
House holiday rentals in Tuckernuck Island
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Top-rated house rentals in Tuckernuck Island
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Private house, big yard , best ocean & sunset view
Two story cape cod style home in Madaket. Isolated & very private. Very large yard. Quiet. Spectacular view. Large deck overlooking the water. 10 minute walk to Millie’s & Madaket Beach. 4 bedrooms and 3 baths. Upstairs: Master bedroom, king size bed and private bath. Two bedrooms upstairs share a full bath; two twin beds in one room, one queen and single trundle bed in other. Downstairs: queen sofa convertible bed with private bath. WiFi, cable TV, AC. Plenty of Parking. Shuttle nearby.
5.0 out of 5 average rating, 10 reviews
Bright South of Town Surf Shack Cottage-Gym Access
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! Message me for car ferry assistance by 1/18. Note: Professional staff reside in a separate basement unit to ensure a pristine stay. Quiet enjoyment is a priority; no parties or events.
4.91 out of 5 average rating, 33 reviews
Walk to EDG Wharf - Outdoor Shower, AC, and Grill
Just a short walk to Edgartown's shops & restaurants, this cape style home features open concept living, stainless steel appliances, bamboo floors, oversize 2 car garage, washer/dryer and outdoor shower! The master suite includes a sitting area, walk in closet & attached bath with walk-in shower, soaking tub & double vanity. Additional 3 BRs include queen/twin beds & 2 full baths. Kitchen sliders lead to outdoor brick patio with BBQ and dining area. Outdoors games and four bikes included.
4.92 out of 5 average rating, 106 reviews
Captain's House 1750 In town
Our 1750 house is just over a block from the cobblestones of Main St. and only one block from the harbor. You can walk from the Hy-Line Ferry. At night, just walk home from dinner at any restaurant in town. There are 3 bedrooms (1 has a bunk bed) and two and a half baths. In the morning, walk next door for great coffee and cinnamon muffin. Have a cookout and eat in our small backyard area. Come for a visit! (Restaurants, Buses and Cars can cause some noise FYI) Drip coffee maker/filters too!
4.95 out of 5 average rating, 150 reviews
Pipe Dream - Madaket
Even on the busiest of summer days, you can escape the congestion of town and unwind at this peaceful Madaket oasis. The home is a short bike ride to Millie's and Madaket Harbor and enjoy's easy access to Smith's Point for a day of fishing and swimming. With 3BR/2BA, a new outdoor shower, wraparound porch and decking, an updated kitchen and upstairs bathroom, a home office and workout space in the newly constructed outbuilding, you have everything you need for a memorable Nantucket vacation.
4.94 out of 5 average rating, 16 reviews
Cuddle In Cottage near Surfside Beach
This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.
4.95 out of 5 average rating, 219 reviews
Vineyard Haven Walk to Ferry
I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!
4.92 out of 5 average rating, 192 reviews
Nantucket Farmhouse-Walk to Beach-Near Sunset
The Nantucket Farm House was built in 1840 and was completely renovated and refurnished in 2023. If you are having trouble with ferry reservations and need a car, please let us know. We might be able to help. The home very private and is very close to beaches, bike paths, and the Nantucket public transportation stop. We are experienced Air BnB Superhosts and are committed to excellent service and guest satisfaction. We also have a full-time caretaker on island for your convenience.
4.93 out of 5 average rating, 42 reviews
** Vineyard Vacation Retreat ** with HOT TUB
Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.
4.93 out of 5 average rating, 152 reviews
The Seashell Cove - Martha's Vineyard
Nestled in the exclusive Katama neighborhood of Edgartown, this sunny Cape retreat is perfect for families or friends. Just two miles from South Beach, it offers cozy interiors, high-speed Wi-Fi, and smart TVs. Outdoors, enjoy a farmer's porch, deck with a direct gas-line grill, and spacious yards. Close to downtown Edgartown, bike paths, and attractions like the Chappaquiddick ferry, this property is ideal for both summer adventures and peaceful off-season stays.
4.94 out of 5 average rating, 109 reviews
Martha's Vineyard Cottage: Walk to Town and Beach
Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.
5.0 out of 5 average rating, 29 reviews
The Luxury Vineyard Yurt
Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!
4.93 out of 5 average rating, 326 reviewsPopular amenities for Tuckernuck Island house rentals
House rentals with a pool

Historic Island Home, Heated Pool
5.0 out of 5 average rating, 7 reviews
Coastal Charm New Seabury: 5BRs with Private Pool
4.94 out of 5 average rating, 53 reviews
Nantucket Steps from Beaches & Town
4.84 out of 5 average rating, 75 reviews
Beautiful Edgartown 3500 sq ft home, heated pool
4.93 out of 5 average rating, 59 reviews
Private pool, hot tub, minutes from beach!
4.58 out of 5 average rating, 12 reviews
Renovated ranch with pool access
4.98 out of 5 average rating, 41 reviews
Cape Gem in New Seabury with private heated pool
4.92 out of 5 average rating, 24 reviews
Beach house in Great Harbors, association pool
5.0 out of 5 average rating, 6 reviewsWeekly house rentals

Home in Nantucket
4.97 out of 5 average rating, 72 reviews
The Blue Lagoon, Oak Bluffs
4.98 out of 5 average rating, 57 reviews
Apres Sea
5.0 out of 5 average rating, 19 reviews
Charming Madaket Townhouse
4.88 out of 5 average rating, 16 reviews
3 Bedroom with fenced in yard in Surfside Area
4.96 out of 5 average rating, 91 reviews
In-Town, Historic District, Nantucket Home + Yard
5.0 out of 5 average rating, 62 reviews
Cottage in Town
4.95 out of 5 average rating, 57 reviews
Large yard, deck & hot tub 4 bedroom, sleeps 8
4.97 out of 5 average rating, 32 reviewsPrivate house rentals

Modern Marvel in Woods Hole - Walk to town & ferry
5.0 out of 5 average rating, 81 reviews
Charter House Luxury Home 2 Blocks from Town
4.98 out of 5 average rating, 63 reviews
Charming 3br Home In Nantucket's Natural Beauty
4.82 out of 5 average rating, 17 reviews
Nautical Downtown House (Sleeps 5)
4.98 out of 5 average rating, 62 reviews
Pristine Sconset Ctr Cot with AC
4.95 out of 5 average rating, 19 reviews
Quiet Cul-de-Sac near Sconset
5.0 out of 5 average rating, 51 reviews
Cape Cod Beachfront Cottage
5.0 out of 5 average rating, 62 reviews
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
4.95 out of 5 average rating, 21 reviewsDestinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Sandy Neck Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- Pinehills Golf Club
- Inkwell Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Horseneck Beach
- Nickerson State Park
- Sea Gull Beach
- South Shore Beach
- Marconi Beach
- Lighthouse Beach





