Oak Bluffs Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Oak Bluffs holiday rentals

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 HK$4,299
HK$9,473 total
includes taxes & fees
17 Feb - 18 Feb
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 HK$2,345
HK$4,095 total
includes taxes & fees
2 Mar - 3 Mar
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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 HK$2,736
HK$6,985 total
includes taxes & fees
17 Feb - 18 Feb
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
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 HK$2,345
HK$5,239 total
includes taxes & fees
18 Feb - 19 Feb
Oak Bluffs - Quiet neighborhood
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 HK$2,345
HK$4,095 total
includes taxes & fees
2 Mar - 3 Mar
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 HK$1,280
HK$1,465 total
includes taxes & fees
19 Feb - 20 Feb
The Club at New Seabury
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 HK$1,290
HK$3,158 total
includes taxes & fees
17 Feb - 18 Feb
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
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
The price is HK$1,013
HK$1,160 total
includes taxes & fees
22 Feb - 23 Feb
InnSeason Resorts Captain's Quarters
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 HK$1,189
HK$3,170 total
includes taxes & fees
17 Feb - 18 Feb
Amazing Onset Getaway in the Starfish Suite
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 HK$1,119
HK$3,013 total
includes taxes & fees
17 Feb - 18 Feb
Spacious and Bright , Very Close to Beach!
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 HK$2,345
HK$4,822 total
includes taxes & fees
28 Feb - 1 Mar
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Fridge, microwave, oven, stovetop

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is HK$3,908
HK$7,622 total
includes taxes & fees
17 Feb - 18 Feb
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
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 HK$766
HK$1,566 total
includes taxes & fees
28 Feb - 1 Mar
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
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 HK$816
HK$3,287 total
includes taxes & fees
24 Feb - 25 Feb
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
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 HK$1,372
HK$2,702 total
includes taxes & fees
18 Feb - 19 Feb
Steps from Marina, beach, restaurants!
Exterior

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
United States
Jennifer T.
The price is HK$3,908
HK$8,478 total
includes taxes & fees
18 Feb - 19 Feb
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is HK$1,407
HK$3,856 total
includes taxes & fees
17 Feb - 18 Feb
Falmouth Oasis
Exterior

TABOR SUITE, IN THE MARION VILLAGE

TABOR SUITE, IN THE MARION VILLAGE
Marion
9.0 out of 10, Wonderful, (2 reviews)
"Very good"
United States
Karl D.
The price is HK$1,368
HK$3,231 total
includes taxes & fees
17 Feb - 18 Feb
TABOR SUITE, IN THE MARION VILLAGE
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 HK$2,064
HK$5,225 total
includes taxes & fees
17 Feb - 18 Feb
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
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 HK$2,251
HK$5,600 total
includes taxes & fees
17 Feb - 18 Feb
Spring Escape in Hatchville – Sleeps 6 + Dogs!
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
"The Iris Hotel was very nicer. Check in and out was a breeze. Clean, inviting, and the service was great. The rooms were clean and tastefully decorated. The free breakfast buffet was excellent. Everything from waffles, eggs, bacon, sausage, bagels, fruit, etc. I was not expecting that. I highly recommend it. "
Robert 1-night trip
Posted 1 day ago
Iris Hotel Cape Cod

Find out more about Oak Bluffs

Search for holiday rentals in Oak Bluffs on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Bluffs using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oak Bluffs!

Frequently asked questions

Can I find holiday rentals in Oak Bluffs?

Yes, there are holiday rentals in Oak Bluffs close to Flying Horses Carousel, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Oak Bluffs has to offer?

MOST CHIC SPOT! Your Martha's Vineyard Getaway!: This highly rated holiday home rental in Oak Bluffs is located in the city centre, and has a patio, a garden and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Oak Bluffs?

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

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 holiday rentals like in Oak Bluffs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Bluffs. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.