Family-friendly vacation rentals in Somerset

4.92 out of 5 average rating, 109 reviews

Apartment in Oak Bluffs

Absolute Best Location on the Island

Ideal location for visitors in the middle of the most lively, diverse, fun town on Martha's Vineyard. This property is certified by the United States Department of Interior as a National Historic Property. The ferry terminal, restaurants, shops, markets, harbor, historic sites, entertainment, public transportation, and a clean sandy beach are all within minutes. A vehicle is not necessary. IF UNAVAILABLE: SIMILAR WALKABLE SISTER PROPERTY in Vineyard Haven: https://www.airbnb.com/rooms/49016488?

Guest suite in Oak Bluffs

4.95 out of 5 average rating, 360 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

4.94 out of 5 average rating, 509 reviews

Condo in Newport

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

4.79 out of 5 average rating, 103 reviews

Cottage in Bourne

Adorable Gray Gables Beach Cottage

Adorable beach cottage in Gray Gables! This very charming home features a private back patio and outdoor shower. Updated kitchen and bathroom, laundry in unit. The living room features Cathedral-ceilings, a loft, and great natural light. Beautiful and lush plantings surround this warm and comfortable home - the perfect getaway! The sunroom is another great area and makes the space feel much larger. Steps to Gray Gables beach and the Mashnee Dike. Perfect for a Cape Cod family vacation!

4.84 out of 5 average rating, 220 reviews

Cottage in Fairhaven

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

4.97 out of 5 average rating, 284 reviews

Home in Newport

Atlantic Street Guesthouse

In order to book you have to be 30 years of age! This is NOT A PARTY HOUSE! Spacious, beautiful walking distance to restaurants, parks, wharfs & beaches. Everyone's best kept secret! The neighborhood is quiet, a beautiful yard, patio, chairs & grill. Pet friendly $45-fee per night, per pet (max 2). Driveway parking. Respect neighbors & mandatory noise ordinance rules. 4 Capacity or Perfect for family 5 w/ children. Small gatherings of 7 is fine. No gatherings outside after 10pm

4.87 out of 5 average rating, 113 reviews

Home in Stonington

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

4.81 out of 5 average rating, 108 reviews

Home in Oak Bluffs

Beautiful 3 bedroom in Oak Bluffs, walk to beach

Located in Martha's Vineyard, close to beach, bike path, oak bluffs center, art and culture, parks,and the airport. You’ll love my place because of the outdoors space with a wrap around farmers porch, the proximity to the ferry, walking distance to neighborhood beach, less than 2 miles from ferry, screened in porch, central a/c, hardwood floors and an open floor plan. Real Cape Cod feel with modern amenities. Most of my guest come back year after year!

Guest suite in Middletown

4.92 out of 5 average rating, 783 reviews

Sunset Hill Idyllic In-Law Suite 5 min from Beach

ONLY a $10 cleaning fee from us! Our spot is PERFECT for attending summer 2024 weddings, especially at Newport Vineyards! Avoid overpriced hotels and come get cozy at K & K's place. Enjoy walks on the BEST beaches (2nd & 3rd, avoiding red seaweed 1st beach). Find some peace and quiet amidst our serene setting, but just a stones throw from bustling Newport (avoid that congestion and the parking nightmare!)

4.85 out of 5 average rating, 106 reviews

Home in Westport

Beach Home – Family Friendly - Solar Powered

1.5 mile to beautiful Horseneck beach. On 2 acres of woods & lawn. Large deck for grilling, outdoor shower, fire pit & large swing set. Spacious & bright layout with cathedral ceilings and hardwood floors . Family friendly private neighborhood. ABSOLUTELY NO PARTIES. IF YOU ARE LOOKING FOR A PLACE TO PARTY, PLEASE GO SOMEWHERE ELSE. WE WILL ASK GUESTS TO LEAVE IF THIS POLICY IS NOT FOLLOWED.

4.94 out of 5 average rating, 310 reviews

Home in Falmouth

Absolutely Adorable 4 Bedroom Ranch

Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.