
Holiday rentals in Nantucket
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Top-rated holiday rentals in Nantucket
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Sweet Dreams Romantic Guest Cottage.....'Sconset
This Cottage is Limited for a Couple !!! Non Smoking-No pets-No Children Check In 3 pm (but you can always leave your luggage earlier) Check Out 10:30 (Luggage may be left to retrieve later) Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, A chair for relaxing or reading. Beach chairs and towels also supplied. The center village & beach 4-minute walk Most likely you can hear the crash of ocean waves nightly Central heat/air Flat Screen TV

Mid-Island Suite for Ultimate Convenience
You will love the beauty and convenience of Mid-Island while staying at the Honeybee Suite! Enjoy the queen-size bed and space, perfect for two people who want to enjoy all Nantucket has to offer. It is minutes from the island's South Shore Beaches (Surfside 5 mins), and Stop and Shop/Mid Island Restaurants (2 mins). Getting around is easy with the Wave Shuttle Stop and bike path across the street. This is a PRIVATE SUITE, with no whole house or kitchen access. There are other guests on site

Sweet, private vacation cottage; perfect for two!
The Wren’s Nest is YOUR Nantucket getaway! Private, bright & spacious cottage w ship's ladder to a loft with queen bed. Spacious living room, open Kitchenette with a refrigerator, microwave, hot plate & other basics. Bathroom w/ Shower. Washer and Dryer on site. Fast Wi-Fi/ Fire TV. Mid-Island, conveniently located to bus line, Beaches, Town, Grocery, Public Golf Course, & Farm. 1 car Parking. No pets. 2 twin air beds are available for kids if necessary. Inquire about the grill if interested.

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!

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.

Updated, modern and charming condo!
Updated, modern and charming condo in central Nantucket. 1,120 square feet, totally accommodates 8 people. Living room has a cozy electric fireplace for chilly Nantucket nights. Full kitchen .Lush private back yard with a patio, grill, hammock, and a relaxing outdoor shower. Two parking spots in the front of the house. Central location is walkable to downtown, grocery stores, coffee shops, restaurants, and night clubs.Close to a couple of bus stations taking you to all parts of the island.

"Upon a Rock" Peace & Quiet - Mid island retreat!
Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Charming 3BR Nantucket Cottage by Town/Beach
Elegant, charming rose-covered cottage on Nantucket. Three-bedroom, 2-1/2 bath (plus outdoor shower), sleeps 5, 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.

“Somer Sweet” is Moments Away to the Beach!
So close to the beach! 2nd floor apt with private entrance decorated with vacation in mind offering an open living, dining and kitchenette area with cathedral ceilings. Beautiful bedroom with a queen bed, bureau and closet. A hall bathroom with a new tiled shower and vanity with marble top. In the hallway is a laundry area with full size washer/dryer. 2nd floor private entrance is located over our two bay garage which is attached to our home. Super location just .2m to beach road!

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.

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!

Quiet Cul-de-Sac | AC | Top-Rated Nantucket Stay
Welcome to "You've Got Whale" — your bright, beachy Nantucket escape. Relax around the patio fire pit, load up the beach gear, and explore Nobadeer or Surfside Beaches, just minutes away. Located at the end of a cul-de-sac in a picturesque enclave of 13 homes, this home with 4 levels of livings space can sleep up to 7 and is centrally located, near pristine beaches, hiking, parks, great restaurants and historic downtown Nantucket.
Popular amenities for Nantucket holiday rentals
Other great holiday rentals in Nantucket

Home at Cisco Beach, Nantucket

Cisco Surf Shack

Brant Point Cottage

Cliffside Home Moments to Town!

Surfside Beach Getaway

PRICE DROP Coastal Getaway 1BRM Apartment w/BBQ

A Children’s Paradise

Nantucket Shanty
Frequently Asked Questions
Where is Nantucket Island located?
Nantucket Island is located off the coast of Massachusetts, surrounded by the Atlantic Ocean. It has a distinct New England character with historic downtown streets and scenic coastal landscapes.
When is the best time to visit Nantucket Island?
Many visitors explore Nantucket Island during late spring through early fall, when temperatures range from about 48–76°F (9–24°C) and local events often take place. Milder weather allows for outdoor activities and access to seasonal attractions.
What are some things to do near Nantucket Island?
On Nantucket Island, you can explore historic sites, art galleries, and local shops or walk along sandy beaches. Nature trails and maritime museums are frequently suggested for those interested in local culture and coastal scenery.
How is the weather near Nantucket Island?
Nantucket Island has chilly winters with temperatures around 25–44°F (-4–7°C) and milder summers near 63–76°F (17–24°C). Periodic rain is common throughout the year, so packing layers and a rain jacket is frequently suggested.
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Onset Beach
- Coast Guard Beach
- Chapin Memorial Beach
- Inman Road Beach
- Nauset Beach
- Lighthouse Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
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- Forest Beach
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- Sea Gull Beach




