Home Vacation Home Rentals By Owner In Nantucket, MA

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Exceptional(6)

$1787.2

/ Nightly
Private Vacation Home

Bright & Clean South of Town Surf Shack Cottage with Gym Access

Nantucket, Massachusetts, United States

Classic Nantucket meets modern surf luxury. Behind cedar shingles and hydrangeas lies a designer retreat with Restoration Hardware decor, Casper beds, and Dan Lemaitre art. Bordering conservation land for wildlife viewing and privacy, yet 1 mile to Town. Complimentary EZIA Athletic Club gym access included! brbrMessage me for car ferry assistance by 1/18.brbrNote: Professional staff reside in a separate basement unit to ensure a pristine stay. brbrQuiet enjoyment is a priority; no parties or events.brbrWelcome to the Surf Shack! The main floor features an airy, open-concept living space anchored by Restoration Hardware furnishings and sliding glass doors that open to a private backyard overlooking serene conservation land home to many deer, rabbits, blue jays, cardinals and red-tailed hawks. The space is curated with fine art photography by Dan Lemaitre and Rebecca Love.brbrChef’s Kitchen: Fully equipped for island entertaining with Caraway non-toxic cookware, a Vitamix, and a drip coffee maker.brbrSleeping Arrangements:brbrPrimary Suite: Canopy King bed with a private en-suite bathroom and in-unit laundry.brbrSecondary Suite: Comfortable Queen bed with its own private en-suite bathroom.brbrThe Tree House Loft: An adventurous bonus space overlooking the living area (accessed via ladder). Features an XL Twin bed and an 8ft sofa.brbrLuxury Amenities & Beach Gear:brbrBeach Ready: We provide premium beach chairs, a cooler, and a CoolCabana beach tent.brbrElite Fitness: Includes complimentary access to EZIA Athletic Club (10-min walk). Enjoy a full gym, sauna, and two cold plunges. (Note: Summer access is during off-peak times only). Personal training and massage can be scheduled as well.brbrIsland Living: We provide a comprehensive Digital Guest Book upon booking and love sharing our favorite hidden gem recommendations to help you make the most of your Nantucket stay.brbrSpa Details: Seaweed Bath Co. toiletries provided.brbrParking & Logistics:brbrParking: One dedicated parking space is available behind the garage. Strictly no street parking.brbrOn-Site Staff: Professional staff members reside in a separate, self-contained basement unit to ensure the property is meticulously maintained.brbrNeighborhood & House Rules:brbrQuiet Community: We are located on a quiet, year-round residential street. The privacy and tranquility of our neighbors are extremely important to us; please keep noise levels respectful at all times.brbrStrict Check-In/Out: During summer months, we adhere to strict timing to ensure our cleaning team has ample time to prepare the home to our high standards.brbrNo Events: No parties, dinner parties, or events.brbrPets: One dog considered for an additional fee (please inquire). No cats.brbrTheir are two exterior cameras in the drive way and at the front door record video and audio.
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Bath 2

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Sleep 4

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Exceptional(31)

$930.09

/ Nightly
Private Vacation Home

“You've Got Whale - Cul-de-Sac, Top-Rated, AC, Patio, Fire pit, Bike Path

Nantucket, Massachusetts, United States

Welcome to You've Got Whale — your bright, beachy Nantucket escape. Relax on the private patio around the Solo Stove fire pit, bike to nearby Surfside and Nobadeer Beaches, or unwind across four levels of thoughtfully designed living space.brbrNestled in a peaceful cul-de-sac enclave of private homes, You've Got Whale offers easy access to pristine beaches, scenic parks, hiking trails, local shops, great restaurants, and historic downtown Nantucket. Whether you're planning a family vacation, a friends' getaway, or a girls' weekend, this home offers the ideal blend of comfort, style, and location for an unforgettable island experience.brbrLocated in a charming neighborhood of private island homes, You've Got Whale combines the feel of a cozy beach cottage with the ease and charm of a friendly Nantucket community. Our home shares just one adjoining wall, offering privacy, space, and the perfect setting for relaxed island living.brbrAfter a day exploring Nantucket, gather around the fire pit under the stars, cook together in the open-concept kitchen, or enjoy movie nights in the finished lower-level lounge. Everything you need for a perfect beach getaway is ready for you — including stocked beach chairs, a wagon, umbrellas, a beach tent, and even games and gear for pickleball and frisbee golf nearby.brbrbrHIGHLIGHTS INCLUDE:brbr• 3 Bedrooms + Finished Basement with Futon (4 Levels of Living Space)brbr• Perfect for Families, Friends' Trips, or Girls' Getaways — Flexible Sleeping for Up to 7 Guestsbrbr• Private Patio with Solo Stove Fire Pitbrbr• Outdoor Shower — Perfect After Beach Daysbrbr• Fully Stocked Beach Gear (Chairs, Wagon, Umbrellas, Coolers, Beach Toys)brbr• Games, Yoga Mat, Pickleball Gear, and Frisbee Golf Gear Providedbrbr• Centrally Located — Easy Shuttle or Bike Ride to Surfside and Nobadeer Beachesbrbr• Pack and Play + High Chair Available for Familiesbrbr• High-Speed WiFi, Smart TVs w/ Roku Guest Mode to Securely Access br Your Own Favorite Steaming Appsbrbr• Wireless Phone Chargers in Every Roombrbr• Central A/C, Washer/Dryerbrbr• Parking for 2 Vehicles in Driveway on Quiet Private Cul-de-SacbrbrWhether you're planning a beach day, a movie night, or just catching up on vacation photos, we’ve made it easy for you to settle in and feel at home.brbrbrNEARBY ATTRACTIONS:brbr• Surfside Beach — 2.5 milesbrbr• Nobadeer Beach — 2.5 milesbrbr• Downtown Nantucket shops and restaurants — ~1.5 milesbrbr• Bike Paths and Shuttle Stops — Within Walking Distancebrbr• Pickleball Courts and Frisbee Golf — Within Walking Distancebrbr• Easy access to Cisco Brewers, Bartlett’s Farm, and Sconset via short drives or bike ridesbrbrbrGUEST ACCESS AND DETAILSbrbrGuests have full private access to the home, outdoor patio, and driveway parking. The home is fully stocked with linens, towels, beach gear, and a starter set of household supplies for your stay.brbrWe welcome families, couples, and responsible groups looking to enjoy all that beautiful Nantucket has to offer.brbrbrHOUSE RULES: brbrWe ask that guests treat You've Got Whale with the same care they would their own home. No smoking, vaping, or illegal substances are permitted on the property. No pets and no parties or events. Quiet hours are observed after 10 PM to respect our neighbors. Primary renter must be at least 25 years old and present throughout the rental period.brbrPlease note: A signed rental agreement is required to confirm all reservations. A copy of the agreement is available on VRBO. We appreciate your help in keeping our home beautiful for all guests to enjoy.brbrNantucket STR Registration #022304
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Bath 2

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Exceptional(76)

$1452.1

/ Nightly
Private Vacation Home

Large Immaculate Home in Beach Plum with Private Heated Pool, Tennis & Gym

Nantucket, Massachusetts, United States

Beautiful, spacious 3200 SQFT Beach Plum Village home with a PRIVATE HEATED 23’ POOL, Weber grill, oversized outdoor shower, two king suites, and three separate living areas make it the perfect home for accommodating multiple families. The home offers a large chef's kitchen, central A/C, and is well positioned in the neighborhood to enjoy the resort style amenities of Beach Plum Village (tennis, gym, & community pool), a small, highly sought after neighborhood that is centrally located to everything on the island. brbrMain Level:br1st King Bedroom w/ Private Ensuite Bath, Crib & DeskbrCook's Kitchen - Bar Seating for 4brDining - Seating for 8br1st Living Space - 40 TV brMudroom with 1/2 BathbrbrSecond Level:br2nd King Bedroom w/ Private Ensuite Bathbr2nd Living Space - New 60 TVbrTwo Additional Bedrooms with a Shared Hall Bathbr1st Laundry AreabrbrLower Level:br3rd Living Space - 50 TVbrTwo rooms with a shared hall bathbrBar - Seating for 6, ice maker, wine fridge and beer fridgebrGame Area - Ping Pong Table & Board GamesbrCard/Game Table - Seating for 4br2nd Laundry AreabrbrFlexible Sleeping Arrangements:br1st Floor - King Bed, Crib & Private Bathbr2nd Floor - King Bed, Desk & Private Bathbr2nd Floor - 2 Sets of Bunks & Shared Bathbr2nd Floor - 2 Twin Beds & Shared BathbrLower Level - Queen Bed & Shared BathbrLower Level - 2 Twin Beds & Shared BathbrbrPrivate Backyard:brPRIVATE Heated Saltwater 23’ Pool (Open mid-April to mid-Oct)brFenced Yard Abuts Conservation brFire-Pit - Firewood Not ProvidedbrWeber Grill - Propane ProvidedbrbrSide & Front Yard:brOversized Outdoor ShowerbrFront Porch on Quiet Shelled LanebrbrChild Friendly Home:brFull-Size Cribbr2 Portable CribsbrBooster SeatbrMultiple Baby GatesbrChildren's Utensils & DishesbrBaby Video MonitorbrChildren's Books, Games & PuzzlesbrbrBeach Equipment:br10 Beach ChairsbrCooler & Beach BagsbrBeach Blanketsbr25 Beach Towelsbr4 Boogie BoardsbrbrBeach Plum Community AmenitiesbrTennis Court (Open mid-May to Mid-Oct) - 4 rackets provided. Please bring balls.brHeated Pool (Open mid-June to mid-Sep)brFitness Center (Open Year-Round)brLarge Green Space with PlaygroundbrbrTransportation:brDriveway - Parking for 3-4 CarsbrBiking - On Bike Path to Beaches & TownbrTaxi - 2 Miles from Town & FerrybrWAVE Bus - Stops Outside Beach PlumbrbrPets: brSmall hypoallergenic dogs will be considered ($500 pet fee).brPlease inquire.brbr*NOT A PARTY HOUSE: Beach Plum is a quiet neighborhood with year-round renters in very close proximity to our home. The neighborhood and Nantucket town rules limit noise levels after 10pm to avoid disturbing the peace.
Bed 4

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Bath 4

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Sleep 12

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Exceptional(3)

$1860.87

/ Nightly
Private Vacation Home

Family-Friendly 5bd w/ Fenced-in Pool, Patio, Central AC

Nantucket, Massachusetts, United States

*7 night minimum 6/21-8/30. Friday check-in check-out*. Welcome to your summer getaway! Conveniently located on Old South Rd's bike path, this 5bd, 3ba property comfortably sleeps 10. With mature plantings and a tall, well-cared-for hedge, 92 Old South feels secluded. brbrThe first floor has an open kitchen, dinning room, living room with high ceilings and french doors out to the private patio. Large patio with table, comfortable seating area, and fenced-in pool is right off the back of the house, and receives full sun all day. First floor is completed with a large king sized room with dressing area, gas fire place, and tv. Upstairs four comfortable bedrooms await, giving your family or friends privacy. One bedroom upstairs has a queen bed and a full bath with tub en suite. There are three remaining bedrooms and bathroom with shower on the second floor. Linens, towels (bath and beach), and beach chairs are all provided. Pack 'n play for infants also included.brbrLocation: within walking distance to the Ack airport, 15m bike ride to town, and an 8m drive to either Nobadeer (drive-on) or Surfside beaches. The quaint village of Siasconset is also a quick 12m drive due-east. Bring your bikes and explore Nantucket's 30+ miles of bike paths! (or make a day trek to Cisco Brewery). Also located on the Wave bus route.Friday
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Bath 2

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Sleep 10

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Exceptional(40)

$767.94

/ Nightly
Private Vacation Home

Perfect Nantucket Getaway for Friends and Families

Nantucket, Massachusetts, United States

Our home is bright, clean, and welcoming, with beautiful wood floors and inviting decor. brbrThis property can comfortably sleep 8; it has two bedrooms with ensuite bathrooms as well as a large finished basement with two twin beds and TV, which can be used as an additional bedroom. There is also a pull-out couch in the living room that can sleep 2.brbrThe first floor includes a large living room, dining room, and fully stocked kitchen if you wish to cook (including pots and pans, coffee maker, dishwasher, toaster, microwave, etc). There is a large deck with a table and chairs to enjoy your morning coffee or BBQ; there is a patio in the yard with seating for 6 people. brbrYou are steps from multiple bus routes into Town, to 'Sconset, and to the beach. There is parking for 1 vehicle (additional parking may be available). The home is located about 1 mile from several shops and markets (including Stop & Shop). There is also a small market/cafe right down the street (about a 3 minute walk). brbrWe welcome families with cats and dogs, but we generally enforce a limit of 2 animals. We will charge an additional cleaning fee of $200 per stay.brbrFor families with small children: the house comes equipped with a high chair, Pack ‘n Play and beach wagon. brbr*We have a car at the house that is available to rent for an additional fee, as we know bringing a car on the island can be difficult. Please let us know if you’re interested and we can provide additional details.brbr**Please be advised that general sales for Steamship reservations open on January 29, 2025.
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Bath 2

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Sleep 8

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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.
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Bath 6

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Sleep 16

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Exceptional(10)

$1443.13

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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
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Bath 3

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Sleep 9

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Exceptional(10)

$3556.9

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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.
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Bath 4

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