Oak Bluffs Cheap Vacation Rental Deals
List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
C$0
C$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
321 rentals in Oak Bluffs.
Sort by:
Tripadvisor Sort
Private Family Home, Heated Backyard Pool,Outdoor Shower, AC,Pet Friendly, 5 br
3 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
More info
Check-in
Check-out
In-Town Historic Property on Martha's Vineyard
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Your 'Vineyard Dream' Vacation (OAK BLUFFS)-Sunny Open Floor Plan Close to Town
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Make Lasting Memories In This Adorable Vineyard Cottage!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
'The Carousel House' - Ocean Park - Featured in New York Times
7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Perfect for Family, Friends, or a Romantic Getaway
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Adorable cottage w/ access to a shared pool, tennis courts, & picnic area
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Historic Renovated Home in East Chop
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Walk to Downtown & Beach ❤️ Firepit & s'mores, stocked groceries, experiences!
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Charming Cottage Located In Heart Of Oak Bluffs
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Oak Bluffs rentals sent straight to your email!
Cozy, exceptional view, quiet, comfortable, yet close to all island attractions
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Charming Artsy Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
New construction w/ patio & yard - walk to the ferry, downtown & beaches!
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Arrowsmith Cottage - Near Eastville Point Beach, Oak Bluffs, Martha's Vineyard
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Comfortable Island Home, Easy Access to Beaches and Town
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Location & Charm -- Central AC
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Dog-friendly condo with shared pool - explore the parks & hit the beach
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Dog-friendly seaside cottage w/access to a shared pool, tennis courts, & more
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Ob Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Cozy seaside escape with onsite tennis, communal pool, and prime location
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Cozy townhouse w/ shared pool, tennis & great location close to the beach!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Perfect Family Home- Amazing Oak Bluffs
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Lovely retreat 1/2 mile from the beach - shared pool, 3 tennis courts, & WiFi
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Premium Cleaned | Dog-friendly townhouse w/ shared pool, tennis & more - easy wa
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Oak Bluffs! Renovated and close to everything!
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Luxury home w/pool & foosball-near 3 towns & many beaches
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Sunny coastal retreat w/ shared pool & tennis - 1/2 mile to beach
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
NEW Oak Bluffs apartment, walk to town and beaches!
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
New Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min.
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Seaside suite w/tennis courts and a shared pool, perfect for romantic getaways!
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
BEST LOCATION * Walk to Town/Beaches * Fun and Relaxing
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Comfortable townhouse close to town & the beach w/ shared outdoor pool & tennis
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Sunny, dog-friendly suite with tennis, shared pool - close to golf & beach
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Cozy condo with shared pool & tennis - close to beaches, golf, & parks!
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Cozy, dog-friendly condo by the sea with a shared pool, tennis, picnic area
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Comfortable, dog-friendly condo with shared pool & tennis - perfect location!
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Dog-friendly suite w/ shared pool and tennis - golf & beach nearby
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Oak Bluffs Rental - Walk to the Beach
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Charming townhouse w/ deck, shared pool & on-site tennis - walk to the beach!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Comfortable condo with shared tennis courts & pool - close to beaches
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Enjoy shared tennis courts and a swimming pool - close to beaches, golf, & town
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Renovated townhome w/ shared pool & 3 tennis courts - golfing & beaches nearby!
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
A shared pool, tennis courts, golf, beaches, and more await you at this condo
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Charming suite with shared pool & tennis courts - 1/2 mile to the beach!
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Family friendly (1 dog ok); walk to beach, cliff, town, ferries
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Romance awaits at this condo near the shore w/ shared pool & tennis courts
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
1234567