Newly Listed Homes


Properties Available 8 properties available
Just under a mile from downtown Oak Bluffs, this inviting 4-bedroom Cape combines comfort with a great location. Spend your days at Inkwell, Pay, or State Beaches, or head into town for ice cream, shopping, and dining—all just minutes away. Back at the house, relax on the sunny deck, enjoy a quiet moment in the porch rocking chairs, or take advanta
$4,500.00 - $10,800.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8814
Just under a mile from downtown Oak Bluffs, this inviting 4-bedroom Cape combines comfort with a great location. Spend your days at Inkwell, Pay, or S... Read More
June 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 $7,500 20
21 22 23 24 25 26 $7,500 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $7,500 4
5 6 7 8 9 10 $9,000 11
12 13 14 15 16 17 $9,000 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 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 $10,800 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. The main residence — a classic four-bedroom, three-bathroom home dressed in traditional Edgartown style — has been thoughtfully updated throughout while preserving every bit of its timeless charm. Clas
$10,000.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 177
Tucked along one of Edgartown Village's streets, this beautifully maintained property offers the quintessential Martha's Vineyard summer experience. T... Read More
June 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        
July 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 31  
August 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 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

This farmhouse is conveniently located in the Dodgers Hole neighborhood. Enjoy being just a short drive downtown Oak Bluffs, Edgartown, and Vineyard Haven, providing easy access to beaches, shopping, dining, and island attractions. The first floor features hardwood flooring throughout and an open-concept kitchen and dining area, creating an invitin
$3,500.00 - $25,000.00 / per week + taxes and fees
Beds 5 beds
Baths 3 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 730
This farmhouse is conveniently located in the Dodgers Hole neighborhood. Enjoy being just a short drive downtown Oak Bluffs, Edgartown, and Vineyard H... Read More
June 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 $3,500 20
21 22 23 24 25 26 $5,500 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $6,500 4
5 6 7 8 9 10 $7,000 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 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 $7,500 22
23 24 25 26 27 28 $7,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Located in the desirable East Chop area of Oak Bluffs, just a short distance from town, this stunning waterfront 4-bedroom, 3-bath home has been beautifully renovated and thoughtfully updated throughout. Fully equipped with all new furnishings and amenities, this exceptional Island retreat offers breathtaking water views from almost every room. Exp
Hot HOT 45
$8,000.00 - $18,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8093
Located in the desirable East Chop area of Oak Bluffs, just a short distance from town, this stunning waterfront 4-bedroom, 3-bath home has been beaut... Read More
June 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        
July 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 $12,000 18
19 20 21 22 23 24 $15,000 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            1
2 3 4 5 6 7 8
9 10 11 12 13 14 $18,000 15
16 17 18 19 20 21 $15,000 22
23 24 25 26 27 28 $12,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tucked away in the sought-after Katama neighborhood of Edgartown, this charming home blends privacy with convenience, just off the bike path and under two miles from both South Beach and Edgartown Village. Inside, vaulted ceilings, abundant natural light, and warm wood floors create an airy, welcoming feel. The open living and dining space flows e
Hot HOT 19
$3,500.00 - $5,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps sleeps 6
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 7130
Tucked away in the sought-after Katama neighborhood of Edgartown, this charming home blends privacy with convenience, just off the bike path and under... Read More
June 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        
July 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 $4,000 18
19 20 21 22 23 24 $4,000 25
26 27 28 29 30 31  
August 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 $5,000 22
23 24 25 26 27 28 $5,000 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Welcome to this charming Cape-style home, ideally located just a short car ride from Bend in the Road Beach and Edgartown Village. Designed with an open layout, the home seamlessly blends comfort and functionality—perfect for both everyday living and entertaining. The sun-filled living room features soaring cathedral ceilings and sliding doors tha
🚢Ferry Tickets
🚢Ferry Tickets
August 16th - August 23rd, August 23rd - August 30th, August 30th - September 6th
$3,000.00 - $4,200.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 7
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown 7773
Welcome to this charming Cape-style home, ideally located just a short car ride from Bend in the Road Beach and Edgartown Village. Designed with an op... Read More
June 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 $3,000 20
21 22 23 24 25 26 27
28 29 30        
July 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 31  
August 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 $4,000 22
23 24 25 26 27 28 $3,800 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it features an open-concept kitchen with an induction stove, a spacious living and dining area that creates an inviting space for relaxing and entertaining. The kitchen opens directly onto a deck with sta
Hot HOT 12
$2,300.00 - $4,000.00 / per week + taxes and fees
Beds 1 beds
Baths 1 Full Bath
Sleeps sleeps 4
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 709
Newly built (2026) and located just one mile from everything Edgartown has to offer, this apartment is the perfect getaway. Thoughtfully designed it f... Read More
June 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 $2,300 20
21 22 23 24 25 26 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 4
5 6 7 8 9 10 $3,250 11
12 13 14 15 16 17 18
19 20 21 22 23 24 25
26 27 28 29 30 31  
August 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 $2,300 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

This adorable two-bedroom, two-bath guest house is just a short distance from downtown Oak Bluffs and nearby beaches. Stroll along the harbor, enjoy dinner, browse the unique shops, or visit the Flying Horses carousel—the oldest in the country—and try your luck at catching the golden ring. The home is tastefully decorated and fully equipped, featur
Hot HOT 13
$2,500.00 - $5,500.00 / per week + taxes and fees
Beds 2 beds
Baths 2 Full Bath
Sleeps sleeps 4
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Oak Bluffs 8140
This adorable two-bedroom, two-bath guest house is just a short distance from downtown Oak Bluffs and nearby beaches. Stroll along the harbor, enjoy d... Read More
June 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 $4,000 20
21 22 23 24 25 26 $4,000 27
28 29 30        
July 2026
Su Mo Tu We Th Fr Sa
      1 2 3 $4,000 4
5 6 7 8 9 10 $5,000 11
12 13 14 15 16 17 $5,000 18
19 20 21 22 23 24 $5,500 25
26 27 28 29 30 31  
August 2026
Su Mo Tu We Th Fr Sa
            $5,500 1
2 3 4 5 6 7 8
9 10 11 12 13 14 15
16 17 18 19 20 21 $5,500 22
23 24 25 26 27 28 29
30 31          
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tell us what you're looking for and someone will contact you with available options.

I agree