Waterfront vacation rentals in Oak Bluffs

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Oak Bluffs waterfront rentals

Waterfront apartment rentals

Top guest favorite
A living and dining area is presented with a circular table and four teal chairs. A dark sofa is positioned opposite a wall-mounted TV. Natural light enters through two windows, complemented by gray walls and modern light fixtures.
Apartment in New Bedford
4.99 out of 5 average rating, 124 reviews

One Bedroom in-law near beach with breakfast

ThereseRating, 5 stars3 days ago
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+ !
Superhost
A serene waterfront view captures charming homes lining Eel Pond, reflecting elegantly on the calm water. Trees are visible in the background, and a few boats are docked nearby, creating a tranquil scene that highlights the natural beauty of the surroundings.
Apartment in Woods Hole
4.89 out of 5 average rating, 83 reviews

On Eel Pond: Woods Hole Waterfront Retreat

PaulRating, 5 stars1 month ago
Very comfortable apartment in a beautiful location in Woods Hole. Great view of Eel Pond and the waterfront.
Superhost
A cozy bedroom is furnished with a double bed covered in a blue and white patterned quilt. A small desk and chair are positioned near a window, while a television is mounted on the wall. Light cream walls and a striped rug contribute to a calming environment.
Apartment in Oak Bluff
5 out of 5 average rating, 4 reviews

Lovely room with one double bed

KeyonRating, 5 stars10 months ago
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
Guest favorite
An aerial view captures a serene kettle pond surrounded by lush greenery, with homes positioned thoughtfully around it. A circular road is visible, enhancing the peaceful, residential atmosphere of the neighborhood.
Apartment in Cotuit
4.89 out of 5 average rating, 9 reviews

2 BR pond suite w/ private kitchen/bath/living

MatthewRating, 5 stars4 months ago
Kathy was a wonderful host and the place was amazing. I will simply say I did not want to leave!
Superhost
A cozy bedroom features a spacious bed with striped bedding, paired with a comfortable chair. Natural light filters through sheer curtains covering large windows, revealing a balcony view. Exposed wooden beams add character to the ceiling, while a television mounted on the wall provides entertainment options.
Apartment in Mashpee
4.69 out of 5 average rating, 13 reviews

John’s Pond Beach Studio

IavorRating, 5 stars9 months ago
The accommodation was lovely and the location was great. Highly recommend!
Guest favorite
A bright living room is seen with large windows offering views of the pond. A comfortable sofa, accent chair, and dining table are arranged harmoniously within the space. Natural light illuminates the wooden floor, highlighting a cozy area rug underfoot.
Apartment in Falmouth
5 out of 5 average rating, 19 reviews

Peaceful Pond view apartment close to beach

ElizabethRating, 5 stars2 weeks ago
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!
Guest favorite
The private studio features a spacious layout with a queen bed, single sleeper sofa, and a comfortable seating area. Natural light enters through large windows, and a kitchenette is visible in the corner. Wall art and decor add character to the inviting interior.
Apartment in Barnstable
4.94 out of 5 average rating, 33 reviews

Studio Apartment

EmilyRating, 5 stars2 days ago
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!
Guest favorite
A bright living area is shown, featuring two light-colored sofas facing each other. A wooden bookcase stands nearby. A painting of a sailboat is displayed on the wall, while natural light streams through the multiple windows, illuminating the colorful area rug.
Apartment in Marion
4.93 out of 5 average rating, 41 reviews

HARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE

JamesRating, 5 stars12 months ago
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

Superhost
A serene view of a calm lake is presented, showcasing clear water reflecting the blue sky above. Lush greenery lines the shoreline, while distant white structures hint at nearby homes. The scene captures a tranquil setting ideal for relaxation.
Home in Forestdale
5 out of 5 average rating, 15 reviews

Tranquil Oasis: Water-Front Home

DonnaRating, 5 stars7 months ago
Great place for our girls weekend. Sadly the weather did not cooperate and we could not use the kayaks provided.
Superhost
A view from a wooden deck showcases tranquil Jenkins Pond, surrounded by tall trees and clear blue sky. Sunlight reflects off the water's surface, highlighting the serene outdoor setting that invites relaxation.
Home in Falmouth
4.99 out of 5 average rating, 71 reviews

Stunning 4-bedroom Private Fresh Water Beach Front

MeganRating, 5 stars2 weeks ago
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.
Superhost
Home in New Seabury
5 out of 5 average rating, 59 reviews

New Seabury Waterfront: July 5-12 Last Week Open!

PaulaRating, 5 stars3 weeks ago
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.
Superhost
An outdoor deck with a wooden dining table and matching chairs is shown, illuminated by a vibrant sunset. Lush greenery and the neighboring buildings can be seen in the background, creating a peaceful setting for dining al fresco.
Home in Chilmark
4.96 out of 5 average rating, 27 reviews

Fun, Authentic, Waterfront Cottage/air conditioned

GlennRating, 5 stars8 months ago
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.
Superhost
A bright living space features two orange chairs and a large blue ottoman. A wall-mounted smart TV is visible, and a dining area with colorful chairs and a chandelier is located nearby. A ladder leads to a loft area above the seating.
Home in Falmouth
5 out of 5 average rating, 62 reviews

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

JudithRating, 5 stars1 month ago
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!
Superhost
An open living area features a sectional sofa and a coffee table on a light area rug. Large windows allow natural light to fill the space. A dining area with a table for four is visible in the background, adjacent to a fully equipped kitchen with modern appliances.
Home in Falmouth
5 out of 5 average rating, 23 reviews

Cape Getaway +EV Charger + Fire Pit +OutdoorShower

KatelynRating, 5 stars2 days ago
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 😄
Superhost
A soft sunset casts a warm glow over the water, reflecting shades of gold and orange. A lighthouse stands peacefully in the distance, surrounded by calm waters that gently ripple under the evening sky.
Home in New Bedford
5 out of 5 average rating, 27 reviews

Sea-Side Shanty

KelseyRating, 5 stars1 week ago
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!!!
Superhost
A spacious living area features large picture windows offering views of Flax Pond. Comfortable seating arrangements include a large sofa and chairs, complemented by a soft area rug. Natural light fills the room, which is adorned with wooden beams above and houseplants strategically placed.
Home in North Falmouth
4.95 out of 5 average rating, 22 reviews

N Falmouth Flax Pond Waterfront with Swans

KeithRating, 5 stars3 weeks ago
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

Superhost
An aerial view captures the oceanfront scene, showcasing a sandy beach next to a waterfront building. The tranquil blue waters stretch towards the horizon, and nearby houses are visible along the coastal road, adding to the serene setting.
Condo in Falmouth

1 Bedroom Beachfront Falmouth Condo

IanRating, 5 stars6 months ago
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.
A light blue, multi-level condo building is captured with distinctive architectural features, including round windows and a turret. Balconies are visible, surrounded by landscaped greenery and a stone retaining wall. The building is set against a clear sky, suggesting a pleasant coastal ambiance.
Condo in Oak Bluffs
4.82 out of 5 average rating, 44 reviews

Serenity on Martha's Vineyard

DeAnnaRating, 5 stars9 months ago
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!
A clear swimming pool is surrounded by well-maintained grass and tall, green trees. Several lounge chairs are positioned around the pool's perimeter. A colorful float is visible in the water, and a shaded area is indicated by a large umbrella. The overall setting is peaceful and inviting.
Condo in Falmouth
4.7 out of 5 average rating, 37 reviews

Lovely lakefront studio/condo with pool

LindaRating, 5 stars9 months ago
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.
A spacious bedroom features a large bed covered with a beige quilt. Two lamps provide soft lighting beside the bed. A seating area with armchairs is positioned across from a fireplace, while a television sits atop a wooden dresser. Light filtering through the blue curtains adds warmth.
Condo in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars33 months ago
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
The exterior of a two-story house is depicted, featuring grey shingles and white trim. A small balcony is visible on the upper level, surrounded by vibrant pink flowers and lush greenery. A white picket fence frames the garden area in front of the house.
Condo in New Seabury
5 out of 5 average rating, 13 reviews

Beach, Steps Away, * Reduced Seasonal Rental *

TimRating, 5 stars9 months ago
Rose was great She greeted us and show us around. When we had questions she responded quickly messages. Would definitely stay there again.
Superhost
The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.
Condo in Falmouth
4.72 out of 5 average rating, 18 reviews

Condo in Falmouth MA

MarkRating, 5 stars1 month ago
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.
Top guest favorite
A private deck features a glass-topped table set for dining, surrounded by black metal chairs. Soft blue cushions add comfort to the seating area, while a vase with yellow tulips brings a pop of color. The tranquil view of Deans Pond complements the inviting outdoor space.
Condo in New Seabury
4.94 out of 5 average rating, 72 reviews

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

GeorgeRating, 5 stars9 months ago
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.
A private balcony offers a scenic view of well-maintained green lawns and a gazebo, creating a tranquil outdoor experience. The balcony features decorative wooden railings, while the open sky above enhances the feeling of spaciousness.
Condo in Oak Bluffs
4.77 out of 5 average rating, 13 reviews

Ocean View Gem, Walk to it All, No Car Needed!

StaceyRating, 5 stars7 months ago
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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