Martha's Vineyard Vacation Rentals - Luxury Homes

Properties Available 51 properties available
BR1 King En Suite with Shower Stall and Tub, First FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorBR4 Queen, Second FloorPowder Room, First Floor
Chilmark 2001
Chilmark 2001 2
Chilmark 2001 3
Chilmark 2001 4
Chilmark 2001 5
Prev
Next
Pet Friendly
$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Chilmark 2001
Vacation bliss awaits in this brand new four bedroom home with a pool in Chilmark. Enjoy the quiet luxury of Up-Island in this sophisticated contempor... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $15,000 7
8 9 10 11 12 13 $15,000 14
15 16 17 18 19 20 $15,000 21
22 23 24 25 26 27 $20,000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $20,000 5
6 7 8 9 10 11 $20,000 12
13 14 15 16 17 18 $20,000 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 $20,000 16
17 18 19 20 21 22 $18,000 23
24 25 26 27 28 29 $15,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King En Suite with Separate Tub & Shower Stall, First FloorBR2 King En Suite with Shower Stall, First Floor BR3 King En Suite with Shower Stall, Second FloorBR4 (2) Twin Beds En Suite with Shower Stall, Second FloorBR5 (2) Twin Beds En Suite with Shower Stall, Second FloorPowder Room, First Floor
West Tisbury 1105
West Tisbury 1105 2
West Tisbury 1105 3
West Tisbury 1105 4
West Tisbury 1105 5
Prev
Next
$26,000.00 - $30,000.00 / per week + taxes and fees
Beds 5 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
West Tisbury 1105
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $26,000 7
8 9 10 11 12 13 $26,000 14
15 16 17 18 19 20 $26,000 21
22 23 24 25 26 27 $26,000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $26,000 5
6 7 8 9 10 11 $26,000 12
13 14 15 16 17 18 $28,000 19
20 21 22 23 24 25 $28,000 26
27 28 29 30 31    
August 2025
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 $28,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King master en suite with shower, 2nd floorBR2 Queen and Twin bed, 2nd floorBR3 Queen and Twin bed, 2nd floorHall bath with tub/shower, 2nd floorAC mini split in each bedroomHalf bath off hallway
Edgartown Katama 514
Edgartown Katama 514 2
Edgartown Katama 514 3
Edgartown Katama 514 4
Edgartown Katama 514 5
Prev
Next
Pet Friendly
$22,000.00 - $25,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 8
Edgartown Katama 514
This modern contemporary home offers the perfect setting for your Martha's Vineyard vacation. The clean sleek lines enhance the easy living vibe thro... Read More
June 2025
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 2025
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 $25,500 19
20 21 22 23 24 25 $25,500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $25,500 2
3 4 5 6 7 8 $25,500 9
10 11 12 13 14 15 $25,500 16
17 18 19 20 21 22 $25,500 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King En Suite with Shower Stall & Tub, First FloorBR2 King & (2) Twin Beds En Suite with Shower Stall & Tub, Second FloorBR3 King En Suite with Shower Stall, Second FloorBR4 Queen En Suite, Second FloorBR5 Queen En Suite with Shower Stall, Lower Level (2) Powder Rooms, First FloorBR6 Queen, Guest HouseHall Bath with Shower Stall, Guest HousePow
Hot HOT 11
Edgartown 7754
Edgartown 7754 2
Edgartown 7754 3
Edgartown 7754 4
Edgartown 7754 5
Prev
Next
$55,000.00 - $75,000.00 / per week + taxes and fees
Beds 6 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 14
Edgartown 7754
Built by one of the premier builders of Martha's Vineyard, this 10,000 square foot property sits upon a bluff overlooking Sengekontacket Pond and Nan... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $60,000 7
8 9 10 11 12 13 $60,000 14
15 16 17 18 19 20 $60,000 21
22 23 24 25 26 27 $75,000 28
29 30          
July 2025
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 2025
Su Mo Tu We Th Fr Sa
          1 $75,000 2
3 4 5 6 7 8 $75,000 9
10 11 12 13 14 15 $75,000 16
17 18 19 20 21 22 $60,000 23
24 25 26 27 28 29 $60,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen, en suiteBR2 King, en suite BR3 Queen over Queen bunk bed with a trundle, shared bath BR 4 - Two twins
Hot HOT 14
Edgartown Downtown 11
Edgartown Downtown 11 2
Edgartown Downtown 11 3
Edgartown Downtown 11 4
Edgartown Downtown 11 5
Prev
Next
$18,000.00 - $25,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 9
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 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $18,500 7
8 9 10 11 12 13 $18,500 14
15 16 17 18 19 20 $18,500 21
22 23 24 25 26 27 28
29 30          
July 2025
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 2025
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
BR1 Queen En Suite with Shower Stall, First FloorBR2 (2)Twins, Second Floor, Shared BathBR3 Queen, Second Floor, Shared BathBR4 King En Suite with Tub/Shower, Second FloorPowder Room, First Floor
Edgartown Downtown 134
Edgartown Downtown 134 2
Edgartown Downtown 134 3
Edgartown Downtown 134 4
Edgartown Downtown 134 5
Prev
Next
$7,000.00 - $17,500.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 134
This luxurious home boasts 4 spacious bedrooms, each with its own en suite bathroom. It is the perfect vacation home for families or groups of friends... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $10,000 7
8 9 10 11 12 13 $12,000 14
15 16 17 18 19 20 $14,000 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $15,500 5
6 7 8 9 10 11 $15,500 12
13 14 15 16 17 18 $15,500 19
20 21 22 23 24 25 $16,500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 $17,500 16
17 18 19 20 21 22 $15,000 23
24 25 26 27 28 29 $11,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 Queen En Suite with Shower Stall, First FloorBR2 King En Suite with Shower Stall and Tub, Second FloorBR3 Double, Second FloorBR4 Queen, Second FloorHall Bath with Shower Stall, Second FloorBR5 Twin Bunk & Twin Trundle En Suite with Shower Stall, Second Floor
Hot HOT 12
West Tisbury 100028
West Tisbury 100028 2
West Tisbury 100028 3
West Tisbury 100028 4
West Tisbury 100028 5
Prev
Next
$18,000.00 - $25,000.00 / per week + taxes and fees
Beds 5 beds
Baths 6 Full Bath
Sleeps sleeps 12
West Tisbury 100028
Nestled amongst rolling spring lawns in a quiet, up-island setting sits a haven, echoing clean lines, meticulous design and comfort. This five bedroom... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $25,000 7
8 9 10 11 12 13 $25,000 14
15 16 17 18 19 20 $25,000 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 $25,000 12
13 14 15 16 17 18 $25,000 19
20 21 22 23 24 25 $25,000 26
27 28 29 30 31    
August 2025
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
BR1 King En Suite with Shower Stall and Tub, Half Floor above First FloorBR2 King En Suite with Shower, Lower LevelBR3 (2) Bunk beds En Suite with Shower Tub Combo, Lower LevelBR4 King En Suite with Shower, Lower LevelLaundry Facilities, Lower Level
Aquinnah 2502
Aquinnah 2502 2
Aquinnah 2502 3
Aquinnah 2502 4
Aquinnah 2502 5
Prev
Next
$11,000.00 - $22,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
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 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $11,000 7
8 9 10 11 12 13 $11,000 14
15 16 17 18 19 20 $16,500 21
22 23 24 25 26 27 $19,800 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $19,800 5
6 7 8 9 10 11 $19,800 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
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
BR1 King en suite with soaking tub and shower, 1st floorBR2 (2)Twin beds en suite with shower stall, 1st floorBR3 King en suite with shower stall, 2nd floorBR4 Queen en suite with shower stall, 2nd floorBR5 Queen bed en suite with shower stall, 3rd floorHalf bath, 1st floorLaundry facilities, 1st floor
Edgartown Downtown 87
Edgartown Downtown 87 2
Edgartown Downtown 87 3
Edgartown Downtown 87 4
Edgartown Downtown 87 5
Prev
Next
$22,000.00 - $57,000.00 / per week + taxes and fees
Beds 5 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 87
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $29,000 7
8 9 10 11 12 13 $45,000 14
15 16 17 18 19 20 $57,000 21
22 23 24 25 26 27 28
29 30          
July 2025
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 2025
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 $57,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
Main house:BR1 King en suite with tub and shower, 2nd floorBR2 Queen, 2nd floorBR3 Queen, 2nd floorJack & Jill bath with shower, 2nd floor (shared by BR2 & BR3)BR4 Queen, 2nd floorBR5 Queen, 2nd floorJack & Jill bath tub/shower, 2nd floor (shared by BR4 & BR5)Hall bath with shower, lower levelHalf bath, 1st floorGuesthouse above garage:BR6 Queen an
Hot HOT 12
Edgartown Downtown 3
Edgartown Downtown 3 2
Edgartown Downtown 3 3
Edgartown Downtown 3 4
Edgartown Downtown 3 5
Prev
Next
$50,000.00 / per week + taxes and fees
Beds 7 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 12
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 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $50,000 7
8 9 10 11 12 13 $50,000 14
15 16 17 18 19 20 $50,000 21
22 23 24 25 26 27 $50,000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $50,000 5
6 7 8 9 10 11 $50,000 12
13 14 15 16 17 18 $50,000 19
20 21 22 23 24 25 $50,000 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $50,000 2
3 4 5 6 7 8 $50,000 9
10 11 12 13 14 15 $50,000 16
17 18 19 20 21 22 $50,000 23
24 25 26 27 28 29 $50,000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out
BR1 King primary en suite tub and shower and 40" flat screen HDTV, 1st floorHalf bath, 1st floorBR2 King en suite with shower stall and 40" flat screen HDTV, 2nd floorBR3 Queen en suite with tub/shower and 32" flat screen HDTV, 2nd floorBR4 (2)Twin beds 32" flat screen HDTV, 2nd floorHall bath with shower stall, 2nd floorBR5 (2)Twins first floor, h
Edgartown Katama 522
Edgartown Katama 522 2
Edgartown Katama 522 3
Edgartown Katama 522 4
Edgartown Katama 522 5
Prev
Next
$10,000.00 - $35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Katama 522
Approximately .05 miles from the heart of downtown Edgartown. This beautifully designed and elegantly furnished five bedroom coastal farmhouse offers ... Read More
June 2025
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 2025
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 2025
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
BR1 King primary en suite soaking tub and shower stall, 1st floorBR2 (2)Twin built-in beds, off the primaryBR3 King en suite soaking tub and shower stall, 2nd floorBR4 Queen & Daybed en suite with tub/shower, 2nd floor BR5 Twin Bunk bed, 2nd floorBR6 King en suite tub/shower, 1st floorBR7 Queen en suite with shower and sitting area, carriage house
Hot HOT 11
Edgartown Downtown 109
Edgartown Downtown 109 2
Edgartown Downtown 109 3
Edgartown Downtown 109 4
Edgartown Downtown 109 5
Prev
Next
$35,000.00 - $60,000.00 / per week + taxes and fees
Beds 7 beds
Baths 6 Full, 1 Half Bath
Sleeps sleeps 10
Edgartown Downtown 109
Magical, is just about the only word to describe this property. As you head out of town down a private street, you come to a clearing where ocean and ... Read More
June 2025
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 2025
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 2025
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 $60,000 23
24 25 26 27 28 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