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 114 properties available
Nestled on a quiet street in the heart of Edgartown Village, this inviting four-bedroom home offers the perfect blend of comfort, privacy, and convenience. Featuring a 25x15 in-ground heated pool and spa, as well as generous off-street parking, this property is an ideal island retreat. The thoughtfully designed open floor plan features a spacious p
Edgartown - Downtown
$20,000.00 - $30,000.00 / per week
Beds 6 beds
Baths 5 Full, 2 Half Bath
Sleeps 12 sleeps
Edgartown Downtown 145
Nestled on a quiet street in the heart of Edgartown Village, this inviting four-bedroom home offers the perfect blend of comfort, privacy, and conveni... Read More
June 2026
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Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes to Main Street in the heart of downtown Edgartown. Inside you will find a well-equipped kitchen with granite counter tops and stainless appliances. Just behind the stools of the eat-in area is a beaut
Edgartown - Downtown
$6,250.00 - $12,750.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Rating 5 (2)
Edgartown Downtown 63
Restored to its original Edgartown charm with all the modern amenities. This tri-level fully air conditioned four bedroom Gambrel is located minutes t... Read More
June 2026
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  1 2 3 4 5 $9750 6
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At first glance, the house bears the historic charm of the 1800s, precisely maintained and bound by a beautiful fieldstone wall. Yet inside, it reflects the beach house of a sophisticated cosmopolitan type. The interior has been opened up, giving way to sunlight which streams through the entirely of the space. The back door, serving as the primary
Edgartown - Downtown
$12,500.00 - $20,000.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 75
At first glance, the house bears the historic charm of the 1800s, precisely maintained and bound by a beautiful fieldstone wall. Yet inside, it reflec... Read More
June 2026
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The minute you enter this elegantly appointed and immaculate home, you feel the essence of Edgartown's charm and grace. The state of the art kitchen with stainless steel appliances and granite counter tops is any chefs dream. The kitchen opens to a very private outdoor patio fully equipped with gas grill and outdoor furniture for those summer famil
Edgartown - Downtown
$11,800.00 - $16,000.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Edgartown Downtown 282
The minute you enter this elegantly appointed and immaculate home, you feel the essence of Edgartown's charm and grace. The state of the art kitchen w... Read More
June 2026
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This charming downtown Cape with four bedrooms and three baths is the perfect vacation retreat. The spacious first floor includes an open floor plan of kitchen, dining area, and living area. Continue down the hall past the first full bath and laundry to the sitting room with wet bar and access to the pergola covered slate patio. Next the bunkroom,
Edgartown - Downtown Pet Friendly
$4,500.00 - $12,500.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 9 sleeps
Edgartown Downtown 144
This charming downtown Cape with four bedrooms and three baths is the perfect vacation retreat. The spacious first floor includes an open floor plan o... Read More
June 2026
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  1 2 3 4 5 $7500 6
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FERRY TICKETS AVAILABLE: 6/13 -6/20, 6/20 -6/27, 8/16 - 8/23, 8/30 -9/6, 9/5 - 9/12, 9/12 - 9/19 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
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
FERRY TICKETS AVAILABLE: 6/13 -6/20, 6/20 -6/27, 8/16 - 8/23, 8/30 -9/6, 9/5 - 9/12, 9/12 - 9/19 Just a short stroll to Main Street, you'll find this ... Read More
June 2026
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  1 2 3 4 5 $15000 6
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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
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 2026
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  1 2 3 4 5 $8800 6
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In town Edgartown at its best. Nestled and set back, this four-bedroom guesthouse that feels like a well-stocked beach retreat. Fully equipped chef's kitchen, open floor plan of dining and living room, and a first-floor primary suite tucked back for privacy. The upper level offers two bedrooms en suite both bright airy and clean. One has a private
Edgartown - Downtown
$7,500.00 - $14,000.00 / per week
Beds 4 beds
Baths 4 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 5 (1)
Edgartown Downtown 36
In town Edgartown at its best. Nestled and set back, this four-bedroom guesthouse that feels like a well-stocked beach retreat. Fully equipped chef's ... Read More
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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
Hot HOT 11
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 2026
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  1 2 3 4 5 $9000 6
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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
Hot HOT 10
Edgartown - Downtown
$10,000.00 - $14,000.00 / 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
June 2026
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  1 2 3 4 5 $11900 6
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This beautiful four-bedroom home boasts an open-concept living space, including a large kitchen and dining area, as well as a sitting area with a wet bar, beverage cooler and large screen TV. The second floor features a primary suite with a private bathroom and TV, and three additional bedrooms that share a bathroom. Off the kitchen, there is a sp
Edgartown - Downtown
$7,000.00 - $14,000.00 / per week
Beds 4 beds
Baths 2 Full, 1 Half Bath
Sleeps 8 sleeps
Edgartown Downtown 136
This beautiful four-bedroom home boasts an open-concept living space, including a large kitchen and dining area, as well as a sitting area with a wet ... Read More
June 2026
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14 15 16 17 18 19 $7000 20
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FERRY TICKETS AVAILABLE: 6/7 - 6/14, 6/14 - 6/21, 6/21 - 6/28, 8/23 - 8/30, 8/30 - 9/6 This inviting property, filled with natural light, features a main house with four bedrooms and a one-bedroom guesthouse. It is conveniently located near the village of Edgartown. The main house has central air conditioning, while the guesthouse has a mini-split
Edgartown - Downtown
$7,000.00 - $15,000.00 / per week
Beds 5 beds
Baths 3 Full Bath
Sleeps 9 sleeps
Edgartown Downtown 122
FERRY TICKETS AVAILABLE: 6/7 - 6/14, 6/14 - 6/21, 6/21 - 6/28, 8/23 - 8/30, 8/30 - 9/6 This inviting property, filled with natural light, features a m... Read More
June 2026
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  1 2 3 4 5 $8000 6
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14 15 16 17 18 19 $9000 20
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