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 119 properties available
BR1 King En Suite with Shower Stall, First FloorBR2 King, Second FloorHall Bath with Shower Stall, Second FloorBR3 (2) Twin Beds, Second FloorBR4 Queen with Adjoining Bath, Second FloorAdjoining Bath with Tub Shower Combo, Second FloorBR5 King with Adjoining Bath, Second Floor (Access through BR3 or Exterior Staircase)Powder Room, First Floor
Edgartown - Downtown
$8,000.00 - $14,500.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 5 (1)
Edgartown Downtown 38
A beautiful Vineyard summer home - outfitted in stunning fabrics, crisp and modern Dacor in a palette of green, blue, and coral. The house is filled w... Read More
June 2025
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 2025
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 2025
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

BR1 Double Mitchel Gold sofa bed, 1st floorBR2 Queen, 1st floorHall bath with shower stall, 1st floorHalf bath, 1st floorBR3 King en suite with shower stall, 2nd floorBR4 (2)Twin beds en suite with tub/shower, 2nd floorGuest House: BR5 King, 2nd floor Hall bath with shower stallBR6 King, 2nd floorLaundry facilities main and guest houses, 1st floor
Edgartown - Downtown Pet Friendly
$7,500.00 - $28,500.00 / 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 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $21000 7
8 9 10 11 12 13 $22000 14
15 16 17 18 19 20 $22500 21
22 23 24 25 26 27 28
29 30          
July 2025
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 2025
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 $28500 23
24 25 26 27 28 29 $27000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 King en suite tub/shower, 1st floorBR2 Twin bunk bed, 2nd floorBR3 Queen, 2nd floorBR4 Queen, 2nd floorBR5 (2)Twin beds, 2nd floorHall bath with shower, 2nd floorHalf bath, 1st floor
Edgartown - Downtown
$4,000.00 - $6,800.00 / per week
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 5 (4)
Edgartown Downtown 124
Enjoy this Martha's Vineyard vacation property called "Waters End" located at the end of South Water Street in the town of Edgartown. Spacious five be... Read More
June 2025
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 2025
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 2025
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

BR1 Queen, Second Floor BR2 (2) Twin Beds, Second Floor BR3 Bunk Bed, Second FloorHall bath Tub/Shower, Second FloorHall Bath with Tub Only, First FloorMinisplits in all bedrooms, living room, and kitchen
Edgartown - Downtown
$3,900.00 - $4,600.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Rating 4.5 (4)
Edgartown Downtown 103
Cozy, quaint and comfortable home located on a side street in the Village. Enjoy in-town living with the shops and restaurants of Main Street just a 1... Read More
June 2025
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 2025
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 2025
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

BR1 Double, 1st floorHall bath with shower, 1st floorBR2 Double, 2nd floorBR3 Queen, 2nd floorBR4 (2)Twin beds, 2nd floorHall bath tub/shower, 2nd floorCentral ac on second floor
Edgartown - Downtown
$4,865.00 - $6,265.00 / per week
Beds 4 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Edgartown Downtown 128
Just in time for summer! This charming four bedroom home is moments from Main Street, offering historic charm and the perfect amount of peace and quie... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $4865 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 2025
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 2025
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

Main house:BR1 (2)Twin beds, 1st floorBR2 King with french doors out to patio, 1st floor (connects to hall bath)Hall bath with tub/shower, 1st floorGuesthouse:BR3 Queen en suite half bath, 1st floorBR4 Queen, 1st floorBR5 (2)Twin beds, 1st floorHall bath with tub/shower, 1st floor
Edgartown - Downtown
$5,000.00 - $10,000.00 / per week
Beds 5 beds
Baths 2 Full, 1 Half Bath
Sleeps 10 sleeps
Edgartown Downtown 299
A beautiful compound on South Water Street, perfect for a summer vacation! Featuring a newly built, two-bedroom Main house with wraparound porch and s... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $10000 7
8 9 10 11 12 13 $10000 14
15 16 17 18 19 20 $10000 21
22 23 24 25 26 27 28
29 30          
July 2025
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 2025
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

BR1 King, 2nd floorBR2 Queen, 2nd floorBR3 Queen, 2nd floorHall bath tub/shower, 2nd floorBR4 King en suite shower stall, 3rd floor loft
Edgartown - Downtown
$3,000.00 - $10,500.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Rating 5 (2)
Edgartown Downtown 66
This four bedroom, centrally air conditioned, colonial captains home was built in 1998. Inside you will find a large living room and a front sitting a... Read More
June 2025
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 $10500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $10500 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 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 $10500 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 King En Suite with Shower Stall, Second FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 Queen En Suite with Shower Stall, First FloorBR4 (2) Twin Beds, Second FloorBR5 (2) Twin Beds, Second FloorHall Bath with Tub/Shower, Second FloorPowder Room, First Floor
Edgartown - Downtown
$14,000.00 - $19,500.00 / per week
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 72
Just a short stroll to Main Street, you'll find this classic village home that has been recently renovated. The house features a generous, open-plan k... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $15000 7
8 9 10 11 12 13 $15000 14
15 16 17 18 19 20 $16000 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $17500 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 2025
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 $17500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Queen en suite tub/shower, 1st floorBR2 (2)Twin beds, 2nd floorBR3 Queen, 2nd floorHall bath with tub/shower, 2nd floorwindow air conditioner units in all bedrooms
Edgartown - Downtown
$5,000.00 - $10,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Edgartown Downtown 199
Beautiful three bedroom modern colonial style home on a large lot with private landscape. Within short distance to downtown Edgartown and Fuller Stree... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $8000 7
8 9 10 11 12 13 $8000 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
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 2025
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

BR1 Queen, 2nd floorBR2 Queen, 2nd floorBR3 Trundle bed, 2nd floorHall bath with tub/shower, 2nd floorHall bath with shower stall, 1st floorGuest house: BR4 Double bed en suite with tub/shower, 1st floor
Edgartown - Downtown
$6,000.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Edgartown Downtown 91
Immaculate craftsman style Martha's Vineyard rental property in the heart of Edgartown village. Easy stroll to all the exciting harbor front activitie... Read More
June 2025
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 2025
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 2025
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

BR1 Queen, 1st floorHall bath with tub/shower, 1st floorBR2 (2)Double beds, 2nd floor loftLaundry facilities, 1st floor
Edgartown - Downtown
$3,150.00 - $4,900.00 / per week
Beds 2 beds
Baths 1 Full Bath
Sleeps 4 sleeps
Edgartown Downtown 83
Quintessential Vineyard Cottage! An adorable Edgartown, stroll to town bungalow is beckoning your arrival - petite in size yet incredibly well designe... Read More
June 2025
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 $3500 28
29 30          
July 2025
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 2025
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

Main house:BR1 King en suite separate jacuzzi tub and shower, 2nd floorBR2 Queen en suite shower, 2nd floorBR3 (2)Twin beds en suite with shower, 2nd floorBR4 Queen en suite shower, 3rd floorHalf bath, first floorGuesthouse:BR5 Queen en suite shower, 2nd floor
Edgartown - Downtown
$32,000.00 - $35,000.00 / per week
Beds 5 beds
Baths 6 Full Bath
Sleeps 10 sleeps
Edgartown Downtown 173
A spectacular family compound on the corner of South Summer Street and Captain's Walk, a private way which connects South Summer and South Water Stree... Read More
June 2025
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 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $32000 5
6 7 8 9 10 11 $32000 12
13 14 15 16 17 18 $32000 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
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

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

I agree