Family-friendly holiday rentals in Nantucket County

4.93 out of 5 average rating, 68 reviews

Charming Nautical Cottage: Beach, Tennis & Harbor

Walk to the beach and Madaket Harbor from this newly renovated, post-n-beam, nautical cottage! Immaculate and charming, we invite you to a peaceful retreat in an extraordinary Nantucket location: Fishers Landing. With a short walk to the beach, and surrounded by conservation trails and the Linda Loring Bird Sanctuary- we offer two tennis courts, the bike path, and the shuttle bus (which runs to & from town every 30 minutes). No car necessary. We welcome you in advance to our charming home!

Top guest favourite

4.97 out of 5 average rating, 102 reviews

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.

4.95 out of 5 average rating, 42 reviews

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.

4.71 out of 5 average rating, 65 reviews

Quaint Nantucket Surfside cottage

Nantucket charm makes this a perfect summer getaway. Two bedrooms, one with a double bed & one with either two twin beds or a king bed configuration. Open concept kitchen/living room. Great front deck. Outdoor shower. Located along one of the island's many bike paths & just steps from NRTA shuttle. Enjoy favorite attractions & events of the summer including world class beaches (less than 1 mile from Surfside Beach); Maria Mitchell Observatory; Cisco Brewery; farmers markets; shopping; etc.

Top guest favourite

4.95 out of 5 average rating, 95 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!

Top guest favourite

4.94 out of 5 average rating, 186 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.

4.84 out of 5 average rating, 19 reviews

Apartment in Nantucket

Brant Point Studio in heart of town

Studio apartment, in Nantucket Harbor, walking distance to all restaurants, boutiques, and museums and Jetties and Children's Beaches!! It is great for 2 people, (but can technically sleep 4 tightly). There is a Murphy Bed/full size mattress and a queen pull out sofa. Ample kitchen, fully equipped with full refrigerator/freezer, electric stove, dishwasher. Nice bathroom tub/shower. Private entrance and private side screened porch. TV w/ cable, shared laundry room and outdoor grills.

4.78 out of 5 average rating, 178 reviews

Flat in Nantucket

Cozy studio-apartment

It is charming well appointed studio apartment conveniently located between down town and Surfside beach. It is walk-able to major Nantucket attractions -bars, restaurants, beaches, supermarket. In addition there is a bicycle rentals shop next door at your convenience. The studio is equipped with crisp linens, free Wi-Fi, kitchenette and bath essentials —everything you need for an exceptional stay. If you don't find something you wish you had before or during your stay, please ask!

4.72 out of 5 average rating, 46 reviews

Cozy house for 4, 5 min walk from beach

Come enjoy our cozy Nantucket house in the beautiful, highly sought-after Cliff neighborhood. 5 minutes walk from Cliff Beach, and 5 minutes biking to town. The house features a living room with a fireplace, kitchen, 2 bedrooms, and a full bath, as well as a half bath in the small upstairs area. Grill and eat in the backyard, or take a picnic to the beach! Great for families and adult trips alike. Best location on the island!

4.76 out of 5 average rating, 158 reviews

Flat in Nantucket

Perfect Nantucket Getaway

A great place to come back and relax in between Nantucket adventures. Private, sunny second floor apartment provides everything you will need for your Nantucket get away. It is one mile from town, the beach, the brewery and central. The shuttle stop is across the street and directly on the bike path for easy traveling. There is a playground at the end of the street in a family friendly neighborhood.

4.96 out of 5 average rating, 250 reviews

Flat in Nantucket

BRIGHT & STYLISH 2BD,1BT with deck & BBQ

Newly renovated 2BD, 1BT first floor in convenient mid island area that is great for a family or small group of friends. Great living area,TV. Dining table and chairs, laundry W/D, fully equipped kitchen(fridge/freeze, oven, microwave, coffeemaker, toaster), window units A/C. Could sleep up to 5 people. Deck with outdoor shower and BBQ. Parking for 1 car.The bus stop is right on the corner.