Family-friendly holiday rentals in Nantucket County

Sweet Dreams Romantic Guest Cottage.....'Sconset

This Cottage is Limited for a Couple!!! Non-Smoking-no pets Check In 3 pm luggage drop off is fine Check Out 10:30 Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, Beach chairs-towels also supplied. The center village & beach 4-minute walk Some evenings you can fall asleep to the soothing sound of the ocean waves crashing ashore!! (depending on wind) Central heat/air, Flat screen TV/Gas grill/ Patio table chairs A little slice of heaven!!

Family · Indoor spaces · Amenities

Attractive 3 Bedroom/2 Bath in Town

Enjoy walking proximity to downtown, shopping, dining, bike paths and more. Sun-splashed and comfortable, this updated cottage is in impeccable condition, tastefully decorated and fully stocked. The first floor suite has a queen bed and bath. Second floor has two bedrooms (one double bed and one two single beds), a shared bathroom and laundry. The private backyard has a patio with a sectional sofa and dining table. Outdoor shower. Central air with individual room control. All linens supplied.

Kitchen · Family · Value

SUNNY second floor 2BD, 2BT

Newly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another room with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, conv. oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs,umbrella and linens provided.

Indoor spaces · Kitchen · Check-in

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.

Indoor spaces · Family · Outdoor spaces

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.

Family · Indoor spaces · Comfort

Easy Nantucket Downtown Apartment

Located in the historic district of downtown Nantucket, our simple yet cozy apartment is the perfect spot to explore the island. Walk to the best boutiques, restaurants, and beaches. You also have one parking spot if you wish to bring your car. The living room has a pull out couch with a full bed. And the master bedroom has a queen sized bed. Perfect for 2 couples or family. Please note: this is a residential area and there is another apartment located above and next to you.

Kitchen · Family · Cleanliness

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.

Indoor spaces · Kitchen · Outdoor spaces

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, TV, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Indoor spaces · Family · Checkout

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!

Indoor spaces · Family · Beach

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

Family · Kitchen · Solo travel

Central Nantucket · Private Yard & Outdoor Shower

Updated 3-bedroom Nantucket townhouse with a private backyard retreat featuring a patio, grill, hammock, outdoor fireplace, and outdoor shower. Sleeps 6 comfortably and is within walking distance of downtown Nantucket, Stop & Shop, restaurants, shops, and The Chicken Box. Enjoy a bright living space, fully equipped kitchen, two dedicated parking spots, beach gear, and easy access to beaches, bike paths, and island-wide bus routes.

Kitchen · Family · Beach

Private Beach Cottage in Historic Sconset!

Charming one bedroom beach cottage in Codfish Park, Siasconset Local Realtor says "You have climbing roses and hydrangeas in the summer, you can walk up the shell path up to the Sconset Market — it's Norman Rockwell at its finest, a really magical Sconset spot," he said. "Wake up in the morning, walk up to the store for your coffee and the paper, then take a little stroll down to the beach, which you can see from the property!”

Family · Kitchen · Beach