Oak Bluffs Holiday Rentals

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Check prices for these dates

Tonight
28 Jul - 29 Jul
Tomorrow
29 Jul - 30 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Oak Bluffs

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

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
Outdoor dining

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!
Dining

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!
Exterior detail

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!
Interior

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 HK$14,129
HK$21,683 total
includes taxes & fees
29 Jul - 30 Jul
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
The Club at New Seabury
Private beach nearby, beach bar

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 Club at New Seabury
Sea Mist Resort
Indoor pool, outdoor pool, pool loungers

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 HK$1,548
HK$1,772 total
includes taxes & fees
7 Aug - 8 Aug
Sea Mist Resort
Beachside Village Resort
Seasonal outdoor pool

Beachside Village Resort

3.0 star property
9.4 out of 10, Exceptional, (96)
"Great location! Nice property! "
The price is HK$2,740
HK$3,135 total
includes taxes & fees
31 Jul - 1 Aug
Beachside Village Resort
InnSeason Resorts Captain's Quarters
On the beach, white sand

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..
Beach nearby

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!!!
Beach nearby, sun-loungers

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,
On the beach, sun-loungers, beach towels

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
Fireplace

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
Exterior

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
Beach nearby

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 HK$911
HK$1,762 total
includes taxes & fees
30 Jul - 31 Jul
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Terrace/patio

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
Outdoor dining

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
TV

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
Exterior

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
Beach nearby, sun-loungers

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

Summercamp

Summercamp

10/10 Excellent
"It's the perfect location to being close proximity of the epicenter of Oak Bluffs this is my second time visiting a property and I look forward to visiting it again in the near future"
Ivan C 3-night trip
Posted 3 days ago
Summercamp

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?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: This highly rated holiday home rental in Oak Bluffs offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite 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 holiday rentals will I find in Oak Bluffs?

Choose from 263 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 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 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.