colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day

Search Condos in Oak Bluffs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Oak Bluffs condo rentals

On the beach, sun-loungers, beach towels

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
9.8 out of 10, Exceptional, (57 reviews)
"Property was well taken care of, very clean with great location!"
United States
Stephanie
The price is NZ$2,021
includes taxes & fees
10 July - 11 July
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
TV

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (83 reviews)
"Great place, great location."
United States
James H.
The price is NZ$762
includes taxes & fees
26 July - 27 July
New Seabury Cape Condo + Pool & Beach Escape
Beach nearby, sun-loungers, beach towels

Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (25 reviews)
"This location is really wonderful. What a cute town and the house had everything we needed. "
United States
Tony and Beck V.
The price is NZ$1,231
includes taxes & fees
12 July - 13 July
Amazing Onset Getaway in the Starfish Suite
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Bluffs Hotel Reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

10/10 Excellent
"Our family’s favorite place on the island, hands down!"
Sotheavy 2-night trip
Posted 6 hours ago
Vineyard Harbor Motel - Private Beach

Find out more about Oak Bluffs

Oak Bluffs Condo Rentals information

Number of reviews
165
Accommodation
57 Condo Rentals
Lowest Price
NZ$762
Highest Price
NZ$2,021

Frequently asked questions

How much do condos in Oak Bluffs cost?
Condos in Oak Bluffs range from NZ$762 to NZ$2,021 per night. These stays offer lots of space for your whole family at a price that doesn't break the bank. 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.
How many condos are there in Oak Bluffs?
There are 57 condos in Oak Bluffs. No matter if you're travelling with the family or organising a weekend break with some friends, Expedia can help you find the right space for your entire crew.
What is there to do in Oak Bluffs near my condo?
You'll find loads of terrific things to fill your itinerary with in Oak Bluffs. Don't miss popular attractions like East Chop Light, Farm Neck Golf Club and Oak Bluffs Town Beach. Trinity Park Tabernacle, Cottage Museum and Inkwell Beach also appeal to many visitors.