Charming, 4-bedroom Oak Bluffs Home, pristinely maintained! The large wraparound porch and backyard patio areas provide the perfect venue for relaxing when not at the beach or out and about...Read more
Location:
Oak Bluffs
Sleeps:
7
Bedrooms:
4
Baths:
2
Price Range:
$2,000 - $5,500
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$2,500
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,000
21
22
23
24
25
26
27
$3,000
28
29
30
$5,500
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$5,500
5
6
7
8
9
10
11
$5,500
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$5,000
26
27
28
29
30
31
$5,000
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$5,000
2
3
4
5
6
7
8
$7,500
9
10
11
12
13
14
15
$7,500
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
$5,500
30
31
$5,000
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$5,000
6
7
8
9
10
11
12
$3,000
13
14
15
16
17
18
19
$3,000
20
21
22
23
24
25
26
$2,000
27
28
29
30
$2,000
Clean Fee:
$400 per week
Tax: State & Local:
11.7
Weekly rates reduced by $500 per week for available weeks in May, June & July
Lovely, Recently Updated West Chop Area Home, Spacious Deck, Open Living Spaces, 15 Minute Walk to Town
This lovely, spacious, airy home was recently renovated, an open-concept home filled with natural light and located on a private road. Your next “home away from home” is perfectly located minutes from all...Read more
Cape Cod Village House, Upscale furnishings, Central A/C, WiFi, 20 Minute Walk Town, 1/2 Mile to Bike Path.
Three-plus bedroom cape is a short walk (20 minutes) into town, two and a half miles to beaches, and one-half mile to bike path. It is an ideal home for...Read more
Location:
Edgartown
Sleeps:
6
Bedrooms:
3
Baths:
2
Price Range:
$5,420 - $5,420
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,420
7
8
9
10
11
12
13
$5,420
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
$5,750
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$5,750
5
6
7
8
9
10
11
$5,750
12
13
14
15
16
17
18
$5,750
19
20
21
22
23
24
25
$5,750
26
27
28
29
30
31
$5,750
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$5,750
2
3
4
5
6
7
8
$5,950
9
10
11
12
13
14
15
16
17
18
19
20
21
22
$5,950
23
24
25
26
27
28
29
30
31
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
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
Clean Fee:
$300 per week ($180 interim clean for rentals over 1 week)
Spacious Colonial with Contemporary Detailing in Fresh Pond Estates, Multiple Living Spaces, Screened Porch, Spacious Deck, AC, Wifi, Beautifully Furnished, Bike Paths at the head of the Road
Spacious, 4 bedroom 3.5 bath contemporary home set in a quiet lovely community on the outskirts of Oak Bluffs. . The main living level features an open concept and hosts a family...Read more
Location:
Oak Bluffs
Sleeps:
8
Bedrooms:
4
Baths:
3
Price Range:
$4,500 - $5,400
June 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
6
$5,400
7
8
9
10
11
12
13
$5,400
14
15
16
17
18
19
20
$5,400
21
22
23
24
25
26
27
$5,400
28
29
30
$6,300
July 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
$6,300
5
6
7
8
9
10
11
$6,300
12
13
14
15
16
17
18
$6,500
19
20
21
22
23
24
25
$6,700
26
27
28
29
30
31
$6,900
August 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
$6,900
2
3
4
5
6
7
8
$9,100
9
10
11
12
13
14
15
$13,500
16
17
18
19
20
21
22
$9,500
23
24
25
26
27
28
29
$6,900
30
31
$6,600
September 2026
Su
Mo
Tu
We
Th
Fr
Sa
Week
1
2
3
4
5
$6,600
6
7
8
9
10
11
12
$5,900
13
14
15
16
17
18
19
$5,000
20
21
22
23
24
25
26
$5,000
27
28
29
30
$5,000
Clean Fee:
$500 per week ($375 for interim cleaning on multiple week rentals)
Lovely Cape, 7 minute walk to town and harbor area, 4 bedrooms, 3 baths, sleeps 7
Lovely 4 bedroom, 3 bath home, pristinely maintained and ideally located just on the outskirts of Oak Bluffs on a quiet street. Short walk to town center and Oak Bluffs town...Read more
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
Classic Cape-style home privately situated on a quiet end of road location in the heart of the Katama area of Edgartown. Ideally located just 1.5 miles to Edgartown Village center...Read more
Charming & Cozy 2 Bedroom, 2 Bath Home, West Chop area of Vineyard Haven, Located on a Quiet Street, Close to Town & Beach
Note: Newly completed, not seen in photos, a 250 square foot deck has been added to the back of the house. The deck will have a patio dining table, and...Read more
Adorable, Chic In -Town Home, Coastal Décor, Central AC, Large Bluestone Patio plus a Farmers Porch for Summer Outdoor Enjoyment
Charming is the description for this newly furnished in-town summer cottage-style home. The house boasts multiple outdoor living spaces, including a large, secluded bluestone patio with an outdoor living room, a patio dining and grill...Read more
Bridle Path House, Quiet Lovely Neighborhood, Porch and Deck Areas, Large Yard, Central Location to all 3 Down Island Towns and Beaches
Lovely 3 bedroom 3 bath home sleeps 8, bordered by a large landscaped yard. The exterior features a shady wrap-around porch with rockers, a perfect place to relax, read a book, and enjoy...Read more
Country Charm, Screened Porch, Large Yard, Bike Paths
Large families enjoy this wonderful summer home. Conveniently located close to West Tisbury town center. Great summer spaces for relaxing and enjoying barbeques, lawn games, lunch on the screened porch,...Read more
Classic Updated Gingerbread Cottage, 5 Minute Stroll Along Harbor to Beach and Town Center,
Classic Vineyard Oak Bluffs Cottage, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. The main living level features a lovely kitchen, very well stocked with...Read more
Hidden Cove Retreat, Walk to Association Tennis/Pickleball Courts, 3 Bedrooms, 2.5 Baths, Screened Porch and Deck
Nestled in the charming Hidden Cove community, this adorable contemporary home resides on a tranquil street within walking distance of the association's tennis/pickleball courts. Its central location places it just a...Read more
