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508-693-7832


Martha's Vineyard Vacation Rentals in Oak Bluffs








Waterview Farms, Prime Bike Trails, Martha's Vineyard!


"Oak Bluffs Rental, Fabulous Waterview Farms Contemporary, Association Beach And Dock."

Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. The association water front beach is about 1/3 of a mile from the house as the the bird flies. You can also drive your car down...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
Call
4
5
6
7
8
9
10
Call
11
12
13
14
15
16
17
Call
18
19
20
21
22
23
24
Call
25
26
27
28
29
30
  Call
               
JULY 2023
S M T W T F S Cost
           
1
Call
2
3
4
5
6
7
8
Call
9
10
11
12
13
14
15
$5500.
16
17
18
19
20
21
22
$5500.
23
24
25
26
27
28
29
$5500.
30
31
          $5500.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$5500.
6
7
8
9
10
11
12
$5500.
13
14
15
16
17
18
19
$5500.
20
21
22
23
24
25
26
$5500.
27
28
29
30
31
    $5500.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$5,500.
3
4
5
6
7
8
9
$4,500.
10
11
12
13
14
15
16
$4,500.
17
18
19
20
21
22
23
$4,500.
24
25
26
27
28
29
30
Call
               

Oak Bluffs Waterfront With Boat Mooring!


"Fabulous Waterfront Home With Sandy Beach And Views Across The Lagoon."

Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. Landlord provides mattress pads, pillows, pillow protectors, dish towe...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
Call
4
5
6
7
8
9
10
Call
11
12
13
14
15
16
17
$5,000.
18
19
20
21
22
23
24
$5,000.
25
26
27
28
29
30
  $5,000.
               
JULY 2023
S M T W T F S Cost
           
1
$5,000.
2
3
4
5
6
7
8
$5,500.
9
10
11
12
13
14
15
$5,500.
16
17
18
19
20
21
22
$5,500.
23
24
25
26
27
28
29
$5,500.
30
31
          $6,000.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$6,000.
6
7
8
9
10
11
12
$6,000.
13
14
15
16
17
18
19
$6,000.
20
21
22
23
24
25
26
$6,000.
27
28
29
30
31
    $6,000.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$6,000.
3
4
5
6
7
8
9
$6,000.
10
11
12
13
14
15
16
$6,000.
17
18
19
20
21
22
23
$5,000.
24
25
26
27
28
29
30
$5,000.
               

East Chop Summer Cottage With Wraparound Porch!


"Half Mile to Nancy's Restaurant, Close To Downtown, Shopping & Beaches In Residential Neighborhood!"

EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part of the Vineyard Highlands. Six bedrooms and two full bathrooms allow for friends and family to visit along with a cozy, bright vi...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
Call
4
5
6
7
8
9
10
$4,500.
11
12
13
14
15
16
17
$4,500.
18
19
20
21
22
23
24
$4,500.
25
26
27
28
29
30
  $4,500.
               
JULY 2023
S M T W T F S Cost
           
1
$4,500.
2
3
4
5
6
7
8
$5,600.
9
10
11
12
13
14
15
$5,600.
16
17
18
19
20
21
22
$5,600.
23
24
25
26
27
28
29
$5,600.
30
31
          $6,000.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$6,000.
6
7
8
9
10
11
12
$6,200.
13
14
15
16
17
18
19
$6,200.
20
21
22
23
24
25
26
$6,000.
27
28
29
30
31
    $5,600.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$5,600.
3
4
5
6
7
8
9
$5,000.
10
11
12
13
14
15
16
$5,000.
17
18
19
20
21
22
23
$5,000.
24
25
26
27
28
29
30
$5,000.
               

Oak Bluffs Waterfront House and Guest House!


"Beautiful Martha's Vineyard Rental! Located Off East Chop Right On The Beach!"

Watch the boats come and go from the harbor while you picnic and relax on your beach. This fabulous waterfront three bedroom main house and three bedroom guest house also offers your own dock and mooring.

JUNE 2023
S M T W T F S Cost
       
1
2
3
CALL
4
5
6
7
8
9
10
CALL
11
12
13
14
15
16
17
CALL
18
19
20
21
22
23
24
CALL
25
26
27
28
29
30
  $8,500.
               
JULY 2023
S M T W T F S Cost
           
1
$8,500.
2
3
4
5
6
7
8
$8,500.
9
10
11
12
13
14
15
$8,500.
16
17
18
19
20
21
22
$8,500.
23
24
25
26
27
28
29
$8,500.
30
31
          $15,000.
AUGUST 2023
S M T W T F S Cost
   
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
    $15,000.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$15,000.
3
4
5
6
7
8
9
CALL
10
11
12
13
14
15
16
CALL
17
18
19
20
21
22
23
CALL
24
25
26
27
28
29
30
CALL
               

Pristine Oak Bluffs Home


"Great location in Oak Bluffs with central air conditioning!"

For 2018, an expansion has been completed to create a new architecturally designed living space with complete central air conditioning system throughout the home. The dining room has seating for 6 with plenty of room for more. The new living room, has picture windows throughout, allowing views of th...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$4,600.
4
5
6
7
8
9
10
$4,600.
11
12
13
14
15
16
17
$4,600.
18
19
20
21
22
23
24
$4,600.
25
26
27
28
29
30
  $4,600.
               
JULY 2023
S M T W T F S Cost
           
1
$4,600.
2
3
4
5
6
7
8
$6,300.
9
10
11
12
13
14
15
$6,300.
16
17
18
19
20
21
22
$6,300.
23
24
25
26
27
28
29
$6,300.
30
31
          $6,300.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$6,000.
6
7
8
9
10
11
12
$6,000.
13
14
15
16
17
18
19
$6,000.
20
21
22
23
24
25
26
$6,000.
27
28
29
30
31
    $5,200.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$5,200.
3
4
5
6
7
8
9
$5,200.
10
11
12
13
14
15
16
$5,200.
17
18
19
20
21
22
23
$5,200.
24
25
26
27
28
29
30
$5,200.
               

Gracious Oak Bluffs Home


"Elegant Oak Bluffs with Private Beach and Guest House"

Gracious 4 bedroom home with private beach access and tennis. This home has a reverse design that has been fully renovated and thoughtfully decorated. There is a large deck overlooking gardens and a peep of the water. A separate studio is attached by the deck. You are a short distance from town, ...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$10,600.
4
5
6
7
8
9
10
$10,600.
11
12
13
14
15
16
17
$10,600.
18
19
20
21
22
23
24
$10,600.
25
26
27
28
29
30
  $10,600.
               
JULY 2023
S M T W T F S Cost
           
1
$12,500.
2
3
4
5
6
7
8
$12,500.
9
10
11
12
13
14
15
$12,500.
16
17
18
19
20
21
22
$12,500.
23
24
25
26
27
28
29
$12,500.
30
31
          $12,500.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$12,500.
6
7
8
9
10
11
12
$12,500.
13
14
15
16
17
18
19
$12,500.
20
21
22
23
24
25
26
$12,500.
27
28
29
30
31
    $12,500.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
Call
3
4
5
6
7
8
9
Call
10
11
12
13
14
15
16
Call
17
18
19
20
21
22
23
Call
24
25
26
27
28
29
30
Call
               

Charming Beach House - The Perfect Vacation Escape!


"Just Minutes To A Private Sandy Lagoon Beach."

This irresistible home is a 3-minute walk away from a deeded, sandy, sheltered beach and only a few minutes drive to the town of Vineyard Haven and the center of Oak Bluffs and all the fun activities that Circuit Avenue has to offer. The casual getaway has wonderful ambiance enhanced by its soaring...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$3,000.
4
5
6
7
8
9
10
$3,000.
11
12
13
14
15
16
17
$3,000.
18
19
20
21
22
23
24
$3,000.
25
26
27
28
29
30
  $3,200.
               
JULY 2023
S M T W T F S Cost
           
1
$3,200.
2
3
4
5
6
7
8
$3,200.
9
10
11
12
13
14
15
$3,200.
16
17
18
19
20
21
22
$3,200.
23
24
25
26
27
28
29
$3,200.
30
31
          $3,400.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$3,400.
6
7
8
9
10
11
12
$3,400.
13
14
15
16
17
18
19
$3,400.
20
21
22
23
24
25
26
$3,400.
27
28
29
30
31
    $3,400.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$3,400.
3
4
5
6
7
8
9
$3,000.
10
11
12
13
14
15
16
$3,000.
17
18
19
20
21
22
23
$3,000.
24
25
26
27
28
29
30
$3,000.
               

Spectacular Waterfront With Deep-Water Dock!


"Brand New Oak Bluffs Rental, Luxury, Waterfront With Deep Water Dock, Mooring, And Private Beach."

This home offers a spacious open floor plan providing a comfortable yet elegant retreat, truly an upscale surprise, perfect for relaxing or entertaining. With an expansive mahogany wraparound deck, sweeping views and a screened-in porch, enjoying the evening sunsets while grilling and dining al fre...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$10,000.
4
5
6
7
8
9
10
$10,000.
11
12
13
14
15
16
17
$10,000.
18
19
20
21
22
23
24
$10,000.
25
26
27
28
29
30
  $10,000.
               
JULY 2023
S M T W T F S Cost
           
1
$10,000.
2
3
4
5
6
7
8
$12,000.
9
10
11
12
13
14
15
$12,000.
16
17
18
19
20
21
22
$14,000.
23
24
25
26
27
28
29
$14,000.
30
31
          $15,000.
AUGUST 2023
S M T W T F S Cost
   
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
    $17,500.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$15,000.
3
4
5
6
7
8
9
$11,000.
10
11
12
13
14
15
16
$10,000.
17
18
19
20
21
22
23
$9,000.
24
25
26
27
28
29
30
$9,000.
               

Beautiful Cottage Close to Town


"Renovated and Spacious East Chop Home Close to Everything"

Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage décor and beautiful bamboo floors. Entertainment options include high-speed wifi, Sonos, cable...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$5,500.
4
5
6
7
8
9
10
$5,500.
11
12
13
14
15
16
17
$5,500.
18
19
20
21
22
23
24
$5,500.
25
26
27
28
29
30
  $5,500.
               
JULY 2023
S M T W T F S Cost
           
1
$5,500.
2
3
4
5
6
7
8
$5,500.
9
10
11
12
13
14
15
$5,500.
16
17
18
19
20
21
22
$5,500.
23
24
25
26
27
28
29
$5,500.
30
31
          $6,500.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$6,500.
6
7
8
9
10
11
12
$6,500.
13
14
15
16
17
18
19
$6,500.
20
21
22
23
24
25
26
$6,500.
27
28
29
30
31
    $6,500.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$6,500.
3
4
5
6
7
8
9
$5,500.
10
11
12
13
14
15
16
$5,500.
17
18
19
20
21
22
23
$5,500.
24
25
26
27
28
29
30
$5,500.
               

Beautiful Oak Bluffs Home on Lagoon


"Waterfront with Private Heated Pool"

This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with waterviews over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in dining overlooking the pool. The fi...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$4,900.
4
5
6
7
8
9
10
$4,900.
11
12
13
14
15
16
17
$5,600.
18
19
20
21
22
23
24
$5,250.
25
26
27
28
29
30
  $18,600.
               
JULY 2023
S M T W T F S Cost
           
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
$16,000.
23
24
25
26
27
28
29
$18,000.
30
31
          $18,000.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$18,000.
6
7
8
9
10
11
12
$18,000.
13
14
15
16
17
18
19
$18,000.
20
21
22
23
24
25
26
$18,000.
27
28
29
30
31
    $18,000.
               
SEPTEMBER 2023
S M T W T F S Cost
         
1
2
$18,000.
3
4
5
6
7
8
9
$18,000.
10
11
12
13
14
15
16
$5,000.
17
18
19
20
21
22
23
$5,000.
24
25
26
27
28
29
30
$5,000.
               

Oak Bluffs Victorian


"Three plus bedroom close to town and East Chop Jetty beach!"

1900 Oak Bluffs Victorian. Ten minute walk to Nancy’s restaurant/downtown OB and 1/2 mile walk to Jetty beach in East Chop. The house was purchased empty in 2018 so all furnishings are new and the house is freshly painted. On the second floor, there are 3 bedrooms and a full bathroom, which conn...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$18,000.
4
5
6
7
8
9
10
$18,000.
11
12
13
14
15
16
17
$18,000.
18
19
20
21
22
23
24
$18,000.
25
26
27
28
29
30
  $18,000.
               
JULY 2023
S M T W T F S Cost
           
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
$18,000.
30
31
          $18,000.
AUGUST 2023
S M T W T F S Cost
   
1
2
3
4
5
$18,000.
6
7
8
9
10
11
12
$18,000.
13
14
15
16
17
18
19
$18,000.
20
21
22
23
24
25
26
$18,000.
27
28
29
30
31
    $18,000.
               
SEPTEMBER 2023
S M T W T F S Cost
         
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
$18,000.
               

Wonderful Oak Bluffs Condo With Pool


"Stunning 3 Bedroom condo with pool"

Welcome to "Shangrila" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great livin...Read the full description.

JUNE 2023
S M T W T F S Cost
       
1
2
3
$4895.
4
5
6
7
8
9
10
$4,395,
11
12
13
14
15
16
17
$4,675.
18
19
20
21
22
23
24
$4.950.
25
26
27
28
29
30
  $5,225.
               
JULY 2023
S M T W T F S Cost
           
1
$5,225.
2
3
4
5
6
7
8
$5,995.
9
10
11
12
13
14
15
$5,495.
16