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Show Rate Quote
Cozy Cape, Newly Updated Summer 2023, Quiet Private Central Location, 4 Bedrooms, 3 Baths

Enjoy all the comforts of home in this tri-level updated Cape-style home set in a quiet cul de sac and bordered by lovely landscaping and mature oaks.   Multiple living spaces include the...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$3,000 - $5,200
June 2024
SuMoTuWeThFrSaWeek
 1
$4,000
2
3
4
5
6
7
8
$3,000
9
10
11
12
13
14
15
$3,000
16
17
18
19
20
21
22
$3,000
23
24
25
26
27
28
29
$4,800
30
 $5,200
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,200
7
8
9
10
11
12
13
$5,200
14
15
16
17
18
19
20
$5,200
21
22
23
24
25
26
27
$5,500
28
29
30
31
 $5,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,500
4
5
6
7
8
9
10
$6,000
11
12
13
14
15
16
17
$6,500
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$5,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,900
8
9
10
11
12
13
14
$3,200
15
16
17
18
19
20
21
$3,200
22
23
24
25
26
27
28
$3,200
29
30
 $3,000
Clean Fee: 
$500 per week
Tax: State & Local: 
9.7
Show Rate Quote
Adorable Updated 2 Bedroom 1.5 Bath Cottage, Walk to Town, Harbor and Beach

If you are looking for an adorable cottage-style home in the center of Oak Bluffs this newly updated, tastefully decorated 2 bedroom, with one full bath and a half bath, is sure to...Read more

Location: 
Oak Bluffs
Sleeps: 
5
Bedrooms: 
2
Baths: 
1
Price Range:
$2,500 - $3,800
June 2024
SuMoTuWeThFrSaWeek
 1
$3,000
2
3
4
5
6
7
8
$2,500
9
10
11
12
13
14
15
$2,500
16
17
18
19
20
21
22
$2,700
23
24
25
26
27
28
29
$2,700
30
 $3,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,800
7
8
9
10
11
12
13
$3,800
14
15
16
17
18
19
20
$3,800
21
22
23
24
25
26
27
$3,800
28
29
30
31
 $3,800
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$3,800
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
31
$3,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,000
8
9
10
11
12
13
14
$2,500
15
16
17
18
19
20
21
$2,500
22
23
24
25
26
27
28
$2,500
29
30
 $2,500
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Show Rate Quote
Beautiful Oak Bluffs Home, 20 x 40 Heated Pool, 6 Bedrooms, 4 baths, Sleeps 14, Screened Porch, Multiple Living Spaces

Oak Bluffs vacation retreat with multiple indoor, and outdoor living and entertaining areas. The highlight of this spacious summer home is the heated Gunite pool with waterfall, bluestone patio, and...Read more

Location: 
Oak Bluffs
Sleeps: 
14
Bedrooms: 
6
Baths: 
4
Price Range:
$9,000 - $20,000
June 2024
SuMoTuWeThFrSaWeek
 1
$9,000
2
3
4
5
6
7
8
$9,100
9
10
11
12
13
14
15
$9,100
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$16,500
30
 $17,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$17,000
7
8
9
10
11
12
13
$18,000
14
15
16
17
18
19
20
$18,000
21
22
23
24
25
26
27
$19,000
28
29
30
31
 $20,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$20,000
4
5
6
7
8
9
10
$20,000
11
12
13
14
15
16
17
$20,000
18
19
20
21
22
23
24
$20,000
25
26
27
28
29
30
31
$20,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$16,900
8
9
10
11
12
13
14
$16,900
15
16
17
18
19
20
21
$12,000
22
23
24
25
26
27
28
$12,000
29
30
 $12,000
Clean Fee: 
$750 per week
Tax: State & Local: 
11.7

Pool Heated to 82 included in rental rate July and August

 

Pool Heated to 82 June & Sept additional $275 per week. May & October additional $350 per week. 

Show Rate Quote
Classic Main St Home, Stylish Updates, Beautifully Landscaped, Porch overlooks Yard, Walk to Town Center

Classic Vineyard Haven Main St Home!  Recently updated throughout and is being offered as a vacation rental, ideal for families of 6.  Multiple living spaces assure that all have room to...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$5,000 - $7,000
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
$4,700
16
17
18
19
20
21
22
$5,000
23
24
25
26
27
28
29
$5,000
30
 $6,200
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,200
7
8
9
10
11
12
13
$6,200
14
15
16
17
18
19
20
$6,200
21
22
23
24
25
26
27
$6,200
28
29
30
31
 $7,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$7,000
4
5
6
7
8
9
10
$7,000
11
12
13
14
15
16
17
$7,000
18
19
20
21
22
23
24
$6,500
25
26
27
28
29
30
31
$6,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,000
8
9
10
11
12
13
14
15
16
17
18
19
20
21
$4,700
22
23
24
25
26
27
28
$4,700
29
30
 
Clean Fee: 
$400 per week
Tax: State & Local: 
11.7
Show Rate Quote
Adorable 2 Bedroom, 1 Bath Cottage, Large Private Back Yard, Deck, Walk to Vineyard Haven Center

Adorable light-filled cottage, with modern furnishings, this lovely 2 bedroom home is situated on a large lot on a quiet street just on the outskirts of Vineyard Haven Center.  The home has a...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$4,900 - $5,900
June 2024
SuMoTuWeThFrSaWeek
 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
 $4,900
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,900
7
8
9
10
11
12
13
$4,900
14
15
16
17
18
19
20
$4,900
21
22
23
24
25
26
27
$4,900
28
29
30
31
 $5,900
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,900
4
5
6
7
8
9
10
$5,900
11
12
13
14
15
16
17
$5,900
18
19
20
21
22
23
24
$5,900
25
26
27
28
29
30
31
$4,900
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,900
8
9
10
11
12
13
14
$4,900
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7

OWNER WILL PROVIDE SHEETS,TOWELS AND BEACH TOWELS  AT AN ADDITIONAL $300 PER WEEK. 

LINENS CAN BE RENTED AND DELIVERED FROM MARTHA'S LINEN RENTALS. 

Show Rate Quote
Beautiful Oak Bluffs home just blocks from the Center of Town, Ocean Park and Inkwell Beach.

Note: the kitchen is being completely remodeled for summer 2024 and will have all new high-end appliances, Subzero, Thermador, and new cabinets, and counters. 

Summer Joy!  Set in the heart of...Read more

Location: 
Oak Bluffs
Sleeps: 
9
Bedrooms: 
5
Baths: 
2
Price Range:
$5,000 - $9,500
June 2024
SuMoTuWeThFrSaWeek
 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
 $8,250
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,250
7
8
9
10
11
12
13
$9,500
14
15
16
17
18
19
20
$9,500
21
22
23
24
25
26
27
$9,500
28
29
30
31
 $9,770
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,770
4
5
6
7
8
9
10
$10,350
11
12
13
14
15
16
17
$10,350
18
19
20
21
22
23
24
$9,500
25
26
27
28
29
30
31
$8,700
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$5,500
29
30
 $5,000
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

4th of July week, this home can be rented from Sun 6/30 to Sun 7/7, or Mon 7/1 to Mon 7/8  to accommodate the need for auto tickets. This home is also an 8-minute walk from the ferry dock in Oak Bluffs and an easy walk to the beach and Oak Bluffs Center from the house. 

Show Rate Quote
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

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$6,000 - $12,000
June 2024
SuMoTuWeThFrSaWeek
 1
$10,000
2
3
4
5
6
7
8
$6,000
9
10
11
12
13
14
15
$6,000
16
17
18
19
20
21
22
$6,000
23
24
25
26
27
28
29
$7,000
30
 $11,000
July 2024
SuMoTuWeThFrSaWeek
 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
31
 $15,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$15,000
4
5
6
7
8
9
10
$17,000
11
12
13
14
15
16
17
$17,000
18
19
20
21
22
23
24
$12,000
25
26
27
28
29
30
31
$10,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,000
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Ferry Tickets Available. 7/7-7/14 & 7/14 to 7/21.  (mv)

Owner reduced rates for available weeks June, July & September - see calendar for adjusted rates

Show Rate Quote
Coastal Contemporary Beach House, Newly updated! Located under a mile from South Beach & 2 miles from Edgartown Center.

Note: New for 2023. The owners have just recently added a new lower-level deck.

Feel the south shore breezes at this great vacation home ideally located in the Katam area. The proximity...Read more

Location: 
Edgartown
Sleeps: 
10
Bedrooms: 
4
Baths: 
3
Price Range:
$5,000 - $12,000
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$9,850
9
10
11
12
13
14
15
$7,000
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$10,000
30
 $11,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$11,000
7
8
9
10
11
12
13
$11,000
14
15
16
17
18
19
20
$11,000
21
22
23
24
25
26
27
$11,000
28
29
30
31
 $12,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,000
4
5
6
7
8
9
10
$12,000
11
12
13
14
15
16
17
$12,000
18
19
20
21
22
23
24
$12,000
25
26
27
28
29
30
31
$12,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,000
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,000
22
23
24
25
26
27
28
$5,000
29
30
 $5,000
Clean Fee: 
$600
Tax: State & Local: 
9.7

Ferry Tickets available 7/13-7/20, 8/17-8/24, 8/24-8/31 - please inquire

Show Rate Quote
Pristine Water view Home, Located in the Community of Homes known as Water View Farms, Walk to Private Association Waterfront, Great Play Beach, Launch Kayaks

This charming updated home is set in idyllic Water View Farms overlooking Sengekontacket pond.  This well-thought-out home offers a beautifully landscaped yard and cottage-style living with indoor spaces that transition...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$2,000 - $5,250
June 2024
SuMoTuWeThFrSaWeek
 1
$2,500
2
3
4
5
6
7
8
$3,500
9
10
11
12
13
14
15
$3,500
16
17
18
19
20
21
22
$4,000
23
24
25
26
27
28
29
$4,720
30
 $5,250
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$5,250
7
8
9
10
11
12
13
$4,720
14
15
16
17
18
19
20
$4,720
21
22
23
24
25
26
27
$5,250
28
29
30
31
 $5,770
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$5,770
4
5
6
7
8
9
10
$5,770
11
12
13
14
15
16
17
$5,770
18
19
20
21
22
23
24
$5,770
25
26
27
28
29
30
31
$4,720
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$3,500
8
9
10
11
12
13
14
$3,000
15
16
17
18
19
20
21
$3,000
22
23
24
25
26
27
28
$2,500
29
30
 $2,000
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Show Rate Quote
Summer Wind in the Heart of Oak Bluffs, Water views. 2 minute Walk to Inkwell Beach & 5 minute walk to town, All Newly Remodeled 5 Bedroom, 3 Bath Home With Deluxe Amenities

Set in the heart of Oak Bluffs center, this newly renovated home features water views, walk to Inkwell Beach and Pay Beach and walk to the town center all within...Read more

Location: 
Oak Bluffs
Sleeps: 
10
Bedrooms: 
5
Baths: 
3
Price Range:
$7,000 - $9,000
June 2024
SuMoTuWeThFrSaWeek
 1
$8,000
2
3
4
5
6
7
8
$8,000
9
10
11
12
13
14
15
$8,000
16
17
18
19
20
21
22
$9,000
23
24
25
26
27
28
29
$10,000
30
 $12,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,000
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
$15,000
28
29
30
31
 $16,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$16,000
4
5
6
7
8
9
10
$16,000
11
12
13
14
15
16
17
$16,000
18
19
20
21
22
23
24
$15,000
25
26
27
28
29
30
31
$9,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,000
8
9
10
11
12
13
14
$7,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$7,000
29
30
 $7,000
Clean Fee: 
$450
Tax: State & Local: 
11.7

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