Home Vacation Rentals By Owner In Nantucket, MA

Showing 440 Of 754 Vacation Rentals
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Exceptional(49)

$1410.71

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Private Vacation Home

Beautiful home with private heated pool, basketball and large outdoor space.

Nantucket, Massachusetts, United States

*Pool opens in June and stays open through September.* brbrThe Tom Nevers area is a gem of Nantucket Island. This area offers you peace and quiet from the summer crowds without being too far away from the historic downtown area. Tom Nevers beach is located 1.4 miles down the road and has miles of secluded beachfront that is never crowded in the summer. Use the Milestone bike path to head to the quaint town of Siasconset (2 miles) or head to town (5 miles). If you are looking for a workout with beautiful view, the bike path connects to the Polpis bike path to create a 30-mile loop. Also located within a half mile of the bus stop The Wave which will take you to the historic downtown shops or local beaches. Tom Never's is a rural setting surrounded by conservation land and many walking paths leading to beaches and the moors. Next to Tom Nevers Beach you can find a children's playground, outdoor roller rink, basketball hoops, and baseball fields with beautiful views of the ocean. This is the perfect area for fishing and surfing if desired. This area is also less than 1 mile from 3 golf courses (2 private, 1 public)..brbrWe welcome you to a beautifully constructed upside-down colonial home with covered front porch and 2nd floor deck to watch the picturesque Tom Nevers sunsets. Your home away includes 4 bedrooms and 3.5 baths with central air conditioning and wifi. Outside you will find a private fenced in heated large pool, screened in gazebo, large heated private outdoor shower and large landscaped yard with playground and basketball court.brbr2nd floor: Open kitchen, living and dining floor plan with cathedral ceiling and 1/2 bathroom. Beautiful chefs kitchen with custom mahogany counter tops, six burner Viking gas range, central island and breakfast bar. Large living room area with fireplace and large HDTV. Dining area is open to living area and includes comfortable seating for 8 people. Walk out to the 2nd floor deck to enjoy the rural setting and the well-known Tom Nevers sunsets.brbr1st floor: First master bedroom with lounging area and en-suite custom bathroom and private outdoor sitting area. Second bedroom with two twin beds. A third room that may serve as over-flow sleeping with pop up trundle bed that can convert to king size bed if needed, play area, and TV.brbrBasement: Second large master bedroom, with king sized bed, including custom en-suite bathroom and walk in closet. Natural light pours into the bedroom from french doors leading to a private sitting area with walk out to the beautiful yard and pool.brbrPool: Large 800 sqft in-ground HEATED pool. Gazebo: Screened in area with gate to pool. Large outdoor blue slate patio area around Gazebo leading to pool perfect for outdoor dining or lounging. *Pool opens in June and stays open through September.*brbrDriveways: Two driveways available in case you would like to use the basketball hoop in main driveway.brbrPlayground: 2 slides, climbing wall, wobble bridge, and 3 swings. br brNew updated large outdoor heated shower with 2 shower heads.brbrWe also have an assortment of items available:brBeach items: towels, chairs, umbrella, cooler, boogie boards, sand pails, shovels.brGeneral: gas barbecue, TV, personal safe, iron, baby equipment (please ask), many free books. Think of something else Please ask! brbr**2023 Red Jeep Wrangler Sport - 4 door available for rent by property owners. Beach stickers included. Please ask for further details if interested.brbrNantucket Short Term Registration Certificate Number: 015002
Bed 4

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Bath 3

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Sleep 8

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$5585.0

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Private Vacation Home

Private Compound w/ Two Houses, Pool & Hot Tub!

Nantucket, Massachusetts, United States

Private Compound w/ Two Houses, Pool & Hot Tub!brbrWelcome to Haven — a serene, private retreat off Eel Point in Dionis, perfect for relaxed gatherings and unforgettable memories. A main house and guest house set on nearly 2 acres and backed by 700 acres of conservation land, this exceptional property includes Homeward Bound, a five-bedroom main house, and Beach Bound, a three-bedroom guest house. With a 20x50 heated pool and separate hot tub, Haven provides an idyllic setting for entertaining family and friends or accommodating a two-family stay.brbrThe main house features a thoughtful layout with tranquil bedrooms and bright, open living spaces. On the first floor, you’ll find a King bedroom with an en suite bathroom, along with two additional Queen bedrooms. Upstairs, a sunlit kitchen with granite countertops and a central island flows seamlessly into the dining and living areas. Also on this level is a second King bedroom with en suite bathroom and a convenient powder room. Large folding glass doors extend the living space to a deck with an outdoor fireplace, beautifully blending indoor comfort with outdoor living.brbrThe lower level includes a cozy media room with a large TV for movie nights, a well-equipped kitchenette (microwave, fridge, sink, and ice machine), and a fun bunkroom with three Twin beds and an en suite bathroom—ideal for kids, extra guests, or an au pair. A laundry room with two sets of washer-dryers adds convenience for extended stays.brbrThe guest house, Beach Bound, offers a main-level King bedroom with en suite bathroom, plus kitchen, dining, and living areas that open to a deck overlooking the pool and expansive preserve. The 1st level includes another King bedroom with en suite bathroom and French doors to the lawn, along with a flexible bedroom featuring two Twin beds and one Queen bed. Beach Bound also offers its own laundry facilities, an outdoor shower, an infrared sauna, and a Super Nova massage chair by Relax The Back.brbrLocated just a short drive from Dionis Beach and 40th Pole, Haven also borders the Linda Loring nature preserve, where you’ll find peaceful hiking trails through 104 acres of conservation land. It’s a true island oasis — where privacy, comfort, and connection come together in perfect harmony.brbrNote: One-week minimum rental required in peak season (Saturday –Saturday); three-night minimum in the off-season. Please inquire about pets. Jeep Gladiators available to rent (at rates below on-island rentals), subject to availability.brbrMain House - Homeward BoundbrbrFirst Level: brbr-King bedroom with en suite bathroom (shower) brbr-Queen bedroom with en suite bathroom (tub/shower) brbr-Queen bedroom suite with private bathroom (tub/shower) and doors and deck to the outsidebrbrSecond Level: brbr-Large open-concept kitchen with granite countertops, island and grilling deckbrbr-Dining and living area with fireplace and access to a spacious deck brbr-Powder room brbr-Second King bedroom with walk-in closet and en suite bathroom (shower) brbr-Deck with large folding glass doors, an outdoor fireplace and lush green and distant water viewsbrbrLower Level: brbr-Media room with large TV and cozy sectional couchbrbr-Convenient kitchenette with microwave, fridge, sink, and ice machine brbr-Bunkroom with one Twin bunk bed, one single Twin bed and en suite bathroom (tub/shower) brbr-Laundry room with two new sets of washer and dryer units for conveniencebrbrGuest House - Beach BoundbrbrFirst Level: brbr-King bedroom with en suite bathroom (shower) and French doors opening to the yard and outdoor showerbrbr-Bedroom with one Queen bed and two Twin bedsbrbrSecond Level: brbr-Open living, dining, kitchen and powder room with doors leading to a deck overlooking the pool, hot tub and gracious open and private landscape. brbr-King bedroom with en suite bathroom (shower) brbr-Laundry areabrbrNantucket STR Permit 018414
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Bath 7

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Sleep 16

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Exceptional(108)

$813.47

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Cottage

In-Town • Walk to Beaches • Charming Cottage • Private Patio & Easy Parking

Nantucket, Massachusetts, United States

Walk to town, beaches and Nantucket's best restaurants from this charming in-town cottage. Enjoy a private patio, easy parking, and a relaxed effortless stay in a quiet historic neighborhood. brbrThis charming cottage is one side of a well-maintained duplex, offering a private entrance and outdoor space, creating a peaceful setting on Powderhouse Lane.brbrDowntown Main Street is just a 15-minute walk (.05 miles). Children's Beach is about a 20-minute walk or an easy 8-minute bike ride, and Jetties Beach is approximately a 30-minute walk (about 1 mile) or 10-12 minutes by bike. The free shuttle stop is one block away with easy access to Madaket, Sconset and Surfside Beaches. brbrYou're also close to Nantucket's bike paths - reach the Madaket path in about 3 minutes and the Cisco path in about 6 minutes, making it easy to explore the island. brbrReturn home to a calm residential cul-de-sac just steps from Lily Pond Park. While you can easily enjoy Nantucket without a car, off-street parking is included for added convenience. brbrEnjoy your private patio with outdoor dining and a charcoal BBQ grill. Air-conditioned for comfort, with fast WiFi throughout the home. brbrThis cottage offers 2 bedrooms plus an easy access loft with two twin beds (no ladders), 1.5 baths and comfortably accommodates up to 6 guests. Shared laundry is available on site. brbrNantucket STR Certificate #029480
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Bath 1

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Sleep 6

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Exceptional(6)

$1284.55

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Private Vacation Home

Beach House - Water Views Out of Every Window!

Nantucket, Massachusetts, United States

Lockup (STR certificate account #006528) is a classic beach house, very charming, but not fancy, located on the beach in Wauwinet. Its location and views are spectacular! For that reason, Lockup has been featured in Yankee (May/June 2023), the 2003 Nantucket Calendar (March), in Robert Gambee's 'Nantucket Island' (1986) and in 'My Nantucket ABC Book' for children. Lockup sits atop the sand dune next to the ocean beach, and you literally walk off the back deck onto the enormous beach. You see water out of every window, and the house is surrounded by decks on 3 sides allowing you to choose sun or shade, breeze or no breeze. brbrLockup has been rented for most of the last 35 years by one excellent tenant family whenever the owners are not on island. Lockup is now available for outside rental during the specified periods shown on our calendar. br brLockup has 4 bedrooms and two baths. Upstairs there is a king master with windows on 3 sides; a twin bedroom with the ocean view; a triple with a view of the harbor; and a bathroom with a small clawfoot tub. Downstairs there is a queen bedroom off the kitchen offering privacy. There is one bathroom downstairs, and a separate indoor shower, which is only occasionally used as occupants prefer the outdoor shower with a view of the ocean. The living area downstairs includes the living room, dining room, kitchen and laundry room. The kitchen is well stocked, and the back deck is ideal for grilling. A Weber gas grill is provided. Chaise lounges and outdoor furniture are positioned on each deck. Parking space is provided for a maximum of 2 vehicles. brbrLockup is a refuge from a busy and stressful life, and it lends itself to fun, relaxation, beautiful sunsets and enjoying nature. There is a 5 miles protected wildlife wilderness immediately to the north of the village leading to Great Point. brbrHigh speed internet and wifi are provided, but there is no TV. The line had to be drawn somewhere, as Lockup is about reconnecting with family and each other. brbrThe Massachusetts Department of Revenue has provided Lockup with a Room Occupancy Excise Registration Certificate. The Certificate Number is C0078261970.brbrFor further information, call Mike Fargo.
Bed 4

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Bath 2

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Sleep 8

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Exceptional(32)

$2382.93

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Private Vacation Home

Nantucket Main Street Charm

Nantucket, Massachusetts, United States

Best location on Nantucket's tree-lined Main Street, invites you to experience all of the history and natural beauty the island has to offer. brThis exquisite 5 bedroom 4 bath home is decorated to perfection and offers every modern amenity! It is located in the Historic District in the center of town, close to beaches, ferries, dining and shopping! brbrThe perfect location for your Nantucket island vacation! It features 5 bdrms 4 baths central AC, updated kitchen, great for families. brThe first floor has a large living, dining, kitchen/family room, bedroom with full/queen bed, sunroom and full bath, glass doors opening to large deck w outdoor shower & grill.brThe second floor has a master bedroom suite with king size bed, a Queen en suite guest room, and two other bedrooms with a queen bed and twin beds. Two bedrooms share a new bath with shower/tub.brThe home has a large front yard, and a private, back deck for relaxing or entertaining.brbrThe charming 5 bedroom 4 bath home has been tastefully renovated by a local architect/artist.brThe home is filled with light, and a private sunny deck. The living room and bedrooms are spacious with refinished hardwood floors throughout. The white kitchen is fully equipped with an adjacent dining area . The bedrooms supply linens, duvets and pillows, the bathrooms cozy towels. Every detail ensures the visitor a perfect Nantucket experience. brBeach chairs, blankets, umbrellas, and cooler provided. brThere are large flat screen TV's in the family room, living room and bedroom with premium cable service, and WIFI.brThe house is located on Main Street, with two off street parking spaces. The main house has exterior entry light/security camera and camera on owners private studio for light and safety reasons.
Bed 5

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Bath 3

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Sleep 10

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Exceptional(90)

$660.9

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Cottage

In-Town • Walk to Beaches • Charming Cottage • Private Patio & Easy Parking

Nantucket, Massachusetts, United States

Walk to town, beaches and Nantucket's best restaurants from this charming in-town cottage. Enjoy a private patio, easy parking, and a relaxed effortless stay in a quiet historic neighborhood. brbrThis charming cottage is one side of a well-maintained duplex, offering a private entrance and outdoor space, creating a peaceful setting on Powderhouse Lane.brbrDowntown Main Street is just a 15-minute walk (.05 miles). Children's Beach is about a 20-minute walk or an easy 8-minute bike ride, and Jetties Beach is approximately a 30-minute walk (about 1 mile) or 10-12 minutes by bike. The free shuttle stop is one block away with easy access to Madaket, Sconset and Surfside Beaches. brbrYou're also close to Nantucket's bike paths - reach the Madaket path in about 3 minutes and the Cisco path in about 6 minutes, making it easy to explore the island. brbrReturn home to a calm residential cul-de-sac just steps from Lily Pond Park. While you can easily enjoy Nantucket without a car, off-street parking is included for added convenience. brbrEnjoy your private patio with outdoor dining and a charcoal BBQ grill. Air-conditioned for comfort, with fast WiFi throughout the home. brbrThis cottage offers 2 bedrooms plus an easy access loft with a queen bed (no ladders), 1.5 baths and comfortably accommodates up to 6 guests. The loft also includes a cozy sitting area with a love seat. Shared laundry is available on site. brbrNantucket STR Certificate #024844
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Sleep 6

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Exceptional(12)

$789.88

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Cottage

Quiet, Peaceful Cottage Close to Town.

Nantucket, Massachusetts, United States

Just listed for summer of 2023! New Central Air Conditioning added for summer of 2023.brbrBeautifully decorated two bedroom, two full bath cottage with a sleeping loft. Quiet and peaceful location, where you will wake to the sounds of the birds singing. Close to town and beach, near the bike bath and bus stops.brbrThe first floor features on open Kitchen, Dining and Living area with vaulted cathedral ceilings. brbrThe first floor master bedroom has a Queen size bed. The attached master bath also features vaulted ceilings, double sinks, and a standard tub / shower combination.brbrThe second bedroom is also on the first floor and features twin bed with a trundle under. The hall bathroom has a stall shower.brbrThere is a front load washing machine and dryer in the first floor hallway closet.brbrAccess to the second floor loft is via a ships ladder. There are 2 twin beds in the loft. There is a large open area that is great hangout space for kids and teens. Two skylights bring lots of natural light up here. In the far side on the space is a cozy sitting area. brbrOutside there is a private wooden deck with a table and chairs. There is a gas grill for guests to use.brbrThere is off street parking for two cars on the shell driveway.brbrThe kitchen features new dishes, glassware, pots and pans and small appliances. The kitchen is well equipped for cooking, if you choose to do so!brbrWe also have a small cooler for picnics at the beach, beach towels and beach chairs to use. brbrSome games and a few toys, along with many books for reading.brbr
Bed 3

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Bath 2

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Sleep 6

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Exceptional(19)

$2074.43

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Private Vacation Home

Beautiful Home on Lily St Views of the Lily Pond Most Convenient Spot in Town

Nantucket, Massachusetts, United States

So many comfortable places to sit all over this three story house for pleasant conversation with views of the Lily Pond from two elevated decks...Outdoor shower..large yard....Five bedrooms on three floors..comfortable four poster beds.. three full baths one with soaking tub...First floor entry foyer leads to open floor plan with access to two elevated decks with verdant views. First floor ..living room with dining table for eight....well equipped kitchen with island seating for four and adjacent breakfast nook. .Library with Smart TV......Second floor three bedrooms full bath..with soaking tub..Lower level suite...King sized bed...ensuite full bath Seating area with TV..Access to .screened porch .i..Access to outdoor shower...Five bedrooms..three baths with private outdoor shower..... with two outside decks..and a screened porch....al fresco dining with teak dining table and chairs .off the great room,.evening libations or morning coffee off the great room second deck..Five bedrooms, sleeps 10, on three floors with classic four poster beds.one king, two queens. four twin beds(2 in each room)....Three full baths one on each floor. .... br An open floor plan for great entertaining with dining for eight in the great room.. ... a complete chef's kitchen and breakfast nook .. Sub zero refrigerator, Miele dishwasher...gas cooktop.. DCS convection,electric oven built in microwave... ...Excellent selection of books in the Library with a Smart TV...Fast internet, So many spots to sit on three floors as well as outside on the decks and screened porch.. Private master suite on downstairs first floor with king sized bed, full bath, seating with TV, screened porch overlooking large backyard..Three full bathrooms .. Four other bedrooms ....with four poster beds..one queen on middle floor.(full bath).one queen on top floor as well as two bedrooms with two twin beds in each on the upper floor..with.full bath with separate soaking tub and shower.. AC, ceiling fans, Sonos Speakers. . Open kitchen with a Sub Zero refrigerator, DCS Electric Oven, Gas Cooktop, Miele dishwasher.. The first deck off the great room, gas grill with teak table and chairs covered with a Sunbrella umbrella. A second deck, also off the great room, is just perfect for morning coffee or evening libations and sunsets in the western sky..On a clear night, stars twinkle above you with the Big Dipper the star of the show... A spacious, private back yard with beautiful gardens .... with a screened porch overlooking the Lily Pond Conservation puts it all together...20 Lily....... on a one way, winding, historic street in town in the middle of the block .....
Bed 5

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Bath 3

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Sleep 10

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Exceptional(23)

$949.45

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Private Vacation Home

Off-season on Nantucket Create magical memories!

Nantucket, Massachusetts, United States

Enjoy our great family vacation home - The ''PoorHouse''. For over 50 years the Poor family has enjoyed regular visits and family reunions on Nantucket. Message us for our special insider hints on how best to enjoy Nantucket, just as if you, too, have been coming for decades.brbrOur historic house is in a very quiet neighborhood in town, but just a short 10 minute walk to the bottom of Main Street and all the activity ''downtown'', and an easy bike ride on dedicated paths to beaches. There are four bedrooms and three baths, for up to eight guests. There is a large fenced-in yard - great for children and well behaved dogs, and conservation land right across the street. You'll find everything you need for a wonderful visit - linens, beach towels, washer/dryer, gas grill, cable, and super high speed wi-fi. The recently renovated kitchen is large and comfortably well-appointed. The house is heated for your comfort in chilly weather, with fireplaces downstairs for a warm welcome on a cold day, and equipped with window air conditioning in the summer season.brbrThe PoorHouse is perfect for a long weekend or week or more to create perfect memories. If you are visiting Nantucket for one of the many festivals that take place during the shoulder season (including the Daffodil Weekend, the Film, Dance, Book, Wine and Fall Festivals, and Christmas Stroll), or are part of a wedding celebration or reunion, our house is a perfect base of operations. You will have easy access to all the activity, and yet be able to retreat to your quiet home for a much needed break.brbrWith advanced notice, we can help you with special arrangements for airport and boat pick-up, golfing, sailing, tennis, a clambake, a fishing trip, catering for a special event...or almost anything you could imagine doing on Nantucket.brbrNote: Initial 25% deposit is non-refundable. 75% balance is due 30 days before first day of rental period. VRBO will hold $750 security deposit in escrow account. Security deposit is returned to renter within 14 days after lease period ends, provided house is in same condition existing upon renter's arrival. brKeywords: Quiet house in town
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Bath 3

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Sleep 8

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$2792.5

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Private Vacation Home

Stunning Miacomet Beach House w/ Pool, Hot tub, Sauna & Jeep Available to Rent!

Nantucket, Massachusetts, United States

br*****One-week Saturday–Saturday minimum rental required in peak season (Memorial Day through Labor Day)*****brbrWelcome to Windswept, our thoughtfully designed retreat in Miacomet, conveniently located mid-island and just five minutes from town. Blending coastal charm with modern comfort, the house offers a serene setting for an unforgettable island escape. Inside, you’ll find spacious accommodations featuring two King suites, one Queen bedroom, and a bunkroom with three Twins, along with three full and two half well-appointed bathrooms.brbrOutdoors, Windswept invites you to your own private oasis with a pool, oversized hot tub, infrared sauna, and outdoor shower—the perfect way to refresh after a day at the beach. Windswept is meant to be a place of rest and renewal.brbrThe first level features a new gourmet kitchen equipped with Monogram appliances, including a gas range—everything you need for cooking and entertaining. It opens seamlessly into an airy dining and living area complete with a Samsung Art TV and cozy lounge. A door off the living room leads to a private back patio, perfect for effortless indoor-outdoor living. This level also includes a King bedroom with an en-suite bathroom and a Queen bedroom with a connecting bath.brbrUpstairs, a loft area provides an additional gathering space with a gas fireplace and Samsung Art TV. Another King bedroom offers an en suite bathroom with a soaking tub and walk-in shower, while a bunkroom with one Twin bunk and one Twin bed—plus deck access and an extra powder room—adds flexibility for families or larger groups.brbrThe lower level is designed for comfort and fun, with a large sectional sofa, big-screen TV, Peloton bike, game table, desk, and laundry area. A powder room and linen closet add convenience, while a separate entrance from the backyard offers easy access to the pool area. Whether you’re here to unwind or need to stay connected, the home’s reliable Wi-Fi makes it effortless.brbrThe backyard is an entertainer’s dream, featuring an outdoor fireplace, lounge seating, new Weber grill, dining area, ping pong table, and outdoor shower. Adirondack chairs invite you to relax on the lawn, while the in-ground pool, oversized hot tub, and enclosed infrared sauna create a relaxing, year-round retreat.brbrMiacomet is a peaceful, scenic area on the south side of Nantucket, known for its wide beaches, natural beauty, and relaxed vibe. Home to the island’s only 18-hole public golf course and close to Bartlett’s Farm, Cisco Brewery, and 167 Raw, Miacomet offers the perfect blend of seclusion and convenience. With quiet trails, a surf-friendly beach, an idyllic pond, and a family-friendly feel, it’s ideal for those looking to unwind while staying connected to the best of Nantucket.brbrNote: One-week minimum rental required in peak season (Saturdaybrbr–Saturday); three-night minimum in the off-season. Please inquire about pets. Jeep Gladiators are available to rent (at rates below on-island rentals), subject to availability.brbrFirst Level:brbr-New gourmet kitchen with Monogram appliances, gas range, and full cooking amenitiesbrbr-Open dining area connected to the living space with Samsung Art TV and cozy loungebrbr-Direct access from the living area to the back patio for seamless indoor-outdoor livingbrbr-King bedroom with en suite bathroom (shower)brbr-Queen bedroom with connecting bathroom (shower)brbrSecond Level:brbr-Loft living area with gas fireplace and Samsung Art TVbrbr-Powder roombrbr-King bedroom with en suite bathroom featuring a soaking tub and walk-in showerbrbr-Bunkroom with 1 Twin bunk and a 1 Twin bed with sliding doors to deckbrbrLower Level:brbr-Spacious media area with large sectional sofa (designed for sleeping overflow) and Samsung Art TVbrbr-Peloton bike, game table, and desk for recreation and remote workbrbr-Powder room and linen closetbrbr-Laundry area with washer and dryerbrbr-Private entrance from the backyard pool area and entertaining spacebrbrOutdoor Features:brbr-Front porch with two chairs overlooking the grassy front lawnbrbr-Backyard with lounge seating, outdoor fireplace, new Weber grill, dining table, and ping pong tablebrbr-Outdoor shower and five Adirondack chairs for loungingbrbr-In-ground pool, oversized hot tub, and infrared sauna—usable in all four seasonsbrbr-Garage stocked with beach chairs, umbrellas, beach toys and coolersbrbrNantucket STR Permit 029264
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Bath 3

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Sleep 9

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