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Holiday rentals in Dukes County

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Top-rated holiday rentals in Dukes County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!
23–30 Jan
£109 per night
Guest favourite
Guest suite in Oak Bluffs
Sea View Waterfront Beachfront Apartment
Prime location- right across the street from a sandy beach, a few minutes walk to the harbor, downtown, and transportation (boat, bus, etc). This beautiful street-level one-bedroom apartment sits across the street from the ocean, where you can take a dip and enjoy the beach. The apartment was recently redone and has a small bedroom with a queen size bed, small bathroom, full kitchen, and living room area with pull-out couch. Convenient to take the ferry into Oak Bluffs and walk to the apartment
12–19 Sept, Individual Host
£398 per night
Guest favourite
Guest house in Falmouth
Wooded studio apartment in Woods Hole village
A one-room studio apartment behind our main house is the perfect place for someone visiting Woods Hole village. It works for one guest or a couple. Please note the apartment is located directly behind the main house. COVID-19 UPDATE: Our cleaning crew is now following the enhanced cleaning checklist recently suggested by AirBnb to further clean and disinfect between stays. Given that many bookings were made prior to the outbreak, a 24-hour break has not always been possible between visits.
22–29 Nov
£126 per night

Popular amenities for Dukes County holiday rentals

Other great holiday rentals in Dukes County

Guest favourite
Cottage in Oak Bluffs
Charming water-front cottage on Martha's Vineyard!
16–23 Mar, Individual Host
£380 per night
Guest favourite
Cottage in Tisbury
Not Your Great Aunt's Island Cottage
3–10 Mar, Individual Host
£320 per night
Superhost
Tiny home in Edgartown
Unique Vineyard Tiny House “The Banana Stand”
13–20 Oct, Individual Host
£199 per night
Guest favourite
Guest suite in West Tisbury
Loft Guest Suite in Modern Barn House
6–13 May, Individual Host
£187 per night
Guest favourite
Cottage in Tisbury
Martha's Vineyard Getaway Cottage
4–11 Apr, Individual Host
£220 per night
Guest favourite
Home in Oak Bluffs
Sweet little post and beam
7–14 Feb, Individual Host
£367 per night
Guest favourite
Guest house in Chilmark
Beautiful Guest House in Chilmark
21–28 Jan, Individual Host
£332 per night
Guest favourite
Home in Oak Bluffs
Unique Luxury Yurt w/ Free kayaking
5–12 Jan
£270 per night
Guest favourite
Flat in Oak Bluffs
Sunny Studio Apartment on Martha's Vineyard
21–28 Oct, Individual Host
£199 per night
Guest favourite
Home in West Tisbury
Secluded Up Island Cottage
16–23 Dec
£262 per night
Guest favourite
Guest house in Tisbury
Adorable Vineyard Haven Cottage
28 Jan – 4 Feb, Individual Host
£255 per night
Guest favourite
Home in Edgartown
Close to Edgartown Village Center!
14–21 Mar, Individual Host
£388 per night

Destinations to explore