Vacation Rentals

Depart OnlyArrive OnlyBookedAvailable

Displaying 151 - 160 of 336

Add Favorite
Get My Quote
Perfect Katama Location, New Furnishings, Newly Painted and New Wood Floors Throughout!

Perfect beach vacation home situated just 1.5 miles from South Beach and approximately the same distance to the center of Edgartown Village.

Open main level hosts the family room with...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$4,350 - $4,350
June 2027
SuMoTuWeThFrSa
 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
 
July 2027
SuMoTuWeThFrSa
 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
31
August 2027
SuMoTuWeThFrSa
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
31
 
September 2027
SuMoTuWeThFrSa
 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: 
$450
Tax: State & Local: 
11.7
Add Favorite
akerr313-01-exterior.jpg
Get My Quote
Waterfront on the Shores of a Picturesque Tidal Inlet Lake Tashmoo, Shared Tennis Courts, Spectacular Views & Sunsets,

This lovely three-bedroom home is located on the shores of beautiful Lake Tashmoo (a tidal saltwater lake connecting to Vineyard Sound).  The modern open floor plan includes. kitchen, living, and...Read more

Location: 
Vineyard Haven
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$8,500 - $8,500
June 2027
SuMoTuWeThFrSa
 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
 
July 2027
SuMoTuWeThFrSa
 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
31
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,500
8
9
10
11
12
13
14
$8,500
15
16
17
18
19
20
21
$8,500
22
23
24
25
26
27
28
$8,500
29
30
31
 $8,500
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$8,500
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: 
$375 per week
Tax: State & Local: 
11.7
Add Favorite
kerr413-01-exterior.jpg
Get My Quote
Sophisticated & Charming Waterfront Cottage, Large Waterfront Deck, Dock, Tennis Court, Spectacular Views

Stunning cottage style home where the wate front is literally at your doorstep. Lake Tashmoo is a large saltwater inlet great for swimming, sailing, and boating with access to the ocean.  Relax on the...Read more

Location: 
Vineyard Haven
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$9,900 - $10,000
June 2027
SuMoTuWeThFrSa
 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
 
July 2027
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
$9,900
25
26
27
28
29
30
31
$9,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,900
8
9
10
11
12
13
14
$10,000
15
16
17
18
19
20
21
$9,900
22
23
24
25
26
27
28
$9,900
29
30
31
 $9,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$9,900
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: 
$600 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Beautiful Village Area Summer Retreat, Tucked Away on a Quiet Street, Walk to Village Center.

This lovely contemporary home offers the perfect blend of elegance, comfort, and prime location in the highly sought-after Plantingfield Wood area of Edgartown. With its soothing coastal palette and modern design,...Read more

Location: 
Edgartown
Sleeps: 
8
Bedrooms: 
4
Baths: 
4
Price Range:
$5,500 - $13,000
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,500
6
7
8
9
10
11
12
$5,500
13
14
15
16
17
18
19
$7,500
20
21
22
23
24
25
26
$8,500
27
28
29
30
 $9,500
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$9,500
4
5
6
7
8
9
10
$10,500
11
12
13
14
15
16
17
$11,000
18
19
20
21
22
23
24
$11,000
25
26
27
28
29
30
31
$11,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$12,000
8
9
10
11
12
13
14
$13,000
15
16
17
18
19
20
21
$13,000
22
23
24
25
26
27
28
$13,000
29
30
31
 $12,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,000
5
6
7
8
9
10
11
$8,000
12
13
14
15
16
17
18
$7,500
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
 $5,500
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Elegant Retreat Long Point Beach Area, West Tisbury, Expansive Landscaped Yard, Wrap Around Porch and Deck

Long Point Beach Area beautifully appointed home set on 1.4 acres with manicured lawns, perennial beds, and flowering trees.  Guests are sure to enjoy the expansive wrap-around porch and shaded...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$3,500 - $8,800
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,300
6
7
8
9
10
11
12
$4,800
13
14
15
16
17
18
19
$4,800
20
21
22
23
24
25
26
27
28
29
30
 
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
$6,300
11
12
13
14
15
16
17
$6,300
18
19
20
21
22
23
24
$6,300
25
26
27
28
29
30
31
$7,300
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,200
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
$8,800
29
30
31
 $7,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$7,100
5
6
7
8
9
10
11
$5,000
12
13
14
15
16
17
18
$5,000
19
20
21
22
23
24
25
$3,800
26
27
28
29
30
 $3,800
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Lagoon Waterfront & Beachfront, Spectacular Water views, Room A/C, WIFI

Adorable waterfront & beachfront cottage.   Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to a...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$0 - $0
June 2027
SuMoTuWeThFrSa
 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
 
July 2027
SuMoTuWeThFrSa
 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
31
August 2027
SuMoTuWeThFrSa
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
31
 
September 2027
SuMoTuWeThFrSa
 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: 
$250 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage! 

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location: 
Oak Bluffs
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$3,600 - $17,500
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$3,850
6
7
8
9
10
11
12
$3,850
13
14
15
16
17
18
19
$3,850
20
21
22
23
24
25
26
$3,850
27
28
29
30
 $4,200
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$4,200
4
5
6
7
8
9
10
$4,200
11
12
13
14
15
16
17
$4,200
18
19
20
21
22
23
24
$4,200
25
26
27
28
29
30
31
$7,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$8,000
8
9
10
11
12
13
14
$17,500
15
16
17
18
19
20
21
$14,000
22
23
24
25
26
27
28
$4,900
29
30
31
 $4,900
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,900
5
6
7
8
9
10
11
$3,850
12
13
14
15
16
17
18
$3,850
19
20
21
22
23
24
25
$3,850
26
27
28
29
30
 $3,600
Clean Fee: 
$300 per week
Tax: State & Local: 
11.7

 

 

 

Add Favorite
Get My 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:
$1,900 - $4,600
June 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,600
6
7
8
9
10
11
12
$2,600
13
14
15
16
17
18
19
$2,800
20
21
22
23
24
25
26
$2,800
27
28
29
30
 $3,900
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$3,900
4
5
6
7
8
9
10
$3,900
11
12
13
14
15
16
17
$3,900
18
19
20
21
22
23
24
$3,900
25
26
27
28
29
30
31
$3,900
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$4,600
8
9
10
11
12
13
14
$4,600
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $3,100
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$3,100
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
 $2,600
Clean Fee: 
$275 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Dodger's Hole, Lovely Cape Style Home, Deck, Yard

Spacious 3 bedroom, 2.5 bath home nestled on a pine and treed 1/2 acre knoll.  House is approximately 2,000 sq. ft.  Separate living room, dining room and eat-in kitchen with...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$3,100 - $3,100
June 2027
SuMoTuWeThFrSa
 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
 
July 2027
SuMoTuWeThFrSa
 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
31
August 2027
SuMoTuWeThFrSa
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
31
 
September 2027
SuMoTuWeThFrSa
 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: 
$350 per week
Tax: State & Local: 
11.7
Add Favorite
Get My Quote
Casa Katama, Edgartown Luxury Living, Main & Guest House, Heated Pool, Pool House, Large Hot Tub, 6 + Bedrooms, 8.5 Baths, Multiple Lounge Areas

Casa Katama, A Luxe Retreat in the Heart of the Katama Area of Edgartown!

Welcome to Casa Katama, an extraordinary island compound where contemporary design meets Vineyard charm. Privately set in...Read more

Location: 
Edgartown
Sleeps: 
16
Bedrooms: 
6
Baths: 
8
Price Range:
$35,000 - $40,000
June 2027
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
 $35,000
July 2027
SuMoTuWeThFrSaWeek
 1
2
3
$35,000
4
5
6
7
8
9
10
$35,000
11
12
13
14
15
16
17
$35,000
18
19
20
21
22
23
24
$35,000
25
26
27
28
29
30
31
$35,000
August 2027
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$40,000
8
9
10
11
12
13
14
$40,000
15
16
17
18
19
20
21
$40,000
22
23
24
25
26
27
28
$40,000
29
30
31
 $40,000
September 2027
SuMoTuWeThFrSaWeek
 1
2
3
4
$40,000
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: 
$1000 per week + mid week clean required, $45 per hour per cleaner deducted from security deposit
Tax: State & Local: 
11.7

Pool is Heated to 80 degrees

Hot Tub Heated to 102 degrees 

Pages