Dukes County Holiday Rentals

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Featured Dukes County Holiday Rentals

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

West Tisbury
9.0 out of 10, Wonderful, (35)
"The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel."
United States
Maryann B.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs
6.4 out of 10, (31)
"indoor and outdoor comfortable space"
United States
Delores C.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

The quintessential MV home. Now booking for 2026!

Oak Bluffs
9.8 out of 10, Exceptional, (55)
"Beautiful home on quiet street within walking distance to Oak Bluffs. Well equipped kitchen and comfy family room. Beautiful primary suite with huge modern bathroom. Carrington was an excellent host and very responsive to anything that came up. "
United States
Jenny D.
The quintessential MV home. Now booking for 2026!

Spacious colonial home close to town with AC, porches, & W/D

Oak Bluffs
9.4 out of 10, Exceptional, (6)
"We had such a great time at this home. Very private yet steps to town. This home is highly recommended. Thanks!"
United States
William C.
Spacious colonial home close to town with AC, porches, & W/D

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, YMCA and the island’s top attractions … !highly recommend!"
United States
Kerry-Ann H.
The price is HK$4,275
HK$9,421 total
includes taxes & fees
18 Nov - 19 Nov
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

Edgartown
10.0 out of 10, Exceptional, (150)
"Lovely home, well stocked"
United States
Natalie C.
New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

Cozy getaway in a central location w/ a full kitchen & furnished deck

Oak Bluffs
6.6 out of 10, (25)
"The home was nice, a little outdated, but great for a family. Unfortunately it does not have AC and when we arrived we found 2 fans were broken. We immediately contacted Vacasa who said they would send maintenance. While waiting for maintenance, we also noticed within the first hour that one of the dining chair backs was broken/not attached, one of the bed posts fell off as it was not attached, and the fan in one of the bathrooms was stuck on. We planned to notify maintenance when they came but...
United States
Dawn R.
Cozy getaway in a central location w/ a full kitchen & furnished deck

Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

Tisbury
10.0 out of 10, Exceptional, (67)
"The house was well stocked and had everything you could need. "
United States
ROBYN M.
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

Edgartown
9.6 out of 10, Exceptional, (4)
"Place was clean and comfortable, great location and really easy to get to the ocean, wish we could've stayed longer."
United States
Niels A.
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS

Oak Bluffs
9.6 out of 10, Exceptional, (31)
"We had such a wonderful stay. Thank you."
United States
Rose J.
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS

Updated house close to town and beach with patio, AC, and games

2.0 star property
Oak Bluffs
9.8 out of 10, Exceptional, (6)
"Great place, would stay again. Comfortable beds, walking distance to tons, nicely decorated. Had everything we needed."
United States
Margaret C.
Updated house close to town and beach with patio, AC, and games

Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass

West Tisbury
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at this house. We really enjoyed the location and beach pass to Lambert’s Cove. The host was response and friendly. The house was very cute and had plenty of space for all of us. "
United States
Maureen K.
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs
9.4 out of 10, Exceptional, (91)
"Location, the water view, delicious restaurants nearby. Apt was comfy, clean. For 1 night only used the fridge. "
United States
Brenda M.
The price is HK$2,099
HK$3,872 total
includes taxes & fees
18 Nov - 19 Nov
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

The Costal Corner - Martha's Vineyard

2.0 star property
Katama
10.0 out of 10, Exceptional, (4)
"Excellent property, clean, well appointed and supplied great support by owner. All the considerate details to make a stay easy and enjoyable were thought of and provided by this property owner. The manager was helpful and cheerful. We are greatful to have stayed."
United States
David B.
The Costal Corner - Martha's Vineyard

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Tisbury
10.0 out of 10, Exceptional, (31)
"We had a wonderful stay! The house is adorable, sparkling clean, and the cute backyard was a fantastic bonus. The host was incredibly accommodating and made us feel right at home. Highly recommend!"
United States
Felice B.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown
10.0 out of 10, Exceptional, (2)
"Beautiful house in Edgartown, was a perfect stay!"
United States
Alec G.
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Oak Bluff's Victorian Walk to Town & Beaches

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"One of the most relaxing and comfortable places we have ever stayed in on the island. Lots of privacy for everyone and felt comfortable the whole time. Would recommend for large groups! The hosts were great and communicated everything to us in a timely manner. "
United States
Tarryn P.
Oak Bluff's Victorian Walk to Town & Beaches

Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club

Katama
10.0 out of 10, Exceptional, (38)
"My husband and I spent 7 wonderful nights here. The property is beautiful, private and comfortable. Perfectly appointed--we didn't want for a thing. Communication with Steve and Craig was excellent. We would come back over and over again without hesitation."
United States
Anonymous traveller
Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Oak Bluffs
10.0 out of 10, Exceptional, (71)
"Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend."
United States
Eileen P.
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Soulas Martha's Vineyard Victorian Beach House, Walk to Inkwell Beach & Town

Oak Bluffs
10.0 out of 10, Exceptional, (6)
"This house was a perfect place for our 4 parent & 5 teen family vacation. There was more than enough space for everyone to converge on the beautiful wraparound porch & retreat to private spaces to rest and recharge. The beds were comfy, the AC was powerful and efficient, and the furniture soft and inviting. All bathrooms were clean, stocked, comfortable & handled the stress test of 9 people after beach day warm showers before dinner no problem. Location though is second to none, right next to...
United States
Nick D.
Soulas Martha's Vineyard Victorian Beach House, Walk to Inkwell Beach & Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dukes County Hotel Reviews