Waterfront holiday rentals in Oak Bluffs

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

This is our favorite place to stay each year. It is a wonderful place and Elizabeth is a PERFECT host.

The accommodation was lovely and the location was great. Highly recommend!

Kristin's place was the perfect winter getaway I was looking for. It is a nice cozy place right on the lake with views from each room including the bedroom- so I could wake up to the view! The kitchenette had all the items I needed for my short stay and the place was modern yet cozy and very clean! Kristin was very kind and helpful and graciously accommodated several requests I had to make me feel at home and work with my schedule. I would definitely stay here again and think this is a perfect place in every season!

I had a restful stay at Mark's place. It's in walking distance to the ferry along with other amenities like bike rental, supermarket, local restaurants, the Net Result, as well as the ferry terminal. It's a great option for anyone who wants to visit MV without a car as local buses are also nearby. Mark tends to his home with care. It's a distinctive place with tons of character, just like MV, which is why I've been returning to the island for 30+ years. I'll be back!

Loved staying here for long weekend with my dog. Accomodations were clean, quiet, comfortable. Tina was very helpful and friendly. Location was peaceful yet close to many restaurants, walking trails, the beach. We would love to stay again!

House is in a lovely family-friendly neighborhood just steps from the fishing pond and beach and walking distance to Poppanesset Resort and shops. House is a tidy rancher with spacious, bright kitchen (skylight and huge island with plenty of seating). Shared living area features two sitting areas, dining rolm table, large double fireplace (not used), and roomy deck and yards. Bedrooms are ideal for a family…primary with queen bed (en suite bath) and two secondaries with a pair of twin beds each (shared bath in hall). It’s pricey, but so is the neighborhood and location so close to the shore and amenities!

Excellent lake front location with great views, great kitchen with all the equipment needed, spacious bedrooms plus Ben is a great host.

This is an absolutely beautiful rental and location. Cleanest, most pristine location we have been to. Appliances and bathrooms are glimmering. Host is immediately responsive and kind. 10 out of 10 in all respects.

We had a great stay at Lisa's. Even in the winter, the view of the lake is precious. We used the house as a base to do things in the area which was perfect. The living area is spacious, cozy and very comfortable to hang out in. The house was clean and well organized. We found everything we needed including a well stocked kitchen. Lisa is an excellent communicator, very helpful and makes herself available should you need anything. We had a minor issue with heat in one room, and Lisa went out of her way to help. We highly recommend this house and host!

The place was exactly what was mentioned in photos and by the host. The host was very friendly and on spot on communication. Although we were there for a short stay, my family and I are excited to come back and stay at Kristen place again from how comfortable we felt especially how everything was so close. There were just a few minor things but it didn’t take away from how amazing Kristen was. Some recommendations I would give are the coffee maker needed a deep clean from past coffee buildup, the mop needed a replacement, the bathroom needed to be cleaned especially the shower curtain. Other than then that it was a great place and I would truly love to come back!

We stayed at Lisa’s place for three nights and it was a 10/10 experience. Lisa was a fantastic host and was very helpful with island recommendations prior to our trip. The property itself is stunning and although we wanted to explore the island, the property also provided a beautiful landscape to just relax. Even given its private, peaceful location, it was still so convenient to town. The house is an adorable converted barn that has incredible, rustic charm and the decor was so beautifully thought out. Before we even left we were talking about booking again in the future. We definitely recommend booking here!

Incredible! A perfect spot to gather and reflect with amazing friends. Liza was an excellent host and the property is very special!

Great place. Great host!

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!

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 :)

Rose was great She greeted us and show us around. When we had questions she responded quickly messages. Would definitely stay there again.

The Condo was clean & comfortable. Having two bedrooms with queen beds was perfect for us, and sharing the 1 bathroom worked fine. The price was better than most other options. It was peaceful, and very quiet during our stay (in early May). Having the pool available would be very nice in summer months.

Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.