Oak Bluffs Vacation Rentals
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Bathrooms
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Property type
Distinctive Features
Distance from
5 km
280 rentals in Oak Bluffs.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Close to town, beautifully updated- September & October availability 2023
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Martha's Vineyard Beachfront Condo in Oak Bluffs
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Oak bluffs cottage, Perfect for. Honeymoon! Summer rentals fill up early !
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Make Lasting Memories In This Adorable Vineyard Cottage!
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Loft Historic Center Oak Bluffs
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Multiple Ensuites, Central Air, Perfect Location
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable, dog-friendly condo with pool & tennis - perfect location
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy cottage 3/4 mile from Oak Bluffs harbor
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Location & Charm -- Central AC
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable Island Home, Easy Access to Beaches and Town
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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New Carriage House, Swimming, Boating, Kayaking, just steps from your door...
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Oak Bluffs home, short walk to town, beach, and harbor.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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In-Town Certified National Historic Oak Bluffs Property -
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic condo near the shore with pool & tennis courts
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming studio for two with pool & tennis - close to beaches & town
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary dog-friendly studio with beach access, pool & tennis courts
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy studio with free WiFi, private deck & kitchenette - walk to downtown
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Dog-friendly studio with pool, on-site tennis courts & prime location
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside suite with tennis courts & a pool - perfect for romantic getaways
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Coastal condo with pool & tennis courts near golf, beaches & town
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly condo with pool & tennis - close to golf & beach
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfy studio near the beach with pool & tennis court - dog-friendly
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfortable condo with tennis courts & pool - close to beaches
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy a Martha’s Vineyard vacation in this clean and beautiful apartment!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Welcoming condo with pool & tennis courts - golf & beaches nearby
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly studio with pool & tennis access - awesome location
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly condo with pool & tennis - close to beaches, golf & parks
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic seaside getaway with pool & tennis courts - dog-friendly
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly studio condo with pool & tennis - close to beaches & golf
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly condo with pool, tennis courts & picnic area - close to beach
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-50 of 280
Frequently Asked Questions about Oak Bluffs
- Yes, here are some popular vacation rentals in Oak Bluffs that have a pool:
- Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
- Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Close to town, beautifully updated- September & October availability 2023
- Yes, here are some popular vacation rentals in Oak Bluffs that have internet access:
- Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
- Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Close to town, beautifully updated- September & October availability 2023
- The best pet friendly rentals in Oak Bluffs are:
- Close to town, beautifully updated- September & October availability 2023
- Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
- Fully Renovated & Spacious home walking distance to downtown Oak Bluffs/Beaches
- Some of the most popular kid friendly rentals in Oak Bluffs are:
- Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
- Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Close to town, beautifully updated- September & October availability 2023
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