Home Vacation Rentals By Owner In Nantucket, MA

Showing 120 Of 754 Vacation Rentals
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Exceptional(5)

$3406.85

/ Nightly
Private Vacation Home

Sconset vintage mansion ON bluff-private beach access- close to the village

Nantucket, Massachusetts, United States

This unique home has been in the Wade family for over 80 years. The largest of the charming and historic Wade cottages, originally built as a family estate. This is the second season that the main building has been open for vacation rentals. It is particularly suitable for multi- family vacations, family reunions, retreats [including yoga, meditation, writing and art] and other special occasions.brThere are 9 bedrooms [7 of which are ocean facing] and 6 baths. One bedroom is downstairs and the other 8 are upstairs. Two of the bathrooms are downstairs and 4 are upstairs.brThe great room boasts a grand piano- always tuned, and a working fireplace. This grand space has huge picture windows with sweeping views of the Atlantic ocean.brAlso on the first floor is a dining room, a den, and an en-suite bedroom [a newly renovated bathroom], complete with it's own ocean facing sitting room. The kitchen [with a butler's pantry] has brand new appliances. French doors open to a wide deck with a sizeable outside dining area.brUpstairs there are 8 bedrooms and 4 full bathrooms.brIncluded in those is an en-suite king bedroom and an office/ sitting room.brThe expansive lawns extend to the edge of the bluff, [where there is a private firepit behind the hedged in gate] and lead to the stairway that take you directly down to the beach.brThere are 3-4 off street parking spaces.brThe house and grounds are close to the village of Sconset, a short walk or bike ride away. This enchanting hamlet is host to rose-covered cottages, a local market and ice cream shop, restaurants, a children's playground and an island shuttle bus to town.brThe Wade cottages include an additional smaller home on offer to rent. Both houses together and the expansive grounds can provide a lovely backdrop for group gatherings and special occasions.
Bed 10

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Bath 6

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Sleep 16

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Exceptional(10)

$1443.13

/ Nightly
Private Vacation Home

Immaculate Surfside 4 Bedroom Home with Private Pool, Tennis,

Nantucket, Massachusetts, United States

This charming Nantucket house (max sleeping capacity at 9) is just 2 miles south of town and 1.5 miles to the popular Surfside Beach. Private heated Pool in backyard surrounded by a bluestone patio and garden with gas grill. With two master suites and two floors of living space make it the perfect home for accommodating multiple families. Access to Nantucket's multiple bike paths are just outside the community entrance. Enjoy your morning coffee on the wrap-around porch or retreat to a large private landscaped yard complete with pool, patio, gas grill, and outdoor dining! Outdoor shower located on the back of the house. Parking for 2 cars. Additionally, the home offers a well equipped kitchen with brand new Thermador appliances and everything you need for your vacation! The house is well positioned in the neighborhood to enjoy the resort style pool and tennis amenities of Beach Plum.brbrHome available for 3 night stay off season and weekly Saturday - Saturday in-season. If 3 night stay nightly rate is slightly increased.brbrUpgraded WIFI and two desks (king bedroom and kitchen) allow for space to work from the house if needed.brbrMain Level:brbr1st King Bedroom w/ En-suite BathbrbrCook's Kitchen - Bar Seating for 4brbrDining - Seating for 8brbr1st Living Space - 43'' TVbrbrLaundry brbrMudroombrbrSecond Level:brbr2nd Main Bedroom (Queen bed) w/ En-suite BathbrbrTwin bedroom w/ shared BathbrbrAdditional bedroom w/ bunk bed and full size bed w/ shared Bathbrbr2nd Living Space - New 40'' TVbrbrFlexible Sleeping Arrangements:brbr1st Floor - King Bed, Desk & Private Bathbrbr2nd Floor - Queen Bed & Private Bathbrbr2nd Floor - 1 Sets of Bunks, 1 Double Bed & Shared Bathbrbr2nd Floor - 2 Twin Beds & Shared BathbrbrbrOutdoors:brPrivate heated pool brPrivate Yard - Abuts ConservationbrCedar Outdoor ShowerbrOutdoor dining table with seating for 8brTwo bikesbrbrBeach Equipment:br8 Beach ChairsbrCooler & Beach BagsbrBeach Blanketsbr10 Beach Towelsbr4 Boogie Boards and beach toysbrbrBeach Plum Amenities - 2 Minute WalkbrGorgeous Heated Community PoolbrFitness CenterbrLarge Green SpacebrPlaygroundbrOversized Bocce Ball CourtbrHarTru Tennis Court (two doors down from house)brbrTransportation:brDriveway - Parking for 3 CarsbrBiking - On Bike Path to Beaches & TownbrTaxi - 2 Miles from Town & FerrybrWAVE Bus - Stops Outside Beach Plum
Bed 4

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Bath 3

Bath

Sleep 9

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Exceptional(10)

$3556.9

/ Nightly
Private Vacation Home

Nantucket Beach House - private beach

Nantucket, Massachusetts, United States

6 BR, 4.5 bath beach house. Private beach on the South Shore of Nantucket (Madequecham Valley) provides maximum privacy in an area of few houses, surrounded by open and protected land, reached by dirt road. Right on the beach. Large deck less than 200 feet from the bluff. You can watch the ocean from the house. Gorgeous sunsets every night.brbr6 Queen bedrooms, 4.5 bath.br brPS VRBO's map is wrong. VRBO map seems to indicate we are a mile from the beach, and says it's a 7 minute drive, but that's incorrect. We think VRBO is incorrectly pegging beach to the public beach nearby.brbrThe spacious, light-filled, open floor plan hosts a modern kitchen, LR, and DR with fantastic views of the ocean. The DR opens to a very large, open deck overlooking the ocean, with two outdoor dining areas and sitting areas. 2025 Renovation. New lower level has high ceilings and lots of natural light from windows and a sliding glass double door, with large LR area and satellite TV. brbrPrimary BR suite on 2nd floor has a private bathroom and office area, plus two private decks offering sweeping views of the ocean, moors, sunrise, and sunset. All 6 bedrooms have Queen beds with new, organic mattresses, new duvet covers. One BR has private doors to deck overlooking the ocean. brbrDR has new farmhouse dining room table and chairs. LR has newly upholstered furniture (please be careful not to spill on it, as we love the new patterns and they're hard to replace). LR and downstairs den have Satellite TV. Kitchen has a new (June 2022) refrigerator and washer-dryer; new (Aug. 2020) gas range, new tools, new cutting boards, new dinnerware, new flatware, new steak knives, new glasses, etc. Outdoor shower. New Weber charcoal grill (September 2025). Linens, beach towels provided. brbrTenants may use owner's beach umbrellas, deck umbrella, boogie boards, and paddleboards, if careful. brbrFull unobstructed sky allows incredible nighttime star-gazing!brbrIf you want peace, privacy, a gorgeous beach, and a natural setting, this is ideal. If you are hoping to be walking distance to shopping, then you might prefer to rent in town. If you aren't familiar with Nantucket, please realize that Nantucket is a rural community. For example, half of Nantucket roads are dirt roads (including ours) and they can be bumpy. brbrNo Pets. Owner is allergic.brbrCheck-in 3 p.m.; check-out 11 a.m. Early check-in or late check-out is sometimes possible, at a rate of $100 per hour, but only with owner's permission.brbr11.7% state tax not included on rentals less than 31 days. One week minimum rental. Discount for multiple weeks. Steep discount for monthly rental.brbrBeach steps are shared with neighbor.
Bed 6

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Bath 4

Bath

Sleep 12

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Exceptional(11)

$949.45

/ Nightly
Private Vacation Home

Foggy Notion Nantucket

Nantucket, Massachusetts, United States

Welcome to our family home! Foggy Notion is a stately colonial, surrounded by oaks and abutting 116 acres of Massachusetts State Forest. Nestled at the end of a private road, the house is easily accessible by bicycle or shuttle bus. A pleasant bike ride through the State Forest will get you to Fisherman's, Madequecham or Surfside Beaches.brbrThe house boasts an open kitchen, dining and living room plan, ideal for socializing. Our kitchen island seats three and our dining room seats eight. A powder room at the entrance is convenient for your visitors. Our home office is a quiet and private place for reading, catching up on work, yoga and more. brbrOn our full-length back deck you'll find additional dining and lounging space.brbrUpstairs, all our bedrooms are equipped with room darkening shades. The generous primary suite provides ample space and privacy. The primary bathroom is spacious with great lighting and a roomy glass shower cabin. Two additional bedrooms are cozy and thoughtfully appointed. The hall bathroom has a full bath/shower and a washer and dryer in the closet.brbrWe have a generous front and back yard with many mature oaks.brbrPlease note: In some cases, extreme weather may impede travel to the island. In these circumstances, we are not able to provide refunds, partial or otherwise. We strongly recommend purchasing travel insurance to cover the cost of your trip in the event of a weather-related travel disruption.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(66)

$997.35

/ Nightly
Private Vacation Home

Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet Beach

Nantucket, Massachusetts, United States

Privacy and Acreage surround this custom built Nantucket home, situated in Quidnet on Three Acres of beautifully landscaped grounds with the feel of horse and hunt country-adjacent to Squam Farm, a 700 acre nature preserve with forest and walking trails. The property also borders conservation land. It is only a 5 minute walk to the Windswept Cranberry Bogs with walking trails that take you around Stump Pond or to Conservation land in The Middle Moors. Excellent area to take your dog on a long hike. A separate guest cottage with with eat-in kitchen, living room, bedroom, sleeping berth w/double bed, and two baths provides a second private dwelling with its own yard. Ideal for guests or family members who enjoy a little extra privacy. Quidnet beach is less than a mile's walk or a five minute bike ride. Wide plank, random width pine floors and cherry paneling in the dining room and living room add to the warmth of this cozy home. There is a master bedroom with queen size bed on the first floor along with a guest bedroom containing two extra long twins. A master bedroom with king size bed and sitting area is on the second floor along with a bedroom with two twin beds.brbrIt is important to book ferry early. Mid to late July and all of August Saturday and Sunday spaces usually are sold out by end of February or sooner.brbrNo Smoking, No Cats, No Hunting or Hunting Groups please.
Bed 6

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Bath 2

Bath

Sleep 14

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Exceptional(1)

$2581.06

/ Nightly
Private Vacation Home

Walk to Nantucket Town, Extra Spacious Family Friendly Home with Hot Tub

Nantucket, Massachusetts, United States

This beautifully renovated home is conveniently located just on the edge of Nantucket's historic downtown. Guests will be shocked at how large this home feels given it's street appearance at 4300 sq feet of meticulously planned space. This home has five gracious bedrooms across three floors with custom built-ins throughout. A large patio and in-ground hot tub make outdoor entertaining easy. New to VRBO fall 2023.brbr1st floor - Off the entry foyer is a formal living space and dining room, split by a double-sided fireplace. To the right of the living room are a custom-built wet bar and a powder room. The chef's kitchen offers ample storage and high-end appliances throughout and is finished by a large marble island. Next to the kitchen is a space being used for informal dining, a large pantry, and a laundry room. The light and the bright transom lined living room has built-in desks and an elegant coffered ceiling. Double French doors lead out to the large bluestone patio.brbr2nd floor - A winding staircase leads up to the second floor. The master bedroom has an ensuite bathroom with double vanity, bathtub, and a large glass and tile shower. Down the hallway is a cozy bedroom room with built-in storage. Further down the hallway are an additional washer and dryer and two full bathrooms, each with a glass and tile shower. One bedroom at the end of the hallway has a custom-built bed that makes this an ideal oasis for kids. The other bedroom has built-in twin and queen beds.brbrBasement - The finished lower level features built-in bunk beds, abundant storage space, and a full bathroom with a tile and glass shower. This area is the ideal space for kids or grown up adults who don't mind sleeping in a bunk room!brbr
Bed 5

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Bath 4

Bath

Sleep 12

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Exceptional(33)

$3291.96

/ Nightly
Private Vacation Home

5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach

Nantucket, Massachusetts, United States

Newly updated & unequaled compared to other estate homes in the sought after Cliff area. Pilgrim's Bliss offers a unique combination of a large back yard for children to play (check carefully, as many large homes don't have this amenity), ample guest house that can sleep 4, salt water heated pool, a magical private flower lined path down to 2 Adirondack's at the edge of a pond frequented by geese, ducks, turtles, stunning white egrets and bullfrogs. All walking distance to town and beaches. Privacy from tall trees & hedges (in the rear there is no home for more than 100 ft) and having the benefit of being set back from, not on, Cliff Road (a main, busy artery to town with the associated noise and traffic). Pilgrim's Bliss is situated on almost 1/2 an acre, much larger than other vacation rental homes in the area. Always ask about lot size & beware of other new build, soulless spec homes, some on a tiny boxed in lot with overlooking neighbors & no privacy. Pilgrim's Bliss offers a calm, luxurious setting for extended, multi-generational families unparalleled in its expansive offering at the price. The main house has 6 bedrooms, there is the separate 2 bedroom guest house with covered terrace, the heated salt water pool, wrap around porch with an outdoor living room, outdoor fireplace and two distinct dining areas. There is also the large, idyllic flower filled back yard where children can play, or in the evening stroll down the winding path lined with Christmas lights to the pond and enjoy a glass of wine while looking at the star filled skies, amplified by Nantucket's position 25 miles out in the Atlantic. The Cliff district starts from town and runs parallel to Jetties & Galley beaches, beach clubs and restaurants. 'Pilgrim's Bliss' has consistently garnered extraordinary reviews from families and wedding parties. You're a 1 minute drive, 4 minute bike or 10 minute walk to the center of town, and a street away from the restaurants and tennis courts of the popular Westmoor Club. We offer an extensive range of books, a fully equipped children’s playroom, plasma TV's, Sonos internet music streaming & international radio feeds, steam room and air conditioning. brbrNote: July, August rentals must be Saturday to Saturday & are 7 day minimum
Bed 8

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Bath 7

Bath

Sleep 20

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Exceptional(9)

$3023.88

/ Nightly
Private Vacation Home

Historic Sea Captains Home in Nantucket! Perfect for Large Groups and Families

Nantucket, Massachusetts, United States

A Thousand Welcomes to Ha Penny House!brbrDiscover the perfect retreat for family reunions, multi-family vacations, corporate getaways, overflow accommodations for large wedding guest parties and other large groups - in our historic Nantucket home. This beautiful 10-bedroom Historic Sea Captain's house and former Bed & Breakfast - turned private vacation rental, offers a unique blend of historic charm and modern amenities, comfortably sleeping 22 guests.brbrPRIME LOCATION: brSituated in 'Towne' one of Nantucket most vibrant villages, and just steps from Main Street, the Ha Penny House allows you to explore Nantucket's rich history and vibrant culture with ease. Wander two blocks to the Nantucket Whaling Museum, and immerse yourself in the grandeur of this historic whaling port at sea, known as Yesterday's Island. Here, you can pick up The Wave- Nantucket's seasonal shuttle service, a convenient way to get to the beaches and the more remote areas of the Island. You can bring your bike on the bus to access the 75 miles of stunning bike paths located across the island.brbrIndulge in gourmet dining and charming cafes, or enjoy some retail therapy as you browse the galleries, and shops downtown. Children’s Beach, featuring a play ground, Child-safe swim area, and overlooking Nantucket Harbor, is just two blocks away, making for an ideal day of family fun for little ones. We are conveniently located just a 5 minute walk from the Steamship Authority Ferry Dock and a 10 minute walk from the Hy-Line Cruise Ferry Dock. brbrHISTORIC ELEGANCE & MODERN COMFORT: brEach of the 10 bedrooms features an en-suite bathroom, cable-ready TV, and window air conditioning unit. The home, dating back to 1790, boasts original wide-plank floorboards, exposed wood beams, and period antiques. The bedrooms layout is as stated below:brbrSecond Floor (6-bedrooms): br- 1x King w/ en-suite bath. br- 1x Double Bed & en-suite bathroom.br- 1x Queen & 1x Twin in the same 'sleeping-quarters', & an en-suite bathroom.br- 1 Bedroom with 3x Twin beds & en-suite bathroom.br- 1x Queen room with an ornamental fireplace, & en-suite bathroom. br- 1x Queen Bedroom with large walk in closet & en-suite bathroom. brbrThird Floor (3 Bedrooms): br- 1x King-size bedroom with harbor views & en-suite bathroom. br- 1 Bedroom with 2x Twin beds, and en-suite bathroom.br- 1x Queen Bedroom & an en-suite bathroom. brbrFirst Floor (1 Bedroom): br-1x Queen bedroom & 1x Full size pull-out sofa sleeper, mini kitchenette, and en-suite bath.brbrKITCHEN & OUTDOOR SPACE: brbrThe Chef's kitchen is perfect for preparing meals for, and making memories with, your large party, features a large island, 4-burner gas cooktop & gas oven, microwave, subzero fridge, dishwasher and is fully stocked with dishes, cooking equipment, flatware, bakeware, and (of course) a lobster pot! Additionally, there is a formal Dining Room, featuring a large dining table with seating for 8-10. brbrFrench doors lead to a private, brick-patio with comfortable outdoor furniture and a Weber gas grill. Great for entertaining or hosting those classic Summertime BBQ's & Cookouts. When the sun sets & the mosquitos come out - escape to the large screened-in porch, perfect for afternoon tea or evening cocktails while people watching the Islanders on their way to enjoy a night out on the Town.brbrENTERTAINMENT, PARKING & ADDITIONAL AMENITIES: brbr- Living room equipped with a Large flatscreen 'Smart T.V.' - allowing guests to access personal streaming accounts, as well as DVD/VCR, and Cable. br- The house is equipped with Wi-Fi. br- There is a designated Office Area/Working Space on the second floor, equipped with a desk, printer and fax machine. br- Ha Penny House provides two off-street parking spots, and street parking along Centre St. br- The basement laundry room has three washing machines and three gas dryers. br- Beach chairs, towels, umbrellas, magazines, books, and games are available for your use. br- We promote a smoke-free environment, with smoking allowed outside on the terrace only.brbrMake lasting memories at Ha Penny House, where historic charm meets modern convenience in the heart of Nantucket.brbrTown of Nantucket Short Term Rental Certificate of Registration: 017940
Bed 10

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Bath 10

Bath

Sleep 22

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