Martha's Vineyard Vacation Rentals



Properties Available 644 properties available
Stunning Chappaquiddick four bedroom home with water views. Spacious open living and kitchen area. Dining room features an open cathedral ceiling to the second floor with interior balcony. Beautifully designed to capture the feel of both Chappaquiddick and modern living. Water views abound from primary bedroom and both upper and lower screened p
$6,000.00 - $8,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 2 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Chappaquiddick 364
Stunning Chappaquiddick four bedroom home with water views. Spacious open living and kitchen area. Dining room features an open cathedral ceiling to... Read More
August 2026
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This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offering plenty of privacy for the whole family. The Kitchen and Living Space span the top floor with deck access to enjoy the breezy summer nights. There are 2 outdoor showers with one directly off of the
$7,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Chilmark 2003
This comfortable Chilmark Contemporary Reverse-Style home is the quintessential Up-Island get-away. There are 4 Bedrooms spread across 3 floors offeri... Read More
August 2026
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Indulge in the ultimate vacation experience at this well-appointed cape-style home, designed to provide peace and comfort to its guests. Step outside and bask in the enchanting outdoor sitting area with high-quality furniture, surrounded by a fenced-in yard and welcoming farmer's porch, perfect for savoring your morning cup of coffee. Inside, you'l
Hot HOT 24
$3,500.00 - $4,200.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8119
Indulge in the ultimate vacation experience at this well-appointed cape-style home, designed to provide peace and comfort to its guests. Step outside ... Read More
August 2026
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23 24 25 26 27 28 $3,800 29
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This spacious five bedroom home has sparkling reviews when it comes to fresh, clean and lovely decor throughout. Inside you will find a spacious first floor living space equipped with a well stocked kitchen, open dining and living area as you enjoy the tranquil view of the lovely landscaped yard and an adorable and quaint screened porch off the kit
$3,000.00 - $7,750.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 781
This spacious five bedroom home has sparkling reviews when it comes to fresh, clean and lovely decor throughout. Inside you will find a spacious first... Read More
August 2026
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23 24 25 26 27 28 $4,600 29
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Experience the perfect blend of comfort and convenience in this stunning colonial home, boasting four spacious bedrooms including a first floor bedroom and bathroom for your comfort. With an open floor plan, the fully equipped kitchen, cozy living area with plush couches and a flat screen TV, and a dining area that accommodates up to eight people a
$5,000.00 - $8,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 1249
Experience the perfect blend of comfort and convenience in this stunning colonial home, boasting four spacious bedrooms including a first floor bedroo... Read More
August 2026
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Welcome to your dream vacation home! This stunning 4 bedroom, 2-story home is located on the lagoon and offers breathtaking water views and stunning sunsets. With more than 150 feet of private beach frontage, you'll enjoy privacy and ample space to relax and unwind. TDesigned for comfort and convenience, the home features two en suite bedrooms on t
$5,000.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Oak Bluffs 824
Welcome to your dream vacation home! This stunning 4 bedroom, 2-story home is located on the lagoon and offers breathtaking water views and stunning s... Read More
August 2026
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Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms over three buildings. Starting in the main house, you enter through perfectly replicated antique doors. On this level you will find a lovely sitting area that closes off for privacy and the first of
Hot HOT 19
$25,000.00 - $75,000.00 / per week + taxes and fees
Beds 7 beds
Baths 7 Full, 1 Half Bath
Sleeps sleeps 14
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 25
Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms... Read More
August 2026
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Experience the charm of this inviting single-story rental home, the perfect retreat for your next vacation. Thoughtfully furnished with brand-new décor and modernized bathrooms, this cozy getaway ensures a comfortable and relaxing stay. The finished basement offers an additional TV room and games for extra entertainment. Unwind on the welcoming bac
Hot HOT 18
$3,950.00 - $5,000.00 / per week + taxes and fees
Beds 3 beds
Baths 1 Full, 1 Half Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8161
Experience the charm of this inviting single-story rental home, the perfect retreat for your next vacation. Thoughtfully furnished with brand-new déco... Read More
August 2026
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Enjoy a stay at this beautiful waterfront rental property located high on the bluff in West Tisbury. You'll find it just a few steps away from a private beach that overlooks Vineyard Sound and offers views of Naushon and Gosnold Islands. The property is also a short distance from Lambert's Cove Beach. Inside, the house features four spacious bedro
$9,000.00 - $15,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
West Tisbury 1000
Enjoy a stay at this beautiful waterfront rental property located high on the bluff in West Tisbury. You'll find it just a few steps away from a priva... Read More
August 2026
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Lovely Katama four bedroom Cape style home. Enjoy your Vineyard summer days with great proximity to both South Beach and downtown Edgartown. This home offers great space for your family to enjoy with a large deck off the back, and a newly added 14 X 30 heated saltwater pool with large wrap around patio area. Updated kitchen lends itself well to ma
$7,500.00 - $14,500.00 / per week + taxes and fees
Beds 3 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7126
Lovely Katama four bedroom Cape style home. Enjoy your Vineyard summer days with great proximity to both South Beach and downtown Edgartown. This hom... Read More
August 2026
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Discover "Waters End," a charming vacation property located at the end of South Water Street in Edgartown, Martha's Vineyard. This spacious five-bedroom traditional-style home offers a convenient location within a short distance to downtown and features a bike path that leads to the beach. The property includes a beautifully landscaped yard that i
Hot HOT 12
$4,000.00 - $6,800.00 / per week + taxes and fees
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 124
Discover "Waters End," a charming vacation property located at the end of South Water Street in Edgartown, Martha's Vineyard. This spacious five-bedro... Read More
August 2026
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A stunning renovation of a classic home, creating a large family spot for years to come! Preserving the historic touches and infusing them with the wants and needs of modern-day life, this home offers expansive space both indoors and out, and endless little gathering spots for everyone. The main house has five bedrooms: three on the second floor an
$5,400.00 - $16,000.00 / per week + taxes and fees
Beds 7 beds
Baths 5 Full Bath
Sleeps sleeps 13
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Vineyard Haven 918
A stunning renovation of a classic home, creating a large family spot for years to come! Preserving the historic touches and infusing them with the wa... Read More
August 2026
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