Martha's Vineyard Vacation Rentals - Luxury Homes


Properties Available 55 properties available
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 30
$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
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $25,000 6
7 8 9 10 11 12 $25,000 13
14 15 16 17 18 19 $35,000 20
21 22 23 24 25 26 $35,000 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $75,000 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 $75,000 8
9 10 11 12 13 14 $75,000 15
16 17 18 19 20 21 $75,000 22
23 24 25 26 27 28 $75,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Striking Edgartown home waiting for you to create your lasting vacation memories! This superior location suits every family member. You are a block away from your morning coffee, or if you are feeling more ambitious you are a bit under a mile to Main Street in Edgartown. Hop on a bike and pedal to South Beach in a little under three miles with bike
$12,500.00 - $22,000.00 / 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
Edgartown Katama 552
Striking Edgartown home waiting for you to create your lasting vacation memories! This superior location suits every family member. You are a block aw... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 $16,500 13
14 15 16 17 18 19 $16,500 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 $18,000 22
23 24 25 26 27 28 $18,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area with vaulted ceilings. The living area offers an oversized flat-screen TV and wood-burning fireplace leading into the Dining area, which opens up onto the back deck and pool area. The primary bedroo
Hot HOT 13
$9,100.00 - $20,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 14
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8116
Five-bedroom Cape centrally located in Oak Bluffs. The main house has been beautifully appointed, including an open kitchen, dining, and a living area... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $9,100 6
7 8 9 10 11 12 $12,000 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 $16,900 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furnished with the finest linens, bedding, furniture and plenty of comfy sofas throughout. The first floor offers a long open floor plan beginning with a chefs dream kitchen of black granite counter tops
$20,000.00 - $40,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7182
Upon entering the prestigious Field Club development, you will be graced by an exquisitely designed home with a wonderful eye for detail. It is furni... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $25,000 6
7 8 9 10 11 12 $25,000 13
14 15 16 17 18 19 $25,000 20
21 22 23 24 25 26 $40,000 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $40,000 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 $40,000 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Welcome to your Martha's Vineyard retreat in Edgartown! This stunning home, a testament to modern luxury, boasts new construction and is beautifully furnished throughout. Spacious and tastefully decorated living space, where the open-concept layout seamlessly connects the living room, dining area, and fully equipped kitchen, making it perfect for e
$18,000.00 - $27,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 9
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 11
Welcome to your Martha's Vineyard retreat in Edgartown! This stunning home, a testament to modern luxury, boasts new construction and is beautifully f... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $18,500 6
7 8 9 10 11 12 $18,500 13
14 15 16 17 18 19 $18,500 20
21 22 23 24 25 26 $22,000 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 $22,000 11
12 13 14 15 16 17 $22,000 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 $25,000 22
23 24 25 26 27 28 $18,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities throughout, with exquisite detail in every sense. The bedding, linens, and decor are all top of the line. Each bedroom is en suite, and each level has a family room with smart tv's. The multi level wra
$13,200.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Aquinnah 2502
Unparalleled views overlooking Moshup beach, this stunning home has some of the most spectacular views available on the Vineyard. High end amenities t... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $11,000 6
7 8 9 10 11 12 $11,000 13
14 15 16 17 18 19 $16,500 20
21 22 23 24 25 26 $19,800 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $19,800 4
5 6 7 8 9 10 $19,800 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Luxuriously stunning downtown Edgartown home with lovely views of the Sound on one side and poolside on the other. All you could want or need for a Martha's Vineyard vacation of a lifetime. Ideally located on the edge of town and just steps to Fuller Street beach. Perfect for all age groups to enjoy all the island has to offer. Nice strolls to
Beds 7 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 3
Luxuriously stunning downtown Edgartown home with lovely views of the Sound on one side and poolside on the other. All you could want or need for a M... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

This stunning custom 5-bedroom home is a true epitome of luxury, boasting extravagant furnishings, fine artwork, and cutting-edge technology. Equipped with gigabit-level internet, Apple televisions, and a SONOS sound system, you can enjoy streaming in the sunroom, kitchen, dining room, living room, library, lower-level game room, primary bedroom, a
$23,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 14
This stunning custom 5-bedroom home is a true epitome of luxury, boasting extravagant furnishings, fine artwork, and cutting-edge technology. Equipped... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $27,500 6
7 8 9 10 11 12 $27,500 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations wants AND needs. The reverse floorplan has 3 bedrooms, two baths and a beautiful living space on the first floor, along with expansive windows and doors to beyond. The second floor unfolds in an open c
$10,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 5022
A stunning home that exudes sophistication and a keen eye for design, this contemporary 5 bedroom, 4 bathroom home encompasses all of your vacations w... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $15,000 6
7 8 9 10 11 12 $15,000 13
14 15 16 17 18 19 $20,000 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Upon entering the premier entrance of this prestigious Field Club development, you will be graced by exquisitely designed homes with a wonderful eye for detail. This home is furnished with fine linens, furniture and plenty of comfortable furnishings throughout. The first floor boasts a spacious open floor plan, beginning with a chefs kitchen featur
$15,000.00 - $18,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7124
Upon entering the premier entrance of this prestigious Field Club development, you will be graced by exquisitely designed homes with a wonderful eye f... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $15,000 6
7 8 9 10 11 12 $15,000 13
14 15 16 17 18 19 $15,000 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Nestled on the tranquil bay side of Katama, this remarkable rental property stands as a true gem in the coastal landscape. A single-level architectural marvel bathes its interiors in an abundance of natural light, creating an inviting and spacious atmosphere. With two bedrooms boasting its own private bath, and two additional bunk rooms sharing the
$25,000.00 / 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
Edgartown Katama 7028
Nestled on the tranquil bay side of Katama, this remarkable rental property stands as a true gem in the coastal landscape. A single-level architectura... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 $25,000 6
7 8 9 10 11 12 $25,000 13
14 15 16 17 18 19 $25,000 20
21 22 23 24 25 26 $25,000 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $25,000 4
5 6 7 8 9 10 $25,000 11
12 13 14 15 16 17 $25,000 18
19 20 21 22 23 24 $25,000 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 $25,000 22
23 24 25 26 27 28 $25,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups of up to 12 guests. Upon entering, you'll be welcomed by a spacious open-concept layout that seamlessly combines the kitchen, dining, and living areas. With lofty ceilings and an abundance of natural
$30,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 12
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 9
Welcome to this stunning 5-bedroom, 4.5-bathroom home located just outside Edgartown Village. This remarkable property is the ideal retreat for groups... Read More
June 2026
Su Mo Tu We Th Fr Sa
  1 2 3 4 5 6
7 8 9 10 11 12 13
14 15 16 17 18 19 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28 $35,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tell us what you're looking for and someone will contact you with available options.

I agree