Oak Bluffs Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Oak Bluffs vacation rentals

Terrace/patio

Oak Bluffs - Quiet neighborhood

Oak Bluffs - Quiet neighborhood
Oak Bluffs
9.4 out of 10, Exceptional, (43 reviews)
"Perfectly situated!"
United States
Damani B.
The price is ￥45,831
￥102,388 total
includes taxes & fees
Feb 19 - Feb 20
Oak Bluffs - Quiet neighborhood
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.4 out of 10, Exceptional, (3 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is ￥53,470
￥136,516 total
includes taxes & fees
Feb 14 - Feb 15
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is ￥84,024
￥185,150 total
includes taxes & fees
Feb 14 - Feb 15
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Interior

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (91 reviews)
"Great place to stay in Oak Bluffs"
United States
Stephen S.
The price is ￥45,831
￥81,909 total
includes taxes & fees
Mar 1 - Mar 2
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Interior

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (88 reviews)
"The location of this property cannot be beat! Our second time staying here."
United States
Ashley S.
The price is ￥45,831
￥81,397 total
includes taxes & fees
Mar 6 - Mar 7
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Meeting facility

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (349 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
The price is ￥25,010
￥28,624 total
includes taxes & fees
Feb 16 - Feb 17
The Club at New Seabury
On the beach, white sand

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (199 reviews)
"This is my go to hotel when I’m in Falmouth. Always clean and the staff are very friendly. The one bedroom units are very nice!"
United States
Jeff
InnSeason Resorts Captain's Quarters
Interior

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (3 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is ￥26,849
￥63,775 total
includes taxes & fees
Feb 19 - Feb 20
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Interior

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Falmouth
8.2 out of 10, Very Good, (24 reviews)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is ￥14,971
￥30,598 total
includes taxes & fees
Feb 28 - Mar 1
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Smart TV

Entire Hyannis Home Near Downtown & Beaches

Entire Hyannis Home Near Downtown & Beaches
Barnstable
The price is ￥17,699
￥62,699 total
includes taxes & fees
Feb 26 - Feb 27
Entire Hyannis Home Near Downtown & Beaches
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is ￥27,499
￥75,359 total
includes taxes & fees
Feb 15 - Feb 16
Falmouth Oasis
Exterior

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (22 reviews)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is ￥21,861
￥58,889 total
includes taxes & fees
Feb 16 - Feb 17
Spacious and Bright , Very Close to Beach!
Beach nearby, sun loungers, beach towels

Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (25 reviews)
"The property was very nice and in a great location."
United States
Judith H.
The price is ￥23,236
￥64,692 total
includes taxes & fees
Feb 14 - Feb 15
Amazing Onset Getaway in the Starfish Suite
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"Property needs a refresh."
United States
Paul B.
The price is ￥45,831
￥94,942 total
includes taxes & fees
Mar 1 - Mar 2
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Dining

Newly remodeled 4BR Cape Cod home | Minutes to beaches & Shining Sea Bike Pathway | Sleeps 8

Newly remodeled 4BR Cape Cod home | Minutes to beaches & Shining Sea Bike Pathway | Sleeps 8
Falmouth
Newly remodeled 4BR Cape Cod home | Minutes to beaches & Shining Sea Bike Pathway | Sleeps 8
Beach

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Barnstable
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
The price is ￥40,331
￥102,111 total
includes taxes & fees
Feb 14 - Feb 15
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Interior

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is ￥24,749
￥75,883 total
includes taxes & fees
Feb 23 - Feb 24
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Terrace/patio

Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!
Falmouth
10.0 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay. Everything was clean and well kept. "
United States
Lynn S.
The price is ￥43,998
￥109,452 total
includes taxes & fees
Feb 14 - Feb 15
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Property grounds

Hyannis Hideaway in Cape Cod

Hyannis Hideaway in Cape Cod
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
United States
Hunter W.
The price is ￥52,331
￥92,239 total
includes taxes & fees
Feb 14 - Feb 15
Hyannis Hideaway in Cape Cod
Beach nearby, sun loungers, beach towels

Steps from Marina, beach, restaurants!

Steps from Marina, beach, restaurants!
Wareham
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
The price is ￥26,811
￥52,814 total
includes taxes & fees
Feb 16 - Feb 17
Steps from Marina, beach, restaurants!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Bluffs Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"Room was great. Staff was excellent. Breakfast was delicious. Thank you"
Andrea 2-night trip
Posted 1 day ago
Iris Hotel Cape Cod

Find out more about Oak Bluffs

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Frequently asked questions

Can I find vacation rentals in Oak Bluffs?

Yes, you can find vacation rentals in Oak Bluffs near Flying Horses Carousel, or you can go with a more secluded option if you're looking for extra privacy while you relax. The shops and waterfront are just a few reasons why tourists like Oak Bluffs. Allow lots of time to check out the beaches and wineries during your visit.

What are some of the best vacation rentals in Oak Bluffs?

MOST CHIC SPOT! Your Martha's Vineyard Getaway!: This Oak Bluffs vacation home rental is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Oak Bluffs?

Choose from 251 Expedia vacation rentals in Oak Bluffs for a memorable vacation.

What can I see and do in Oak Bluffs?

Ocean Park and Oak Bluffs Town Beach are a couple of scenic spots to enjoy the outdoors, whereas Cottage Museum is one of the cultural attractions. Other places in town to visit include Circuit Avenue and Oak Bluffs Harbor.

What are vacation rentals like in Oak Bluffs?

Vacation rentals are private accommodations you can reserve for several days or longer in Oak Bluffs. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.