Family-friendly vacation rentals in Tisbury

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Top-rated family-friendly rentals in Tisbury

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Oak Bluffs

4.95 out of 5 average rating, 347 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!

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 190 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Superhost

Home in Tisbury

4.83 out of 5 average rating, 172 reviews

Quaint Vineyard Compound

This is a multi Family home with a 3 bedroom, 2 bath Main House (sleeps 6) an in-law apartment with a queen bedroom (sleeps 2) and a cottage with a queen bed (sleeps 2). Perfect for multi-generational families or a group. This is the first offering of this property as a compound. Initially, we lived in the Main House but we are trying something different by offering our home exclusive to one group. We are in the process of updating some areas and will update phots as rooms are renovated.

Guest favorite

Cottage in East Falmouth

4.93 out of 5 average rating, 155 reviews

“Cozy Cottage” on Great Bay

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.” Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach.We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Guest favorite

Home in Oak Bluffs

4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

Ask the host about ferry reservations if they appear to be sold out! Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing.

Guest favorite

Cottage in Tisbury

4.98 out of 5 average rating, 325 reviews

Martha's Vineyard Getaway Cottage

Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Guest favorite

Home in Oak Bluffs

4.97 out of 5 average rating, 239 reviews

Sweet little post and beam

A 700 sq ft post& beam guest house that sleeps 2 people. Open kitchen, living, dining area with full bath. Stairs lead to a full second story bedroom- a queen size bed, half bath, separate seating area. Private back patio and outdoor shower. Cozy off season cottage as well- radiant heat and AC. Central location to everything you want to see! Easy bike to town/beach. Very quiet and spacious. Everyone says "so much nicer in person than in the photos". Come see for yourself!

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 171 reviews

Walk to Town, beach and amazing location 113A

Walk to all Oak Bluffs has to offer. 5-10 mins. to harbor, town, beach and dining. Amazing location! This three unit property offers a shared patio and deck space along with all the amenities. It is private and well appointed. 3 flat screen Televisions, wifi, appliances, tile and wood floors, granite counters, outdoor shower, gas grill and best of all it's all brand new. This 2 bedroom unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 130 reviews

The Lighthouse

Visit The Lighthouse! A passive solar, Bright and spacious contemporary home located in beautiful East Chop. Home is nicely appointed with 2-3 large bedrooms, 2 full baths, soaking tub. Outdoor shower and private tree lined yard with deck. Walking distance to semi private beach, town and ferry. Come relax in the window seat with a book. Have a glass of wine on the deck. Soak up the sun at the beach. This home provides true comfort!

Guest favorite

Cottage in Tisbury

4.9 out of 5 average rating, 166 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Guest favorite

Cottage in Tisbury

4.98 out of 5 average rating, 203 reviews

Little Lobster - King size bed

Adorable new cottage, 10 minute walk to Vineyard Haven. Wonderful, cotton soft waffle robes. Garnet Hill linens and towels. Gas grill, full kitchen with all accessories. Beautiful landscaping. Lovely farmers porch with adirondack chairs and table. Very private. Off street parking. No dogs or any pets of any kind, . Please only 2 people. Children are people!

Guest favorite

Home in Oak Bluffs

4.95 out of 5 average rating, 464 reviews

Studio apt in newly built barn

Gorgeous private apartment in the upstairs of our new post & beam barn. The apartment has a private entrance and is situated above my husbands workshop. It is a studio (all one open space), with one queen bed and a full size pullout couch, there is a kitchenette and bathroom.