Vacation Home Rentals By Owner In Nantucket, MA

This new construction 5-bedroom home on Nantucket offers the perfect blend of luxury and location, just a short walk from the charming shops and restaurants of downtown Main Street. The home boasts three spacious bedrooms on the second floor, all en suite, while two additional bedrooms on the lower level provide privacy and comfort for guests. The open-concept design seamlessly connects indoor and outdoor living spaces, with a large screened in living room with flatscreen TV and dining table, oversized yard, a stunning pool, a relaxing hot tub, an inviting fire pit, a gym for health enthusiasts, and an office space on the third floor that is completely private. The outdoor kitchen and dining area are perfect for entertaining, offering the ideal space for summer barbecues or quiet family dinners. Every detail reflects the highest level of craftsmanship, from the elegant finishes to the thoughtful layout. This home is in a prime location near town and Cisco Beach. There is also a newly renovated luxury cabana for the overflow of guests, offering a sleek and modern retreat, blending comfort with high-end design. The spacious open-concept living room flows seamlessly into a state-of-the-art kitchen, featuring modern appliances, sleek countertops, and stylish finishes, perfect for both relaxing and entertaining. Downstairs, two private sleeping areas offer cozy yet elegant accommodations, making the lower level a tranquil escape. Every detail of this cabana has been thoughtfully upgraded to create a chic, contemporary space, ideal for unwinding in style. (*Please note there is a front cottage on the property that rents separately or together with this Main House and Cabana*)

Newly built 5BR house w/ Cabana, pool and big yard--walk to town, bike to beach!

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1135.62

Nicely furnished with central air conditioning, modern and antique furniture and beautiful artwork.A chef's kitchen with Viking range and wood floor opens to living /dining room with seating for twelve at cherry dining table. A south facing sundeck with grill is off the kitchen/dining area.br A covered deck is off the living room looking out at a nicely landscaped and very private yard . There is an outdoor shower on a small deck off the mudroom /laundry room which has a full size washer and dryer and separate sink.br Master bedroom has king bed and private west facing deck with sunset and distant but beautiful ocean views. Master bath has large soaking tub, separate large shower and Vermont slate floor.br The second bedroom on top floor with queen bed shares full bath with a small bedroom with a single bed also on the second floor. A large bedroom with a wide planked pine floor is located above the garage. It is a spacious sunny room with a king bed, one single bed and a TV with sitting area. It is connected to the main house through the Mexican tiled laundry room and works well for a couple or as kids room.brbrbrMaduequecham : Our property in Maddequecham is a beautiful get away within walking distance (about fifteen minutes by path or dirt road) or a short drive to one of Nantucket's most beautiful south shore beaches. There is great surfing and fishing and swimming at the beach. It is one of the least traveled beaches on Nantucket even during the heart of the summer. It is a good idea to have a car but the bike path and the shuttle to town runs on the main road a mile from the sunsets from the upper west deck are fantastic!br

Quiet, comfortable Nantucket beach house - Maddequecham Beach

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1217.0

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 South Water Apt is a second floor condo overlooking cobblestone South Water St, located in the heart of Town. Experience all the excitement of downtown right outside your door, including quaint shops, fine & casual dining, historic sites and museums. The Brant Point Lighthouse and North Shore beaches are a short distance away. Large island kitchen, open floor plan with contemporary decor and attention paid to every detail will ensure a most enjoyable stay! This special place is right off Main Street and is within a couple of minutes walking distance to dozens of restaurants, bars and night clubs. All the excitement of Nantucket is right outside your door!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

2BR Condo | Heart of Downtown Nantucket

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1299.73

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

Upside down colonial house

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1568.55

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

Charming house on edge of town

Nantucket, Massachusetts, United States

Bed

Bath

11

Sleeps

$1391.0

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

73 Lovers Lane, Nantucket, MA

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1561.77

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.brbrAntique home with large front lawn and tree swing. Covered porch entrance into the front hall. Living Room with flat screen TV, Dining Room, Library/Study with single pull out bed. Shower bathroom. Eat in Kitchen. Step down to Laundry room off kitchen. Back staircase to second floor bedrooms.brSecond Floor: Front foyer with writing desk, master bedroom with king bed and shared tub/shower bathroom that passes to a bedroom with two single beds. Queen Bedroom. Clawfoot tub and separate shower bathroom in hall. Back Bedroom with two single beds and an en suite. Attic brNOTE: Two Week minimum rental term. All bedrooms have AC window units. No heat.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 - allowedbrbrbrNo instructions providedbrbrNo instructions provided

Antique home with large front lawn

Nantucket, Massachusetts, United States

Bed

Bath

9

Sleeps

$2633.07

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

Nantucket style home with whimsical flare on Main street

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1781.75

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

Exquisite antique home built in 1767

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2086.0

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.brbrCaptain's View is a historic former Sea Captain's home, a block from the Harbor in the heart of Nantucket. Freshly updated 5 bedroom, 4 full bath home with charm and new decor. Relax in 3 private outdoor spaces: brick terrace garden features sectional seating with large umbrella, dining table that seats 10 and gas grill; pretty landscaped sizable lawn; and, 2nd Floor deck with lounge seating and glimpses of water views. 3rd Floor window array also has glimpses of water views. 2 Off-Street tandem parking spaces, outdoor shower and A/C throughout the home.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 - allowedbrbrbrNo instructions providedbrbrNo instructions provided

38 Union Street, Nantucket, MA(Captain's View)

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$4914.8

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 stunning 5 bedroom, 5.5 bath home was completed in the fall of 2015. It offers gorgeous views of Nantucket Sound with beach access across the street. brThe first floor contains a large family/TV room with access to the covered porch. A king primary bedroom with private bath, queen bedroom with private bath, a bedroom with 2 twins, a bedroom with 4 bunks and a hall bath. The second floor consists of a spacious open living/dining/kitchen area with access to a deck. Half bath. A second primary king bedroom with private bath. A side deck accesses the studio above the garage which contains an in-home office and private bathroom. Lovely views from most of the rooms.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

2 Sandy Drive, Nantucket, MA

Nantucket, Massachusetts, United States

Bed

Bath

12

Sleeps

$7020.86

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.brbrPremier Cliff location! Flexible turnover day, does not have to be Saturday. First floor- Beautifully appointed home with large entry foyer with living room to the left. French doors leading to terrace. Two master bedroom suites and an additional half bath. Large upscale kitchen with Viking appliances with open dining area and family room.brSecond floor- Two ensuite guest bedrooms. One with twins and one with four bunk beds. Entertainment area with T.V.brCottage/poolhouse with one bedroom and one full bath. 20x38 heated 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.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

Premier Cliff location!

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$3686.1

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.brbrPerfect for your family vacation or couples getaway, this 4 bedroom/4.5 bathroom has a private pool and well maintained lawn.brThe first floor boasts a spacious living room accented by a gas fireplace and sliders that open to a deck overlooking the private pool. The dining area connects the living room to the luxury kitchen. The generous gourmet kitchen features vaulted ceilings and skylights, slate tile floors, honed granite counter tops, breakfast bar, and a pine-top kitchen island. Separate laundry room off the kitchen.brThe second floor includes a large master suite with walk-out access to a second floor deck, walk-in clost and ensuite bath with separate soaking tub and large shower. Second bedroom and en suite bath with shower, walk-in closet, and second laundry.brTwo additional bedrooms with en suite baths are located on the ground floor. A large tiled living room separates the two rooms. Living room open up to a brick courtyard.brSeparate shed set up as office space.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

4BR Home on Edge of Town with Pool!

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$3478.94

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.brbrFirst Floor-The bright entryway, which includes a powder room, connects to an open plan living room, dining room and kitchen. The living room includes a gas fireplace and television. Off the living room, a door leads to the outdoor patio with grill, furniture and outdoor shower. brLower Level- The family room with television greets you as you enter the lower level of the guest house. Directly off the family room is the laundry room. Continuing down the hallway towards the back of the guest house are guest bed 1 and 2. Both rooms offer a queen sized bed, ample closet space, and an adjacent shared bathroom in the hallway. brSecond Floor-The second floor is comprised of both the master suite and guest bed 3. The master bedroom has a king bed, television, and full en suite bath. Guest bed 3 has the option of two twins or connecting both to form a king, which also includes an en suite bath. Both rooms boast substantial closet space as well.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

Charming Nantucket style home

Nantucket, Massachusetts, United States

Bed

3

Bath

Sleeps

$3861.78

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

Sunny 5BR Brant Point Retreat with Views

Nantucket, Massachusetts, United States

Bed

Bath

12

Sleeps

$3861.78

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.brbr22 Bartlett Farm Road: 4 bedrooms, 4.5 bathrooms. Perfect for a family vacation, with newly-updated interior by Tharon Anderson Design. A perfect Nantucket retreat for a family vacation or couples getaway, Rip Tide boasts 4 bedrooms/4.5 bathrooms, with a private pool. Recently-updated interiors by Tharon Anderson Design open onto a lovely lawn + outdoor living space for the true Nantucket experience. brbrTwo additional bedrooms with en suite baths are located on the ground floor. The ground level “master” features a queen bed; the second bedroom has two twins. A large, tiled living room with custom ping pong table, flat screen TV, and seating area joins the bedrooms, and opens onto a brick courtyard with stairs to the 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.brCisco is a favorite area of the island due to its relaxed pace and proximity to great beaches. Located on the southwest part of the island, Cisco has it all – rolling hills and pastures, ponds, farmland, and the beach. If you’re looking to take a break from the hustle and bustle of Town and Mid-Island, Cisco is the place for you. And did we mention the breathtaking sunsets brbrBeaches, Ponds & Walking TrailsbrbrCisco Beach, the Bluff, and Ladies Beach are all popular spots for surfers and sun-worshippers. Nantucket Island Surf School teaches surfing at Cisco Beach during the busy summer months. Right near the beach, you will find Hummock Pond and Clark’s Cove – two great ponds for canoeing, kayaking, fishing, or strolling the shores. Adjacent to the ponds is Ram’s Pasture, a huge swath of land, once used for grazing sheep and cows, farming, and harvesting wood. Originally set aside as “common land” by Nantucket’s original shareholders in the 1600s, it is now owned by the Nantucket Conservation Foundation and offers views of the ocean and hiking trails, especially fun to walk with a dog. brbrGolfbrbrA favorite of locals and visitors alike, the newly renovated Miacomet Golf Club is the Island’s only public 18 hole course. The link style course is owned by the Nantucket Land Bank and is expertly maintained. Their casual indoor/outdoor restaurant is always a popular hangout spot, whether or not you actually play golf.brbrAttractionsbrbrIt’s no secret that one of the funnest ways to spend a summer afternoon on Nantucket is a visit to the world-famous Cisco Brewers – Triple Eight Distillery – Nantucket Vineyard. Getting there and back from Town, just hop on the free shuttle bus (every half hour) from the Visitor’s Center on Federal Street. While you're there, enjoy a pint of their craft beer, a creative signature cocktail garnished with herbs from their garden, or a glass of wine, all the while enjoying live music in a sunshine-filled courtyard. This is a great place for the whole family, both kid and dog friendly. They offer tours and tastings, and there are food trucks and a raw bar in the summer. Better yet, bring your own food from their next door neighbor, Bartlett’s Ocean View Farm, the largest and oldest farm on the island where you can find a wide variety of fresh fruit and vegetables, grocery items, and sundries. The farm also has a full kitchen where they make prepared foods to go. Aside from their delicious food, Dharma Yoga has its yoga studio in the loft above the market.brbrEventsbrbrThe Annual Yoga Festival takes place at Bartlett’s.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

22 Bartlett Farm Road, Nantucket, MA

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$4387.78

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

Upside down style home in Tom Nevers

Nantucket, Massachusetts, United States

Bed

7

Bath

16

Sleeps

$654.77

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.brbrAn upside down beach house, only steps from the popular Nobadeer Beach. This wonderful home with central air, was recently remodeled and well appointed with stainless appliances, beautiful teak deck furniture, top of the line linens and tastefully decorated with Nautical-Nantucket decor.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

Upside Down Surfside Beach House

Nantucket, Massachusetts, United States

3

Bed

Bath

7

Sleeps

$877.36

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.brbrGorgeous three bedroom two bathroom condo with brand new kitchen with top of the line appliances. Recently updated with fresh paint and interior design. Easy access to bus stop and bike path that leads to Town. Available for Winter rental - please contact your broker.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 Mid-Island area is a term that loosely describes the area between downtown, Surfside, and the airport. This area is best known for its conveniences, including schools, the largest grocery store on the island, health clubs, and restaurants. The new Nantucket Cottage Hospital is also located here. Mid-Island is accessible to most areas on the island by car, bike, or the Wave (our public transit bus). Whether it’s fun family activities you’re looking for, or a great social scene, Mid-Island is the ideal spot. Its proximity to Town and many beaches make it a no-stress choice for a vacation rental home which are moderately priced.br brSchools, Pool & Ice RinkbrbrIn the heart of Mid-Island, along Surfside Road as you leave Town, lie the Nantucket Public Schools. In summertime, they offer day camps and activities for the kids, including swimming lessons in the high school’s Olympic-sized pool. Adult and elder programs are available as well. In between the high school, middle school, and elementary school there are playgrounds, basketball courts, and athletic fields that are bustling with activity from soccer camps, adult recreational leagues, and neighborhood pickup games. Behind the elementary school sits Nantucket Ice, a state-of-the-art ice rink with programs and hockey leagues for youth and adults (and also some really great Thai food at the concession stand).br brRestaurantsbrbrMid-Island has a high concentration of restaurants, much like the downtown area. Dine at the Sea Grille for fresh seafood and award-winning chowder, or Island Kitchen for the perfect re-energizing Sunday brunch after a night out. Don’t miss Pi Pizzeria for thin crust Neapolitan pizza and fresh takes on Italian dinner favorites. Hit Lola Burger for craft burgers, shakes, and people watching at the rotary on your bike ride to or from Sconset. There are numerous other restaurants, bakeries, and sandwich shops in this hopping area.br brNightlifebrbrThe Mid-Island area is home to the best party spot on the island – the mecca of monkey business, the headquarters of hijinks, the scene of shenanigans, the capital of cavorting – the internationally infamous Chicken Box. If you’re looking for the quintessential way to let loose in true Nantucket fashion, look no further. It wouldn’t be odd to find a gentleman in a tuxedo playing pool with a sandy, salty surfer dude. Women in bridesmaids’ dresses – heck, even the brides themselves – have been seen dancing on the stage as everyone else rocks out to great tunes on the dance floor. Anything goes at the Box, which is why revelers of all ages and walks of life flock to this island institution for free-flowing libations and great live music. Kitty Murtagh’s, an Irish pub is also a fun night spot with pool tables.brbrPets - not allowedbrbrbrNo instructions providedbrbrNo instructions provided

Gorgeous 3 bedroom 2 bath home

Nantucket, Massachusetts, United States

3

Bed

Bath