Martha's Vineyard Winter Rental
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $768/Night
For 7 Nights US $5,376
4897.58 ft²
7 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $1,026/Night
For 7 Nights US $7,182
US $188/Night
For 7 Nights US $1,315
10 Guests
5 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $4,922/Night
For 7 Nights US $34,454
990.28 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $652/Night
For 7 Nights US $4,564
12 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,666/Night
For 7 Nights US $18,660
1679.17 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,895/Night
For 7 Nights US $13,265
8 Guests
4 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,232/Night
For 7 Nights US $15,621
1377.78 ft²
7 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
US $782/Night
For 7 Nights US $5,474
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,604/Night
For 7 Nights US $11,228
157.42 ft²
16 Guests
14 Bedrooms
8 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Ocean View
US $493/Night
For 7 Nights US $3,449
2500 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $1,440/Night
For 7 Nights US $10,079
Why Choose Rent By Owner for your Martha's Vineyard Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Martha's Vineyard
How to Book Your Martha's Vineyard Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Martha's Vineyard
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Martha's Vineyard, MA
Dukes County
Edgartown
Oak Bluffs
Vineyard Haven
Tisbury
Lake Tashmoo
Katama
West Tisbury
Lagoon Heights
East Chop
Chilmark
Aquinnah
Martha's Vineyard Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Martha's Vineyard?
There are a lot of options in Martha's Vineyard. If you plan on staying in the Martha's Vineyard area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Martha's Vineyard:
- Newer construction Edgartown home with AC car ferry tkt avail. 6-27 to 8-22
- On HGTV! New w/Hot Tub, Bocce Court, AC, WALK to Town & Beach!
- Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
- Close to Lambert's Cove Beach. Pastoral setting. Elegant farmhouse & guest house
- ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Luxury Katama 5BR - Pool, Hot Tub, Bocce & Firepit Steps from South Beach
- Edgartown - Vacation Home In A Great Location!
- Close to town, beautifully updated
- Magical House in the Trees with Water View - Secluded Area
- Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
2. How many Winter Rentals are available in Martha's Vineyard?
Currently, the total number of properties listed by RBO in 2026 is over 1047 in the Martha's Vineyard area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Martha's Vineyard.
More Rentals You May Like Near Martha's Vineyard
1356.25 ft²
8 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $729/Night
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6 Guests
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Ocean View
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- Hot Tub
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10 Guests
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2 Bathrooms
Ocean View
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- Fireplace/Heating
- Ocean View
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US $643/Night
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6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $621/Night
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1209 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Ocean View
- Balcony/Terrace
- View
US $482/Night
For 7 Nights US $3,377
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
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- Hot Tub
- Fireplace/Heating
- Ocean View
US $230/Night
For 7 Nights US $1,613
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Ocean View
US $475/Night
For 7 Nights US $3,323
896 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $997/Night
For 7 Nights US $6,982
1615 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $962/Night
For 7 Nights US $6,732
900 ft²
2 Guests
1 Bedroom
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $357/Night
For 7 Nights US $2,502
480 ft²
3 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $343/Night
For 7 Nights US $2,398
