Oak Bluffs Vacation Rentals

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Vacation Rentals in Oak Bluffs

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

6.2 out of 10, (17)
"This property has not been well cared for or cleaned. Arrived to a very musty/moldy smell, trash outside, the walls were streaked with dead bug guts and then the stove didn't work!! It was a step above camping. You get what you pay for!"
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

THE PARK ESTATE! Your Martha's Vineyard Getaway!

9.8 out of 10, Exceptional, (16)
"The Park Estate is absolutely a phenomenal property. This estate has EVERYTHING you could ever want and need! The estate is well appointed, wonderfully located to travel throughout the area and the host, grounds keeper and everyone we communicated with was so kind, accessible and very informative. How we were so blessed to be able to rent this beautiful property at the last minute. It truly was fate. We look forward to future opportunities to stay here!"
THE PARK ESTATE! Your Martha's Vineyard Getaway!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

10.0 out of 10, Exceptional, (7)
"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."
The price is CA $2,467
CA $3,785 total
includes taxes & fees
Jul 29 - Jul 30
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The price is CA $752
CA $861 total
includes taxes & fees
Jul 30 - Jul 31
The Club at New Seabury

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (131)
"The rooms are spacious if somewhat dated. Good value. "
The price is CA $273
CA $312 total
includes taxes & fees
Aug 7 - Aug 8
Sea Mist Resort

Beachside Village Resort

3.0 star property
9.4 out of 10, Exceptional, (96)
"Great location! Nice property! "
The price is CA $478
CA $547 total
includes taxes & fees
Jul 31 - Aug 1
Beachside Village Resort

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (174)
"Excellent location! Close to the Ferry and downtown !"
InnSeason Resorts Captain's Quarters

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (39)
"Great place for a summer vacation"
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (216)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (123)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,

Great Home Close to Craigville Beach

10.0 out of 10, Exceptional, (2)
"My friends and I had an amazing stay! The house was clean and the check in process was extremely easy. Also located super close to the beach!"
Great Home Close to Craigville Beach

Historic Home across from Monument Beach, Central A/C

10.0 out of 10, Exceptional, (87)
"Great location and easy walk to the beach."
Historic Home across from Monument Beach, Central A/C

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

8.4 out of 10, Very good, (20)
"So turn key and perfect for Month, Joy is an exceptional host and I’d recommend her place anytime"
The price is CA $159
CA $308 total
includes taxes & fees
Jul 30 - Jul 31
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

8.8 out of 10, Excellent, (33)
"Great spot for a get away. Private with easy access to activities."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Relax & Unwind at this Adorable and very private 1 bedroom 1 bath studio

10.0 out of 10, Exceptional, (4)
"A very nice stay. Relaxing and quiet - we would highly recommend!"
Relax & Unwind at this Adorable and very private 1 bedroom 1 bath studio

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.2 out of 10, Wonderful, (7)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (15)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
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

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?

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C: Visitors give good reviews to this Oak Bluffs vacation home rental, which is located on the waterfront and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Oak Bluffs are THE PARK ESTATE! Your Martha's Vineyard Getaway! and MOST CHIC SPOT! Your Martha's Vineyard Getaway!.

How many vacation rentals will I find in Oak Bluffs?

Choose from 262 Expedia vacation rentals in Oak Bluffs for a memorable vacation.

What can I see and do in Oak Bluffs?

Oak Bluffs Town Beach and Inkwell Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Oak Bluffs Fishing Pier. 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.