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Oak Bluffs Cheap Vacation Rental Deals

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321 rentals in Oak Bluffs.
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Private Family Home, Heated Backyard Pool,Outdoor Shower, AC,Pet Friendly, 5 br, vacation rental in Oak Bluffs

Private Family Home, Heated Backyard Pool,Outdoor Shower, AC,Pet Friendly, 5 br

3 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
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In-Town Historic Property on Martha's Vineyard, vacation rental in Oak Bluffs

In-Town Historic Property on Martha's Vineyard

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Your 'Vineyard Dream' Vacation (OAK BLUFFS)-Sunny Open Floor Plan Close to Town, vacation rental in Oak Bluffs

Your 'Vineyard Dream' Vacation (OAK BLUFFS)-Sunny Open Floor Plan Close to Town

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Make Lasting Memories In This Adorable Vineyard Cottage!, vacation rental in Oak Bluffs

Make Lasting Memories In This Adorable Vineyard Cottage!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'The Carousel House' - Ocean Park - Featured in New York Times, vacation rental in Oak Bluffs

'The Carousel House' - Ocean Park - Featured in New York Times

7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Perfect for Family, Friends, or a Romantic Getaway, vacation rental in Oak Bluffs

Perfect for Family, Friends, or a Romantic Getaway

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Adorable cottage w/ access to a shared pool, tennis courts, & picnic area, vacation rental in Oak Bluffs

Adorable cottage w/ access to a shared pool, tennis courts, & picnic area

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Renovated Home in East Chop, vacation rental in Oak Bluffs

Historic Renovated Home in East Chop

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Walk to Downtown & Beach ❤️ Firepit & s'mores, stocked groceries, experiences!, vacation rental in Oak Bluffs

Walk to Downtown & Beach ❤️ Firepit & s'mores, stocked groceries, experiences!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cottage Located In Heart Of Oak Bluffs, vacation rental in Oak Bluffs

Charming Cottage Located In Heart Of Oak Bluffs

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Cozy, exceptional view, quiet, comfortable, yet close to all island attractions, vacation rental in Oak Bluffs

Cozy, exceptional view, quiet, comfortable, yet close to all island attractions

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Artsy Apartment, vacation rental in Oak Bluffs

Charming Artsy Apartment

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New construction w/ patio & yard - walk to the ferry, downtown & beaches!, vacation rental in Oak Bluffs

New construction w/ patio & yard - walk to the ferry, downtown & beaches!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Arrowsmith Cottage - Near Eastville Point Beach, Oak Bluffs, Martha's Vineyard, vacation rental in Oak Bluffs

Arrowsmith Cottage - Near Eastville Point Beach, Oak Bluffs, Martha's Vineyard

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town, vacation rental in Oak Bluffs

Cozy, Clean, Bikes, Kayaks, Laundry, Ferry Tickets, Near Bike Path and Town

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Comfortable Island Home, Easy Access to Beaches and Town, vacation rental in Oak Bluffs

Comfortable Island Home, Easy Access to Beaches and Town

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Location & Charm -- Central AC, vacation rental in Oak Bluffs

Location & Charm -- Central AC

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dog-friendly condo with shared pool - explore the parks & hit the beach, vacation rental in Oak Bluffs

Dog-friendly condo with shared pool - explore the parks & hit the beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dog-friendly seaside cottage w/access to a shared pool, tennis courts, & more, vacation rental in Oak Bluffs

Dog-friendly seaside cottage w/access to a shared pool, tennis courts, & more

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ob Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views., vacation rental in Oak Bluffs

Ob Watrfront 4+ BR. Quiet/Walk to Town. Beachy, classic, great ocean/pond views.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy seaside escape with onsite tennis, communal pool, and prime location, vacation rental in Oak Bluffs

Cozy seaside escape with onsite tennis, communal pool, and prime location

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!, vacation rental in Oak Bluffs

ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy townhouse w/ shared pool, tennis & great location close to the beach!, vacation rental in Oak Bluffs

Cozy townhouse w/ shared pool, tennis & great location close to the beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Family Home- Amazing Oak Bluffs, vacation rental in Oak Bluffs

Perfect Family Home- Amazing Oak Bluffs

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lovely retreat 1/2 mile from the beach - shared pool, 3 tennis courts, & WiFi, vacation rental in Oak Bluffs

Lovely retreat 1/2 mile from the beach - shared pool, 3 tennis courts, & WiFi

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Premium Cleaned | Dog-friendly townhouse w/ shared pool, tennis & more - easy wa, vacation rental in Oak Bluffs

Premium Cleaned | Dog-friendly townhouse w/ shared pool, tennis & more - easy wa

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oak Bluffs! Renovated and close to everything!, vacation rental in Oak Bluffs

Oak Bluffs! Renovated and close to everything!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury home w/pool & foosball-near 3 towns & many beaches, vacation rental in Oak Bluffs

Luxury home w/pool & foosball-near 3 towns & many beaches

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sunny coastal retreat w/ shared pool & tennis - 1/2 mile to beach, vacation rental in Oak Bluffs

Sunny coastal retreat w/ shared pool & tennis - 1/2 mile to beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW Oak Bluffs apartment, walk to town and beaches!, vacation rental in Oak Bluffs

NEW Oak Bluffs apartment, walk to town and beaches!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min., vacation rental in Oak Bluffs

New Home in Oak Bluffs near everything you want! Walk to Inkwell Beach in 7 min.

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Seaside suite w/tennis courts and a shared pool, perfect for romantic getaways!, vacation rental in Oak Bluffs

Seaside suite w/tennis courts and a shared pool, perfect for romantic getaways!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BEST LOCATION * Walk to Town/Beaches * Fun and Relaxing, vacation rental in Oak Bluffs

BEST LOCATION * Walk to Town/Beaches * Fun and Relaxing

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable townhouse close to town & the beach w/ shared outdoor pool & tennis, vacation rental in Oak Bluffs

Comfortable townhouse close to town & the beach w/ shared outdoor pool & tennis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunny, dog-friendly suite with tennis, shared pool - close to golf & beach, vacation rental in Oak Bluffs

Sunny, dog-friendly suite with tennis, shared pool - close to golf & beach

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy condo with shared pool & tennis - close to beaches, golf, & parks!, vacation rental in Oak Bluffs

Cozy condo with shared pool & tennis - close to beaches, golf, & parks!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy, dog-friendly condo by the sea with a shared pool, tennis, picnic area, vacation rental in Oak Bluffs

Cozy, dog-friendly condo by the sea with a shared pool, tennis, picnic area

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfortable, dog-friendly condo with shared pool & tennis - perfect location!, vacation rental in Oak Bluffs

Comfortable, dog-friendly condo with shared pool & tennis - perfect location!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dog-friendly suite w/ shared pool and tennis - golf & beach nearby, vacation rental in Oak Bluffs

Dog-friendly suite w/ shared pool and tennis - golf & beach nearby

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine, vacation rental in Oak Bluffs

Charming Gingerbread Cottage in Historic Campgrounds in Oak Bluffs Sleeps Nine

5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Oak Bluffs Rental - Walk to the Beach, vacation rental in Oak Bluffs

Oak Bluffs Rental - Walk to the Beach

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!, vacation rental in Oak Bluffs

Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming townhouse w/ deck, shared pool & on-site tennis - walk to the beach!, vacation rental in Oak Bluffs

Charming townhouse w/ deck, shared pool & on-site tennis - walk to the beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable condo with shared tennis courts & pool - close to beaches, vacation rental in Oak Bluffs

Comfortable condo with shared tennis courts & pool - close to beaches

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy shared tennis courts and a swimming pool - close to beaches, golf, & town, vacation rental in Oak Bluffs

Enjoy shared tennis courts and a swimming pool - close to beaches, golf, & town

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated townhome w/ shared pool & 3 tennis courts - golfing & beaches nearby!, vacation rental in Oak Bluffs

Renovated townhome w/ shared pool & 3 tennis courts - golfing & beaches nearby!

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A shared pool, tennis courts, golf, beaches, and more await you at this condo, vacation rental in Oak Bluffs

A shared pool, tennis courts, golf, beaches, and more await you at this condo

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming suite with shared pool & tennis courts - 1/2 mile to the beach!, vacation rental in Oak Bluffs

Charming suite with shared pool & tennis courts - 1/2 mile to the beach!

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Family friendly (1 dog ok); walk to beach, cliff, town, ferries, vacation rental in Oak Bluffs

Family friendly (1 dog ok); walk to beach, cliff, town, ferries

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Romance awaits at this condo near the shore w/ shared pool & tennis courts, vacation rental in Oak Bluffs

Romance awaits at this condo near the shore w/ shared pool & tennis courts

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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