacy and quiet. Bathroom suite offers double vanity and walk in shower with privacy WC. The lower level provides a large entertainment area with living room with TV, pool table and gym with Peloton and Rowing Machine. Cargo door provides separation to a bunk room with four queen bunk beds for the ultimate in bunks. Additional bunk room with pocket door and door to the living room with King Bed along with three Queen bunkbeds. Two full hall baths offer double vanities and large walk in showers. Entertaining area has an ice machine, SubZero refrigeration and two dishwasher drawers. An abutting property with a two bedroom guest cottage may be available at an additional cost. This Polpis oasis is impeccably appointed and provides the ultimate in vacation destinations on Nantucket!brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brPolpis is a vast area that encompasses miles of land south of Nantucket Harbor. Most of the land is owned by the Nantucket Conservation Foundation, creating lush surroundings for homeowners and renters to enjoy. Often the nearest neighbor is hundreds of yards away. Although just a few miles from Town, it feels a world away. The beautiful landscape of Polpis and the ample opportunities to get outside and enjoy nature make this area a really special part of the island.brbrAttractionsbrbrWinding its way through this beautiful landscape is the Polpis bike path, starting at the beginning of Polpis Road and running past Sankaty Head Lighthouse and Golf Club ending in Sconset. Many would agree that this bike path is the most beautiful of all the bike paths on the island. Polpis is also home to the Windswept Cranberry Bog, one of just a few organic bogs on the East Coast. This bog has walking trails and is a great spot to observe wildlife on Stump Pond or in the “hidden forests.” If you’re really into exploring, you may even find an old beech tree with initials carved into its bark by visitors past. Also, along the way is the Egan Maritime Institute’s Shipwreck and Lifesaving Museum, a Nantucket landmark devoted to the preservation and honor of maritime history and lifesaving in the waters surrounding Nantucket. Polpis is also home to a small harbor branching off of the main harbor, and serves as a launch for small boats as well as for the Nantucket Community Sailing school.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

9

Bed

8

Bath

26

Sleeps

$2194.39

/ Nightly

Private Vacation Home

Newly rennovated Tom Nevers home with distant ocean views!

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrThis newly renovated and peaceful home in Tom Nevers has spectacular distant views of the ocean, and pastoral views looking towards 'Sconset and Sankaty Head Lighthouse. Open, spacious and airy. The perfect spot for a relaxing vacation.brbrThe first floor offers three bedrooms. The master bedroom has a king bed with glass shower en-suite bath, and a door leading out to the outdoor shower and side yard. There are two additional guest bedrooms with direct porch access and shared hall bath with double vanities and a glass shower. The first has twin beds and the second a king bed.brbrOpen concept kitchen, dining and living area. The kitchen features marble countertops, stainless steel appliances and a center island with a breakfast bar. The dining room offers seating for eight with sliding doors that lead to the back deck with stairs to the pool and yard area. The living room has a large sectional couch, TV, and a decorative fireplace. The second set of sliding doors lead to the side deck. The second floor master bedroom has a king bed and a glass, tiled shower. A powder room is also located on this level.brbrThe finished lower level has a foosball table, ping pong and a large TV for relaxing in the evenings or keeping yourself entertained on rainy days.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brTom Nevers is a peaceful neighborhood situated south of Milestone Road between Madequecham and Sconset. It was named after a Native American whose name was shortened to Tom Never, thus the area was called Tom Never’s Head, as he was hired by British settlers to man a whale lookout station in the mid 1700s. Fast forwarding to the 1950s, the United States Navy built a facility on an old World War II bombing range on the coastal area of Tom Nevers. It was also held as a bomb shelter for President John F. Kennedy in the event that a nuclear attack occurred while he was at home in Hyannisport. Currently the bunker is still intact and houses the Nantucket Hunting Association.br brBeaches & Playing FieldsbrbrTom Nevers Beach is a beautiful south shore beach and is a favorite spot to fish for striped bass and bluefish in the summertime. Note that there are no lifeguards and the surf can be rough at times. Looking to play outdoors with the family, head to the Tom Nevers Field which has a large park with softball fields and basketball hoops right along the ocean.br brAmenitiesbrbrThe community offers a private tennis court and neighborhood pool, making it a great option for families. Many homes are “upside down” in style and offer large yards and spectacular views of sunrises and sunsets from their decks. This residential area also offers many private roads for biking and walking.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

4

Bed

4

Bath

8

Sleeps

$782.5

/ Nightly

Private Vacation Home

4 Meadow View Drive, Nantucket, MA

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrThis comfortable six bedroom, 3.5 bath home is nestled in one of the island's prettiest neighborhoods. Cape style, it is ideally located slightly over a mile from town, and two miles from either the South Shore beaches or the town beach areas. br All first floor bedrooms have min split a/c units.brBasement: Full unfinished basement with washer and dryer.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe edge of Town draws an arc that starts from Prospect Street by the Old Mill and sweeps west and north, ending right behind Cliff Road. The area has quickly built up since 2010, and is defined by accessible luxury. Sitting just outside the Old Historic District, the Edge of Town offers some of the closest homes to Town with pools, as well as many newly constructed residences with modern amenities.brbrPets - allowedbrbrbrNo instructions providedbrbrNo instructions provided

6

Bed

3

Bath

10

Sleeps

$1197.98

/ Nightly

Private Vacation Home

1804 Vintage Charm: Historic Nantucket Home

Nantucket, Massachusetts, United States

PLEASE CONTACT HOST PRIOR TO SUBMITTING A BOOKING REQUEST. THIS PROPERTY IS PROFESSIONALLY MANAGED BY NANTUCKET RENTALS. AVAILABILITY MUST BE CONFIRMED WITH THE PROPERTY MANAGER PRIOR TO ANY REQUEST BEING ACCEPTED. BOOKING REQUESTS SUBMITTED WITHOUT CONFIRMING AVAILABILITY MAY NEED TO BE DECLINED.brbrHistoric Nantucket summer home built in 1804 with original design and antique details still intact. Located in a quiet part of town with a large yard. Ideal for a casual summer vacation that will have you reminiscing of summers past. Experience Nantucket architecture as it was 200 years ago, but with all the modern amenities. In town Mariner’s House c. 1804 located within 10 minute walk to town center. Five bedrooms, 3 1/2 baths. Nice deck off kitchen, outdoor shower, extra lot for games & relaxing. 8 people max. Big dining room for entertaining, as well as den, living room. BR next to kitchen with full bath Double bed. Master with double bed & full bath. 2 other bedrooms share full bath. One week minimum. $350 cleaning fee paid by tenant.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe Town of Nantucket or simply “Town” as many call it, is the epicenter of life on the island. Situated on the north side of the island around Nantucket Harbor, Town offers both natural beauty and historical charm. In the early 1800s, Nantucket was the whaling capital of the world. While the wharves and many structures in the commercial district were lost in the Great Fire of 1846, some still stand today and are thoughtfully preserved and accessible to the general public. Whether it is through tours of Nineteenth Century whaling captains’ homes, events at churches or the Athenaeum Library, or a visit to a museum, Town is steeped in history. Have you ever heard of Maria Mitchell, renowned astronomer and professor How about Herman Melville’s Moby Dick Surely you’ve read Nathaniel Philbrick’s In the Heart of the Sea, or seen the Hollywood blockbuster of the same name. Interestingly, Benjamin Franklin and Macy’s Department Store both have roots to Nantucket as well.br brRestaurants, Shopping & GalleriesbrbrAlong with historical charm, downtown Nantucket today is chock full of restaurants, shops, and galleries. A true gastronome’s paradise, Town offers all types of cuisine and levels of sophistication from A to Z. Whether you’re looking for Classic French, New American, Global, or something casual for the kids, you’re covered. In between meals, check out one of the many boutiques or art galleries as you stroll up and down narrow, beautifully landscaped cobblestoned streets. In the evening, there are many options for entertainment – whether it’s live music in a relaxed environment, or singing and dancing the night away in a swanky, lively spot.br brBoating & FishingbrbrThere are many active pursuits in Town, as well. Being located on the harbor, there are kayak, sailboat, and stand-up paddle board rentals. Take a walk down to Straight Wharf and reserve a sport-fishing charter or spend a day on a boat catching bass, bluefish, bonito, and maybe even see a few dolphins, whales, or sharks! There is also a Critter Cruise available for the kids.br brBeaches & BikingbrbrThe Brant Point and Cliff areas are next to Town and offer several options for sunbathing at one of the north shore beaches. Also most of the bike paths are accessible from Town, making the rest of the island just a bike ride away!brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

4

Bed

3

Bath

8

Sleeps

$3423.09

/ Nightly

Private Vacation Home

Idyllic 7-Bedroom Nantucket Home, Walk To Town

Nantucket, Massachusetts, United States

PLEASE CONTACT HOST PRIOR TO SUBMITTING A BOOKING REQUEST. THIS PROPERTY IS PROFESSIONALLY MANAGED BY NANTUCKET RENTALS. AVAILABILITY MUST BE CONFIRMED WITH THE PROPERTY MANAGER PRIOR TO ANY REQUEST BEING ACCEPTED. BOOKING REQUESTS SUBMITTED WITHOUT CONFIRMING AVAILABILITY MAY NEED TO BE DECLINED.brbrEmbrace the charm of an idyllic Nantucket home set less than one-half mile to Main Street. Enjoy the secluded yard and an expansive porch, seamlessly connecting the 2024 renovated residence for a harmonious indoor-outdoor experience. This home hosts lavish amenities and luxurious interiors destined to inspire an unforgettable stay. br brIdeally located, you’ll find the Nantucket Downtown Historic District, the Whaling Museum, restaurants, and shops just over one-half mile from this home with access to a dedicated bike/walk trail even closer. The Miacomet Golf Course, Cisco Brewery, Bartlett Farms, and many beaches are all within a three-mile radius. Take a stroll on the cobblestone streets, relax at the beach, explore boutiques and galleries, or play a leisurely round on a scenic golf course just minutes away.brbrBack at home, a beautifully designed outdoor living space welcomes you with plush seating, porch swings, a tranquil yard, and a large table for dining alfresco on warm summer evenings. Gather around the firepit later for s’mores under the stars.brbrInside you’ll feel right at home in the updated areas with bright, new decor, new bathroom vanities, new lighting, new Serena and Lily furnishings, freshly installed Thibaut wallpapered spaces, fine art, shiplap walls, and deluxe accents throughout. A stylish, well-equipped kitchen boasts Wolf high-end appliances, an abundance of new small appliances, and a marble-clad island. The interior seating hosts 12 for fun and effortless mealtimes. The inviting bedrooms are adorned with soft, cozy new linens, thoughtful touches, and every room has spa-like baths for ultimate relaxation every moment of your stay. There’s even a workspace for those hoping to get a little work done vacation-style. Your group will delight in the upper floor game room and the main floor TV room where they can read books, play games, and snuggle up to stream your favorite movies to create magical memories. A private washer/dryer and outside shower for those extra sandy days round out this home’s incredible perks. brbrSurrounded by lush greenery the spacious yard is set with corn hole, croquet set, and loungers for those lazy days to relax and renew. The BBQ, outside living area, and 10-seat dining table lends itself to those magical Nantucket al fresco evenings. brbr This home radiates a cheerful and luminous atmosphere on a quiet Nantucket in Town Street, complete with the convenience of off-street parking for two. 10 Lyon welcomes you......brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brThe Town of Nantucket or simply “Town” as many call it, is the epicenter of life on the island. Situated on the north side of the island around Nantucket Harbor, Town offers both natural beauty and historical charm. In the early 1800s, Nantucket was the whaling capital of the world. While the wharves and many structures in the commercial district were lost in the Great Fire of 1846, some still stand today and are thoughtfully preserved and accessible to the general public. Whether it is through tours of Nineteenth Century whaling captains’ homes, events at churches or the Athenaeum Library, or a visit to a museum, Town is steeped in history. Have you ever heard of Maria Mitchell, renowned astronomer and professor How about Herman Melville’s Moby Dick Surely you’ve read Nathaniel Philbrick’s In the Heart of the Sea, or seen the Hollywood blockbuster of the same name. Interestingly, Benjamin Franklin and Macy’s Department Store both have roots to Nantucket as well.br brRestaurants, Shopping & GalleriesbrbrAlong with historical charm, downtown Nantucket today is chock full of restaurants, shops, and galleries. A true gastronome’s paradise, Town offers all types of cuisine and levels of sophistication from A to Z. Whether you’re looking for Classic French, New American, Global, or something casual for the kids, you’re covered. In between meals, check out one of the many boutiques or art galleries as you stroll up and down narrow, beautifully landscaped cobblestoned streets. In the evening, there are many options for entertainment – whether it’s live music in a relaxed environment, or singing and dancing the night away in a swanky, lively spot.br brBoating & FishingbrbrThere are many active pursuits in Town, as well. Being located on the harbor, there are kayak, sailboat, and stand-up paddle board rentals. Take a walk down to Straight Wharf and reserve a sport-fishing charter or spend a day on a boat catching bass, bluefish, bonito, and maybe even see a few dolphins, whales, or sharks! There is also a Critter Cruise available for the kids.br brBeaches & BikingbrbrThe Brant Point and Cliff areas are next to Town and offer several options for sunbathing at one of the north shore beaches. Also most of the bike paths are accessible from Town, making the rest of the island just a bike ride away!brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

7

Bed

7

Bath

14

Sleeps

$3789.68

/ Nightly

Private Vacation Home

14-Bedroom Home in Surfside

Nantucket, Massachusetts, United States

Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.brbrThe caretaker lives onsite. 14-bedroom house situated on 2 acres of privacy in Surfside. Each of the bedrooms have a private bathroom and the house offers two large living rooms, kitchen with adjacent dining area with huge dining table. Expansive decks on the front of the house and an 800 square foot screened porch on the rear afford dining and entertaining opportunities. The huge lawn area has been popular with past guests as the perfect spot for a wedding tent. This property is one of a kind and a great location for family reunions, business retreats and weddings.brbrPlease note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking.brSurfside is a favorite area of Nantucket for vacation renters because of its easily accessible beaches and its proximity to Town and Mid-Island conveniences. This family-friendly area offers a laid back summer vacation on the south shore beaches and a three mile bike path - the perfect distance for young children to ride. Many homes in Surfside enjoy water views and peaceful, woodsy surroundings. A rear access road from Surfside to Nantucket Memorial Airport is also convenient for those arriving by air.brbrbrBeachesbrbrJust a few miles south of Town, this wide beach offers plenty of room for sunbathing and has a lifeguarded swimming area. There is also ample vehicle parking, bike racks, bus service, bathroom facilities, and the Surfside Beach Shack that sells food and rents beach chairs and umbrellas. This is the only beach on the south shore that boasts this many amenities. A few smaller beaches are located nearby. Fisherman’s & Stones Beach can be found between Surfside and Nobadeer beaches and are favored with locals, however, there are no amenities and they can have strong surf. Nobadeer Beach allows four-wheel drive vehicles to drive on the beach with an Over Sand Permit and it’s a great spot to see airplanes flying overhead since it is close to the airport.br brRestaurantsbrbrIn addition to the Surfside Beach Shack, 45 Surfside Bakery and Cafe offers breakfast and lunch and can be found right along the bike path. They are especially known for their delicious pastries. Yummy is also located on the bike path and is a great place to stop for an ice cream to or from the beach.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

Bed

Bath

Sleeps

$3462.7

/ Nightly

Private Vacation Home

Luxury Dreamy Madaket Destination - Beachside, Ocean Views & Lifelong Memories

Nantucket, Massachusetts, United States

Rare Madaket beachside getaway with capacity for large families/groups! Have it all, a no excuses perfect Nantucket vacation paradise with stunning ocean views and beaches.brbrMAIN HOUSE - Crazy Love:brbrUpside down house a stone's throw from Madaket Beach! The spectacular second floor living space includes a wraparound deck to take advantage of dramatic ocean views in all directions. The second floor’s open living concept connects the living room, dining room, kitchen, and outdoor deck spaces. Take particular note of the dining room table next to large all-glass bi-fold door accessing the upper level deck for spectacular views and exceptional indoor/outdoor living. The kitchen is equipped with top-of-the-line appliances (Wolf, Sub-Zero, etc.), marble kitchen island seating, and more. The living room boasts large flat screen TV, surround sound entertainment system, and wet bar.brbr3 bedrooms on the first floor: Large Master Suite with a king bed and private bath (soaking tub and shower) and French door access to outdoor shower. First guest room has a queen bed (ocean views!), private bath, and access to wrap around deck. The third bedroom has 3 twin beds. Spillover space in basement sleeper sofa.brbrFirst floor porch has a wraparound deck that offers a hub for activity. Outdoor furniture, porch swing, and access to lawn and ocean views make this perfect for memories with family and friends. brbrMadaket Beach is about a hundred yards and accessed via a private pathway in the back of the home. Enjoy magnificent days at the beach with zero fuss. Come back to the house for a pit stop, lunch break, etc. Forgot something No worries, it's a 3 minute round trip and you're back basking in ocean splendor. If you're adventurous, bring a 4x4 and purchase a beach pass so you can do off-roading , fishing, and sightseeing via Smith Point. Madaket Beach and Smith Point have the undisputed best sunsets in Nantucket, bring your cameras/phones!brbrCOTTAGE - Sweet Thing:brbrDelightful Madaket beach home named Sweet Thing.brbrEnjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea-filled gardens, and more. You'll never want to leave!brbrThe master bedroom has a queen bed and the guest bedroom has three singles. Sleeper sofa in the living room for extra sleeping space. Two full bathrooms are complemented by and an outdoor shower. The rear patio deck with dining table and grill give you an exceptional outdoor dining option.brbrAll new kitchen cabinets and appliances for 2023. Freshly painted and newly decorated with an idyllic living room a with flat screen TV with surround sound. Take in sunsets from the dining room or the private deck. The property is surrounded by gorgeous hydrangeas. brbrOther amenities include wireless hi-speed internet, stereo, surround sound, wine/beverage center, washer, dryer, beach chairs, cooler and beach towels.brbrBUNK HOUSE - Always On My Mind:brbrThere is something that can't quite fit into words about the magic of the bunk house. It oozes beachy vibes and there's a certain romance to spending time in this gorgeous space. Room for two in the queen bed in the loft and a family could have a child or two stay downstairs in the pullout couch. Flat screen TV, dining room table, fridge, etc. ensure creature comforts are well tended. The large barn doors open wide to welcome in views of the beach and coastal air. The outdoor half bath is cute, while rinsing in the bespoke outdoor shower under the stars or after a beach day is divine.brbrRegistration #: 028004

9

Bed

6

Bath

20

Sleeps

$890.25

/ Nightly

Private Vacation Home

Monomoy Retreated- Nantucket’s Best Kept Secret Near Town and Sea

Nantucket, Massachusetts, United States

Curated Monomoy Retreat – Nantucket’s Best Kept SecretbrWelcome to the Curated Monomoy Retreat, where Nantucket’s timeless charm meets modern island living. Tucked away in Monomoy — the island’s best kept secret — this beautifully appointed 3-bedroom, 2-bathroom home offers the perfect blend of comfort, coastal elegance, and convenience. Just over a mile from historic downtown and steps from the harbor-view park, this home places the best of Nantucket at your fingertips while surrounding you in peace and privacy. A Home Designed for Effortless Comfort The main level features the primary bedroom with a newly updated en-suite bathroom, providing easy accessibility and privacy. The second floor hosts a spacious private bedroom, a quiet retreat ideal for those seeking a little extra solitude. The third bedroom, with two twin beds, is thoughtfully designed for children, guests, or friends sharing the space. A second full bathroom with coastal-inspired finishes ensures comfort for everyone. The fully equipped kitchen includes everything you need for casual breakfasts or relaxed dinners at home. Enjoy morning coffee brewed by the Jura machine, which grinds beans fresh for every cup, or gather around the outdoor table for a sunset meal after a day of exploring. The home’s amenities have been curated for ease and luxury — from premium linens and plush towels to the washer and dryer that make long stays effortless. After a day at the beach, refresh in the private outdoor shower, surrounded by Nantucket’s soft coastal breezes. Outdoor Living, the Nantucket Way. Life in Monomoy flows naturally between indoors and out. Start your morning with a walk to the park overlooking the harbor, just steps away, where sailboats glimmer in the early light. Spend the afternoon relaxing in the outdoor dining area, perfect for al fresco meals or quiet reading time. Three adult bikes are provided for your use, allowing you to easily explore Nantucket’s extensive bike path network — one of which begins just outside the door. Ride into town for lunch, explore nearby beaches, or pick up fresh seafood and a warm loaf of bread from one of the island’s notorious bakeries. Beach chairs and towels are provided for your seaside adventures, and a Pack ’n Play is available upon request for families traveling with little ones. Every detail has been considered to make your stay as relaxed and memorable as possible. Location Highlights-Monomoy is one of Nantucket’s most desirable and peaceful neighborhoods — known for its scenic harbor views, coastal paths, and easy proximity to town. This home offers the perfect balance of quiet seclusion and island access.• Harbor-View Park: Just steps from your front door, this beautiful park offers views of the water and a peaceful place to start or end your day.• Monomoy Beach: A short walk away, this uncrowded shoreline is ideal for swimming, beachcombing, or simply relaxing without the bustle of larger public beaches.• Downtown Nantucket: Just over a mile away — easily reached by bike or on foot — you’ll find cobblestone streets lined with boutiques, art galleries, historic inns, and award-winning restaurants.• Surfside Beach: A short drive or bike ride from Monomoy, offering soft sand, rolling surf, and the classic Nantucket beach day experience. • Markets and Bakeries: Fresh fish markets, groceries, and island bakeries are all nearby, keeping local flavor at your fingertips. Whether you’re craving a quiet morning with coffee and a view, or a lively afternoon of shopping and dining, everything Nantucket is within easy reach. Thoughtful Details that Elevate Your Stay. This home is designed for guests who appreciate both style and function. Each space has been intentionally created for comfort and ease• Private outdoor shower — the ultimate Nantucket touch. Bikes included — explore the island like a local.br• Beach gear provided — chairs, towels, and beach-ready essentials.• Jura coffee machine — fresh-ground coffee every morning.br• Pack ’n Play upon request — family-friendly convenience.br• Outdoor dining area — perfect for lingering island evenings with warmth and light from an on table fire feature • Washer and dryer — essential for extended stays.br• Parking for two vehicles — easy access for arrivals and day trips.brThe Monomoy Experience-What sets Monomoy apart is its atmosphere. It’s quiet but connected, scenic but central. You’ll wake to the soft sound of the ferry, breathe in the salt air on morning walks, and end your days under Nantucket’s famous skies. Each day can be as full or as peaceful as you wish. Begin with a bike ride along the island’s scenic paths, stop for breakfast at a bakery downtown, or simply relax in the outdoor seating area with a good book. Spend the afternoon at Monomoy Beach, where the calm water and soft sand make for perfect family days or peaceful solo moments. As evening settles in, rinse off in the outdoor shower, prepare a meal with the day’s fresh catch, and dine al fresco as the sky turns pink over the island.brWhy Guests Love It- Guests love this home for its balance — elevated but comfortable, private yet close to everything. It feels like a true island retreat while keeping Nantucket’s best experiences within reach. Whether you’re here for a family getaway, a couples’ escape, or simply to slow down and reconnect with coastal living, this home offers a setting that feels both luxurious and welcoming.Your Stay, Perfected- Every aspect of the Curated Monomoy Retreat has been designed with guests in mind — from its serene interiors and modern amenities to its unbeatable location. It’s a place to unwind, explore, and fall into the easy rhythm of Nantucket life. Come discover why Monomoy is Nantucket’s best kept secret — and why guests return to this home year after year.

3

Bed

2

Bath

8

Sleeps

$949.45

/ Nightly

Apartment

Charming Apartment in Downtown Nantucket

Nantucket, Massachusetts, United States

Location, location, location! Welcome to this fabulous studio apartment in downtown Nantucket. Guests will find a spacious living area with a queen bed and a soothing bathroom featuring a shower and bidet. An additional loft space with two twin beds is perfect for extra guests. The apartment stays comfortable year-round with heating and AC. A full kitchen and laundry in unit round out this great apartment! Whether you’re relaxing or working, this perfect spot offers a welcoming retreat. We’ll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

$2174.16

/ Nightly

Private Vacation Home

Newly constructed 3 BR house . Walk to town, harbor and restaurants

Nantucket, Massachusetts, United States

Classic Nantucket 2 story home. Large kitchen with sit in bar extends to open dining room and living area. Spacious master suite and king bed on first floor. Second floor features two bedroom, one king and two twin, and a shared bathroom. Spacious entry mudroom with convenient W/D, half bath and garment hooks.brOutdoor bluestone patio for secluded dining. Outdoor shower to wash your feet after returning from the beach. High speed internet to keep you connected and SONOS to keep you relaxed.

Bed

Bath

Sleeps

$1098.38

/ Nightly

Private Vacation Home

Classic Nantucket Home with Ocean Views!

Nantucket, Massachusetts, United States

Round The Bend is a charming, traditional Island home with 3 bedrooms, 3 full baths, an open layout, and scenic 2nd-floor Atlantic Ocean views. The spacious front porch and back deck are surrounded by lovely grounds spanning a 1/2 acre, with fresh flowering shrubs, climbing roses, and a gated meditation garden for quiet reflection and rest. Just a short walk to the beach (about a quarter mile), the property is the ideal setting for family and friends to gather and enjoy all that a summer vacation on Nantucket has to offer.brbrFirst floor includes a large, inviting living room with a fireplace and TV; renovated kitchen with granite counters and stainless appliances; light-filled dining area for 6 with sliding doors to a spacious back deck for outdoor dining. There's also a bedroom with twin beds, full-tiled bathroom, and an entertainment/game room with 50'' smart TV. The large front porch has seating so you can sit back and take in the ocean breeze. brbrOn the second floor are two large sunlit bedrooms, both with water views and soaring cathedral ceilings. Primary bedroom has a king bed, TV and a large en suite bathroom. The second bedroom has a queen bed and its own full bathroom just outside the door. A large sunken-deck balcony with views of the Atlantic can be easily accessed from both upstairs bedrooms. At night, fall asleep to the sound of ocean waves beneath a breathtaking canopy of stars!brbrWhether you're a seasoned visitor to the island or coming for the first time, Round the Bend will make your Nantucket vacation complete. At the end of a long day, it's a vacation home that you'll truly love coming home to.

3

Bed

3

Bath

6

Sleeps

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