Vacation rentals with beach access in Dukes County

Very comfortable apartment in a beautiful location in Woods Hole. Great view of Eel Pond and the waterfront.

We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Paddlers Paradise is a diamond in the rough. Great location in OB just far enough from all the action. The space was well cared for and had everything we needed. Chick was responsive and kind in all her interactions as I had a bunch of questions prior to arrival. She was spot on with her island recommendations. First time staring here but won’t be my last!

Lyn's place is a quiet location within a short distance to the beach and to the ferry port. The natural views outside the home were great and the interior accommodations were nice.

Enjoyable last-minute short stay. It was very accommodating for 6 women cyclists. I so wish the hot tub was up and running. It would've been perfect after our 50-mile bike ride on the island.

Toni's place was just as described. Accommodations were great. Very easy check-in. Communication and response was quick from the beginning. Location is everything. We initially had reservations at a house but am so happy that I reserved Toni's place. Located in the heart of Oak Bluffs town and with the balcony, it's a great place to unwind and people watch. Walking distance to everything...harbor, shopping, grocery store, restaurants, Inkwell beach and so much more. Plenty of towels, games and everything needed in the kitchen. Thank you Toni and Derek for begin great hosts. We will definitely be back. BTW, the car service was everything. Thank you for the referral.

Martha and her place was perfect for my needs. Martha was a pleasure to talk to. She was always available and very cool. I'll be back! Thank you Martha

Great location with lots of things to do nearby!

What a wonderful stay we had! The house was stocked with anything you could think of and the host Caroline was readily available for any questions. Will absolutely come back and recommend to all!

My family and I had a lovely stay in Oak Bluffs, MA! We loved walking around town (which is only a few minutes away on foot) and spending our time relaxing in the cottage after exploring. There are great restaurants, local shops, and beautiful scenery all within walking distance. Even though we brought our car (which was great for traveling to the island), we practically didn't need it to get around. Brianna was very responsive and accommodating during our stay. We appreciated her willingness to answer any questions and enjoyed our stay. We would love to come back!

We really enjoyed our time at this home. The kids loved the finished basement and we had plenty of common space for two families or 4 and 5. Carrington was responsive to our needs and communicated well. The house was located close to Oak Bluffs and I enjoyed easy access to beautiful running routes by the ocean.

We are a group of fishing buddies that have been coming to Chappy for many years and rented lots of places and Elaine’s home is far and away the best. From the awesome outside shower, beautiful bedrooms, high end kitchen and appliances everything one could want has been thought of.

We traveled with 4 couples who have know each other since HS, 40 years ago. It was a great home to relax and catch up. The house is lovely and we loved that we each had our full bath! I highly recommend this home and this location.

We stayed over the long weekend at this beautiful property. It’s located centrally close to all the major attractions and beaches. The property had beautiful features and felt very comfortable. The home itself had a lot of charm and had a positive energy. Hosts were very kind and nice to communicate with. They left us wonderful treats and fresh eggs from their beautiful garden. Overall it was a great stay at their property. Highly recommended and we will be staying there again. I will highly recommend getting a car to travel in the island so you can go to Edgartown or other places.

The cottage was everything we were hoping for and more. We love the “up island” experience so much. We are in full group discussion of booking it again sooner than later.

We loved our stay! The house was beautiful, immaculate, spacious, and well-stocked. The location was perfect, we walked into Edgartown every day, and rented bikes to get to the beach. Amy was super responsive and the house manual she provided in advance had all of the info we needed. The only downside was construction on a neighboring house— the work was noisy and a little disruptive, and large construction vehicles sometimes blocked the road getting into and out of the house. No fault of Amy’s, though, and hopefully the work will be done soon!

Our stay was great. Listing was as described. Walkable to many restaurants and shops. We had trouble getting the A/C units to work but may have just been us; we made do. Appreciated the free coffee amenities as well as bottle gifted to us by the host upon arrival. Right across the road from the water and a peaceful neighborhood. Overall a very nice stay.

Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

My all-time favorite place to stay in Oak Bluffs and Adrienne is a phenomenal host. A 5 minute walk to Ocean Park and Circuit Avenue. No detail is left unattended. She is both proactive and responsive and her home is beautiful. On some days I had to balance the urge to relax in the peacefulness of her home with the urge to visit the beauty of the beach. I did both. But since the unit has a balcony, I also enjoyed the beachfront views and solitude. Adrienne has made at least two important upgrades that make her already lovely home even more attractive: 1) She added a seating nook in the living room’s bay window - two leather bar height chairs and a three-tier table overlooking the beach and Seaview Avenue; and 2) she replaced the two single beds in the first bedroom with two double beds which enables her to increase occupancy. Although I was traveling solo this visit, I do plan to visit again with friends. Book it and fall in love with it!

We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.

Leah was the most accommodating host I’ve ever encountered. The beds were super comfortable and the house was pristine. Leah gave tons of recommendations for me and my 2 under 2. We had a great time despite the weather and I would highly recommend Leah’s place to anyone.

this is a great unit with lots of space for the family. so much to do on the cape and near by. but you can just park the car and just stay put with a beach and pool! everything went perfect

Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)

Thank you for your hospitality. The stay was great and you were a pleasure to deal with.