Home Vacation Rentals By Owner In Nantucket, MA

Showing 20 Of 772 Vacation Rentals
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Exceptional(9)

$1196.36

/ Nightly
Private Vacation Home

LUXURY OCEANFRONT ESTATE! Private beach & heated pool & hot tub. Sleeps 10!

Nantucket, Massachusetts, United States

We specialize in family vacation rentals and residential stays of 7 nights or more. We have many wonderful families who have come to Whales Watch for 1 to 4 weeks for decades for their annual Nantucket family vacation. We hope you choose to become part of the Whales Watch Family!brbrMany consider Whales Watch to have the best ocean views on Nantucket.brbrSince June 2022, we do not allow weddings or events. Whales Watch resides in a quiet residential neighborhood (please see below for details).*brbrPlease message for pictures of new large heated swimming pool (20 feet by 40 feet) and three hot tubs! There are four fire pits & four outdoor showers as well. Brand new teak pool furniture with navy cushions on the pool deck.br brThis listing is for Whales Watch III:brWhales Watch I -- 6 bedrooms, 4 bathrooms; sleeps 20brWhales Watch II -- 5 bedrooms, 3 bathrooms; sleeps 12brWhales Watch III -- 4 bedrooms, 3 bathrooms; sleeps 10brAll 3 houses are available to rent separately or together! brbrVIP RETURN GUESTS -- receive preferred rates and off-season VIP specials. Whales Watch is beautiful year round!brbrI am the owner of all three houses. They were built in the 1980s and I purchased them in 2016. I've since done some serious renovations and upgrades to all of them that I'm sure you will enjoy. New floors, bedding, linens, furniture, state-of-the-art appliances, etc. I can send updated photos and videos upon request. brbrI will be your direct contact for booking -- then once booked, I will connect you with my Caretaker, who can arrange groceries, bicycle rentals, reservations etc.! We will ensure you have a fantastic experience!brbr*Unfortunately, due to some wedding and event planners holding excessively loud unauthorized events at Whales Watch -- in June 2022, I agreed to a zoning change (deed restriction) for Whales Watch. Weddings and events are now 100% prohibited. We focus solely on residential family vacations. I want to make sure Whales Watch is preserved as a quiet relaxing oasis for my family and your family to vacation for many decades to come! br
Bed 4

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Bath 3

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Sleep 10

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Exceptional(3)

$908.12

/ Nightly
Cottage

Adorable West End Cottage, Direct Water Views, Walk To Beach-10% OFF 6/22 & 7/8

Nantucket, Massachusetts, United States

This updated West End cottage has beautiful harbor views. There are multiple living areas inside and out. The property is air-conditioned, newly furnished and located about 50 yards from the public pier - a great spot to launch kayaks or a small boat. This quaint cottage provides modern amenities, new furnishings, and the perfect setting to enjoy a summer vacation. You can also view my nearby alternative vacation rental at Vrbo # 813594.brbrLayout: From a large yard with water views is the front porch which is complete with outdoor furniture and a grill. brbrRenovated in 2020, you enter into a cozy kitchen and living room area with new appliances including a dishwasher, washer-dryer, and a flat-screen TV. The master bedroom has a cathedral ceiling, adjojns the 1/2 bath, has its own air conditioning zone, and a queen bed. The second bedroom has a built-in Queen bed and its own AC as well. Accessed from the living room area are another small bedroom with a single lofted bed and seating below, a shared full bath with a cast iron tub and the back deck has an outdoor shower. In the kitchen, there is bar seating for three. In addition to the shared full bath, there is also a half bathroom accessed from the kitchen with private access from the master. brbrLocated at the opposite end of a large lot is another rental home. The cottage may be rented separately, or when the houses are rented together, it serves as the perfect space for extra guests. This is a NON-Smoking House and Pets are not permitted.br
Bed 3

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Bath 3

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Sleep 5

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Exceptional(32)

$895.12

/ Nightly
Private Vacation Home

Bright and spacious house with WiFi & washer/dryer - short walk to the beach

Nantucket, Massachusetts, United States

Fisher's LandingbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the charming island of Nantucket, MA, and stay at Fisher's Landing, a delightful 2-floor house near the beach. Nestled in a quiet area, this vacation rental offers the perfect retreat for those looking to unwind and enjoy the natural beauty of the island. Take leisurely conservation walks, rent a 4x4 for beach driving, or try your hand at beach fishing just steps away from the property.brbrThe amenities at Fisher's Landing ensure a comfortable stay, with a washer/dryer, internet access, and a well-equipped kitchen featuring a fridge, stove, oven, dishwasher, and more. Relax on the deck or patio with patio furniture and a gas grill for outdoor dining. Inside, unwind in the living room with cable TV, DVD player, and a selection of books and board games.brbrExplore the island's attractions such as historic landmarks and beaches just moments from the house. Enjoy outdoor activities like sailing, paddleboarding, and beachcombing. With a variety of entertainment options and proximity to local amenities, Fisher's Landing is the ideal vacation rental for families or couples looking to experience the best of Nantucket.brbrBook your stay at Fisher's Landing today and create unforgettable memories on this picturesque island retreat.brbrWhat's nearby:brDowntown Nantucket is home to plentiful shopping and many great restaurants like Center Street Bistro. Craft beer enthusiasts will enjoy the Famous Cisco Brewery/Winery, and history buffs will love the Whaling Museum. The island's beautiful beaches are ideal for sunbathing and swimming, and the conservation walks are great for scenic strolls.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brThis Vacasa Guestworks vacation rental is operated and managed locally by an independent host.brPrior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.brIf you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.brNo smoking is permitted anywhere on the premises.brPrivate backyard.brGuests must take ferry to reach rental.brbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 3

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Sleep 6

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Exceptional(6)

$885.62

/ Nightly
Private Vacation Home

Spacious 5 BR, 4 BA home, a block fr Harbor, near World Class dining, shopping

Nantucket, Massachusetts, United States

Stroll along breathtakingly scenic Nantucket Harbor beaches, shop and enjoy World-Class dining, all just steps away from this historic former Sea Captain's home, located a block from the water in the heart of Nantucket Town. brbrFreshly updated decor fill every room with charm, new features and modern amenities. Enjoy 5 large bedrooms with high ceilings, 4 full baths, a beautiful outdoor entertainment area, glimpses of the Harbor from upper floors, and spacious manicured lawn. Excellent and well-appointed living spaces both indoor and out allow for gracious living and privacy. Captain's View is the perfect in-Town oasis for a Nantucket experience to long remember.brbrThe first floor features a bedroom (King) with TV, Living Room with sectional seating, Family Room with sectional seating and TV. Sunny kitchen/Great Room with dining area that seats 10. French doors open to large brick terrace garden with sectional seating, umbrella, teak table that seats 10, gas grill, outdoor shower and enclosed beautifully landscaped lawn. A separate sizeable Study next to the dining area includes a desk with two 32 computer monitors, perfect for working remotely. Full bath with tub and shower on the 1st Floor.brbrThe 2nd Floor boasts a spacious Primary suite (King) with high vaulted ceiling, atrium windows, sitting area with sofa and chair, TV, French doors to a private deck with glimpses of water views, work-space with chair, and private bath with tub and shower. brbrAlso on 2nd Floor: 2 large bedrooms each with two double beds. Hall bath with tub and shower. The 2nd floor also features a light-filled open-ceiling winding staircase to the 3rd Floor, and bright new laundry area with two washing machines and two dryers.brbrThe 3rd Floor suite opens to a sitting area with sofa and chair, TV, work-space with chair. King bed area has window array with glimpses of Harbor views. Full bath with tub and shower. brbrA/C throughout. Two tandem (front to back) off street parking spaces in brick driveway.
Bed 5

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Bath 4

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Sleep 10

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Exceptional(23)

$671.6

/ Nightly
Private Vacation Home

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Nantucket, Massachusetts, United States

With a wonderful location on the edge of Siasconset, within walking distance of the beach, the historic district, and the unrivaled 'Sconset Bluff Walk, this two-bedroom home provides all the simple charms of a beach escape to Nantucket. The interior living space is casual and unfussy, with plenty of windows to let in the summer sunshine and natural wood walls, ceilings, and cabinetry that contribute to the home's rustic feel. You'll be able to take daily walks and bike rides to the beach and the nearby golf course, with an outdoor shower and a private washer/dryer waiting at home to refresh you and your clothes each afternoon. Spend summer evenings outside on the wrap-around deck where you can prepare your barbecue favorites on the grill.brbrWhat's nearby:brThis home is located in Siasconset, a picturesque former fishing village affectionately known as 'Sconset on the eastern shores of Nantucket. 'Sconset Beach, famous for its significant surf, is less than half a mile east, as is the oceanfront 'Sconset Bluff Walk - the most scenic path on Nantucket that passes some of the island's grandest homes on its way to the Sankaty Head Lighthouse (a mile and a half north). Within a half-mile walk, you'll find the Siasconset Old Historic District, a market, a sandwich shop, and a playground, while the Siasconset Golf Course is less than a mile west. The island's main hub, Nantucket Town, is seven miles west, easily reached on the Milestone and Polpis Bike Paths.brbrThings to know:brFull kitchenbrOutdoor showerbrbrParking notes: There is parking in the lot off of sunset ridge lane enough for 2 carsbrbrYou must be 21 years or older to rent this property.
Bed 3

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Bath 1

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Sleep 6

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Exceptional(69)

$1340.4

/ 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 Additional 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:brHeated 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)brHeated Pool (Open mid-June to mid-Sep)brFitness CenterbrLarge Green Space with a Bocce Ball Court & 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.
Bed 6

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Bath 6

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Sleep 12

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Exceptional(35)

Select Dates for Price
Private Vacation Home

Renovated Home For Family or Large Group!

Nantucket, Massachusetts, United States

Thank you so much for considering The Monkey Barrel for your home while visiting Nantucket. We call this house “The Monkey Barrel” because with all of the fun, laughter, and antics that take place while we’re at the beach…this house sometimes happily feels like a barrel of monkeys! Comments on why our rates fluctuate so much during the year, as well as a full itemization of fees, are included at the end of this description.brThis is a renovated home with every comfort in mind including zoned air conditioning and heating throughout.brMain level: Open kitchen with breakfast bar and living room with new TV and stainless steel appliances, granite countertops, living room furniture, and hardwood floors. Two bedrooms include a master with a king bed, TV, and comfy reading area, and the second offers two full beds. Shared full bath with cast iron tub and custom tile. br2nd Floor: Very large wet bar with granite countertops and living room area with a new TV, wine refrigerator, bar refrigerator, and living room furniture. Two bedrooms each contain a queen bed. Shared full bath with cast iron tub and custom tile. brLower Level: Kitchenette with granite countertops. Two bedrooms, each with two twin beds. Full laundry room and exit to back patio. Shared full bath with tub and shower. brOutdoor mahogany patio with built-in Viking commercial-grade propane grill, outdoor shower, eight-person hot tub, and seating for 20+ people. Backyard fence ideal for kids and dogs! Comfortable house for entertaining a large group. brAmple parking in the house’s driveway for 3+ cars. A quick 2-mile bike ride or walk to Surfside Beach and 1-mile walk to downtown Nantucket on the bike trail across the street from the house! The Wave shuttle bus stop is also half a block away. This is a convenient location close to town and beaches, restaurants, and shopping.brNantucket offers year-round attractions, from family-friendly activities or a romantic getaway, something athletic, historical, or cultural, top-notch dining, or a lobster bake on the beach…all within close proximity.brbrAn important comment on rates:brNantucket's summer season is very short and there are many special weekends during the spring and fall months; as a result, we have a very short window for seasonal rentals. Our rates reflect the popularity of certain weekends and our refundable security deposit (listed as a property fee) also reflects the standard wear and tear on the house during these times (security deposit is $700 for any stay over three nights, except Figawi weekend, when it's $2500). Here's a list of the 2023 dates where you will see fluctuations on the calendar:br- Off-Season 2022 - 2023 (Jan 1, 2023 – Apr 26, 2023)br- Daffodil Weekend 2023 (Apr 27, 2023 - Apr 30, 2023)br- Spring 2023 (May 1, 2023 - May 20, 2023)br- Wine Fest 2023 (May 18, 2023 - May 21, 2023)br- Memorial Day/Figawi Race Weekend 2023 (May 26, 2023 - May 29, 2023)br- Early Summer 2023 (May 30, 2023 - Jun 4, 2023)br- Summer 2023 (Jun 5, 2023 - Sep 11, 2023; 7-day minimum with changeover day on Sunday, rate fluctuates depending on the popularity of the week)br- Late Summer 2023 (Sep 12, 2023 – Oct 9, 2023)br- Fall 2023 (Oct 10, 2023 - Nov 30, 2023)br- Holiday Stroll 2023 (Dec 1, 2023 – Dec 4, 2023)br- Off-Season (Dec 5, 2023 –2024 early spring)br
Bed 6

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Bath 4

Bath

Sleep 14

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Exceptional(30)

$1,033

/ 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.
Bed 3

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Bath 3

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Sleep 8

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