
Holiday houses in Nantucket County
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Top-rated holiday rentals in Nantucket County
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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.
LocationFamilyView
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.
LocationFamilyIndoor spaces
4.91 out of 5 average rating, 33 reviews
Charming 3BR Nantucket Cottage by Town/Beach
Elegant, charming rose-covered cottage on Nantucket. Three BR, 2-1/2 bath + outdoor shower, sleeps 6 (w/one fold-out bed). Walkable to town and beach. Open floor plan, eat-in kitchen. Beautiful English gardens. “Pebble Cottage” is practically across the street from Something Natural, a wonderful deli/bakery. In the summer, there is a shuttle bus to town and beach that stops right outside on Cliff Road. Parking space available. Pebble Cottage is the smaller of the 2 houses on the property.
ValueFamilySleep quality
4.93 out of 5 average rating, 129 reviews
Exquisite Oceanside Madaket Getaway
Location-Location-Location! The best way to experience Madaket Beach, Smith's Point, and More! Beach access at your finger tips. Take in ocean views and sunsets. Enjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea gardens, and more.
FamilyLocationOutdoor spaces
4.93 out of 5 average rating, 72 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.
LocationFamilyComfort
4.94 out of 5 average rating, 16 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.
LocationFamilyBackyard
4.93 out of 5 average rating, 42 reviews
Cisco Surf Shack
This recently renovated guest cottage is a cozy place to pause between your days on the beach. The house has fresh, laid-back interiors with all the modern amenities you would want for living by the water. The private and sunny back yard is complete with hammocks and a chiminea and is perfect for relaxing. A fabulous home right on the bike path close to Cisco beach (3/4 mile) , Bartlett Farm (1 mile) , Cisco Brewery(3/4 mile) , Miacomet Golf ( 2 miles) , and only 2.5 miles to town!
ValueLocationSleep quality
5.0 out of 5 average rating, 38 reviews
Huckleberry House - Newly Renovated 6 Bed in Town
Newly renovated! This historic home is just steps away from Downtown, making it the perfect home-base for your group. This 6 bedroom, 4 bathroom home can accommodate 15 guests. Amenities include an oversized yard (rare for a location in Town), outdoor shower, custom playhouse, and brick patio for grilling. Inside, the house offers classic Nantucket architecture with coastal-inspired decor and multiple entertainment areas. *Draft photos posted - new photos with art hung are coming!*
LocationFamilyLayout
4.93 out of 5 average rating, 27 reviews
Spouter Cottage
A unique upside down two bedroom cottage with a deck and a view of the Harbor. A curated space with antique beams, handcrafted doors, flooring and cabinetry, antiques and fine art. It all lends a vintage feel to an up to date with all the amenities home. There is a private small side yard and garden with outdoor grill and seating. This is not a party house, it’s a sensitive house, I live right on the property, adjacent to the cottage, you have full privacy but no shenanigans.
ValueLocationGetting around
4.97 out of 5 average rating, 198 reviews
Downtown Condo 3 minute walk from Ferries.
Stay in the best location on Nantucket! This stylish downtown condo has Ocean views and is a 4-min walk from ferries and steps from top restaurants, shops, and nightlife. Perfect for couples, friends, or solo travelers. Enjoy a private entry, self check-in, and a fully equipped space with WiFi and AC. Walk to cafés, museums, and galleries, with easy access to bikes, buses, and taxis for beach trips. No car needed! 2nd floor unit with deck. Fully equipped Kitchen.
LocationFamilyAir conditioning
5.0 out of 5 average rating, 32 reviews
Home in Nantucket
Your family will be close to everything when you stay at this centrally-located Nantucket gem. Walk from the ferry with your belongings and then walk to town for ice cream and dinner. Or walk 100 yards down the road to Francis St beach! This recently renovated four bedroom, two and one half bath home features a new kitchen, large marble baths, gas fireplace, air-conditioning, porch, outdoor shower, large yard and sought after in-Town off street parking .
ValueLocationKitchen
4.97 out of 5 average rating, 72 reviews
Madaket Bright and Airy Guest Cottage
Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!
LocationFamilyGetting around
4.95 out of 5 average rating, 129 reviewsPopular amenities for Nantucket County holiday rentals
Other great holiday rentals in Nantucket County

Quiet Cul-de-Sac | AC | Top-Rated Nantucket Stay
LocationValueIndoor spaces
4.95 out of 5 average rating, 84 reviews
The Boucher Hideaway
ValueLocationKitchen
4.99 out of 5 average rating, 78 reviews
Centre St. Penthouse 3bed/2 Bath (In Town)
LocationFamilyNearby
4.94 out of 5 average rating, 36 reviews
Apres Sea
LocationFamilyCheck-in
5.0 out of 5 average rating, 19 reviews
Charming Madaket Townhouse
LocationFamilyCheck-in
4.88 out of 5 average rating, 16 reviews
“Somer Sweet” is Moments Away to the Beach!
LocationFamilyQuiet
5.0 out of 5 average rating, 95 reviews
Charming 3br Home In Nantucket's Natural Beauty
LocationValueBeach
4.82 out of 5 average rating, 17 reviews
Charming Vestal Street Cottage
FamilyLocationHospitality
4.94 out of 5 average rating, 83 reviewsDestinations to explore
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- 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
- Inkwell Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Nickerson State Park
- Sea Gull Beach
- Marconi Beach
- Lighthouse Beach
- Bass River Beach
- Sandwich Glass Museum
- Cape Cod National Seashore





