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Recently Updated & Perfect Katama Location, 3 Minute Drive to South Beach, 5 minute Drive to Edgartown Village

Contemporary Beach Home with easy access to South Beach and all that Edgartown Village has to offer.

The modern and bright main living area is an open concept with a...Read more

Location: 
Katama
Sleeps: 
7
Bedrooms: 
3
Baths: 
2
Price Range:
$3,500 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$4,250
7
8
9
10
11
12
13
$4,250
14
15
16
17
18
19
20
$4,250
21
22
23
24
25
26
27
$4,500
28
29
30
 $5,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$5,000
5
6
7
8
9
10
11
$5,750
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
SuMoTuWeThFrSaWeek
 1
$5,000
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
$6,000
30
31
 $4,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,000
6
7
8
9
10
11
12
$4,000
13
14
15
16
17
18
19
$4,000
20
21
22
23
24
25
26
$4,000
27
28
29
30
 $4,000
Clean Fee: 
$325 per week
Tax: State & Local: 
11.7
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Beautiful Newly Updated Cape Style Home, Association Tennis Courts 2 min Walk, Biking & Hiking Trails, Beaches 10 minutes from House

This lovely 3 bedroom, 2.5 bath home features sun-filled rooms, an open floor plan throughout, screened porch set up as a summer living room with a sectional sofa, and a...Read more

Location: 
Edgartown
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$4,200 - $6,000
June 2026
SuMoTuWeThFrSaWeek
 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
 $6,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$6,000
5
6
7
8
9
10
11
$6,000
12
13
14
15
16
17
18
$6,000
19
20
21
22
23
24
25
$6,000
26
27
28
29
30
31
 $6,000
August 2026
SuMoTuWeThFrSaWeek
 1
$6,000
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
$6,000
30
31
 $5,400
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$5,400
6
7
8
9
10
11
12
$5,400
13
14
15
16
17
18
19
$5,400
20
21
22
23
24
25
26
$5,400
27
28
29
30
 $5,000
Clean Fee: 
$400
Tax: State & Local: 
11.7
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Outstanding In-town Home, Gorgeous Professionally Landscaped Yard, 5 Min walk to Main Street Shops & Restaurants

Located on a quiet street in the Edgartown Village area, this lovely 5 bedroom, 3 bath Home has been all newly updated. The home is bordered by lush lawn, privacy fencing...Read more

Location: 
Edgartown
Sleeps: 
9
Bedrooms: 
5
Baths: 
3
Price Range:
$6,000 - $15,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$8,000
7
8
9
10
11
12
13
$8,000
14
15
16
17
18
19
20
$9,000
21
22
23
24
25
26
27
$9,000
28
29
30
 $12,500
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$12,500
5
6
7
8
9
10
11
$10,500
12
13
14
15
16
17
18
$11,000
19
20
21
22
23
24
25
$11,000
26
27
28
29
30
31
 $12,000
August 2026
SuMoTuWeThFrSaWeek
 1
$12,000
2
3
4
5
6
7
8
$13,000
9
10
11
12
13
14
15
$13,000
16
17
18
19
20
21
22
$15,000
23
24
25
26
27
28
29
$11,000
30
31
 $10,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$10,000
6
7
8
9
10
11
12
$8,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
 $7,000
Clean Fee: 
$600 per week
Tax: State & Local: 
11.7
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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
SuMoTuWeThFrSaWeek
 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
SuMoTuWeThFrSaWeek
 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
SuMoTuWeThFrSaWeek
 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
SuMoTuWeThFrSaWeek
 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: 
$450 per week
Tax: State & Local: 
11.7

Parking for two cars only, no on-street parking!

 

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Luxurious Village Home, Heated Gunite Pool, Acres of Privacy, Walk to Fuller St Beach and Main Street

Edgartown Village Luxury Home featuring a 6 bedroom Main & Guest House, Heated Pool, Cabana & Hot Tub, Water views across Eel Pond to Nantucket Sound and Pristinely Landscaped Grounds. Walk...Read more

Location: 
Edgartown
Sleeps: 
12
Bedrooms: 
6
Baths: 
6
Price Range:
$45,000 - $45,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$45,000
7
8
9
10
11
12
13
$45,000
14
15
16
17
18
19
20
$45,000
21
22
23
24
25
26
27
$45,000
28
29
30
 $45,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$45,000
5
6
7
8
9
10
11
$45,000
12
13
14
15
16
17
18
$45,000
19
20
21
22
23
24
25
$45,000
26
27
28
29
30
31
 $45,000
August 2026
SuMoTuWeThFrSaWeek
 1
$45,000
2
3
4
5
6
7
8
$45,000
9
10
11
12
13
14
15
$45,000
16
17
18
19
20
21
22
$45,000
23
24
25
26
27
28
29
$45,000
30
31
 $45,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$45,000
6
7
8
9
10
11
12
$45,000
13
14
15
16
17
18
19
$45,000
20
21
22
23
24
25
26
$45,000
27
28
29
30
 
Clean Fee: 
$675 per week
Tax: State & Local: 
11.7

2 week stay required!  

Pool Heated to 82 in July & August included, shoulder weeks please inquire with Agent!

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Adorable Oak Bluffs Cottage Just Over a Mile to the Village Center and Town Beaches, Porch, Deck, 4 Bedrooms, 2 Baths

Nestled on a quiet street, this recently updated residence boasts delightful indoor and outdoor living areas. The entrance porch offers cozy seating with wicker chairs and a small dining table that...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$2,300 - $4,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$3,000
7
8
9
10
11
12
13
$3,000
14
15
16
17
18
19
20
$3,600
21
22
23
24
25
26
27
$4,200
28
29
30
 $4,200
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,200
5
6
7
8
9
10
11
$4,200
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,200
August 2026
SuMoTuWeThFrSaWeek
 1
$4,200
2
3
4
5
6
7
8
$5,000
9
10
11
12
13
14
15
$5,500
16
17
18
19
20
21
22
$5,700
23
24
25
26
27
28
29
$4,000
30
31
 $4,200
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$4,200
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
$3,000
27
28
29
30
 $2,300
Clean Fee: 
$450 per week
Tax: State & Local: 
11.7
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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 - $10,000
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$6,000
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
$7,000
28
29
30
 $10,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$10,000
5
6
7
8
9
10
11
$10,000
12
13
14
15
16
17
18
$10,000
19
20
21
22
23
24
25
$10,000
26
27
28
29
30
31
 $15,000
August 2026
SuMoTuWeThFrSaWeek
 1
$15,000
2
3
4
5
6
7
8
$17,000
9
10
11
12
13
14
15
$17,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$10,000
30
31
 $7,000
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$7,000
6
7
8
9
10
11
12
$7,000
13
14
15
16
17
18
19
$7,000
20
21
22
23
24
25
26
$7,000
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7
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Hidden Cove, Centrally Located to Beaches and Towns, Association Tennis Courts, A/C, WiFi

Centrally located in the Hidden Cove community of homes on the outskirts of Oak Bluffs. Lovely area to bike, walk, or play tennis at the association courts. 

The main level features an...Read more

Location: 
Oak Bluffs
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$2,400 - $4,200
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$2,400
7
8
9
10
11
12
13
$3,050
14
15
16
17
18
19
20
$3,050
21
22
23
24
25
26
27
$3,200
28
29
30
 $4,000
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$4,000
5
6
7
8
9
10
11
$4,000
12
13
14
15
16
17
18
$4,200
19
20
21
22
23
24
25
$4,200
26
27
28
29
30
31
 $4,500
August 2026
SuMoTuWeThFrSaWeek
 1
$4,500
2
3
4
5
6
7
8
$4,500
9
10
11
12
13
14
15
$4,500
16
17
18
19
20
21
22
$4,500
23
24
25
26
27
28
29
$3,400
30
31
 $2,600
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$2,600
6
7
8
9
10
11
12
$2,600
13
14
15
16
17
18
19
$2,600
20
21
22
23
24
25
26
$2,600
27
28
29
30
 $2,600
Clean Fee: 
$375 per week
Tax: State & Local: 
11.7
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Meadow House, 5 Minute Drive to Lambert's Cove Beach, Sleeps 6, AC, Private, Quiet Location yet close to Town and Beach, AC

Immaculately clean cabinesque home, privately located off of Lambert's Cove Rd, yet just a 5-minute drive to beautiful Lambert's Cove Beach and 10 minutes from Vineyard Haven town center. 

This three-bedroom home...Read more

Location: 
West Tisbury
Sleeps: 
6
Bedrooms: 
3
Baths: 
2
Price Range:
$1,750 - $1,750
June 2026
SuMoTuWeThFrSa
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2
3
4
5
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July 2026
SuMoTuWeThFrSa
 1
2
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August 2026
SuMoTuWeThFrSa
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30
31
 
September 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
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12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$385 per week
Tax: State & Local: 
11.7
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Mink Meadow Guest Cottage, Overlooks Golf Course, Walk to Beach 5 min walk from House, Mink Meadows Golf Course, 1 mile to Clubhouse

Cozy guest cottage with designer touches throughout. As the guest cottage to the main house, this adorable cottage is private from the main house and has its own drive and...Read more

Location: 
Vineyard Haven
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$0 - $0
June 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$1,900
7
8
9
10
11
12
13
$1,900
14
15
16
17
18
19
20
$1,900
21
22
23
24
25
26
27
$1,900
28
29
30
 $2,100
July 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
$2,100
5
6
7
8
9
10
11
$2,100
12
13
14
15
16
17
18
$2,100
19
20
21
22
23
24
25
$2,100
26
27
28
29
30
31
 $2,100
August 2026
SuMoTuWeThFrSaWeek
 1
$2,100
2
3
4
5
6
7
8
$2,100
9
10
11
12
13
14
15
$2,100
16
17
18
19
20
21
22
$2,100
23
24
25
26
27
28
29
$2,100
30
31
 $1,900
September 2026
SuMoTuWeThFrSaWeek
 1
2
3
4
5
$1,900
6
7
8
9
10
11
12
$1,900
13
14
15
16
17
18
19
$1,900
20
21
22
23
24
25
26
$1,900
27
28
29
30
 $1,900
Clean Fee: 
$150 per week
Tax: State & Local: 
11.7

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