Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Top cities in Dukes County
Edgartown
Oak Bluffs
Vineyard Haven
Tisbury
West Tisbury
Chilmark
Lagoon Heights
Aquinnah
Chappaquiddick Island
Our top choices for Dukes County guest houses
1. The Lightkeepers Inn
The Lightkeepers Inn3.0 star property
Edgartown
9.4 out of 10, Exceptional, (221 reviews)
9.4/10
Exceptional
(221 reviews)
"The lightkeepers in was perfect.
Would definitely go back"
"The lightkeepers in was perfect.
Would definitely go back"
Penny
The price is AED 837
AED 837
AED 935 total
includes taxes & fees
26 Nov - 27 Nov
2. Madison Inn
Madison Inn2.5 star property
Oak Bluffs
9.8 out of 10, Exceptional, (84 reviews)
9.8/10
Exceptional
(84 reviews)
"Good location, friendly staff. More breakfast/drink options would have been good."
"Good location, friendly staff. More breakfast/drink options would have been good."Melissa
The price is AED 760
AED 760
AED 870 total
includes taxes & fees
22 Nov - 23 Nov
3. Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature TrailsKatama
10.0 out of 10, Exceptional, (65 reviews)
10/10
Exceptional
(65 reviews)
"Lovely little cottage tucked away on a quiet street, but close to everything. Perfect for our September getaway!"
"Lovely little cottage tucked away on a quiet street, but close to everything. Perfect for our September getaway!"B P.
4. The Oak Bluffs Inn
The Oak Bluffs Inn3.0 star property
Oak Bluffs
9.6 out of 10, Exceptional, (11 reviews)
9.6/10
Exceptional
(11 reviews)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
"Such a beautiful, unique spot. Great location, I'll definitely be back."Anonymous traveler
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.
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.
Top reviews in Dukes County
The Lightkeepers Inn
The Lightkeepers InnEdgartown
10/10 Excellent
We had a great stay!! The rooms were so cozy and the location is perfect. The lighthouse is so close by! Great dinning near by! Can't wait to go back!!
We had a great stay!! The rooms were so cozy and the location is perfect. The lighthouse is so close by! Great dinning near by! Can't wait to go back!!
Anonymous traveler
Madison Inn
Madison InnOak Bluffs
10/10 Excellent
My boyfriend and I had the best overnight at the Madison Inn. The room that we booked was small, but still so comfortable and cute and it was in a really convenient location in the center of Oak Bluffs. Staff was so friendly and awesome. Amazing amenities. Def recommending this place to all of my friends! Looking forward to staying again.
My boyfriend and I had the best overnight at the Madison Inn. The room that we booked was small, but still so comfortable and cute and it was in a really convenient location in the center of Oak Bluffs. Staff was so friendly and awesome. Amazing amenities. Def recommending this place to all of my friends! Looking forward to staying again.
Anonymous traveler
Hydrangea House
Hydrangea HouseDowntown Newport
10/10 Excellent
The property was beautifully maintained. Our room was so relaxing to stay in with the fireplace and jacuzzi tub. The owners were amazing, kind, and so hospitable. The daily breakfast is so amazing and plentiful, and the afternoon wine and cheese is a great way to relax after a busy day. Centrally located inn, and parking on premise. Would definitely recommend to stay here. Looking forward to coming back to visit Newport again!
The property was beautifully maintained. Our room was so relaxing to stay in with the fireplace and jacuzzi tub. The owners were amazing, kind, and so hospitable. The daily breakfast is so amazing and plentiful, and the afternoon wine and cheese is a great way to relax after a busy day. Centrally located inn, and parking on premise. Would definitely recommend to stay here. Looking forward to coming back to visit Newport again!
Anonymous traveler
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic HabitatEast Wareham
10/10 Excellent
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.
We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape.
Christopher
The Hamilton Hoppin House
The Hamilton Hoppin HouseMiddletown
10/10 Excellent
Beautiful property and great place to stay.
Beautiful property and great place to stay.
Debbie
Hilltop Inn
Hilltop InnDowntown Newport
10/10 Excellent
Our stay was very comfortable and we were very impressed how at-home we felt. The overall appearance and cleanliness was impeccable and every one of our needs was met. I would recommend the Hilltop Inn over a chain hotel any day.
Our stay was very comfortable and we were very impressed how at-home we felt. The overall appearance and cleanliness was impeccable and every one of our needs was met. I would recommend the Hilltop Inn over a chain hotel any day.
Lynne
Melville House
Melville HouseDowntown Newport
10/10 Excellent
A lovely experience at this quaint, old fashioned B&B. They own a few different houses on the street - a short 5 minute walk to the marina & "downtown", and a short 5 minute drive to the main beach with a few more minutes to the mansions and historical district. Staff were very accommodating, checkin and checkout a breeze, breakfast was homemade & delicious beyond our expectations, free parking... Very simple and sweet accommodations, all you may need but nothing fancy or fussy. Room was clean,...
A lovely experience at this quaint, old fashioned B&B. They own a few different houses on the street - a short 5 minute walk to the marina & "downtown", and a short 5 minute drive to the main beach with a few more minutes to the mansions and historical district. Staff were very accommodating, checkin and checkout a breeze, breakfast was homemade & delicious beyond our expectations, free parking... Very simple and sweet accommodations, all you may need but nothing fancy or fussy. Room was clean,...
Anonymous traveler
Sea Breeze Inn
Sea Breeze InnHyannis
10/10 Excellent
The host was very nice, fun to discuss activities on the Cape with and very hospitable.
The host was very nice, fun to discuss activities on the Cape with and very hospitable.
Anonymous traveler