Search Condo Rentals in Oak Bluffs

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Compare 51 Condo Rentals in Oak Bluffs with updated reviews, rates, and availability.

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, (191)
"Excellent accommodations and pleasant atmosphere.very satisfied. I'll be back. Great staff "
Southcape Resort Mashpee a Ramada by Wyndham
⭐ Amazing Onset Getaway in the Starfish Suite
The house is circled- SO close to the beach!

⭐ Amazing Onset Getaway in the Starfish Suite

9.8 out of 10, Exceptional, (10)
"Great stay, wish we could have stayed longer. I would definitely stay there again. Plenty of room. Very clean, beds were comfortable. Overall a nice place with many things to do walking distance."
⭐ Amazing Onset Getaway in the Starfish Suite
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Beautiful view of Ocean Park and the Pavilion from the 2nd floor public balcony.

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

10.0 out of 10, Exceptional, (7)
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Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Property grounds

OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH

10.0 out of 10, Exceptional, (106)
"Thank you for a delightful stay! Walked the beach, enjoyed a gorgeous weekend - couldn't ask for more!! "
OCEAN VIEWS & A/C in cozy condo w/upscale finishes!- STEPS TO PRIVATE BEACH
Beachfront Town House with Spectacular Ocean Views from all levels.
The updated powder Room

Beachfront Town House with Spectacular Ocean Views from all levels.

9.8 out of 10, Exceptional, (56)
"Our stay in Hyannis at the Yachtsman's Club was lav"
Beachfront Town House with Spectacular Ocean Views from all levels.
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach

9.8 out of 10, Exceptional, (10)
"Great well equipped condo with all you need. We stayed for one week and wished we could have stayed longer. Very close to the town beach. Good for a large family or just a couple. We would comeback again. "
Dog-friendly, two-story condo with community pool - close to Mashpee Town Beach
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
Beautiful living room with new sleeper sofa

Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!

10.0 out of 10, Exceptional, (65)
"The location was easy to find, instructions were clear, and the place was clean. Good stay."
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
The Breakwaters Hyannis - Your Home Away From Home! RPAM047

The Breakwaters Hyannis - Your Home Away From Home! RPAM047

9.8 out of 10, Exceptional, (12)
"We will definitely return!! Couldn’t be happier with the accommodations and the location!!!👍👍👍👍👍👍👍"
The Breakwaters Hyannis - Your Home Away From Home! RPAM047
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
100 Mid-Iron #7010

The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool

9.6 out of 10, Exceptional, (30)
"Had a wonderful stay, unit had everything we needed, clean and easy to access. Sunsets were spectacular just a short drive away. Only wish we could've enjoyed the pool."
The Pool Villas @ New Seabury-2 Bedroom, 2 full baths, private heated pool
Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate
Picturesque view of Maushop village

Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate

8.6 out of 10, Excellent, (39)
"We loved our stay at the Cape location perfect! Our 2nd year renting, was a disappointment!year"
Renovated Cottage Steps from Private Beach. Aug 18-24 Discounted Rate
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Oak Bluffs Vacation Rental | 2BR | 2BA | 1,100 Sq Ft | Step-Free Access

Breezy Oak Bluffs Condo - Steps to Inkwell Beach!

10.0 out of 10, Exceptional, (26)
"Great location"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Private/Sleeps 5/2 Bath/Fire Pit/Parking for Boat
Exterior detail

Private/Sleeps 5/2 Bath/Fire Pit/Parking for Boat

9.8 out of 10, Exceptional, (31)
"This place isn't fancy but it is clean and well cared for. My daughter liked having her own private suite downstairs which would be great for other teenagers and young adults traveling with family. You have to drive to the beaches, but everything is 10 - 30 minutes away. Nice, quiet yard and plenty of room if you have to park a boat or camper. The fire pit has potential! Although we barely communicated with the hosts (we were on the go the whole time), they were excellent. We would...
Private/Sleeps 5/2 Bath/Fire Pit/Parking for Boat
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace

Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace

9.4 out of 10, Exceptional, (18)
"Loved this house and the location especially for a September wedding which was on the beach just a walk away. The house was very clean and just as described, I would definitely recommend this property!"
Upscale cottage in the heart of South Cape Cod, walk to beach & marketplace
5 Mi to Mashpee Commons: Coastal Mashpee Condo
Mashpee Vacation Rental | 2BR | 2BA | 2 Steps Required for Entry | 1,040 Sq Ft

5 Mi to Mashpee Commons: Coastal Mashpee Condo

9.6 out of 10, Exceptional, (17)
"The accommodations were exactly as we hoped. Our family was comfortable and enjoyed the area, including the pool, which was steps away. The beach is a quick drive and is nice to visit; not too many people during our stay in August. Thank you for a great vacation!"
5 Mi to Mashpee Commons: Coastal Mashpee Condo
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Living area

Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!

9.6 out of 10, Exceptional, (13)
"Fantastic location, easy walking distance to shops and restaurants, but still very quiet location. Owner dining and site recommendations were spot on. We took in quite a few and were not disappointed!"
Heart of downtown, walk to harbor, Martha’s Vineyard ferry, bikeway and beach!
Large Cottage for Perfect Family Vacation
Exterior

Large Cottage for Perfect Family Vacation

9.8 out of 10, Exceptional, (37)
"This cottage is located in a seaside vacation village. We were there off season when very few people were around. Therefore, both parking and walking around were easy. Be mindful that during this time of year some stores and restaurants are either closed or are open with reduced hours. The village was very quiet and peaceful. We had one question during our stay, which was responded to quickly. Our visit to this village was very pleasant. "
Large Cottage for Perfect Family Vacation
The Breakwaters Hyannis - Your Home Away From Home! RPAM046

The Breakwaters Hyannis - Your Home Away From Home! RPAM046

9.8 out of 10, Exceptional, (11)
"Often we do a lot of road trips and traveling during our vacation. This time we decided to just "stay put" and relax. The condo was a perfect size for a couple. The kitchen was adorable. I think the thing we liked the best was the private beach. We walked to it each morning, afternoon, and evening because it was only steps away. We also spent a lot of time on the deck. "
The Breakwaters Hyannis - Your Home Away From Home! RPAM046
Martha’s Vineyard Condo w/ Pool minutes from Ferry
Front exterior

Martha’s Vineyard Condo w/ Pool minutes from Ferry

9.0 out of 10, Wonderful, (4)
"I enjoyed the stay because I really like MV but the condo was just okay… Cons: 1. The condo is on the lower level. I heard noise just about every time the people upstairs dragged a chair across the floor, dropped something, used the shower, ran/walked heavily, etc. As someone not used to sharing walls, the noises were extremely disturbing. 2. Lack of basic supplies: Stayed for a week. had to buy some large plastic bags, so I could store the trash. Did not know where to put the trash so a...
Martha’s Vineyard Condo w/ Pool minutes from Ferry
Next to Cragville beach with warm sea water at a quiet and family friendly villa
side entrance with digital lock

Next to Cragville beach with warm sea water at a quiet and family friendly villa

9.8 out of 10, Exceptional, (7)
"This was a perfect vacation location for our family—a short walk to the beach, close to many desirable Cape spots, comfortable and clean. We already can’t wait to return!"
Next to Cragville beach with warm sea water at a quiet and family friendly villa
Bright condo w Pool, walking distance to town!
Pool

Bright condo w Pool, walking distance to town!

9.4 out of 10, Exceptional, (3)
"Very nice first time in Martha’s Vineyard.. Some issues on arrival were handled promptly"
Bright condo w Pool, walking distance to town!
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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Other property types in Oak Bluffs

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.4 out of 10, Very Good, (33)
"Perfect escape for three actors coming from a project with an unexpected few days off. We booked last minute and were thrilled to be able to have some things so centrally located"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Luxury home with private pool & foosball - near 3 towns & many beaches

Luxury home with private pool & foosball - near 3 towns & many beaches

8.6 out of 10, Excellent, (36)
"I recently stayed in this lovely OB home with my family. It was me and 9 other people, and there was plenty of room for everyone. The photos are accurate. The pool was clean and heated. The house is located in a private, wooded area but conveniently located to OB, Edgartown, the airport and beaches. The interior/furniture were so cozy. The house came equipped with enough plates, dishes, pots, pans, utensil, towels, etc. It would be helpful if the house came with a book of instructions, so we'd...
Luxury home with private pool & foosball - near 3 towns & many beaches
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

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

9.6 out of 10, Exceptional, (78)
"This apartment was a great location to walk to the shops and restaurants in Oak Bluffs. We typically don't rent 1 bed/1 bath properties but we would rent this one again. It was very large and very clean and comfortable. The morning sun, coming in from over the ocean was beautiful each morning and we could sit out on the balcony with our coffee and people watch. We rented a car, only to explore the rest of the island and that, too, was a convenient walk, less than a block away. All in all,...
The price is SAR 1,597
SAR 2,614 total
includes taxes & fees
23 Dec - 24 Dec
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
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.

Frequently asked questions

How much do condos in Oak Bluffs cost?
The price range for condos in Oak Bluffs is to per night. No matter your budget, you’ll find a place that makes your wallet happy — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Oak Bluffs?
Choose from multiple condos in Oak Bluffs with a total average guest review rating of 9.5. 20 - Minute Walk To Edgartown Village comes highly rated if you’re with a group or just require some extra space. This 2-star property also offers a garden and a barbecue grill. 25 Falmouth - 3 Bedroom Duplex is another popular option. It has a 4-star rating and conveniences such as a garden and a barbecue grill.
How many condos are there in Oak Bluffs?
Oak Bluffs has 51 condos. To help you locate the perfect digs, make use of our filters to search for the must-have hotel perks.
Why book your condo in Oak Bluffs with Expedia?
Expedia makes it easy to find your dream condo in Oak Bluffs. After a luxury stay? Take advantage of our filters to search for properties that are 5-star rated. If you have a budget, select how much you’d like to spend and then check out our incredible deals. We’ll help you find the perfect stay whatever your getaway looks like.
How can I find cheap condos in Oak Bluffs?
The simplest way to compare cheap condos in Oak Bluffs is with Expedia’s useful filter tool. Refine your search results by amenities, star rating and budget to land unbeatable deals in a couple of clicks.