Search Condo Rentals in Oak Bluffs

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 73 Condo Rentals in Oak Bluffs with updated reviews, rates, and availability.

Southcape Resort Mashpee a Ramada by Wyndham
3.0 star property
8.6 out of 10, Excellent, (188)
"Very clean. Close to all the events we were attending. Nice place"
Southcape Resort Mashpee a Ramada by Wyndham
⭐ 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
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
Coastal condo with pool, tennis courts & home comforts - close to beach
9.4 out of 10, Exceptional, (22)
"Perfect for our trip to the Beach Road weekend music festival. The restaraunt and Bar at the location is a great casual place. Pool was small but nice. Would go again."
Coastal condo with pool, tennis courts & home comforts - close to beach
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
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
Dog-friendly condo with pool - explore the parks & hit the beach
9.4 out of 10, Exceptional, (53)
"Awesome location, easy check-in, good amenities in the unit as advertised. Great water pressure in shower, comfortable bed. Will stay again."
Dog-friendly condo with pool - explore the parks & hit the beach
Stunning Ocean Front Location on Private Beach RPAM050
9.4 out of 10, Exceptional, (3)
"The best beacg vacation the family can remember. We'll do this again!"
Stunning Ocean Front Location on Private Beach RPAM050
Charming condo near ferry with roof top deck, AC, W/D, & central location
2.0 star property
10.0 out of 10, Exceptional, (3)
Charming condo near ferry with roof top deck, AC, W/D, & central location
Dog-friendly first-floor seaside cottage with pool & tennis courts
9.4 out of 10, Exceptional, (43)
"We come out to the island to enjoy short, stays every summer and it tends to be a whirlwind of a long weekend. Island Inn is the perfect spot to stay for our family. The accommodations are clean and comfortable, the property is well maintained and everyone has always been very friendly and welcoming. We bring our dogs with us (Labs) and having a large outside space that allows us to exercise them without bugging anyone who may not be dog people is priceless! I can throw the ball and walk them...
Dog-friendly first-floor seaside cottage with pool & tennis courts
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.
Lovely studio above garage
Lovely studio above garage
Sleeps 6 @ New Seabury w/ Pool - All Season Modern Condo!
10.0 out of 10, Exceptional, (64)
"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
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
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
Charming suite with pool & tennis courts - 1/2 mile to the beach
9.4 out of 10, Exceptional, (18)
"It was our first time staying at Island Inn. We thoroughly enjoyed our stay. It was peaceful and it didn’t take long to get to various destinations. We’ll visit again!"
Charming suite with pool & tennis courts - 1/2 mile to the beach
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!
10.0 out of 10, Exceptional, (26)
"Great location"
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
8.8 out of 10, Excellent, (21)
"Very clean inside, convenient location. Only issues were A/C unit didn’t reach back bedroom. Horrible water pressure and backed up bathtub. Paper thin walls."
Coastal getaway 1/2 mile from beach with pool & tennis courts - dog-friendly
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
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.
Don't see what you're looking for?
See all available properties in Oak Bluffs
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Oak Bluffs

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
Romantic seaside getaway with pool & tennis courts - dog-friendly
9.6 out of 10, Exceptional, (42)
"Nice inn with comfortable and clean units. Not spectacular, but it's one of the few affordable places on the island. Some people might be put off by the location, a mile south of Oaks Bluff. But it's got Noman's, a great restaurant with live music, and it's right on the bus line. Also you can walk 15 minutes to the beach. Units not soundproof, you can here some noise from your neighbors. Great pool and tennis courts."
Romantic seaside getaway with pool & tennis courts - dog-friendly
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
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?
Oak Bluffs has multiple condos with a total average guest review rating of 9.3. 20 - Minute Walk To Edgartown Village is a top pick here. Guests of this 2-star condo will enjoy access to a barbecue grill and a garden. 25 Falmouth - 3 Bedroom Duplex is also very popular with travelers to the area. This 4-star property has a barbecue grill and a garden.
How many condos are there in Oak Bluffs?
Oak Bluffs has 73 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.