Martha's Vineyard Vacation Rentals


Properties Available 679 properties available
BR1 King, Second FloorHall Bath with Shower Tub Combo, Second FloorBR2 Queen, Second FloorBR3 Queen, First FloorHall Bath with Shower Tub Combo, First FloorBR4 Queen, First Floor
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Oak Bluffs 8028
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Pet Friendly
$4,893.00 - $7,693.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Oak Bluffs 8028
Looking for a cozy and inviting house for rent in Oak Bluffs? This beautiful property is located just a mile and a half from the beach, making it the ... Read More
June 2025
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1 2 3 4 5 6 $6,293 7
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22 23 24 25 26 27 $6,993 28
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10 11 12 13 14 15 $7,693 16
17 18 19 20 21 22 $7,693 23
24 25 26 27 28 29 $5,593 30
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BR1 Queen En Suite with Tub Shower Combo, Second FloorBR2 Queen, First FloorHall Bath with Tub Shower Combo, First FloorBR3 (2) Twin Beds, First FloorOverflow: Twin Bed, LoftLaundry, Lower Level
Edgartown 711
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Edgartown 711 3
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$2,550.00 - $3,650.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Edgartown 711
Off of Metcalf Road to Saddle Club is this charming three bedroom two bathroom fully air conditioned summer rental just waiting for the right family t... Read More
June 2025
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BR1 Queen En Suite with Shower Stall, First FloorBR2 King En Suite with Shower Stall, Second FloorBR3 (2) Twin Beds, Second FloorBR4 King, Second FloorBR5 Queen, Second FloorTwo Hall Baths with Shower Tub Combo, Second FloorPowder Room, First FloorGuesthouseBR6 Queen, First FloorBR7 (2) Twin Beds, First FloorHall Bath with Shower Tub Combo, First F
Hot HOT 18
West Tisbury 100020
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Pet Friendly
$14,000.00 - $14,700.00 / per week + taxes and fees
Beds 7 beds
Baths 5 Full, 1 Half Bath
Sleeps 14 sleeps
West Tisbury 100020
Escape to this sanctuary located in West Tisbury. The tranquility of this property will be observed as soon as you turn off the main road. Every ameni... Read More
June 2025
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20 21 22 23 24 25 $14,700 26
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August 2025
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17 18 19 20 21 22 $14,700 23
24 25 26 27 28 29 $14,700 30
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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
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Pet Friendly
$15,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
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
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1 2 3 4 5 6 $15,000 7
8 9 10 11 12 13 $15,000 14
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22 23 24 25 26 27 $20,000 28
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July 2025
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    1 2 3 4 $20,000 5
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13 14 15 16 17 18 $20,000 19
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August 2025
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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
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BR1 King en suite with shower stall, 1st floorBR2 King, 1st floorBR3 (2)Twin beds, 1st floorHall bath with shower stall, 1st floorBR4 (2)Twin beds, lower levelHall bath with shower stall, lower level
Edgartown Katama 7025
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$7,000.00 - $10,000.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Edgartown Katama 7025
Just steps from South Beach, you'll know you're on vacation from the moment you step foot on this property. This split level contemporary style is ope... Read More
June 2025
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1 2 3 4 5 6 $8,500 7
8 9 10 11 12 13 $8,500 14
15 16 17 18 19 20 $9,000 21
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July 2025
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BR1 Double en suite with tub/shower, 1st floor (separate entrance off deck)BR2 Queen, 1st floorBR3 Bunk beds and twin bed, 1st floorBR4 (2)Twin beds, 1st floorHall bath, 1st floor
Vineyard Haven 985
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Pet Friendly
$2,750.00 - $6,900.00 / per week + taxes and fees
Beds 4 beds
Baths 2 Full Bath
Sleeps 9 sleeps
Vineyard Haven 985
"Back in Time Cottage" LOCATION, LOCATION, LOCATION! Very Charming Vineyard cottage with two private beaches on beautiful Lake Tashmoo. Each of the ma... Read More
June 2025
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15 16 17 18 19 20 $5,000 21
22 23 24 25 26 27 $5,500 28
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July 2025
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    1 2 3 4 $6,900 5
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August 2025
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BR1 Double, 1st floorHall bath with tub/shower, 1st floorBR2 Double, 2nd floorHall bath with shower stall, 2nd floorBR3 Double and (2)Twin beds, 2nd floorLaundry facilities, 1st floor
Hot HOT 27
Vineyard Haven 1272
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$2,500.00 - $4,300.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1272
Classic Martha's Vineyard Cape located in Vineyard Haven. Close to the town center with many restaurants, galleries and shops. Just a few blocks fro... Read More
June 2025
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1 2 3 4 5 6 $2,500 7
8 9 10 11 12 13 $2,500 14
15 16 17 18 19 20 $2,500 21
22 23 24 25 26 27 $2,500 28
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July 2025
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    1 2 3 4 $4,300 5
6 7 8 9 10 11 $4,000 12
13 14 15 16 17 18 $4,000 19
20 21 22 23 24 25 $4,000 26
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August 2025
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          1 $4,300 2
3 4 5 6 7 8 $4,300 9
10 11 12 13 14 15 $4,300 16
17 18 19 20 21 22 $4,000 23
24 25 26 27 28 29 $3,000 30
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BR1 Double, First FloorHall Bath with Tub Only, First FloorBR2 Twin Beds, First FloorDetached Structure: Overflow Daybed (no A/C)
Edgartown Chappaquiddick 319
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Edgartown Chappaquiddick 319 3
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$2,450.00 - $4,850.00 / per week + taxes and fees
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Edgartown Chappaquiddick 319
Enjoy life's simple pleasures at this two bedroom Chappy cottage named the Rudder. Stunning views over the Vineyard Sound with a beautiful porch to lo... Read More
June 2025
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8 9 10 11 12 13 $2,450 14
15 16 17 18 19 20 $4,850 21
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Main house:BR1 Queen En Suite with Shower Stall, First FloorBR2 Queen En Suite with Shower, First FloorBR3 Queen, Second FloorBR4 Queen, Second FloorBR5 Queen, Second FloorHall Bath with Shower Tub Combo, Second FloorPowder Room, First FloorCarriage house:BR6 Queen and (3) Twin Beds, Second FloorHall Bath with Shower, Second Floor
Chilmark 2064
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$15,000.00 / per week + taxes and fees
Beds 6 beds
Baths 4 Full Bath
Sleeps 15 sleeps
Chilmark 2064
A sprawling farmhouse which neighbors the Blue Heron Farm in Chilmark is a found jewel with fabulous views. A new first floor master suite as well as ... Read More
June 2025
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BR1 King En Suite/Adjoining Hall Bath with Shower Stall, Second FloorBR2 Queen, Second floorHall Bath with Shower Stall, First Floor
Hot HOT 14
Chilmark 2074
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Chilmark 2074 3
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$3,000.00 - $5,000.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full Bath
Sleeps 4 sleeps
Chilmark 2074
From the minute you arrive at this property, the feeling of tranquility will set in. Located off of bucolic Middle Road, this property is wrapped in... Read More
June 2025
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1 2 3 4 5 6 $3,000 7
8 9 10 11 12 13 $3,000 14
15 16 17 18 19 20 $4,250 21
22 23 24 25 26 27 $4,250 28
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July 2025
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    1 2 3 4 $4,250 5
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August 2025
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          1 $5,000 2
3 4 5 6 7 8 $5,000 9
10 11 12 13 14 15 $5,000 16
17 18 19 20 21 22 $4,250 23
24 25 26 27 28 29 $4,250 30
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BR1 Queen en suite jacuzzi tub and shower stall, 2nd floorBR2 (2)Twin beds, 2nd floorBR3 Queen, 2nd floorHall bath tub/shower, 2nd floorAbove garage apartment:BR4 Queen and (2)Twin beds en suite shower and kitchenetteTV's in all bedrooms
Vineyard Haven 1223
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$6,500.00 - $8,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1223
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The main floor includes a f... Read More
June 2025
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1 2 3 4 5 6 $6,500 7
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22 23 24 25 26 27 $6,500 28
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July 2025
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    1 2 3 4 $7,800 5
6 7 8 9 10 11 $7,800 12
13 14 15 16 17 18 $7,800 19
20 21 22 23 24 25 $7,800 26
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August 2025
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BR1 Queen (not shown) en suite tub/shower, 1st floorBR2 Queen en suite with tub/shower, 2nd floorBR3 Queen en suite shower, 2nd floorHalf bath & laundry facilities, 1st floorBR4 Queen, lower levelHall bath with shower, lower level
Oak Bluffs 8176
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$3,000.00 - $6,900.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps 8 sleeps
Oak Bluffs 8176
Enjoy this light filled, beautifully maintained three level contemporary home complete with gardens, landscaped yard, and children�s backyard playgr... Read More
June 2025
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1 2 3 4 5 6 $5,000 7
8 9 10 11 12 13 $5,000 14
15 16 17 18 19 20 $5,000 21
22 23 24 25 26 27 $6,900 28
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July 2025
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    1 2 3 4 $6,900 5
6 7 8 9 10 11 $6,900 12
13 14 15 16 17 18 $6,900 19
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