Oak Bluffs Vacation Rentals

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Check prices for these dates

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Aug 12 - Aug 13
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Aug 13 - Aug 14
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation 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, (23)
"The property is quiet, spacious and was within a walkable mile of downtown Oak Bluffs. The beds were comfortable. Plenty of clean linens and towels. The house could use some updating. The coffee maker, drinking glasses, and silverware need to be replaced with cleaner ones. And the torn portions of the sectional couch should be fixed. I would definitely stay at the property again."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
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 ￥221,610
￥352,989 total
includes taxes & fees
Sep 1 - Sep 2
MOST CHIC SPOT! 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!

The price is ￥37,794
￥93,869 total
includes taxes & fees
Sep 11 - Sep 12
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Dining

THE PARK ESTATE! Your Martha's Vineyard Getaway!

9.8 out of 10, Exceptional, (17)
"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!
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
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, (175)
"Just a quick weekend away. Great location for beach lovers. Also excellent retaurants "
InnSeason Resorts Captain's Quarters
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 ￥46,390
￥53,093 total
includes taxes & fees
Aug 14 - Aug 15
Beachside Village Resort
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, (42)
"Great place for a summer vacation"
The price is ￥55,579
￥119,588 total
includes taxes & fees
Aug 20 - Aug 21
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..
Sea Mist Resort
Indoor pool, outdoor pool, sun loungers

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is ￥23,595
￥27,003 total
includes taxes & fees
Sep 2 - Sep 3
Sea Mist Resort
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, (125)
"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,
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
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
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
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (85)
"Great stay! "
Coastal chic meets French Provençal in this newly renovated oceanfront home.
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 ￥17,153
￥33,161 total
includes taxes & fees
Aug 14 - Aug 15
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
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, (90)
"Great location and easy walk to the beach."
Historic Home across from Monument Beach, Central A/C
Renovated cottage steps from private beach with backyard, grill, bay views, AC
Beach nearby

Renovated cottage steps from private beach with backyard, grill, bay views, AC

7.6 out of 10, Good, (4)
"Rather disappointed with quality of mattresses and overall bedroom furnishings and linens given the cost of rental. Window unit air conditioners were old, noisy and prevented view of water. While property was clean on the inside, outside foliage was overgrown and patio had not been cleaned or swept in sometime. "
Renovated cottage steps from private beach with backyard, grill, bay views, AC
3 Mi to Beaches & Golfing: Family Gem in Cotuit
Exterior

3 Mi to Beaches & Golfing: Family Gem in Cotuit

9.2 out of 10, Wonderful, (5)
3 Mi to Beaches & Golfing: Family Gem in Cotuit
Gorgeous Cottage steps from the beach
Beach nearby, sun loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (16)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach
Terrace/patio

Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private Beach

Waterfront Mashpee 5Bed/3Bath house with AC and WiFi w/ Private 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

Morgan Hotel

Morgan Hotel

10/10 Excellent
"AC is a bit noisy in this tiny room, but location is great. "
Pavel 2-night trip
Posted 10 hours ago
Morgan Hotel

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?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: Visitors give good reviews to this Oak Bluffs vacation home rental, which offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Other favorite homes for rent in Oak Bluffs are MOST CHIC SPOT! Your Martha's Vineyard Getaway! and THE PARK ESTATE! Your Martha's Vineyard Getaway!.

How many vacation rentals will I find in Oak Bluffs?

Choose from 264 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 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.