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Martha's Vineyard, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Martha's Vineyard, MA

Best family friendly Martha's Vineyard, MA vacation rentals

Among the 2335 accommodations in Martha's Vineyard, MA, here are the 4 best family friendly rentals

Bucolic, Modern Home Near Town, Beaches - Martha's Vineyard, MA
9.7 45 reviews

Bucolic, Modern Home Near Town, Beaches

apartment, Oak Bluffs
This four-bedroom Oak Bluffs house offers private beach access via a short garden path, and is within walking distance of Waterview Farms and Golf Course.
The 8-guest home features a chef's kitchen with a fridge, freezer, microwave, and dishwasher, plus a garden, parking, and internet access; linen service is optional.
Lux On Main | Downtown | Parking | Sleeps 6, #203 - Martha's Vineyard, MA
10 4 reviews

Lux On Main | Downtown | Parking | Sleeps 6, #203

apartment, Falmouth
This luxury coastal suite is located directly on Main Street in downtown Falmouth, offering immediate walkability to shops and restaurants, and is less than 1 mile to Falmouth Harbor and the Island Queen ferry to Martha's Vineyard.
This professionally designed apartment sleeps up to 6 guests and includes a gas fireplace, in-unit laundry, central air conditioning, and direct access to the Shining Sea Bikeway, with a rare dedicated parking space provided.
Old Vineyard Charm With Private Beach Access - Martha's Vineyard, MA
9.6 85 reviews

Old Vineyard Charm With Private Beach Access

apartment, Edgartown
This five-bedroom, four-bathroom Cape Cod house is located in the Katama neighborhood of Edgartown, a three-mile drive from Edgartown's historic district and a short walk or bike ride from South Beach.
The 8-guest house features a private beach on Katama Bay, a newly renovated kitchen, expansive lawn with a Weber grill and outdoor shower, a private pier, and rooftop deck, ideal for swimming, kayaking, and sunset viewing.
Beautiful Estate With Salt Water Pool  & Pond With Kayaks - Martha's Vineyard, MA
10 1 review

Beautiful Estate With Salt Water Pool & Pond With Kayaks

apartment, Oak Bluffs
This estate is located in Prestigious Fresh Pond Estates, Oak Bluffs, offering a private, wooded setting with a freshwater pond just 2 miles from Oak Bluffs center and 500 feet from a bike path.
This 4500 square foot house accommodates up to 12 guests with 5 bedrooms and 3 bathrooms, featuring a heated saltwater pool, Jacuzzi, outdoor kitchen, and private 2-bedroom living quarters, ideal for multi-family stays.

Where to stay in Martha's Vineyard?

Edgartown

Edgartown is the island's largest town, founded in 1642. For sailing enthusiasts, it is an ideal place, since it has a harbor and the famous Edgartown Lighthouse. Among its places of interest is the Whaling Museum. The town is a 20-minute drive from the Martha's Vineyard airport.

Oak Bluffs

Oak Bluffs is a town known for its small log cabins that are part of a Methodist camp, known as Cottage City. The town also has attractions such as the famous Inkwell Beach and the Flying Horses Carousel amusement park.

Vineyard Haven

Vineyard Haven is the main port and commercial center of the island, where ferries arrive from the mainland, and is only a 10-minute drive from the Martha's Vineyard airport. It has a quiet, family-friendly atmosphere and among its streets is the Martha's Vineyard Maritime Museum, which displays artifacts related to sailing and fishing on the island.

West Tisbury

West Tisbury is a rural village located between farms and forests. It is the ideal place for nature lovers, as it has several nature reserves and trails such as Manuel F. Correllus. It is also known for holding an annual agricultural fair, which offers animal exhibits, crafts and local cuisine.

Chilmark

Chilmark is known for its impressive cliffs and white sandy beaches. It is an ideal place for those seeking privacy and relaxation, as it has few houses and commercial establishments. The town is also famous for the Wampanoag Indian Museum, where you can learn about the culture and history of the island's Native Americans.

Aquinnah

Aquinnah is the most remote village on the island, located about 35 minutes drive from the airport and is inhabited mainly by the indigenous Wampanoag people. It is an impressive place for its red clay cliffs, which contrast with the colors of the forest and the sea. It also has one of the few remaining nudist beaches in the United States, called Moshup Beach.

Best Martha's Vineyard, MA vacation rentals with a pool

Among the 2335 accommodations in Martha's Vineyard, MA, here are the 4 best rentals with a pool

Privacy & Relaxation On Martha's Vineyard - Martha's Vineyard, MA
10 11 reviews

Privacy & Relaxation On Martha's Vineyard

apartment, Tisbury
This Vineyard Haven vacation home, located within two miles of Lake Tashmoo, Tisbury Town Beach, and the Vineyard Haven Terminal, offers easy access to swimming, boating, and ferry connections.
This six-bedroom, six-bathroom property sleeps twelve guests and boasts a private pool, tennis court, spa, fully equipped kitchen, free WiFi, and a spacious garden with barbecue grills.
Golf Course-front Townhouse With Private Heated Pool & Poolside Patio - Martha's Vineyard, MA
9.0 6 reviews

Golf Course-front Townhouse With Private Heated Pool & Poolside Patio

apartment, Mashpee
This New Seabury condo in Mashpee provides a golf course-front retreat, located two miles from South Cape Beach and Mashpee Town Beach, and 2.5 miles from the Popponesset Inn.
This 1570 square foot residence accommodates up to six guests with two bedrooms and two bathrooms, featuring a private heated outdoor pool, a galley kitchen with a Keurig, and a separate dining room.
New Seabury 3-bedroom House With Private Pool And Golf Course View - Martha's Vineyard, MA
10 2 reviews

New Seabury 3-bedroom House With Private Pool And Golf Course View

apartment, Mashpee
This Mashpee house is situated in the desirable New Seabury neighborhood, just a short drive from Mashpee Commons and within biking distance of popular beaches. It has received excellent user ratings for its comfortable accommodations and convenient amenities.
This 3-bedroom, 3-bathroom home comfortably sleeps 6 guests. Enjoy the spacious deck, the propane BBQ grill, the swimming pool, and the private garden, all while staying connected with the reliable internet access.
Edgartown Designer Retreat With Pool & Hot Tub - Martha's Vineyard, MA
9.9 36 reviews

Edgartown Designer Retreat With Pool & Hot Tub

apartment, Edgartown
This 4-bedroom, 3-bathroom home is located in Katama, just a short bike ride from downtown Edgartown and South Beach. It has received excellent ratings for location, cleanliness, and user experience.
The vacation rental features a spacious living area, a den, a dining area, and a workout room, comfortably accommodating up to 8 guests. It comes equipped with a modern kitchen, a heated pool, an outdoor shower, and a private garden, providing everything you need for a relaxing and enjoyable stay.

Frequently Asked Questions about vacation rentals in Martha's Vineyard, MA

  • What are the must-see sights on Martha's Vineyard, MA, United States?

    For must-see sights on Martha's Vineyard, you definitely want to check out the charming towns of Oak Bluffs with its iconic gingerbread cottages and the Flying Horses Carousel, Edgartown with its historic harbor and stately homes, and Vineyard Haven, a bustling port town. A visit to the Gay Head Cliffs on Aquinnah is a must for their dramatic clay cliffs and stunning ocean views. Don't miss the Martha's Vineyard Museum for a deeper dive into the island's history and culture.
  • What are the best Airbnb and vacation rentals in Martha's Vineyard, MA?

  • Are there unique natural phenomena on Martha's Vineyard, MA, United States?

    Absolutely! The Gay Head Cliffs, with their colorful layers of clay, are a unique geological formation. The island's diverse beaches, from the wide sands of South Beach to the dramatic cliffs of Aquinnah, also offer unique natural beauty. You'll find various wildlife, including seals and shorebirds, depending on the season.
  • What are the most popular Airbnbs in Martha's Vineyard, MA?

  • What essentials should you bring along for a trip to Martha's Vineyard, MA, United States?

    Pack light clothing, swimwear, comfortable walking shoes, sunscreen, insect repellent, and a light jacket or sweater, even in summer, as evenings can get cool. Don't forget sunglasses and a hat for sun protection. If you plan on biking, bring a helmet. A reusable water bottle is a good idea, as well as a camera to capture the stunning scenery.
  • What are the best vacation rentals with a pool in Martha's Vineyard, MA?

  • What famous events or festivals are happening on Martha's Vineyard, MA, United States?

    Martha's Vineyard hosts many events throughout the year. The annual Agricultural Fair is a popular event, showcasing local produce and livestock. The Island's various towns also host their own smaller festivals and events throughout the summer months. Check local listings for specific dates and events.
  • What are the best rentals for families and kids in Martha's Vineyard, MA?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) on Martha's Vineyard, MA, United States?

    A daily budget for Martha's Vineyard can vary greatly depending on your travel style. Expect to spend at least $200-$300 per person per day for mid-range accommodations, meals, and activities. Luxury travel will obviously be significantly higher. Transportation costs will depend on whether you rent a car or use other means of transport like taxis or the Vineyard Transit Authority bus system.
  • What are the best rentals or Airbnbs with a jacuzzi in Martha's Vineyard, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Martha's Vineyard, MA are Victorian Oasis: Driveway - Hot Tub - Grill & More, Large Downtown Captain's House 9bd and Mermaid Cottage.

  • Where can you find the best restaurants serving local dishes on Martha's Vineyard, MA, United States, and what are the must-try specialties?

    The Black Dog Tavern in Vineyard Haven is a classic for its casual atmosphere and seafood. The Seafood Shanty in Oak Bluffs is another popular spot known for its fresh seafood. Many restaurants feature locally sourced seafood, like lobster rolls and clam chowder. You can also find farm-to-table options showcasing the island's agricultural bounty.
  • What are some less-famous attractions on Martha's Vineyard, MA, United States that are worth the visit?

    The Alley's General Store in Menemsha is a charming spot with a unique history. Exploring the various smaller beaches away from the main tourist areas can offer a more tranquil experience. Consider a visit to the Menemsha Fish Market to watch the fishing boats come in and get a feel for the local fishing industry. The Wampanoag Tribe of Gay Head (Aquinnah) cultural center offers a glimpse into the island's indigenous history.
  • What are the best activities for engaging with locals and understanding their culture on Martha's Vineyard, MA, United States?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending a town meeting offers a unique insight into the island's governance. Spending time in smaller, less touristy towns allows for more authentic interactions with residents. Striking up conversations with shopkeepers and restaurant staff can also be very rewarding.
  • What unique natural landscapes and terrain features can travelers explore on Martha's Vineyard, MA, United States?

    Martha's Vineyard boasts diverse landscapes. The dramatic cliffs of Aquinnah, the rolling hills of the island's interior, the sandy beaches, and the various ponds and salt marshes all offer unique exploration opportunities. Consider hiking or biking the many trails throughout the island.
  • How many days are ideal for visiting Martha's Vineyard, MA, United States, and what are some itinerary suggestions?

    Three to four days is a good amount of time to explore the highlights of Martha's Vineyard. A possible itinerary could include: Day 1: Exploring Oak Bluffs and Vineyard Haven; Day 2: Visiting Edgartown and the Martha's Vineyard Museum; Day 3: Exploring Aquinnah and the Gay Head Cliffs; Day 4: Relaxing on the beach and enjoying the island's atmosphere. This is just a suggestion; adjust it based on your interests.
  • How is the weather on Martha's Vineyard, MA, United States in high season?

    High season (summer) on Martha's Vineyard is typically warm and sunny, with average highs in the 70s and 80s Fahrenheit (low to mid 20s Celsius). However, it's always a good idea to pack layers, as evenings can be cooler, and there's always a chance of a shower.

Nearby regions

Best Martha's Vineyard, MA vacation rentals with a balcony

Coastal Retreat | Walk To Inkwell Beach, Dining & Flying Horses Carousel - Martha's Vineyard, MA
10 1 review

Coastal Retreat | Walk To Inkwell Beach, Dining & Flying Horses Carousel

apartment, Oak Bluffs
This Oak Bluffs cottage is a short walk to Inkwell Beach, Ocean Park, local eateries, and the ferry dock, offering convenient access to dining, shopping, and attractions like the Flying Horses Carousel.
This two-story home accommodates up to eight guests with four bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, Wi-Fi, a terrace, a garden with a patio table, and parking for three cars.
Updated House Close To Town And Beach With Patio, Ac, And Games - Martha's Vineyard, MA
9.8 8 reviews

Updated House Close To Town And Beach With Patio, Ac, And Games

apartment, Oak Bluffs
This newly renovated cottage-style house is located in the sought-after East Chop area of Oak Bluffs, on the African American Heritage Trail, a short walk from Circuit Ave, Oak Bluffs Harbor, Inkwell Beach, and the East Chop Lighthouse.
Offering 1380 square feet of space, this 4-bedroom, 2-bathroom rental accommodates up to 7 guests and features a fully equipped kitchen, outdoor firepit, patio, gas grill, and two-car driveway parking, with easy access to water activities and hiking.
Big Discount Steps To Private Beach /Market. Renovated Nantucket Style Cottage, - Martha's Vineyard, MA
8.4 52 reviews

Big Discount Steps To Private Beach /Market. Renovated Nantucket Style Cottage,

apartment, Mashpee
This Mashpee apartment is conveniently located just a mile from three beautiful beaches, including South Cape Beach, South Cape Beach State Park, and Popponesset Beach, offering easy access to the coastal beauty of the area. Guests consistently rate this rental as "very good," highlighting its comfortable and well-maintained features.
The apartment offers 910 square feet of living space with two bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy a fully equipped kitchen, a relaxing jacuzzi, a private terrace, a garden, and a parking space, along with free Wi-Fi and a washer and dryer for added convenience.
2-story Home Near Crystal Lake With Partial Views, Deck, Grill, Outdoor Shower - Martha's Vineyard, MA
No reviews

2-story Home Near Crystal Lake With Partial Views, Deck, Grill, Outdoor Shower

apartment, Oak Bluffs
This Oak Bluffs vacation rental is located near the beach, a 12-minute walk from East Chop Light and a 3-minute drive from Oak Bluffs Harbor.
This spacious 2660 sq ft house accommodates up to 7 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, in-unit laundry, Wi-Fi, air conditioning, and outdoor amenities including a garden and balcony.

Best Martha's Vineyard, MA vacation rentals with parking

New Rental - 2 Bedrooms, 2 Baths, Golf Course View - Martha's Vineyard, MA
No reviews

New Rental - 2 Bedrooms, 2 Baths, Golf Course View

apartment, Mashpee
This golf cottage townhouse is located within the exclusive New Seabury Country Club in Mashpee, offering fairway views and 0.5 miles to Mashpee Commons.
This 1350 sq ft townhouse accommodates up to 4 guests in 2 bedrooms and 2 bathrooms, featuring a private deck with fairway views and direct access to the New Seabury Country Club fairway.
Serene Wooded 3-bedroom House West Tisbury Deck, Screen Porch And Outdoor Shower - Martha's Vineyard, MA
No reviews

Serene Wooded 3-bedroom House West Tisbury Deck, Screen Porch And Outdoor Shower

apartment, West Tisbury
This West Tisbury rental home is situated on 1.5 wooded acres, a 20 miles drive from Martha's Vineyard towns and beaches, with scenic walking paths to Tisbury Great Pond located a 5-minute walk away.
This 3-bedroom, 3-bathroom apartment accommodates up to 6 guests and features a screened porch, back deck with a gas BBQ grill, an indoor fireplace, and a well-equipped kitchen, offering convenient access to Sepiessa Point Reservation and artisan markets.
Bright & Airy 4br Contemporary In Little Neck Bay, New Seabury. 1mi To Beach. - Martha's Vineyard, MA
9.8 26 reviews

Bright & Airy 4br Contemporary In Little Neck Bay, New Seabury. 1mi To Beach.

apartment, Mashpee
This contemporary home is located in the exclusive Little Neck Bay section of New Seabury on Cape Cod, just one mile from South Cape Beach State Park and a short drive from other attractions like the Cahoon Museum of American Art and Mashpee Commons. The house has received excellent user ratings for its comfortable and stylish accommodations.
This 4-bedroom, 3-bathroom vacation rental spans 2330 square feet and comfortably accommodates 8 guests. The house has a fully equipped kitchen, a spacious deck with multiple seating areas, a private backyard, and a Jacuzzi tub in both first-floor bathrooms.
Original Pratt House Built In 1866 With Ocean View Of The Inkwell Beach. - Martha's Vineyard, MA
10 19 reviews

Original Pratt House Built In 1866 With Ocean View Of The Inkwell Beach.

apartment, Oak Bluffs
This historic 1866 Pratt-built residence is located in Oak Bluffs' historic district, directly across from a large park and within steps of Inkwell Beach, offering coastal views and a short 3-block walk to the Oak Bluffs town center, shops, restaurants, galleries, and the ferry.
This family-friendly house accommodates up to 10 guests with 5 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, a spa, parking, and water views from its porch.
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