Family-friendly vacation rentals in Aquinnah

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!

Beautiful Guest House in Chilmark

This newly renovated guest house is located in a quiet and very private setting in Chilmark. The guest house is located above the garage adjacent to the main house with a private entrance. It has a queen size bed with two oversized chairs. There is a full bathroom in addition to a private outdoor shower. A small kitchen features butcher block countertops, a stainless steel sink, refrigerator and electric stove. Central air conditioning + heat make it the perfect getaway for all seasons.

“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.

Brimstone Hill Farm, Little Compton, RI

Our home is close to the town center, beaches, restaurants, local farm stands and winery. You’ll love our place because of the two cozy bedrooms upstairs & large living room downstairs. There is no kitchen, but we have an outdoor grill and private terrace at your disposal. Our large, beautiful property is good for couples, solo adventurers, and families (with kids). We are flexible when it comes to check-in and offer the use of our in-ground pool as part of your package.

Juniper Point Cottage With Ocean View

Charming Cape Cod cottage on semi-private road with and ocean view of Vineyard Sound. Renovations completed in mid-July, 2020. Three BR, 2 private attached baths, 1 semi-private bath, fully equipped kitchen, patio with BBQ grill, gas fireplace, cable-TV, WiFi internet, large second-floor deck, a/c.. Close to Vineyard Ferry, bus station and town. Seasonal rent. Please complete a reservation request to determine the rent in effect for your requested dates.

Spacious Coastal Suite walk to Beach

Spacious, coastal suite with private entrance, bath and off-street parking. (one of- street space only. We do not have room for another vehicle to park in driveway.) Located just one block from world-famous Bellevue Avenue. Short walk to beaches, mansions, 20-25 minute walk to downtown, 10 minute bike ride or 5 to 10 min drive or Uber. Quiet neighborhood walking/ biking distance to shops, bars and restaurants.

Spacious Suite in Newport Victorian

Built in 1881, our home is walking distance to downtown Newport, the Cliff Walk, and First Beach. The third floor suite features two large bedrooms (both queen size), an expansive living area, a private full bath, and your own eat-in kitchen. We are licensed by the City of Newport as an approved Airbnb site. We typically require a minimum two night stay during the busy summer weekends.

Wings Neck Lighthouse

Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

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!