Martha's Vineyard Luxury Rentals
Welcome to our Premiere Martha's Vineyard Vacation Rentals Collection.
Below you'll find Martha's Vineyard Vacation Homes with every luxury amenity. From luxurious homes with pools to stunning waterfront homes, our collection of Vineyard vacation rental homes offers our returning clients and new renters a wide variety of outstanding rental properties to select from in all areas of the island.
Outstanding Tri -Level Katama Home, Pool, new 18 x 40 Heated Saltwater Pool, Bluestone Patio, Fire Pit, Walk or Bike to South Beach and 5 minute Drive to Edgartown Village Area
Beautiful tri-level contemporary home with an 18 x 40 heated saltwater pool, bluestone patio, outdoor dining area, chaise lounge chairs, and fire pit. This recently updated home includes a spacious open floor plan with vaulted ceilings, a...Read more
Price Range:
$7,500 - $14,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $10,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $12,500 |
28
| 29
| 30
| | $14,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $14,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $17,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $17,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $17,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $18,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $18,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $18,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $18,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $14,000 |
30
| 31
| | $10,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $10,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $9,200 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,500 |
27
| 28
| 29
| 30
| | $7,500 |
Ferry Tickets available 6/27-7/4, 8/22-8/29, 8/29-9/5 - please inquire
Pool is heated to 84 degrees July & August & included in the rental rate.
Pool heated to 84 degrees June & September, additional $500/week propane surcharge.
Stunning New Custom Luxury Home, Oak Bluffs, 18 x 36 Heated Saltwater Pool, Bluestone Patio, 4 Bedrooms 3.5 baths
Tucked just beyond the heart of downtown Oak Bluffs, this spacious, architect-designed retreat offers families and friends an exceptional Vineyard vacation experience.
Thoughtfully crafted by a noted architect, the home...Read more
Price Range:
$8,500 - $10,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $11,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $14,000 |
28
| 29
| 30
| | $16,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $16,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $16,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $18,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $18,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $20,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $20,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $20,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $21,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $21,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $18,000 |
30
| 31
| | $10,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $10,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $10,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $10,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $9,000 |
27
| 28
| 29
| 30
| | $9,000 |
1st Two Weeks of July 2026 being offered at $16,500 per week
Pool Heated to 81 degrees July & August included in Rental Rate
Pool Heated to 81 degrees June & September additional $300 Propane Surcharge
Stunning Tri-Level Home, Heated Pool, Screened Porch, Beautifully Landscaped, Walk to Association Tennis Courts
Featured MVVR Listing:
Beautiful Coastal Inspired Retreat features multiple living spaces, a pool, a bluestone patio area, and a deck with an outdoor dining and grill area. This beautiful home is...Read more
June 2026
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July 2026
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August 2026
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2
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30
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September 2026
| Su | Mo | Tu | We | Th | Fr | Sa |
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| | 1
| 2
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| 4
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6
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13
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20
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27
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Pool Heated to 80 degrees included in rental rate last Saturday in June to the first Saturday in September.
Pool Heated to 80 degrees, June & September weeks additional $300 propane surcharge per week.
Stunning Luxury Home, Complete Renovation in Main House, Sweet Updated Guest House, Walk to Oak Bluffs Center
Gorgeous Luxury Home, Newly Renovated with Stylish Updates, Walking Distance to Oak Bluffs Center
This stunning bungalow-style home has undergone a complete renovation, blending luxury designer decor with the original...Read more
Price Range:
$6,000 - $10,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $6,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $6,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $6,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,000 |
28
| 29
| 30
| | $10,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $10,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $10,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $10,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $10,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $15,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $15,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $17,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $17,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $12,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $10,000 |
30
| 31
| | $7,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $7,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $7,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,000 |
27
| 28
| 29
| 30
| | |
Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location
A light-filled, coastal-inspired luxury vacation home and guest house tucked in a private location featuring views of Watcha Pond, multiple living spaces, a gourmet kitchen, 4 bedrooms, 4 luxury bathrooms, and the ability to...Read more
Price Range:
$15,000 - $26,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| $26,000 |
28
| 29
| 30
| | $26,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $26,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $26,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $26,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $26,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $26,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $26,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $26,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| |
16
| 17
| 18
| 19
| 20
| 21
| 22
| |
23
| 24
| 25
| 26
| 27
| 28
| 29
| |
30
| 31
| | $22,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $22,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $19,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $19,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $19,000 |
27
| 28
| 29
| 30
| | |
Owner requires a two week minimum stay July & August weeks.
Owner will rent with weekday arrival and departures, two-week minimum required, to accommodate the need for auto ferry tickets
Pool heated to 81 degrees included in rental rate July to 8/26. Pool heated to 81 degrees June & September weeks additional $300 propane surcharge weekly.
Exquisite New Luxury Retreat, Multiple Living & Entertainment Areas, Heated Pool with Spa 15 X 30" Furnished Pool House, 6 Bedroom, 5 Baths
Step into the pinnacle of luxury living in the charming village of Edgartown. This meticulously designed home promises an unforgettable vacation experience for guests seeking to relax in comfort and style....Read more
Price Range:
$25,000 - $45,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $25,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $25,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $30,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $30,000 |
28
| 29
| 30
| | $30,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $30,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $35,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $35,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $35,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $35,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $45,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $45,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $45,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $45,000 |
30
| 31
| | $30,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $30,000 |
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
| | $25,000 |
Clean Fee:
$1200 per week
Pool Heated to 82 degrees July & August weeks included in the rental rate, June & September weeks additional $300 per week
Pool side spa heated to 101 degrees 4 hours per day 6 to 10 pm included in rental rate, June & September weeks additional $250 per week.
Gorgeous Waterfront Home on the Lagoon Oak Bluffs, Kayak, Swim, Enjoy the Sunsets, 4 bedrooms 4.5 Baths
Stunning Waterfront home nestled just in the outskirts of Oak Bluffs, 1 mile from town center and Oak Bluffs beaches. This home offers 150 feet of private lagoon beach, perfect...Read more
Price Range:
$5,000 - $12,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $9,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $9,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $12,000 |
28
| 29
| 30
| | $12,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $12,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $12,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $12,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $12,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $16,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $16,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $16,500 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $16,500 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $16,500 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $16,500 |
30
| 31
| | $10,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $10,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $9,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,000 |
27
| 28
| 29
| 30
| | $5,000 |
Ferry Tickets available for purchase, 6/27 -7/4, 7/4 -7/11. Inquire for details! (mv)
Newly Updated Vacation Home, Katama Area of Edgartown, 12 x 30' Heated Pool, 4 Bedrooms, 4.5 Baths, Separate Recreation Barn with Ping Pong Table, Large Screen TV and Game Area, Bike Path to Village Center and to South Beach
Outstanding, modern farmhouse design, with heated pool and additional entertainment barn with ping-pong table, game table, game board games, and large screened TV just a few steps across the yard....Read more
Price Range:
$7,350 - $11,020
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $7,350 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,920 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $11,020 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $12,650 |
28
| 29
| 30
| | $13,650 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $13,650 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $13,650 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $13,650 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $14,700 |
26
| 27
| 28
| 29
| 30
| 31
| | $15,220 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $15,220 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $15,220 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $15,220 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $15,220 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $10,500 |
30
| 31
| | $8,920 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $8,920 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $7,580 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,350 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,350 |
27
| 28
| 29
| 30
| | $7,350 |
Pool Heated to 80 degrees July & August included in rental rates.
Pool heat is an additional $250 May, June, September, October
Ocean View House! Luxury Main & Guest, Waterfront on the Vineyard Sound, Association Beach, 5 Bedrooms, 3 Baths
Stunning Spring Point Vacation Retreat! This newly renovated Main & Guest House is situated in a 335 acre parcel of Chilmark with approximately 40 homes scattered throughout the acreage, and is...Read more
Price Range:
$15,000 - $30,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| $15,000 |
28
| 29
| 30
| | $25,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $25,000 |
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
| | $25,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $25,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $25,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $25,000 |
30
| 31
| | $17,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $17,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $17,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $15,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $15,000 |
27
| 28
| 29
| 30
| | $15,000 |
Deep Bottom, Oustanding New Contemporary Designer Home, 10 x 52" Heated Pool, Walk to Association Tennis Courts
Deep Bottom | Exceptional New Contemporary Designer Home with Heated 10' x 52' Pool | Walk to Association Tennis
Discover refined Vineyard living at this striking new contemporary retreat set...Read more
Price Range:
$70 - $17,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $10,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $10,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $10,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $13,000 |
28
| 29
| 30
| | $16,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $16,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $15,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $15,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $15,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $17,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $17,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $18,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $18,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $18,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $14,000 |
30
| 31
| | $10,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $10,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $10,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $10,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $10,000 |
27
| 28
| 29
| 30
| | $10,000 |
Ferry Tickets available for purchase some July weekends. Please inquire (MV)
Pool Heat, Pool is heated to 82 degrees in July & August and included in rental rate. Higher temperature upon request at additional charge. Please inquire!
Pool Heat, June & September. Pool heated to 82 additional $300 per week!
THE FERRY HOUSE IS A LUXURIOUS HARBORFRONT HOME, AND PART OF A 2 HOUSE COMPOUND, VILLAGE CENTER, WALK TO LIGHT HOUSE AND FULLER ST BEACHES
Welcome to luxury living dockside in this spectacular 3 bedroom, 3 bath restored boathouse. The Ferry House has been featured in Architectural Digest. Attention to detail, design, and craftsmanship are evident...Read more
Price Range:
$7,500 - $15,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $15,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $15,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $20,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $25,000 |
28
| 29
| 30
| | $25,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $25,000 |
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
| | $25,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $25,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $25,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $25,000 |
30
| 31
| | $25,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $25,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $20,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $20,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $20,000 |
27
| 28
| 29
| 30
| | $15,000 |
Clean Fee:
$1000 per week
Ferry Ticket Available for Purchase, 8/2 - 8/9/. Please Inquire! (mv)
Light House is a Luxurious Harborfront Home and Part of a 2 House Compound Village Center, Walk to Light House and Fuller St Beaches
The Light House is part of a two-house luxury compound located waterfront on spectacular Edgartown Harbor with stunning views. This unique residence was designed by one of the Island's leading architectural designers and has...Read more
Price Range:
$10,000 - $25,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $15,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $20,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $20,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $25,000 |
28
| 29
| 30
| | $25,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $25,000 |
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
| | $25,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $25,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $25,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $25,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $25,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $25,000 |
30
| 31
| | $25,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $25,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $20,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $20,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $20,000 |
27
| 28
| 29
| 30
| | $15,000 |
Clean Fee:
$1000 per week
Stylish Main & Guest House with Heated Pool, 10 x 16 Plunge Pool,Landscaped Yard, Walk to Village Center, Sleeps 8-10 2026- Owner will rent Main House Only in June for $10,000 per week, and $15,000 open July weeks.Inquire for Details!
This inviting 5-bedroom, 3.5-bath compound is perfect for extended families and friends. It features a Main House and separate Guest House, both offering a heated plunge pool, 10 x 16...Read more
Price Range:
$10,000 - $20,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| $15,000 |
28
| 29
| 30
| | $18,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $18,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $20,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $18,000 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $18,000 |
26
| 27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $18,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $20,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $20,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $20,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $15,000 |
30
| 31
| | $15,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| $15,000 |
27
| 28
| 29
| 30
| | $15,000 |
Pool Heated to 82 included in rental rate July & August weeks.
Pool Heated to 82 June & September weeks additional $275 per week propane surcharge.
Newly Updated Contemporary Home, Heated Pool, Bluestone Patio, Spacious Deck, Tucked Away and Close to Long Point Beach.
Nestled in the town of West Tisbury, this exquisite contemporary residence boasts a heated pool, surrounded by a patio, and enveloped by lush landscaping, offering a private oasis for those seeking...Read more
Price Range:
$7,000 - $14,000
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $8,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $8,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $9,000 |
28
| 29
| 30
| | $12,500 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $12,500 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $12,500 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $12,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $12,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $12,500 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $12,500 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $14,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $14,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $14,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $14,000 |
30
| 31
| | $12,500 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $12,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $8,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $7,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $7,000 |
27
| 28
| 29
| 30
| | $7,000 |
Pool heated to 81 degrees, July & August included in the rental rate.
Pool Heated to 81 in June & Sept additional $250 per week
Pool size is 20 x 40
Outstanding Oak Bluffs Summer Home with Heated Pool and Patio Surround, Screened Porch with Living and Dining Area, Association Tennis Courts.
MVVR Exclusive Listing: Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful getaway yet is just a short drive to the...Read more
Price Range:
$5,500 - $5,500
June 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 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
| $8,300 |
28
| 29
| 30
| | $10,000 |
July 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| $10,000 |
5
| 6
| 7
| 8
| 9
| 10
| 11
| $10,000 |
12
| 13
| 14
| 15
| 16
| 17
| 18
| $10,500 |
19
| 20
| 21
| 22
| 23
| 24
| 25
| $10,500 |
26
| 27
| 28
| 29
| 30
| 31
| | $11,000 |
August 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| $11,000 |
2
| 3
| 4
| 5
| 6
| 7
| 8
| $11,000 |
9
| 10
| 11
| 12
| 13
| 14
| 15
| $11,000 |
16
| 17
| 18
| 19
| 20
| 21
| 22
| $11,000 |
23
| 24
| 25
| 26
| 27
| 28
| 29
| $9,000 |
30
| 31
| | $9,000 |
September 2026
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $9,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $5,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $5,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $5,500 |
27
| 28
| 29
| 30
| | $5,500 |
Ferry Tickets available for purchase 7/12 - 7/19 Please inquire (mv)
Pool Heated to 80 July & August and the 1st week in September included in the rental rate!
Pool Heated to 80 May, June & September weeks at additional cost ($400).
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