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Family-friendly vacation rentals in Martha's Vineyard

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Top-rated family-friendly rentals in Martha's Vineyard

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

Guest favorite
Cottage in Tisbury
Not Your Great Aunt's Island Cottage
CAR FERRY RESERVATIONS AVAILABLE - 7/27-8/3, 8/17-24, 8/24-31 In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • Close to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft
$196 per night
Guest favorite
Guest suite in Oak Bluffs
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!
$88 per night
Guest favorite
Cottage in Tisbury
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.
$129 per night

Popular amenities for Martha's Vineyard family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
$425 per night
Superhost
Home in Dennis
Walk2Beach, HotTub, FirePit, PetsOk
$173 per night
Guest favorite
Home in Centerville, Barnstable
Luxury House 0.25 mi from Craigville Beach
$391 per night
Guest favorite
Home in Edgartown
On HGTV! Gorgeous, AC, Hot Tub, WALK Town & Beach
$382 per night
Guest favorite
Guesthouse in Oak Bluffs
Mermaid Cottage
$350 per night
Guest favorite
Home in Edgartown
Contemporary 3BR/2.5 BA Edgartown Beauty
$357 per night
Guest favorite
Cottage in South Yarmouth
Seaside Upscale Condo
$250 per night
Superhost
Home in Plymouth
Amazing ocean front 3 bedroom
$514 per night
Guest favorite
Home in Falmouth
Peaceful waterfront home with dock/ hot tub
$564 per night
Guest favorite
Apartment in Yarmouth
On Smuggler's Beach Cape Cod
$294 per night
Superhost
Condo in Brewster
Escape to the Cape
$350 per night
Guest favorite
Home in Edgartown
Luxury Chappaquiddick Home with Oceanviews
$500 per night

Family- and pet-friendly home rentals

Guest favorite
Home in West Tisbury
Secluded Up Island Cottage
$220 per night
Guest favorite
Guesthouse in Tisbury
Adorable Vineyard Haven Cottage
$232 per night
Superhost
Home in Oak Bluffs
Cozy Vacation Getaway On Bike Path
$240 per night
Guest favorite
Cottage in Sandwich
Lil’ Sea Sass ~ Oceanfront Cottage & Pet Friendly
$213 per night
Guest favorite
Apartment in Barnstable
Your dog will love it here and you will too.
$100 per night
Guest favorite
Tiny home in Dennis Port
★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes
$78 per night
Guest favorite
Home in West Tisbury
Sweet 3BR Cape in West Tisbury, MV
$289 per night
Guest favorite
Home in Yarmouth Port, Cape Cod
Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
$172 per night
Guest favorite
Cottage in Falmouth
Access to Great Pond, 2 Kayaks
$139 per night
Guest favorite
Cottage in Yarmouth
Charming Cottage near Beach and Ferry.
$167 per night
Guest favorite
Guesthouse in Sagamore Beach
The Guest House
$85 per night
Guest favorite
Home in Tisbury
Vineyard Retreat: Just a mile from Tisbury center
$839 per night

Family-friendly home rentals with a pool

Guest favorite
Home in Middleborough
Private retreat setting on 4 acres 1
$110 per night
Guest favorite
Home in Barnstable
Magical pool home with windmill/new kitchen
$999 per night
Guest favorite
Home in Plymouth
Our Secret Garden
$250 per night
Guest favorite
Condo in Tisbury
Private 3bdrm Condo Tashmoo Woods
$400 per night
Guest favorite
Condo in Vineyard Haven
Relax....You're on Island Time......
$300 per night
Guest favorite
Home in Cotuit
ShoestringBayHouse, waterfront & pool in Cotuit
$199 per night
Guest favorite
Home in Oak bluffs
Private Heated Pool, Wifi, AC, Grill & Firepit
$1,000 per night
Guest favorite
Home in Mashpee
Sunny Cape w/Private Pool, Steps to Private Lake
$224 per night
Guest favorite
Home in Barnstable
Private Pool, near beaches, 3 BR/3 BA, Central Air
$350 per night
Guest favorite
Guesthouse in Hyannis
2 bdrm unit, stairs 4 nights min, pool, no meals
$146 per night
Superhost
Home in Falmouth
Gorgeous Cape Cod Property!
$793 per night
Superhost
Home in West Dennis
Water Views Private Pool Access to Cove!
$412 per night

Destinations to explore