Vacation Rentals By Owner In Nantucket, MA

This stunning Naushop rental offers a clean contemporary decor with Serena & Lily furnishings. Naushop village is a short drive or leisurely bike ride to Town, Surfside Beach, and close to many mid-island conveniences via the Old South Road bike path. There is also a community pool, playground, pickleball court, and tennis courts. Walk into an open and airy light filled foyer. To the right of the entrance way is a home office, and to the left is a bathroom with a tiled shower. The kitchen boasts high-end appliances, a center island with seating, and is open to the dining and living rooms. This entire area looks out to the back patio, and large tiered yard. Enjoy fantastic sunsets, outdoor dining, and a fire pit, with friends and family. Outdoor shower. On the second floor is the primary king bedroom with an en-suite bathroom with a shower and tub. There are two guest bedrooms, one with a queen bed, and the other with two twin beds. These bedrooms share a full hallway bathroom. The top floor has a spacious living area with casual seating, TV, a reading nook, additional sleeping for one, along with another queen guest bedroom.

Designer's dream home w/ backyard & patio ~ Area pickle ball, pool & tennis!

Nantucket, Massachusetts, United States

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Bath

Sleeps

$631.11

Experience the newly renovated Nantucket Cottage, a perfect family getaway that is both neat and clean. You will have exclusive use of the entire home, sharing it only with guests in your party. A sofabed is available for a fifth person to stay at no additional cost. brbrPlease note that we have Ring Floodlight Cameras installed at the front door for motion-activated monitoring.

This two-bedroom cottage features one queen bed, two twin beds, and a sofa bed.

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(44)

$614.35

Nantucket is an Island of dreams and our family home has been ours. We would like to share our 3 bedroom 2 bath ranch home on a quiet residential street. The house has an open floor plan, is full of light, sleeps 6, has a large spacious kitchen, living room, and a private backyard deck. Our island home is well equipped with beach chairs, beach towels, a few bikes, and wireless connectivity available for your use. Arrive at 12 Meadow View Drive ready to enjoy your Island vacation only needing your bathing suit and a few good books. The house is centrally located on the Island in the Hussey Farm area between town and the major beaches. Town is a 20 minute walk, a 10 minute stroll to the 'Old Mill', a 10 minute walk to the world famous Maria Mitchell Observatory, and the beaches are a 'bike ride' to Cisco, Surfside, or Ladies Beach. If you prefer, you can hop on the NRTA, the local shuttle bus system, to reach Madaket, Siasconset, or Main Street . brEnjoy our photographs and plan your summer beach vacation before the snows change to spring flowers. brTo make this Nantucket vacation as easy as possible we have a caretaker in case of emergencies, and someone to clean upon your departure.br

Comfortable Home in a Quiet Centrally Located Nantucket Neighborhood

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(2)

$712.09

Coastal three bedroom cottage for a couple or small family right on Main Street in historic downtown Nantucket. Renovated in 2022. brThe Cottage is approximately 1300 square feet, on two floors, with the second floor containing the kitchen, dining / sitting area, 2 bedrooms and 1 bathroom. The first floor holds the living room, 1 bedroom, 1 full bathroom & laundry area. brbrNO CLEANING FEES or CHECK OUT LISTbrbrThis house is rented to island locals during the summer and only available in the off season. br br- Lina

Cozy Cottage in historic downtown Nantucket

Nantucket, Massachusetts, United States

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Bath

Sleeps

$670.0

Available one or two weeks, Saturday to Saturday, in August, the best part of the summer. Warm weather, warm water, excellent surf!brbrThis relaxing cottage has an open floor plan connecting the kitchen, kitchen bar, dining room, and the living room, which has a high ceiling and exposed stone chimney. A spacious deck with outdoor shower and wrap-around bench is just through a sliding door from the living room. High wooden ceilings throughout most of the house. The master bedroom has a queen bed (photo #7), its own slider to the deck (the slider on the left in photo #1), and its own 3/4 bath in addition to the full hall bath. The second bedroom (photo #4) is as big as the master bedroom, and has 2 twin beds which can be placed together or apart. (It's in a wing of the house projecting off the back, not visible in photo #1!) A third, small bedroom sleeps 4 in two bunkbeds. The living room also has a sofabed.brbrThe home is set back from the quiet road by a long driveway. A half-mile walk or drive takes you to Madaket Public Beach, or to the beautiful and much less crowded private Tristrams beach by Starbuck Rd.!brbrAmenities: deck/porch/patio, BBQ-grill, outdoor shower, washer&dryer, dishwasher, microwave, coffeemaker, full kitchen supplies, linens included, cable TV, wifi internet, fireplace. Handicap accessibility: all on one level, one 9-inch step up from ground. Property management and other services are available via Tristrams Landing office. No smoking and no pets; sorry but these are non-negotiable due to our agreements with co-owners!brbrNote: If you are seeing an 11.7% tax, that is an error on the part of VRBO. I will correct it to $0 tax right after you book and before you pay!

Madaket, Nantucket: 3BR House, early August, Walk To Beach!

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(21)

$1007.51

- 29 India House in the heart of Nantucket - Quiet space at 2nd Floor - Pet Friendly - Daily Housekeeping - King Bed - Private en suite modern bath with a window - Spacious, air-conditioned - Wardrobe closet - 3 windows (lots of natural light and fresh air) - Historical house with exquisite antiques and furnishings - Authentic historic charm - Ideal location near the harbor and Main Street - Beautiful gardens and patio - $25 daily fee Off-Street parking if available.

Charming Green Unit - King Bed and Private Bath

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(13)

$1954.75

Consider this house your home away from home while you visit Nantucket. This delightful property boasts 5 bedrooms, including 3 king beds, 1 queen bed, and 2 full bed. With 4 bathrooms equipped with hair dryers and showers, guests will feel right at home. Whether you're relaxing in the cozy living room or enjoying the tremendous outdoor space, you're sure to make fantastic memories with a stay at our place.brbrPlease Note:brThe large grassy area behind the house, adjacent to a natural wetland, is currently undergoing restoration work, and is temporarily unavailable for use. The expansive deck remains fully accessible and provides ample space for outdoor enjoyment. The front of the home and driveway are unaffected. Additionally, the property is surrounded by conservation land and a nearby nature path, offering a beautiful setting with plenty of greenery to enjoy.brbrNantucket is a scenic and wonderful island, and it is our hope it offers you the same it offers us, a chance to connect with family, friends, and nature. A chance to relax and enjoy the ocean, the historical downtown, the fresh air and waves. A chance to leave the mainland behind for awhile. Enjoy your stay!

West of Town, a quiet corner of luxury

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(63)

$1982.68

A quintessential Nantucket single family home in the heart of the #1 Island in the World, ranked by National Geographic. The impeccable Cynthia Cottage overlooks distance views of Nantucket Harbor (from upper floor) and is a five minute stroll to Main Street. Gorgeous new construction of the highest quality. Professionally decorated. Interior fireplace, 1 King bedroom with Stearns & Foster Thornham Plush Pillow Top Mattress. Plush Matouk custom bed linens and towels. Gourmet fully equipped kitchen. Professional range and oven, dishwasher, refrigerator, Keurig coffee maker and pods, Sonos music system, expanded cable TV and WiFi. Beautiful bathrooms with double vanity, over sized shower with perpetual hot water system. Full pull out custom sofa with plush mattress. Washer and dryer. All essential toiletries, dish washer and laundry detergent included. 4-beach chairs, umbrella and cooler. Outdoor gas grille and teak dining patio.

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(4)

$1344.9

Our lovely home on Orange Street in the heart of Nantucket town is waiting to welcome your family to the best of what the island has to offer. brbrThe bright and charming main house has four to five bedrooms and two full baths. The similarly furnished and included guest studio/cottage over the detached garage has an additional suite with a queen bed, kitchenette and full bath along with a private entrance - perfect for a second couple, grandparent(s) or caregiver. brbrBoth buildings have central air conditioning. Between the two is a lovely private yard with a spacious patio for relaxing and outdoor dining. There's a Weber gas grill and expansive teak table that seats eight. There is also a roomy, enclosed outdoor shower.brbrThe house is fully furnished with all the accessories you need to enjoy your stay, from board games to beach chairs, sand toys and beach towels. Cable TV and high-speed Wi-Fi are among the included utilities.brbrOne parking space is available off-street in the private driveway; there is also plentiful on-street parking in front of the house. The heart of town - Main Street - is a short walk away via sidewalks, making it convenient to stroll downtown for shopping and dinner.brbrNo smoking/vaping, no pets. Maximum occupancy of 8 (including 2 maximum in the cottage). br** Please contact owner if you need flexibility on that number. **brbrNOTE: Rates are now posted through 2026. Please contact the owners if you need a quote beyond that time frame or have other questions about rental periods/terms.brbrWe have a 7-night minimum in general and rent by the week, Saturday to Saturday, in the summer but have flexibility in June and later in the fall shoulder season for other start/end dates. brbrIn particular, in 2026, we have June 6-16 (10 nights) and June 24-July 4 (10 nights) open and can pro-rate a longer stay or start/end on a day other than Saturday during those times.brbrPlease contact the owners for further information.brbrHouse layout is as follows:brbrFirst floor: br* Family room/sunroom with doors that open onto bluestone patiobr* Remodeled kitchen with dual-fuel (gas cooktop/electric oven) Thermador stove, refrigerator with icemaker, dishwasher, and large farmhouse table that seats eight. br* Living room w/fireplacebr* Dining room (can double as a work area)br* Guest room with 2 extra-long twin bedsbr* Den/TV room with twin daybed/seating plus trundlebr* Full bath with walk-in showerbrNote: Utility closets off sunroom have stacked washer/dryer and secondary beverage fridge.brbrSecond floor: br* Master bedroom with king-sized bed and private sitting areabr* Two additional bright bedrooms with full/double bedsbr* Shared sitting room/office with deskbr* Spacious full bath with a soaking tub/shower combobrbrStudio/cottage over garage has: br* Kitchenette with microwave, coffee pot, and half-sized refrigerator (no stove)br* Queen bed, spacious desk/workspace, and comfortable sitting areabr* Full bath with walk-in showerbrbrThe owners require a signed lease and a 10 percent refundable security deposit to be held by the owners. VRBO may charge additional fees and will collect state/local taxes for rentals of 30 nights or fewer.

TOWN June dates and late summer open! Updated, charming 5-6BR/3BA w/cottage.

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(19)

$781.9

Northern Exposure is very bright, fully furnished and well brequipped with all the essentials. This New England upside-brdown house (with living areas upstairs, and bedrooms brdownstairs) is just 0.9 mile from Main Street, Nantucket at 165 Orange Street and is brnear bike paths, beaches, restaurants, banking/ATM and brgrocery stores. A gas grill, full kitchen, dishwasher, brmicrowave, refrigerator, lobster-pot, bath and bed linens, cable TV and DVD all come with this rental. Other amenities include a radio/stereo/CD, off-street parking, washer, dryer, iron, ironing-board and deck. brIn the Summer Season (Memorial Day to Labor Day) the weeks run from Sunday to Sunday.

Northern Exposure, Nantucket, Mass, 4 Bedroom 2.5 Bath

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(2)

$3119.62

Completely gut renovated, this stunning four bedroom, 3.5 bath home is surrounded by gorgeous outdoor spaces. First Floor: Open kitchen/dining area with french doors to stone patio with outdoor furniture and gas grill, living room with fireplace leading to a second patio, large office leading to the third patio with gas fire pit, media room, laundry room, and half bath. On this level are three bedrooms (one King, one Queen, one full) and two full baths in addition to the half bath. Second Floor: Huge master king bedroom with en suite bath & dressing room. Lower Level has a fully equipped gym with elliptical machine, free weights, squat rack, bench press, pilates reformer, medicine balls, and mats. There is also a ping pong table. This beautiful property has multiple outdoor spaces for dining and enjoying and parking for up to four cars.

Gorgeous Fully Renovated House with park-like yard close to town and beaches

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$1619.65

Located in a fantastic neighborhood in the Cliff section of town, The Whales Tale is in a prime location just a short distance to downtown Nantucket. Take a walk to Steps & Jetties Beach, down to the Galley Restaurant, and go around the corner to Something Natural sandwich shop. This home is in the ideal location providing easy access to all that the wonders that Nantucket Island has to offer!brbrThe house blends modern day amenities with classic Nantucket charm. Central Air conditioning, Sub Zero refrigerator, Wolf Range, Bosch Dishwasher, Whirlpool washer/dryer, and wireless internet, are just a few of the modern luxuries this home has to offer. The first floor open floor plan includes a living room, dining room, work space, new eat in kitchen with granite counter tops and a comfortable banquet. The kitchen leads to sunroom with a queen sleeper sofa and French doors to the deck and yard. A side entry way with mudroom, half bath and laundry room complete the first floor. The second floor consists of 4 bedrooms and two full baths. The master bedroom has a king bed, 42 inch TV and full bath with a marble vanity and large shower. Across the hall, is one bedroom with a queen bed and a second bedroom with two twin beds. The third bedroom has one twin and additional space that could fit a crib if needed. Each room has ample closet space and modern décor. The backyard has a bluestone patio with a teak dining table and seating for six, Weber gas grill, and outdoor shower. The house comes equipped with 4 beach chairs, and plenty of beach towels.

Great Location ! Easy walk to Town & Steps Beach-Ferry Reservations Available !

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(21)

$459.84

Near all South Shore beaches, 'WOODY' is a beautiful post and beam nestled down a long private drive on a wooded lot. It is on the bike path that leads to nearby beaches only moments away or you can head directly into town.brThere are seafood, wine and grocery stores close by in the neighborhood. The Meat and Fish Store, Fairgrounds Restaurant, Pip and Anchor, PI Pizza , and many more , all close by.! Bikes shops will deliver your bikes right at your door and bike path is right outside.brThe great room is light and lovely and there is an efficiency kitchen equipped with everything you will need. If you bring a car there is parking just outside your door . There is a bike rental shop just down the street that will deliver to your door.brThe bathroom is spacious with a Jacuzzi and separate shower. brThe bedroom has a queen size bed and a large closet space. brThis apartment is charming ,very roomy, cozy and tranquil. brThere is a second listing on our profile page called MAINSTAY -HA 4539678.

South Shore Central- Great couple getaway apt.

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(64)

$978.46

Light and airy, charming Cape Cod cottage five minutes walk to Main Street. Lovely private yard with wonderful gardens of roses and hydrangeas and stone patio. Beautifully decorated in Shaker style, wide pine floors, and tiled bathrooms. Three bedrooms (2 upstairs and 1 downstairs) and study; two full bath rooms, upstairs and down. Central air conditioning. Fully equipped modern kitchen with range, refrigerator/freezer, dishwasher, disposal, range, microwave, coffee maker, blender, and washer/dryer. Patio furniture and grill, outdoor shower. Linens and beach towels provided. Off street parking for two cars. Free WiFi. Cable TV in all bedrooms, den, and living room. Property abuts conservation land and bird sanctuary. The cottage has all of the advantages of being in-Town, yet with the privacy, peace and quite of the country. Bike path across the street. Close to all beaches. Short walk to the bus stop at the end of the street. We look forward to having you as our guests! brbrbrbr

In-town Nantucket Cottage - Abuts Bird Sanctuary

Nantucket, Massachusetts, United States

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Bath

Sleeps

Exceptional(63)

$1944.71

Traditional Nantucket Colonial located in Town only a short walk to the center of the Historic center of Town. Very private and abuts the Mill Hill bird sanctuary and conservation area. Private back yard well landscaped. Back deck with gas grill and outdoor shower. Upper deck of Master Bed Room oversees the conservation area. Bike path that connects to Nantucket's extensive bike path network is immediately across Vesper Lane. Modern kitchen. Laundry with washer and dryer. Wi-Fi, cable and streaming TV in living room and bedrooms. Three full bathrooms; master bed room with whirlpool. Centrally located near shopping and restaurants. .

Nantucket Colonial abuts conservation land and bird sanctuary

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(42)

$414.78

Private, scenic area within walking distance to the beach (about a five minute walk) and a quick drive or shuttle (running every half-hour) into town. Beautiful sunsets and natural beach where you can see seals swimming in the ocean. Beaches with lifeguard available. Pond directly in back of the unit. Use of a kayak. Fully equipped kitchen and all linens/towels are provided.brTownhouse with second floor open living/kitchen area, with queen size futon, and deck out back. First floor has two bedrooms, one with bunk beds and the second larger bedroom with a queen bed and a twin bed leading to a deck, full bathroom with tub. Third floor has a larger master bedroom with a queen size bed and full bathroom with shower. Outdoor shower on the first floor deck. The townhouse has been improved with new windows, wood floors throughout and beautiful new kitchen.brPlease note that this is near the beach and a casual beach cottage. brPlease do not expect high end luxury you might find somewhere far more expensive or at a high end hotel or bed and breakfast. Most people understand this and my rates are reflective of this. The photos speak for themselves. We think it's a very nice place to spend your vacation (and we spend vacations here as well) and have done many improvements over the years. There is all wood flooring, updated bathrooms and a beautiful new kitchen. You are about 4.5 miles from town are are very close to the beach.

Beautiful spot by the beach for your vacation in this Madaket Townhouse.

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(84)

$1665.93

This cheery multilevel home is tastefully decorated and appointed. Main floor: large open living room dining area and kitchen opening up onto a beautifully landscaped terrace and garden. Two twin bedrooms and one bathroom.brLower (street) level: Bedroom with queen bed and private full bathroom. Second floor: master bedroom suite with queen bed, private full bathroom and walk-in closet/changing room and a day bed.brThis perfect Nantucket location is an easy walk into town, to the windmill, to open parks and charming lanes. Away from the hustle and bustle of Nantucket tourists and traffic and yet so close to everything!

Charming home tucked on a lovely lane - 10 min walk to main street

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(19)

$1531.89

'Ferrindipity' is a quintessential Nantucket cape with an open floor plan. As you enter our home( first floor) you come upon the living room with a brick free standing fireplace, hardwood floors and beamed ceiling flowing into the eating area and kitchen. Off the living room is the master bedroom and 4th bedroom that is furnished as a TV room. There is a newly renovated full bathroom with a glass enclosed tile shower and beach stone floor. Off the kitchen are french doors to a wrap around deck. Upstairs are 2 more bedrooms each one has 2 twin beds and a full bathroom with a bath tub. The house is well equipped for a family vacation. There are 3 TVs each one hooked up to cable with on demand service, DVD, Bose wave stereo system, wireless internet service and cable telephone service. The outdoor shower is fabulous. Relax on the back deck or in the hammock with only the sound of the waves. The path beside the house leads directly to the best beach, located directly between Nobadeer and Fisherman’s.brbrbrFerrindipity...the house: Ferrindipity is the perfect home for a great family vacation. It is located on a quiet dead end street. There is lots of privacy with scrub pines surrounding it. Recently renovated the house is easy to maintain...just open the doors and sweep out the sand. Lasting memories will be made here.brbrTransferrable boat tickets for an automobile are available to purchase for selective week.br

Perfect beach house for a great family vacation

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$3752.77