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 113 properties available
A stunning renovation of an historic downtown Edgartown classic - central air, gorgeous kitchen, sprawling side yard and wrap around porch. Outfitted in a seascape color pallet and soft neutrals, each space is unique, yet blends seamlessly within this custom home. Sunlight fills the rooms even on a rainy day - and the generous dining table plus mul
Edgartown - Downtown
$8,000.00 - $12,000.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 10 sleeps
Edgartown Downtown 53
A stunning renovation of an historic downtown Edgartown classic - central air, gorgeous kitchen, sprawling side yard and wrap around porch. Outfitted ... Read More
June 2027
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Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property features sweeping views of Nantucket Sound. Additionally, about ten acres of oceanfront conservation land enhance the sense of privacy and space. Each bedroom offers distant views of the water, while
Edgartown - Downtown
$6,000.00 - $11,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 6 sleeps
Edgartown Downtown 199
Beautiful three-bedroom colonial-style home on a large lot with mature landscaping. It is within a short distance of Fuller Street Beach. The property... Read More
June 2027
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    1 2 3 4 $9000 5
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Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms over three buildings. Starting in the main house, you enter through perfectly replicated antique doors. On this level you will find a lovely sitting area that closes off for privacy and the first of
Hot HOT 12
Edgartown - Downtown Pet Friendly
$25,000.00 - $75,000.00 / per week
Beds 7 beds
Baths 7 Full, 1 Half Bath
Sleeps 14 sleeps
Edgartown Downtown 25
Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms... Read More
June 2027
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    1 2 3 4 $50000 5
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        1 2 $75000 3
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25 26 27 28 29 30 $75000 31
August 2027
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1 2 3 4 5 6 $75000 7
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Perfect downtown location. In town on a quiet road just blocks from Main Street in Edgartown, Fuller Street beach, and a short drive or bike ride to South Beach. While the exterior is traditionally stately, the interior is modern and beautiful. Open floor plan melds your kitchen, dining and living space into a comfortable entertaining space. A cozy
Edgartown - Downtown
$14,000.00 - $17,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 112
Perfect downtown location. In town on a quiet road just blocks from Main Street in Edgartown, Fuller Street beach, and a short drive or bike ride to S... Read More
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Convenient and desirable! This five bedroom bungalow with a front porch is located on School Street and just blocks from downtown Edgartown, Fuller Street beach, and a short drive or bike ride to South Beach. Outdoor space is inviting and private. AC throughout the house, with mini split units on the first floor and the lower level. Includes multi
Edgartown - Downtown
$15,000.00 - $17,500.00 / per week
Beds 5 beds
Baths 4 Full Bath
Sleeps 9 sleeps
Rating 5 (1)
Edgartown Downtown 48
Convenient and desirable! This five bedroom bungalow with a front porch is located on School Street and just blocks from downtown Edgartown, Fuller St... Read More
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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
Hot HOT 18
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
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    1 2 3 4 $19500 5
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15 16 17 18 19 20 $27000 21
22 23 24 25 26 27 $25500 28
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Built in 1780 and thoughtfully updated for today's living, this downtown Edgartown home blends historic architecture with comfort. The main level offers a light-filled living space furnished with heirloom pieces, high end rugs, and original oil paintings, a formal dining area, and an updated kitchen that leaves nothing to be desired. With two prima
Edgartown - Downtown
$10,000.00 - $12,900.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 44
Built in 1780 and thoughtfully updated for today's living, this downtown Edgartown home blends historic architecture with comfort. The main level offe... Read More
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This classic four-bedroom, two and a half bath home is situated in the heart of Edgartown. Inside you will find original wood floors throughout and the bedrooms are bright and cozy. This vacation home also features a spacious, well equipped kitchen and dining area which is separate from the living room spaces. Also on the first floor is the first o
Hot HOT 11
Edgartown - Downtown
$7,000.00 - $12,000.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 12
This classic four-bedroom, two and a half bath home is situated in the heart of Edgartown. Inside you will find original wood floors throughout and th... Read More
June 2027
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    1 2 3 4 $10000 5
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20 21 22 23 24 25 $12000 26
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August 2027
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8 9 10 11 12 13 $12000 14
15 16 17 18 19 20 $12000 21
22 23 24 25 26 27 $12000 28
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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 kitchen and living area, ideal for gathering. Relax in the front living room, where you can read a book and watch passersby on North Water Street. Views of Edgartown Harbor can be enjoyed from all fron
Hot HOT 16
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 2027
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    1 2 3 4 $15000 5
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13 14 15 16 17 18 $16000 19
20 21 22 23 24 25 $17500 26
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18 19 20 21 22 23 $19500 24
25 26 27 28 29 30 $19500 31
August 2027
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8 9 10 11 12 13 $19500 14
15 16 17 18 19 20 $18500 21
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Beautiful property in the heart of Edgartown, this five bedroom main house and carriage house is conveniently located to downtown . A welcoming chefs kitchen boasts high ceilings and center island with white marble counter tops - which is a wonderful gathering spot in the home. There is a Miele stackable W/D in the attached spacious mudroom with pl
Edgartown - Downtown
$6,000.00 - $12,000.00 / per week
Beds 5 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Edgartown Downtown 41
Beautiful property in the heart of Edgartown, this five bedroom main house and carriage house is conveniently located to downtown . A welcoming chefs ... Read More
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Experience the epitome of luxury and relaxation in this exquisite rental home. This meticulously designed retreat boasts high-end furnishings throughout, promising the utmost in comfort and style. Fully equipped, truly your home away from home. Outside is a private oasis, where an in-ground pool beckons you to unwind in the sun-drenched serenity of
Hot HOT 12
Edgartown - Downtown
$5,000.00 - $17,000.00 / per week
Beds 4 beds
Baths 5 Full Bath
Sleeps 8 sleeps
Edgartown Downtown 2
Experience the epitome of luxury and relaxation in this exquisite rental home. This meticulously designed retreat boasts high-end furnishings througho... Read More
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $10000 5
6 7 8 9 10 11 $12000 12
13 14 15 16 17 18 $15000 19
20 21 22 23 24 25 $17000 26
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        1 2 $17000 3
4 5 6 7 8 9 $17000 10
11 12 13 14 15 16 $17000 17
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European elegance combines with a casual, nautical charm to create a style which is both welcoming and glamorous in this seven-bedroom, six and-a-half bath estate. A perfectly appointed kitchen and butlers pantry accommodate both formal dinner parties and cozy meals on the cushioned window seat of the breakfast nook - perhaps read the paper on the
Edgartown - Downtown
$35,000.00 / per week
Beds 7 beds
Baths 6 Full, 1 Half Bath
Sleeps 12 sleeps
Edgartown Downtown 125
European elegance combines with a casual, nautical charm to create a style which is both welcoming and glamorous in this seven-bedroom, six and-a-half... Read More
June 2027
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    1 2 3 4 $35000 5
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13 14 15 16 17 18 $35000 19
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