Browse Oak Bluffs Condos for Rent

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Condo Rentals in Oak Bluffs

New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape

Mashpee MA
The price is AU$462 per night from 21 May to 22 May
AU$462
21 May - 22 May
includes taxes & fees
With a stay at this condo in Mashpee (New Seabury), you'll be a 1-minute drive from South Cape Beach State Park and 7 minutes from Cape Cod Children's ...
Opens in a new windowNew Seabury Cape Condo + Pool & Beach Escape
Bright condo w Pool, walking distance to town!

Bright condo w Pool, walking distance to town!

Tisbury MA
With a stay at this condo, you'll be centrally located in Vineyard Haven, within a 15-minute drive of Inkwell Beach and Martha's Vineyard Chamber of ...
Opens in a new windowBright condo w Pool, walking distance to town!
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

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

Oak Bluffs MA
When you stay at this condo in Oak Bluffs, you'll be by the sea, within a 10-minute walk of Inkwell Beach and Ocean Park.
Opens in a new windowHeart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Save an average of 15% on thousands of hotels when you're signed in
Pool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill

Pool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill

Mashpee MA
With a stay at this condo in Mashpee (New Seabury), you'll be a 1-minute drive from South Cape Beach State Park and 7 minutes from Cape Cod Children's ...
Opens in a new windowPool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill
Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4,  A/C, patios & private beach

Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach

Mashpee MA
With a stay at this condo in Mashpee (New Seabury), you'll be within a 15-minute drive of Cape Cod Beaches and South Cape Beach.
Opens in a new windowMaushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach
Maushop condo with stunning ocean views, remodeled 2-bd, 2 bath. Steps to beach

Maushop condo with stunning ocean views, remodeled 2-bd, 2 bath. Steps to beach

Mashpee MA
With a stay at this condo in Mashpee (New Seabury), you'll be a 5-minute drive from South Cape Beach and 6 minutes from Cape Cod Children's Museum.
Opens in a new windowMaushop condo with stunning ocean views, remodeled 2-bd, 2 bath. Steps to beach
Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite

Onset MA
The price is AU$801 per night from 25 May to 26 May
AU$801
25 May - 26 May
includes taxes & fees
With a stay at this condo in East Wareham, you'll be near the beach, within a 10-minute drive of Cape Cod Beaches and Onset Bay Center - Buzzards Bay ...
Opens in a new windowAmazing Onset Getaway in the Starfish Suite
Condo in Falmouth with access to the secluded flax pond and a built in pool.

Condo in Falmouth with access to the secluded flax pond and a built in pool.

Falmouth MA
With a stay at this condo in East Falmouth, you'll be within a 10-minute drive of Cape Cod Beaches and Cape Cod Winery.
Opens in a new windowCondo in Falmouth with access to the secluded flax pond and a built in pool.
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 MA
With a stay at this condo, you'll be centrally located in Oak Bluffs, steps from Inkwell Beach and Seaview Beach.
Opens in a new windowBeautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Don't see what you're looking for?
See all available properties in Oak Bluffs
View all properties
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.

Oak Bluffs Condo Rentals essential information

Accommodation
51 Condo Rentals
Lowest Price
AU$265
Highest Price
AU$801
Popular accommodation
New Seabury Cape Condo + Pool & Beach Escape, Bright condo w Pool, walking distance to town!, Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!, Pool Villas- 2 bedroom, 2 bath, sleeps 4, heated pool, gas fireplace & grill, Maushop Village, 2-bedroom, 1.5 baths, Sleeps 4, A/C, patios & private beach, Maushop condo with stunning ocean views, remodeled 2-bd, 2 bath. Steps to beach, Amazing Onset Getaway in the Starfish Suite, Condo in Falmouth with access to the secluded flax pond and a built in pool., Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Top trending hotels in Oak Bluffs

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
The price is AU$366 per night from 20 May to 21 May
AU$366
20 May - 21 May
includes taxes & fees
Located in Oak Bluffs, Summercamp is just steps from Cottage Museum and 4 minutes by foot from Oak Bluffs Ferry Terminal.
Opens in a new windowSummercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
The price is AU$265 per night from 17 May to 18 May
AU$265
17 May - 18 May
includes taxes & fees
When you stay at MV Surfside Hotel in Oak Bluffs, you'll be in the historical district, just steps from Oak Bluffs Ferry Terminal and Oak Bluffs Fishing ...
Opens in a new windowMV Surfside Hotel
Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way Oak Bluffs MA
The price is AU$303 per night from 17 May to 18 May
AU$303
17 May - 18 May
includes taxes & fees
When you stay at Morgan Hotel in Oak Bluffs, you'll be near the beach, within a 10-minute walk of Inkwell Beach and Circuit Avenue.
Opens in a new windowMorgan Hotel
Save an average of 15% on thousands of hotels when you're signed in
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
30 Island Inn Rd Oak Bluffs MA
With a stay at The Island Inn on Martha's Vineyard in Oak Bluffs, you'll be next to a golf course, within a 5-minute drive of Inkwell Beach and Joseph Sylvia ...
Opens in a new windowThe Island Inn on Martha's Vineyard
Don't see what you're looking for?
See all available properties in Oak Bluffs
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.