Family-friendly vacation rentals in West Tisbury

Guest suite in West Tisbury

A bright and airy space features a comfortable queen size bed with light bedding, complemented by two modern bedside lamps. A dining table with two chairs sits nearby, and large windows provide natural light. Warm wooden floors enhance the inviting atmosphere.

The Apartment Guest Suite. Private. Just Renovated

This beautiful guest suite is a 5 minute walk to the village of West Tisbury on Martha’s Vineyard and has a private entrance on the back wing of our newly renovated modern barn house. Surrounded by trees, beside a large meadow, this bright and airy 400 space has a sitting area and a full kitchen. Enjoy the outdoor shower and the outdoor sitting area. The location is centrally located and a short walk to a village, providing many amenities. Ask about our other guest suites if you are with others.

KitchenIndoor spacesNearby

4.95 out of 5 average rating, 142 reviews

4.95 out of 5 average rating, 103 reviews

The exterior of the barn features wooden double doors that provide access to the interior. A stone wall runs along the garden, accompanied by seating areas consisting of a picnic table and two chairs. Lush greenery surrounds the property, enhancing the secluded feel.

Guesthouse in Chilmark

Beautifully Renovated 1800s Chilmark Barn

Beautiful 2-story private barn in Chilmark on Martha's Vineyard. Secluded yet convenient. Perfect for a couple or a couple with older children (space not good for those with mobility issues). Downstairs living area, dining area, fridge, toaster, coffee maker, half bath -- shower is outside in the private garden. Loft-style sleeping area upstairs (2 private sections). 2 friendly labs and 5 chickens on premises. Walk to Chilmark Store, easy bus access. Walk-on pass to town beaches, no car pass

Indoor spacesKitchenBiking

4.96 out of 5 average rating, 123 reviews

Home in West Tisbury

Lambert's Cove, Water view, Beach pass

Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.

FamilyKitchenLayout

Guesthouse in West Tisbury

An open studio layout is showcased, featuring a spacious bed with a metal frame. A cozy seating area is arranged with patterned cushions and a wooden coffee table. Natural light pours in through multiple windows, illuminating the warm wood flooring and inviting ambiance.

Vineyard Meadow Artist Studio

This lovely artist's studio is just steps from miles of trails. Walk to the beach or meander through the woods of Long Point Wildlife Refuge, experiencing the serenity of this still untouched corner of Martha's Vineyard. This studio includes a bathroom with a shower, a washer/dryer and a kitchenette. It is the perfect spot for a lone artist, a couple or a family to enjoy Martha's Vineyard any time of year. This property shares the driveway and parking with Vineyard Meadows Writer's Cottage.

KitchenIndoor spacesGrill

4.98 out of 5 average rating, 125 reviews

5.0 out of 5 average rating, 249 reviews

A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

KitchenIndoor spacesNearby

4.92 out of 5 average rating, 192 reviews

Home in Tisbury

Vineyard Haven Walk to Ferry

I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

FamilyIndoor spacesSolo travel

4.97 out of 5 average rating, 355 reviews

A cozy outdoor seating area is arranged with several white lounge chairs on a gravel surface. A brick fireplace is positioned near the house, accompanied by potted plants and a view of the deck area adorned with covered furniture in the background.

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.

KitchenFamilyHeating

An open living area features a light-colored sofa adorned with blue and white cushions. A flat-screen TV is mounted above a white brick fireplace. Large windows provide natural light, and a dining area with a table and chairs is visible in the background.

4.96 out of 5 average rating, 140 reviews

**Vineyard Vacation Retreat** -3 BR

Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large bedrooms and open concept kitchen/dining/living area accommodate up to 6 people comfortably. A place for you to put your feet up, kick away your worries, and enjoy some rest and relaxation. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home.

FamilyKitchenGetting around

4.96 out of 5 average rating, 109 reviews

The image captures a panoramic view of the ocean, surrounded by lush greenery. The tranquil blue water extends to the horizon, with a distant lighthouse visible on a rocky coastline. A clear sky overhead enhances the natural beauty of the landscape.

Home in West Tisbury

Lambert's Cove Oceanview Beach Pass Trails nearby

Traditional salt box home set in the forested hills above Lambert's Cove. Short walk / drive to town beach. Perfect for family gatherings, home has 3 bedrooms , a loft for virtual work space or reading room, 1.5 baths plus the fully enclosed outdoor shower, fully stocked kitchen, a deck that has seating for relaxing and also an octagonal picnic table, as well as lots of yard space for children or pups to play. Beach towels along with4 beach chairs provided.

KitchenIndoor spacesCleanliness

The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.

4.93 out of 5 average rating, 327 reviews

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

KitchenIndoor spacesBackyard

A raised ranch is surrounded by lush greenery, with large windows allowing natural light to fill the interior. A spacious deck extends from the front, providing outdoor seating options. The home is elevated, partially obscured by surrounding trees, and features a charming sloped roof.

4.79 out of 5 average rating, 261 reviews

Central location for your vacation

An apartment in a peaceful Raised Ranch! Your Martha’s Vineyard sanctuary. Centrally located from nearby Vineyard Haven, Oak Bluffs, Edgartown and West Tisbury. Beaches and trails in close proximity. 8 minutes away from ferry. Great for family vacation, Island explorations, work trips, hosting wedding guests, wellness retreat, or just a simple gateway, this home will compliment your Martha’s Vineyard experience.

Indoor spacesFamilyOutdoor spaces

Guesthouse in West Tisbury

The cottage, elevated on a wooden foundation, features cedar shake siding and large windows, allowing for natural light. Surrounding greenery includes leafy trees and a small shrub, enhancing the tranquil rural setting. A grassy area with stones outlines the cottage's base.

Country cottage walk to Alley's General Store

This sunlit summery cottage is in a very quiet, private and pastoral setting, situated 100 feet from the small Tiasquam River, with many birds chirping in the abundant vegetation and trees nearby. Because of the river's proximity, the cottage has a Composting Toilet. My wife and I live on the property uphill from the cottage. The property is in the countryside but a 5 minute walk to the local town center.

FamilyIndoor spacesLocation

4.98 out of 5 average rating, 120 reviews

Popular amenities for West Tisbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in West Tisbury

The outdoor deck features two loungers with colorful striped cushions, a small white table, and potted plants. A hot tub is positioned nearby, surrounded by greenery that creates a tranquil setting. The home's windows allow for natural light to enhance the spaces.

Quiet West Tisbury 2 BDR Suite

Indoor spacesFamilyEV charging

4.97 out of 5 average rating, 101 reviews

4.97 out of 5 average rating, 127 reviews

A covered outdoor seating area features a comfortable sectional sofa with neutral cushions and a round coffee table. A dining table with several chairs is positioned nearby, alongside an outdoor kitchen equipped with a grill. Sunlight casts distinct shadows across the space.

Home in East Falmouth

Seacoast Shores Oasis-Steps From Private Beach Bay

Indoor spacesFamilyAccuracy

4.92 out of 5 average rating, 320 reviews

The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.

Cottage in Sandwich

Hideout at Water's Edge, 131 North Shore Blvd, #4

KitchenFamilyGrill

4.97 out of 5 average rating, 139 reviews

Two individuals are positioned in front of lush greenery and blooming yellow flowers. The vibrant colors of the foliage provide a natural backdrop, contributing to a serene atmosphere. Soft light filters through the plants, creating a gentle glow around the subjects.

Guesthouse in Oak Bluffs

Oak bluffs cottage Perfect place to honeymoon!

Indoor spacesKitchenValue

4.98 out of 5 average rating, 172 reviews

The exterior of the house is surrounded by well-maintained greenery and tall, lush trees. A welcoming front entrance is framed by neatly trimmed hedges, leading to a slate pathway and steps. Large windows allow natural light to brighten the façade.

Home in Centerville

Luxury House 0.25 mi from Craigville Beach

KitchenIndoor spacesValue

4.89 out of 5 average rating, 101 reviews

A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.

Villa in Wareham

Perfect Farmhouse Discounted for Draft Day!

FamilyIndoor spacesParking

4.94 out of 5 average rating, 125 reviews

Guesthouse in Sandwich

Nautical loft guest house with hot tub and sauna

FamilyIndoor spacesHot tub

4.93 out of 5 average rating, 30 reviews

A bright and airy living room is featured, showcasing white-brick walls and exposed wooden beams. Comfortable sofas are arranged around a central coffee table, with a flatscreen smart TV mounted on the wall. Natural light filters through the windows, creating an inviting atmosphere.

Home in West Tisbury

Top-Rated Island Retreat: Hot Tub, Lamberts Cove!

Indoor spacesFamilyCondition

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 172 reviews

A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.

Home in Falmouth

Private Pond-side Cape Cod Home

KitchenFamilyGrill

4.97 out of 5 average rating, 167 reviews

The exterior of a charming multi-level home is showcased, featuring a spacious deck with seating and an umbrella. A stairway provides access to the upper level, surrounded by lush greenery. Large windows offer views of the wooded surroundings, creating a sense of integration with nature.

Home in Falmouth

Mid-Century Modern home 5 minute walk to beach

FamilyKitchenParking

4.99 out of 5 average rating, 120 reviews

A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.

Home in Wareham

Sunset Cove Beach

FamilyIndoor spacesCondition

4.98 out of 5 average rating, 105 reviews

Arrowsmith Cottage-Oak Bluffs Near Eastville Beach

KitchenFamilyLocation

A grassy outdoor space features two blue Adirondack chairs and a small fire pit, surrounded by trees and overlooking a serene pond. A hammock hangs in the distance, while the deck is visible on the right, extending from the house.

4.83 out of 5 average rating, 219 reviews

Waterview, Private, Walk to Beach, Mile to Town

Indoor spacesFamilyNearby

A charming cottage is framed by a lush garden with vibrant flowers. The front porch features two rocking chairs, inviting relaxation. Soft lighting emanates from inside, through the gothic-style windows, under a welcoming blue roof surrounded by greenery.

4.92 out of 5 average rating, 213 reviews

impeccable cottage STEPS to downtown OB & beach!

FamilyIndoor spacesComfort

Guest suite in West Falmouth

A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.

The Sea-Cret Garden, Guest Apartment

Indoor spacesFamilyDecor

5.0 out of 5 average rating, 244 reviews

Superhost

An outdoor seating area is presented with a fire table at its center, illuminated by flames. Comfortable chairs surround the fire, with a red umbrella providing shade above. The ocean and sunset create a serene backdrop, showcasing vibrant colors across the sky.

Cottage in Sandwich

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

KitchenFamilyWalkability

4.85 out of 5 average rating, 470 reviews

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 184 reviews

Condo in New Seabury

New Seabury Cape Condo | Pool & Beach Escape

FamilyKitchenGrill

4.99 out of 5 average rating, 103 reviews

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

KitchenIndoor spacesTV

4.94 out of 5 average rating, 110 reviews

A cozy studio space features sloped ceilings and warm wooden flooring. A spacious bed is dressed in white linens, with accent pillows adding a touch of color. A small kitchenette is visible beside a comfortable chair and a blue rug, offering a relaxed atmosphere.

Guest suite in Dartmouth

The Loft @ Beechwood. Private, comfy, coastal!

KitchenIndoor spacesCondition

Guest suite in Centerville

“The Hideaway”Private Guest Suite/Pool/Beach Pass

FamilyIndoor spacesParking

4.99 out of 5 average rating, 105 reviews

Apartment in North Falmouth

Quaint North Falmouth near Old Silver Beach

Indoor spacesFamilySleep quality

4.8 out of 5 average rating, 158 reviews

4.96 out of 5 average rating, 146 reviews

The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.

Home in Cotuit

Private Pool, near beaches, 3 BR/3 BA, Central Air

FamilyIndoor spacesParking