
Waterfront vacation rentals in Oak Bluffs
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Top-rated waterfront rentals in Oak Bluffs
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Popular amenities for Oak Bluffs waterfront rentals
Waterfront apartment rentals

One Bedroom in-law near beach with breakfast
Monica & TJ’s listing is exactly as pictured and described. It is spotless and well appointed. The extra little touches such as quality shampoo, conditioner, shower gel (not Wally World brand), snacks, and of course the pastries upon check in- are so nice. These things tell me that they care about their guests and their experience. Great binder on the “How to use” + suggestions of things to do, restaurants, etc. Very helpful! The best part was how close to the beach this rental is! 100% would stay here again; experience to value ratio = A+ !

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

Lovely room with one double bed
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

2 BR pond suite w/ private kitchen/bath/living
Kathy was a wonderful host and the place was amazing. I will simply say I did not want to leave!

John’s Pond Beach Studio
The accommodation was lovely and the location was great. Highly recommend!

Peaceful Pond view apartment close to beach
Wow, where to start. Kristin went above and beyond to accommodate us and we ended up getting married here! A wild rainstorm/ nor'easter came in so our beach elopement wedding plans had to be changed... not being from the area we had limited back-up options. Kristin kindly allowed us to do our small ceremony on the beautiful back deck. Even if all that didn't take place, her home would have a special place in our hearts because it's so tranquil and beautifully designed. Cherry on top, the bed was super comfy and kitchen well equipped! We had everything we needed for the week. Kristin's daughter gave us great recommendations too for local spots to eat. Highly recommend a stay here!

Studio Apartment
We had a wonderful stay at Tina's place! The location is relaxing and beautiful. We were able to take the canoe out on the pond/lake, which was a lot of fun. The room is very cute, and we were able to cook and grill very easily. Communication was excellent from start to finish. We would definitely book again!

HARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE
The house was warm and comfortable. I would particularly recommend it to Tabor alumni. Two other alumni and I stayed here for our 45th reunion and the campus was well within walking distance.
Waterfront house rentals

Tranquil Oasis: Water-Front Home
Great place for our girls weekend. Sadly the weather did not cooperate and we could not use the kayaks provided.

Stunning 4-bedroom Private Fresh Water Beach Front
We had a great stay at Lisa's house! The home was spacious and had everything we needed. Everyone was impressed with the house and location and wished that we could have stayed longer.

New Seabury Waterfront: July 5-12 Last Week Open!
Thank you for a wonderful stay at your beautiful home. We had plenty of room for our group of seven. The home was equipped with everything we needed. The location was picturesque & serene. We enjoyed the setting overlooking the cove from the the dining tables, living area & deck. We also took full advantage of kayaking from the dock, biking around the beautiful neighborhood & walking to the beach at Popponesset Spit. The hosts were very responsive & accommodated our needs at both check in & check out. We hope we will be able to visit this special part of the Cape again.

Fun, Authentic, Waterfront Cottage/air conditioned
We had an amazing time and would love to come again! The location was perfect, close to the beach and away from the busier parts of the island. I definitely recommend staying here for a relaxing vacation.

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed
Beautifully remodeled home, lovely setting on a large pond. Everything was clean, the kitchen was well stocked. I am an avid cook/home chef and appreciate the decent cookware. So many places have understocked kitchens and wounded cookware. Comfortable King bed. Thoughtfully decorated. Nice quiet neighborhood. We travel with our 13 year old boxer who has traveled the country and we appreciated the one level living. We did not mind being farther from town, we love the wildlife and the beautiful swan swimming on the pond! The host, Benjamin, was easy to get ahold of, though we had no issues with anything at all. The booklet on Salt Crystal that was sent ahead to us was extremely helpful to us! We would definitely stay here again!

Cape Getaway +EV Charger + Fire Pit +OutdoorShower
Ruben and Celine were great. Super responsive and helpful. The house was very clean when we arrived and free of any clutter. Great instructions on the house, and lots of space to hang out and relax even with the not so great weather we had 😄

Sea-Side Shanty
Truly the best Airbnb experience I have had. Hosts are kind and thoughtful. They made sure we had everything we needed. House is spotless. Beds very comfortable. Perfect location with the beautiful water view. Great restaurants around. And easy trip to Boston from the local train station just 10 mins away! We hope to come back soon!!!

N Falmouth Flax Pond Waterfront with Swans
This home was fantastic, sitting on a private driveway and lilly padded pond. The house is clean, freshly renovated, and decorated beautifully with a warm cozy, comfortable feeling. Definitely Cape Cod at it's finest. Our family loved the 2 separate TV family rooms, upper and lower, and the kitchen and seating area for meals was fantastic. A wall of glass, in the main FR and kitchen, over looking the pond loaded with wildlife was breathtaking. The home had some of the most comfortable bedrooms we've found and it suited our family wonderfully. N Falmouth is a great location, close several local towns, beaches and sites. Always an easy drive to local restaurants and shopping and then you are always able to return back to this relaxing gem. Our host Leslie, was a joy to deal with and is always quick to respond, polite and very accommodating. We loved our stay and would highly recommended 200 Chester St to anyone.
Waterfront condo rentals

1 Bedroom Beachfront Falmouth Condo
This location was excellent and the house was as described and shown in photos. A perfect place for some friends and family to have a relaxing stay.

Serenity on Martha's Vineyard
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!

Lovely lakefront studio/condo with pool
Luisa was very responsive to any questions we had. Her place is cute and cozy, very quiet, but everything we wanted to do was close by.

Two bedroom condo .on the water Falmouth, ma
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

Beach, Steps Away, * Reduced Seasonal Rental *
Rose was great She greeted us and show us around. When we had questions she responded quickly messages. Would definitely stay there again.

Condo in Falmouth MA
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.

Beach Cottage 3nts/4th Free in August,Mashpee MA
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.

Ocean View Gem, Walk to it All, No Car Needed!
This property was in a perfect location without a vehicle. It was lovely and exactly as described.
Quick stats about waterfront rentals in Oak Bluffs
Total rentals
40 properties
Nightly prices starting at
G$37,765 GYD before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Roger Williams Park Zoo
- Owen Park Beach
- Point Judith Country Club
- Coast Guard Beach
- Oakland Beach
- Onset Beach
- Inman Road Beach
- South Shore Beach
- Nickerson State Park
- Fort Adams State Park
- Second Beach
- Oyster Harbors Beach
- Pinehills Golf Club
- Goddard Memorial State Park
- Scusset Beach