Edgartown - Downtown

Welcome to Edgartown! Downtown Edgartown stretches from the Triangle to the harbor and includes the historic Village. Edgartown is the oldest settlement on the island and was once a prosperous whaling port that has reemerged as a charming village, characterized by elegant historic homes and a picturesque harbor. The historic Village is intersected with side streets lined with stately homes built by the whaling captains and is carefully preserved. Main Street looks the way a Main Street in a small New England town should look: a one-way street with a few blocks of inns, shops, art galleries, restaurants, and churches. Downtown Edgartown is a popular and sought after location for vacationers as it's entirely walkable - stroll to Main Street for morning coffee and people watch from a park bench, grab a lobster roll on the harbor and do some shopping, enjoy a late afternoon charter down Katama Bay or spend the day at Lighthouse Beach or Fuller Street beach where you can watch the boats coming and going. We have lots of rental options in the downtown area and we'd love to help you find the perfect home for your vacation!



Properties Available 116 properties available
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land - the trails of Sheriff's Meadow are just one of the many afternoon adventures. Standing on the second floor deck and looking over the sprawling landscape, you truly feel on top of the world. The main
Edgartown - Downtown Pet Friendly
$40,000.00 - $50,212.50 / per week
Beds 6 beds
Baths 7 Full, 1 Half Bath
Sleeps 12 sleeps
Edgartown Downtown 71
Stunning views over Eel Pond are perhaps the piece de resistance at this stunning in-town compound - bordered by the wildflowers of conservation land ... Read More
June 2027
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 2027
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 2027
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 luxurious home boasts 4 spacious bedrooms, each with its own en suite bathroom. It is the perfect vacation home for families or groups of friends looking for a relaxing and comfortable stay on Martha's Vineyard. The house features top-of-the-line furnishings and decor throughout, creating a sophisticated and stylish ambiance. The open floor pl
Edgartown - Downtown
$7,000.00 - $17,500.00 / per week
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 5 (1)
Edgartown Downtown 134
This luxurious home boasts 4 spacious bedrooms, each with its own en suite bathroom. It is the perfect vacation home for families or groups of friends... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $10500 5
6 7 8 9 10 11 $10500 12
13 14 15 16 17 18 $14000 19
20 21 22 23 24 25 $16450 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $16450 3
4 5 6 7 8 9 $15500 10
11 12 13 14 15 16 $15500 17
18 19 20 21 22 23 $15500 24
25 26 27 28 29 30 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $17500 7
8 9 10 11 12 13 14
15 16 17 18 19 20 $17500 21
22 23 24 25 26 27 $11000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

This classic Edgartown five-bedroom, five-bath Captains home has been reinvented and updated to offer modern-day amenities with a gourmet kitchen, multiple living spaces and five bedrooms, including three ensuite on the second floor; bedrooms four and five on the third floor share a hallway bath. Set in from North Water Street, there are peaks of w
Edgartown - Downtown Pet Friendly
$12,500.00 - $24,000.00 / per week
Beds 5 beds
Baths 5 Full Bath
Sleeps 9 sleeps
Edgartown Downtown 8
This classic Edgartown five-bedroom, five-bath Captains home has been reinvented and updated to offer modern-day amenities with a gourmet kitchen, mul... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $12500 5
6 7 8 9 10 11 $12500 12
13 14 15 16 17 18 $18000 19
20 21 22 23 24 25 $18000 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $22000 3
4 5 6 7 8 9 $22000 10
11 12 13 14 15 16 $22000 17
18 19 20 21 22 23 $22000 24
25 26 27 28 29 30 $24000 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $24000 7
8 9 10 11 12 13 $24000 14
15 16 17 18 19 20 $24000 21
22 23 24 25 26 27 $24000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

With the open, airy sophistication of a city loft, this house offers beautiful views overlooking conservation land and peeks of Cape Pogue and the outer harbor. The first floor features an open kitchen with state of the art appliances, a large center island, flowing into dining and an open living area with double-height ceilings, luxurious furnishi
Edgartown - Downtown Pet Friendly
$7,500.00 - $29,500.00 / per week
Beds 6 beds
Baths 4 Full, 1 Half Bath
Sleeps 12 sleeps
Edgartown Downtown 74
With the open, airy sophistication of a city loft, this house offers beautiful views overlooking conservation land and peeks of Cape Pogue and the out... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $19500 5
6 7 8 9 10 11 $19500 12
13 14 15 16 17 18 $20500 19
20 21 22 23 24 25 $24500 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $29500 3
4 5 6 7 8 9 $29500 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 $29500 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $29500 7
8 9 10 11 12 13 $28500 14
15 16 17 18 19 20 $27000 21
22 23 24 25 26 27 $25500 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller Street or Light House Beach! Easily bike to other beaches and island attractions. The house is beautifully furnished with a pleasing open floor plan. Sliders lead you onto a back deck where you will
Edgartown - Downtown
$1,600.00 - $5,000.00 / per week
Beds 3 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 5 (7)
Edgartown Downtown 110
Located on a quiet street, this area is the best kept secret in Edgartown! Just a half a mile into Edgartown Village and through town and on to Fuller... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $2700 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
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 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5000 7
8 9 10 11 12 13 14
15 16 17 18 19 20 $4400 21
22 23 24 25 26 27 $4400 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

This exceptional house is the perfect location for all your Vineyard adventures. Just a stone's throw from Main Street in Edgartown, you can easily explore the shops, galleries, and amazing restaurants or soak up the stunning Edgartown harbor. Pedal your bike to South Beach, less than three miles away, or State Beach, a little under two miles away.
Edgartown - Downtown
$7,000.00 - $16,500.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Rating 5 (1)
Edgartown Downtown 132
This exceptional house is the perfect location for all your Vineyard adventures. Just a stone's throw from Main Street in Edgartown, you can easily ex... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $11500 5
6 7 8 9 10 11 $11500 12
13 14 15 16 17 18 $11500 19
20 21 22 23 24 25 $14500 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 3
4 5 6 7 8 9 $12500 10
11 12 13 14 15 16 $12500 17
18 19 20 21 22 23 $14500 24
25 26 27 28 29 30 $16500 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $16500 7
8 9 10 11 12 13 $16500 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

Lovingly restored 1833 Greek Revival, elegantly furnished with a mixture of traditional and antique pieces. This Martha's Vineyard vacation home is located at the end of North Water Street in Edgartown village. Large bluestone terraces and gardens surround the 18x40 foot heated gunite pool. Two porches, gourmet eat-in kitchen and living area, den/t
Hot HOT 10
Edgartown - Downtown Pet Friendly
$18,000.00 - $25,000.00 / per week
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Edgartown Downtown 239
Lovingly restored 1833 Greek Revival, elegantly furnished with a mixture of traditional and antique pieces. This Martha's Vineyard vacation home is lo... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $22000 5
6 7 8 9 10 11 $22000 12
13 14 15 16 17 18 $22000 19
20 21 22 23 24 25 $22000 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $25000 3
4 5 6 7 8 9 $25000 10
11 12 13 14 15 16 $25000 17
18 19 20 21 22 23 $25000 24
25 26 27 28 29 30 $25000 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $25000 7
8 9 10 11 12 13 $25000 14
15 16 17 18 19 20 $25000 21
22 23 24 25 26 27 $25000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

Located on a quiet street near the center of Edgartown is this four bedroom Cape style vacation home. Offering plenty of indoor and outdoor living spaces to lounge and relax with family and friends. Features a first floor king primary en suite, a screened porch and a spacious front, side and back yard to enjoy your summer repast. Close proximity t
Hot HOT 10
Edgartown - Downtown Pet Friendly
$3,800.00 - $7,000.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 59
Located on a quiet street near the center of Edgartown is this four bedroom Cape style vacation home. Offering plenty of indoor and outdoor living sp... Read More
June 2027
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 2027
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 2027
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

Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from Norway. Tucked behind the main house far enough away to allow plenty of privacy. There is a cozy front patio with easy accessibility to the open kitchen, dining and living areas. The first floor has
Edgartown - Downtown
$2,000.00 - $2,100.00 / per week
Beds 1 beds
Baths 1 Full, 1 Half Bath
Sleeps 2 sleeps
Rating 4 (2)
Edgartown Downtown 22
Just minutes to the charming harbor side community of Edgartown village. This custom designed one bedroom loft guesthouse is furnished with items from... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $2000 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 $2100 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $2100 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
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $2100 7
8 9 10 11 12 13 $2100 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 North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Downtown Edgartown. The updated kitchen is user-friendly and opens into a lovely dining area. This space flows into a casual family room with a sectional couch large enough for the whole group. The covere
Hot HOT 18
Edgartown - Downtown
$8,800.00 - $12,500.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 9 sleeps
Edgartown Downtown 65
This North Summer Street property features a charming five-bedroom home that blends classic character with modern conveniences and easy access to Down... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $8800 5
6 7 8 9 10 11 $8800 12
13 14 15 16 17 18 $8800 19
20 21 22 23 24 25 $12500 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $12500 3
4 5 6 7 8 9 10
11 12 13 14 15 16 $12500 17
18 19 20 21 22 23 $12500 24
25 26 27 28 29 30 $12500 31
August 2027
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $12500 7
8 9 10 11 12 13 14
15 16 17 18 19 20 $12500 21
22 23 24 25 26 27 $12000 28
29 30 31        
Prev
Next
Available
Unavailable
Check-In
Check-Out

This three-bedroom bungalow with guest house, in the center of Edgartown, has plenty of living space with a den, large open living room, and dining with room-sun room seating. The well-stocked kitchen just steps to the deck and down to the slate patio. The first-floor bedroom wing holds three bedrooms in the main house. Cross the private fenced
Edgartown - Downtown
$3,200.00 - $4,500.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Rating 5 (2)
Edgartown Downtown 82
This three-bedroom bungalow with guest house, in the center of Edgartown, has plenty of living space with a den, large open living room, and dining wi... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $3200 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 $4500 26
27 28 29 30      
July 2027
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 2027
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 sweet two bedroom Edgartown cottage is perfect for those that desire a bungalow with all the necessary amenities to complete their summer vacation on Martha's Vineyard. Inside you will find a clean, open concept single level living space. A well equipped kitchen with stainless steel appliances and open shelving, and just a few steps beyond the
Edgartown - Downtown
$3,500.00 - $5,145.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Edgartown Downtown 6
This sweet two bedroom Edgartown cottage is perfect for those that desire a bungalow with all the necessary amenities to complete their summer vacatio... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $4200 5
6 7 8 9 10 11 $4200 12
13 14 15 16 17 18 $4500 19
20 21 22 23 24 25 $5110 26
27 28 29 30      
July 2027
Su Mo Tu We Th Fr Sa
        1 2 $4500 3
4 5 6 7 8 9 $4500 10
11 12 13 14 15 16 $4970 17
18 19 20 21 22 23 $5110 24
25 26 27 28 29 30 31
August 2027
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 $5145 21
22 23 24 25 26 27 $5145 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