Waterfront holiday rentals in Oak Bluffs

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Popular amenities for Oak Bluffs waterfront rentals

Waterfront apartment accommodation

Superhost
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
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 favourite
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
Apartment in Mashpee
4.71 out of 5 average rating, 14 reviews

John’s Pond Beach Studio

IavorRating, 5 stars9 months ago
The accommodation was lovely and the location was great. Highly recommend!
Guest favourite
Apartment in Falmouth
5 out of 5 average rating, 19 reviews

Peaceful Pond view apartment close to beach

ElizabethRating, 5 stars4 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!
Top Guest favourite
Apartment in Barnstable
4.94 out of 5 average rating, 36 reviews

Studio Apartment

Atiq UlRating, 5 stars1 day ago
Tinas place is wonderful. Our family had great time. We enjoyed heated pool and hot jet in a private setting. There is a firepit by the pool and ptown is at an hour drive. We'll be coming back!
Guest favourite
Apartment in Marion
4.93 out of 5 average rating, 42 reviews

HARBOR VIEW CARRIAGE HOUSE, LOCATED IN VILLAGE

MichelleRating, 5 stars6 days ago
Very cute home with wonderful view and great location!! Would return!

Waterfront house rentals

Superhost
Home in New Seabury
5 out of 5 average rating, 7 reviews

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

MadisonRating, 5 stars8 months ago
Prescott’s house is such a relaxing place to stay with a big group. The house has a very pretty view and is very clean and peaceful. We are very grateful for such a nice stay at this beautiful house. The BBQ outside didn’t work great but other than that we had a wonderful time! Thank you Prescott.
Guest favourite
Home in Forestdale
5 out of 5 average rating, 15 reviews

Tranquil Oasis: Water-Front Home

DonnaRating, 5 stars8 months ago
Great place for our girls weekend. Sadly the weather did not cooperate and we could not use the kayaks provided.
Guest favourite
Home in New Seabury
5 out of 5 average rating, 60 reviews

New Seabury Waterfront: August 23-29 at -35%!

Amy And ChuckRating, 5 stars1 week ago
Leonardo's home had it all. Plenty of room for the 10 of us, with a choice of comfortable seating areas for talking or playing games. A beautiful deck that was perfect for sipping a morning coffee. A pier for fishing and launching kayaks. A kitchen fully stocked with pots, pans, and cooking gadgets. Plenty of room for parking. It is truly ideal for a large group who values their time together but also appreciates some private time. Leo was very responsive, even dropping by to bring some supplies that were inadvertently not stocked. (We were happy to obtain the supplies ourselves, but Leo went above and beyond and delivered them himself). This was lucky for us, as he also supplied recommendations on things to see and do in the area. I highly recommend staying here if you have the opportunity. You'll have a lovely home with a stellar view and a wonderful host.
Guest favourite
Home in Chilmark
4.97 out of 5 average rating, 29 reviews

Fun, Authentic, Waterfront Cottage/air conditioned

EricRating, 5 stars3 days ago
Cozy space in a great location. Our family with a toddler and dog were very comfortable.
Top Guest favourite
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!
Guest favourite
Home in Sandwich
4.97 out of 5 average rating, 91 reviews

Serene Lakefront home in Cape Cod, #onlawrencepond

MichaelRating, 5 stars2 weeks ago
The house lived up to our expectations from the pictures. It was quiet and peaceful with restaurants and groceries within 10-15 minutes. Everything we could have needed was provided and we had a lovely stay in this beautiful home.
Guest favourite
Home in Falmouth
5 out of 5 average rating, 24 reviews

Cape Getaway +EV Charger + Fire Pit +OutdoorShower

JessicaRating, 5 starstoday
Ruben and Celine were fantastic and so was their place! We truly enjoyed our time at the house, which was pristine and perfectly reflected the listing. The house is tastefully designed and was very practical for our one week stay. We had a great time playing games in the basement, cooking and playing with our dog in the fenced back yard, as well as checking out local restaurants and spending a day on Marth'as Vineyard since the ferry is so close to the house. Ruben and Celine's place is one of the top Airbnb's we've stayed at and I couldn't recommend it enough!
Guest favourite
Home in Dartmouth
4.91 out of 5 average rating, 11 reviews

Quaint Beach house. Long term renters welcome!

ShawnRating, 5 stars10 months ago
Oceans 11 was top notch!! They provided everything we needed for a few days of exploring and relaxing! The sign Welcoming our family was so special. The home was so comfortable and very clean. We loved our private beach and the neighbors were so sweet and kind enough to share cucumbers and tomatoes from his garden. We visited the Zoo and The Ice cream cottage provided a yummy summer treat! We did some antiquing and visited some great restaurants. We would definitely recommend this home and would book it again!! Thanks for a memorable stay!

Waterfront condo accommodation

Superhost
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.
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!
Condo in Falmouth
4.7 out of 5 average rating, 37 reviews

Lovely lakefront studio/condo with pool

LindaRating, 5 stars10 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.
Condo in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars34 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
Condo in New Seabury
5 out of 5 average rating, 13 reviews

Beach, Steps Away, * Reduced Seasonal Rental *

TimRating, 5 stars10 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
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 favourite
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.
Guest favourite
Condo in New Bedford
4.98 out of 5 average rating, 58 reviews

Millie's-Historic New Bedford, 2BR, water views

LaurieRating, 5 stars4 weeks ago
We had a great six nights here. The space is super cool, well appointed with comfty beds and super soft towels, and was squeeky clean! We enjoyed the roof deck, the views to the waterfront, and the fireplace--and had an exceptional meal at Cork, too! Our stay was a combination of a work trip plus time to explore New Bedford and the SouthCoast and the location was great for both. Having a dedicated parking space was great, too. We would happily return.

Quick stats about waterfront rentals in Oak Bluffs

  • Total rentals

    40 properties

  • Nightly prices starting at

    $278 AUD 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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