Winter Vacation Rentals & Cabin Rentals in Martha's Vineyard, MA

Compare 5,980 available, short term beachfront holiday vacation home properties, starts from $23

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in Martha's Vineyard, MA: Top Deals

Island Inn
Island Inn
Island Inn
Island Inn
Island Inn
Island Inn
Island Inn
4.2 (227 reviews)
Island Inn
Hotel
$89 /night
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The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
The CAVU Mansion on Bellevue
4.5 (7 reviews)
The CAVU Mansion on Bellevue
Hotel
$242 /night
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Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
Lambert's Cove Inn Farm and Restaurant
4.0 (98 reviews)
Lambert's Cove Inn Farm and Restaurant
Hotel
$153 /night
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Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
Isabelle's Beach House
4.8 (157 reviews)
Isabelle's Beach House
House
$150 /night
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Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
4.2 (153 reviews)
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
Hotel
$108 /night
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The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
The Oak Bluffs Inn
4.8 (59 reviews)
The Oak Bluffs Inn
Hotel
$175 /night
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Edgartown Commons
Edgartown Commons
Edgartown Commons
Edgartown Commons
Edgartown Commons
Edgartown Commons
Edgartown Commons
4.2 (44 reviews)
Edgartown Commons
Hotel
$131 /night
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The Looks Pond Garden House
The Looks Pond Garden House
The Looks Pond Garden House
The Looks Pond Garden House
The Looks Pond Garden House
The Looks Pond Garden House
The Looks Pond Garden House
4.5 (5 reviews)
The Looks Pond Garden House
House
$416 /night
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MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
5.0 (2 reviews)
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
House · 10 Guests · 4 Bedrooms
$1500 /night*
View deal
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Considered As A Good Deal in Martha's Vineyard, MA Area?
Vacation House & Cottage Rental Price Information in Martha's Vineyard, MA
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The graph shows the percentages of vacation homes in each price bucket. Martha's Vineyard has the largest percentage (32.85%) of homes in $500+ price range.
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What activities, communities or places of interest are available for snowbirds in Martha's Vineyard, MA?
Snowbird-friendly Activities and Places to Visit in Martha's Vineyard, MA
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Martha's Vineyard, MA is an ideal place for snowbirds who wish to escape the cold winter months. With a warm climate and easy access to beaches, parks, and nearby towns, Martha's Vineyard provides plenty of opportunities for outdoor activities. Plus, its proximity to Boston means that snowbirds can easily access healthcare facilities if needed. Here are some suggestions for things to do while visiting this charming island.

  • Edgartown Lighthouse

    One of the oldest lighthouses on the East Coast, Edgartown Lighthouse offers breathtaking views of the ocean from atop its 40-foot tower. Snowbirds looking for a peaceful spot to relax will find it here.

  • State Beach

    Spend the day at State Beach soaking up the sunshine and exploring the shoreline. Swimming, fishing, and kayaking are all popular activities here, making it an ideal spot for seniors to stay active and enjoy nature.

  • Vineyard Haven Harbor

    Take a stroll along Vineyard Haven Harbor and explore the many shops and restaurants that line the waterfront. It's also a great spot for whale watching, with several boat tours available for visitors.

How Many Accommodations Are Not Pets Friendly in Martha's Vineyard, MA?
Pets Allowed vs Not Allowed in Martha's Vineyard, MA
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20.27% of vacation homes in Martha's Vineyard are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Where Should We Visit in Martha's Vineyard, MA Area?
Destinations To Visit During the Winter in Martha's Vineyard, MA
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Which Airports Should I Choose To Get To Martha's Vineyard, MA?
Top Airports in Martha's Vineyard, MA
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Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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