Cheap Oak Bluffs Holiday Rentals
Destination
Revenue impacts this sort order. Learn more
Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
5 mi
264 rentals in Oak Bluffs.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
More info
Check-in
Check-out
As seen on
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
More info
Check-in
Check-out
As seen on
Close to town, beautifully updated
More info
Check-in
Check-out
As seen on
Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
More info
Check-in
Check-out
As seen on
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
More info
Check-in
Check-out
As seen on
Martha's Vineyard Beachfront Condo in Oak Bluffs
More info
Check-in
Check-out
As seen on
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
More info
Check-in
Check-out
As seen on
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
More info
Check-in
Check-out
As seen on
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
More info
Check-in
Check-out
As seen on
Please let us know in advance which ferry you’re on and arrival time.
More info
Check-in
Check-out
As seen on
Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
More info
Check-in
Check-out
As seen on
Make Lasting Memories In This Adorable Vineyard Cottage!
More info
Check-in
Check-out
As seen on
New Construction with Patio & Yard - Downtown & Beaches
More info
Check-in
Check-out
As seen on
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
More info
Check-in
Check-out
As seen on
Luxury Loft Historic Center Oak Bluffs
More info
Check-in
Check-out
As seen on
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
More info
Check-in
Check-out
As seen on
Multiple Ensuites, Central Air, Perfect Location
More info
Check-in
Check-out
As seen on
Cozy cottage 3/4 mile from Oak Bluffs harbor
More info
Check-in
Check-out
As seen on
Location & Charm -- Central AC, 100% Renewable Energy
More info
Check-in
Check-out
As seen on
Comfortable Island Home, Easy Access to Beaches and Town
More info
Check-in
Check-out
As seen on
Carriage House, Swimming, Boating, Kayaking, just steps from your door...
More info
Check-in
Check-out
As seen on
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
More info
Check-in
Check-out
As seen on
Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
More info
Check-in
Check-out
As seen on
Historic Oak Bluffs home, short walk to town, beach, and harbor.
More info
Check-in
Check-out
As seen on
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
More info
Check-in
Check-out
As seen on
Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
More info
Check-in
Check-out
As seen on
In-Town Certified National Historic Oak Bluffs Property -
More info
Check-in
Check-out
As seen on
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
More info
Check-in
Check-out
As seen on
Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
As seen on
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
More info
Check-in
Check-out
As seen on
Sweet Get Away Suite, Private Beach &Tennis
More info
Check-in
Check-out
As seen on
The Nest, Comfortable, Cozy and Convenient
More info
Check-in
Check-out
As seen on
Charming Studio Guest House in the Heart of Oak Bluffs
More info
Check-in
Check-out
As seen on
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !
More info
Check-in
Check-out
As seen on
Quintessential Martha's Vineyard cottage with yard/patio - walk to Inkwell
More info
Check-in
Check-out
As seen on
GingerBread Cottage at Oak Bluffs
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
More info
Check-in
Check-out
As seen on
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!
More info
Check-in
Check-out
As seen on
Sweet Little Post&Beam
More info
Check-in
Check-out
As seen on
Modern Apt Near Martha's Vineyard Beaches!
More info
Check-in
Check-out
As seen on
Family home located near everything needed for the perfect vacation.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Gorgeous A-Frame Cabin On the Chop with Amazing Views/Walk to Town and Ferry
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
New to the rental market! Air conditioned family home, 1 mile from Circuit Ave
Holiday Rental House
4 bedrooms
0 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Lovely two bedroom apartment with indoor fireplace
More info
Check-in
Check-out
As seen on
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
More info
Check-in
Check-out
As seen on
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
More info
Check-in
Check-out
As seen on
2025 NOW OPEN! Updated Oak Bluffs home! Close to everything!
More info
Check-in
Check-out
As seen on
Rustic circa 1870s home w/outdoor shower, 3 decks & private grill - 1 dog OK
More info
Check-in
Check-out
As seen on
Cozy Beach Cottage
More info
Check-in
Check-out
As seen on
Delilah & Joseph Pierce House
More info
Check-in
Check-out
As seen on
Showing results 1-50 of 264
Oak Bluffs TourismOak Bluffs HotelsBed and Breakfast Oak BluffsOak Bluffs Holiday RentalsFlights to Oak BluffsOak Bluffs RestaurantsOak Bluffs AttractionsOak Bluffs Travel ForumOak Bluffs PhotosOak Bluffs MapOak Bluffs Guide
All Oak Bluffs HotelsOak Bluffs Hotel DealsLast Minute Hotels in Oak Bluffs
Things to DoRestaurantsFlightsHotels with Restaurants in Oak BluffsVineyard Hotels in Oak BluffsWedding Hotels Oak BluffsHotels with Kitchenette in Oak BluffsDowntown Oak Bluffs HotelsOak Bluffs Hotels with a ViewOak Bluffs Non-Smoking HotelsOak Bluffs Hotels with ConciergeOak Bluffs Hotels with Air ConditioningOak Bluffs Hotels with Walk-in Shower
Holiday Rentals near Inkwell BeachHoliday Rentals near Farm Neck Golf ClubHoliday Rentals near East Chop LighthouseHoliday Rentals near Lambert's Cove BeachHoliday Rentals near Martha's Vineyard Camp meeting Association (MVCMA)Holiday Rentals near Trinity Park TabernacleHoliday Rentals near Shining Sea BikewayHoliday Rentals near Nobska Point LighthouseHoliday Rentals near Morning Glory Farm