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.
Gorgeous, Classic, Spacious New England Home, Main & Carriage House, In the Heart of the Katama Area of Edgartown, Multiple Living Spaces both Inside & Out, Sleeps 10. Private Landscaped Grounds. Multiple Decks, Screened Porch
Experience the essence of modern living in an exquisite New England home boasting classic design, nestled on meticulously landscaped grounds just moments away from South Beach and Edgartown Village.
The Main...Read more
Price Range:
$10 - $25,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $15,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $15,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $15,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $15,000 |
29
| 30
| | $20,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $20,000 |
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
| 31
| | $25,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $25,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $25,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $25,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $25,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $25,000 |
31
| | $15,000 |
September 2025
| 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
| | $10,000 |
Clean Fee:
$1250 per week
East Chop Classic Waterfront Home, Private Dock, Mooring Available, Spectacular Sunsets
Experience the epitome of summer living at East Chop Oak Bluffs in this delightful waterfront retreat. Nestled amidst the serenity of the beachfront, this cozy home boasts a private dock...Read more
Price Range:
$10 - $10,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $6,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $6,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $6,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $6,000 |
29
| 30
| | $10,000 |
July 2025
| 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
| 31
| | $10,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $10,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $10,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $10,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $10,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $10,000 |
31
| | $8,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,000 |
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
| $6,000 |
28
| 29
| 30
| | $6,000 |
Beautiful Newly Updated Oak Bluffs Home, Nestled on a Large Landscaped Lot in a Quiet Enclave of Homes. 4 Bedrooms. 4.5 Baths
Step inside to discover a welcoming interior, highlighted by a sunroom featuring comfortable seating around the TV. The open first-floor plan seamlessly integrates the main family room complete with a media...Read more
Price Range:
$10 - $9,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $6,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $6,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $7,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $7,500 |
29
| 30
| | $8,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $8,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $8,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $8,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $9,000 |
27
| 28
| 29
| 30
| 31
| | $9,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $9,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $12,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $12,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $10,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $10,000 |
31
| | $7,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $7,000 |
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
| $6,000 |
28
| 29
| 30
| | |
Hart Haven, Spacious Contemporary Colonial, Private Association Beach .8 mi from house, Private Association Tennis, 5 min walk from house
Located in the desirable enclave of homes known as Hart Haven just on the outskirts of Oak Bluffs Center, rental guests will surely enjoy this beautifully maintained home bordered by...Read more
Price Range:
$10 - $11,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $10,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $10,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $10,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $10,000 |
29
| 30
| | $10,000 |
July 2025
| 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
| 31
| | $10,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $10,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $11,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $11,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $11,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $11,000 |
31
| | $10,000 |
September 2025
| 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
| $10,000 |
28
| 29
| 30
| | |
Gorgeous New Build, Contemporary Farmhouse Design, Heated Pool, Large Yard & Lawn Area, Sleeps 9, 3 bedrooms + Bonus Sleep Space on Lower Level, 3 Baths, 2 Half Baths
Luxurious new custom-built Katama area home with heated 14’ x 30’ pool. Ideally located just one mile to the village center and 1.5 miles to South Beach! Bike paths in...Read more
Price Range:
$10 - $17,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $10,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $10,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $10,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $11,000 |
29
| 30
| | $16,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $16,500 |
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
| $16,500 |
27
| 28
| 29
| 30
| 31
| | $17,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $17,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $17,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $18,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $19,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $16,500 |
31
| | $10,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $10,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $8,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $8,000 |
28
| 29
| 30
| | $7,000 |
Pool Heated to 81 degrees, included in rental rate July & August weeks.
Pool Heated to 81 degrees June & September weeks additional $300 per week propane surcharge.
Stunning Waterfront Home on the Lagoon, Complete Renovation and Professionally Decorated. Private Beach Area and Dock, Perfect Retreat for Extended Families, Walk to Town. Swim, Sun, Kayak or Bring your own boat.
Exquisite waterfront family compound sleeps 12, with 270-degree water view of the Lagoon, 85' of sandy beach on the lagoon, and a private dock for boaters. Private dock (12' draft) with mooring and private sandy...Read more
Price Range:
$10 - $35,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $13,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $17,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $17,500 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $17,500 |
29
| 30
| | $30,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $30,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $30,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $30,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $30,000 |
27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $35,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $35,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $35,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $30,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $22,500 |
31
| | $17,500 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $17,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $15,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $14,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $14,000 |
28
| 29
| 30
| | $15,500 |
Private Dock plus Mooring that draws 12 feet. If you plan to bring a boat please speak with the agent for details as must be approved by owner!
Exquisite Estate Vacation Retreat, Main & Guest House, Affinity Pool, South Shore Waterviews, Sleeps 12 in 6 Bedrooms, Multiple Living & Entertaining Areas both indoors & out
Outstanding Chilmark Estate tucked on 9.5 private acres with sweeping views of the Atlantic Ocean and Chilmark Pond. This unique contemporary home features a heated infinity pool, screened porch, and expansive deck with...Read more
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $35,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $35,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $35,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $40,000 |
29
| 30
| | $55,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $55,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $50,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $50,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $50,000 |
27
| 28
| 29
| 30
| 31
| | $60,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $60,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $60,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $60,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $55,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $50,000 |
31
| | $35,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $35,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $30,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $30,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $30,000 |
28
| 29
| 30
| | |
Clean Fee:
$2000 per week
Pool heated to 82 degrees in July and August included in rental rate
Pool heated to 82 degrees June & September additional surcharge $350 per week
Pool heated to 82 degrees May & October additional surcharge $450 per week
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:
$10 - $18,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $8,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $8,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $12,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $16,500 |
29
| 30
| | $17,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $17,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $17,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $17,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $17,500 |
27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $18,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $18,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $18,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $18,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $15,000 |
31
| | $9,200 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $9,200 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,200 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,500 |
28
| 29
| 30
| | |
Pool is heated to 84 degrees July & August & included in the rental rate.
Pool heated to 84 degrees June & September, additional $450/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 on the outskirts of Oak Bluffs downtown area this spacious architect-designed custom home offers families and friends an outstanding vacation experience.
Professionally designed by a noted architect this outstanding...Read more
Price Range:
$10 - $19,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $7,500 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $7,500 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $8,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $13,500 |
29
| 30
| | $16,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $16,500 |
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
| $17,000 |
27
| 28
| 29
| 30
| 31
| | $18,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $18,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $19,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $20,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $20,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $18,000 |
31
| | $9,500 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $9,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,500 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,500 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,500 |
28
| 29
| 30
| | $7,500 |
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
Price Range:
$10 - $17,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $10,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $10,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $10,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $10,500 |
29
| 30
| | $15,000 |
July 2025
| 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
| 31
| | $16,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $16,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $17,500 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $17,500 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $17,500 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $17,000 |
31
| | $11,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $11,000 |
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
| $9,000 |
28
| 29
| 30
| | |
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:
$10 - $12,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $6,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $6,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $6,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $7,000 |
29
| 30
| | $11,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $11,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $9,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $9,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $9,000 |
27
| 28
| 29
| 30
| 31
| | $15,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $15,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $17,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $17,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $12,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $10,000 |
31
| | $7,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $7,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,000 |
28
| 29
| 30
| | |
Sophisticated, Contemporary Vacation Retreat, Main & Guest House, Heated Pool, Outdoor Living Area, Pond Access for Paddle Boarding and Kayaking, Private Location
The Main house can be rented without the guest house for 1500 less per week in 2024.
A light-filled, coastal-inspired luxury vacation home and guest house tucked in a private location featuring...Read more
Price Range:
$10 - $26,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $15,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $15,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $15,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $20,000 |
29
| 30
| | $23,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $23,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $23,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $23,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $23,000 |
27
| 28
| 29
| 30
| 31
| | $26,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $26,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $26,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $26,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $26,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $26,000 |
31
| | $19,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $19,000 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $19,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $19,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $19,000 |
28
| 29
| 30
| | |
Main House only can be rented for $4000 less per week than the posted rates for Main and Guest in July & August and $2000 less in June & October.
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.
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:
$10 - $11,500
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $9,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $9,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $9,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $9,000 |
29
| 30
| | $11,500 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $11,500 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $11,500 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $11,500 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $11,500 |
27
| 28
| 29
| 30
| 31
| | $15,800 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $15,800 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $15,800 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $15,800 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $15,800 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $15,800 |
31
| | $9,500 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $9,500 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $9,000 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,000 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,000 |
28
| 29
| 30
| | $7,000 |
Exquisite New Luxury Retreat, Multiple Living & Entertainment Areas, Heated Pool with Spa 15 X 30" Furnished Pool House, 6 Bedroom, 5 Baths
Note: Patio Umbrellas, Fire Pit with Adirondack Chairs, and Additional Landscaping will soon be added for 2024. Additional photos to follow!
Step into the pinnacle of luxury living in the charming...Read more
Price Range:
$10 - $45,000
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $25,000 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $25,000 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $30,000 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $30,000 |
29
| 30
| | $30,000 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $30,000 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $35,000 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $35,000 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $35,000 |
27
| 28
| 29
| 30
| 31
| | $35,000 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $35,000 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $45,000 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $45,000 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $45,000 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $45,000 |
31
| | $30,000 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $30,000 |
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
| $25,000 |
28
| 29
| 30
| | $25,000 |
Clean Fee:
$1200 per week
Pool Heated to 82 degrees July & August weeks included in the rental rate,
For Spa Temperature set higher than pool temperature. Please inquire for details!
Pool Heated to 82 degrees in June & September, additional Propane Surcharge. Please inquire for details!
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:
$10 - $14,700
June 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
1
| 2
| 3
| 4
| 5
| 6
| 7
| $7,350 |
8
| 9
| 10
| 11
| 12
| 13
| 14
| $8,920 |
15
| 16
| 17
| 18
| 19
| 20
| 21
| $11,020 |
22
| 23
| 24
| 25
| 26
| 27
| 28
| $12,650 |
29
| 30
| | $13,650 |
July 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| $13,650 |
6
| 7
| 8
| 9
| 10
| 11
| 12
| $13,650 |
13
| 14
| 15
| 16
| 17
| 18
| 19
| $13,650 |
20
| 21
| 22
| 23
| 24
| 25
| 26
| $14,700 |
27
| 28
| 29
| 30
| 31
| | $15,220 |
August 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| $15,220 |
3
| 4
| 5
| 6
| 7
| 8
| 9
| $15,220 |
10
| 11
| 12
| 13
| 14
| 15
| 16
| $15,220 |
17
| 18
| 19
| 20
| 21
| 22
| 23
| $15,220 |
24
| 25
| 26
| 27
| 28
| 29
| 30
| $10,500 |
31
| | $8,920 |
September 2025
| Su | Mo | Tu | We | Th | Fr | Sa | Week |
|---|
| | 1
| 2
| 3
| 4
| 5
| 6
| $8,920 |
7
| 8
| 9
| 10
| 11
| 12
| 13
| $7,580 |
14
| 15
| 16
| 17
| 18
| 19
| 20
| $7,350 |
21
| 22
| 23
| 24
| 25
| 26
| 27
| $7,350 |
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
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