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Oak Bluffs Cheap Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
429 rentals in Oak Bluffs.
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View, vacation rental in Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View, vacation rental in Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View, vacation rental in Oak Bluffs

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View., vacation rental in Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View., vacation rental in Oak Bluffs
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View., vacation rental in Oak Bluffs

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!, vacation rental in Oak Bluffs
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!, vacation rental in Oak Bluffs
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!, vacation rental in Oak Bluffs

Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
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!, vacation rental in Oak Bluffs
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!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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, vacation rental in Oak Bluffs
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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Close to town, beautifully updated- September & October availability 2023, vacation rental in Oak Bluffs
Close to town, beautifully updated- September & October availability 2023, vacation rental in Oak Bluffs
Close to town, beautifully updated- September & October availability 2023, vacation rental in Oak Bluffs

Close to town, beautifully updated- September & October availability 2023

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, exceptional view, quiet, high speed WIFI,  close to all island attractions, vacation rental in Oak Bluffs
Cozy, exceptional view, quiet, high speed WIFI,  close to all island attractions, vacation rental in Oak Bluffs
Cozy, exceptional view, quiet, high speed WIFI,  close to all island attractions, vacation rental in Oak Bluffs

Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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, vacation rental in Oak Bluffs
Comfortable Island Home, Easy Access to Beaches and Town, vacation rental in Oak Bluffs

Comfortable Island Home, Easy Access to Beaches and Town

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Oak bluffs cottage, Perfect for.  Honeymoon! Summer rentals fill up early !, vacation rental in Oak Bluffs
Oak bluffs cottage, Perfect for.  Honeymoon! Summer rentals fill up early !, vacation rental in Oak Bluffs
Oak bluffs cottage, Perfect for.  Honeymoon! Summer rentals fill up early !, vacation rental in Oak Bluffs

Oak bluffs cottage, Perfect for. Honeymoon! Summer rentals fill up early !

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Comfortable condo with tennis courts & pool - close to beaches, vacation rental in Oak Bluffs
Comfortable condo with tennis courts & pool - close to beaches, vacation rental in Oak Bluffs
Comfortable condo with tennis courts & pool - close to beaches, vacation rental in Oak Bluffs

Comfortable condo with tennis courts & pool - close to beaches

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Martha's Vineyard Beachfront Condo in Oak Bluffs, vacation rental in Oak Bluffs
Martha's Vineyard Beachfront Condo in Oak Bluffs, vacation rental in Oak Bluffs
Martha's Vineyard Beachfront Condo in Oak Bluffs, vacation rental in Oak Bluffs

Martha's Vineyard Beachfront Condo in Oak Bluffs

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!, vacation rental in Oak Bluffs
Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!, vacation rental in Oak Bluffs
Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!, vacation rental in Oak Bluffs

Beautiful Beachfront Condo with Spectacular View in the Heart of Oak Bluffs!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious 1 Bedroom Apt - 3 min Walk to the Beach!, vacation rental in Oak Bluffs
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!, vacation rental in Oak Bluffs
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!, vacation rental in Oak Bluffs

Spacious 1 Bedroom Apt - 3 min Walk to the Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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!, vacation rental in Oak Bluffs
Make Lasting Memories In This Adorable Vineyard Cottage!, vacation rental in Oak Bluffs

Make Lasting Memories In This Adorable Vineyard Cottage!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy cottage 3/4 mile from Oak Bluffs harbor, vacation rental in Oak Bluffs
Cozy cottage 3/4 mile from Oak Bluffs harbor, vacation rental in Oak Bluffs
Cozy cottage 3/4 mile from Oak Bluffs harbor, vacation rental in Oak Bluffs

Cozy cottage 3/4 mile from Oak Bluffs harbor

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Beach Cottage, vacation rental in Oak Bluffs
Cozy Beach Cottage, vacation rental in Oak Bluffs
Cozy Beach Cottage, vacation rental in Oak Bluffs

Cozy Beach Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Modern 4 bed/3.5 bath Farmhouse with private POOL and AC on bike path, vacation rental in Oak Bluffs
Modern 4 bed/3.5 bath Farmhouse with private POOL and AC on bike path, vacation rental in Oak Bluffs
Modern 4 bed/3.5 bath Farmhouse with private POOL and AC on bike path, vacation rental in Oak Bluffs

Modern 4 bed/3.5 bath Farmhouse with private POOL and AC on bike path

Rental Home
6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming salt box in quiet woodsy neighborhood - centrally located!, vacation rental in Oak Bluffs
Charming salt box in quiet woodsy neighborhood - centrally located!, vacation rental in Oak Bluffs
Charming salt box in quiet woodsy neighborhood - centrally located!, vacation rental in Oak Bluffs

Charming salt box in quiet woodsy neighborhood - centrally located!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path, vacation rental in Oak Bluffs
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path, vacation rental in Oak Bluffs
Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path, vacation rental in Oak Bluffs

Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nice home  w outdoor patio bar , dining table, comfortable furniture   See photo, vacation rental in Oak Bluffs
Nice home  w outdoor patio bar , dining table, comfortable furniture   See photo, vacation rental in Oak Bluffs
Nice home  w outdoor patio bar , dining table, comfortable furniture   See photo, vacation rental in Oak Bluffs

Nice home w outdoor patio bar , dining table, comfortable furniture See photo

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Comfy studio near the beach with pool & tennis court - dog-friendly, vacation rental in Oak Bluffs
Comfy studio near the beach with pool & tennis court - dog-friendly, vacation rental in Oak Bluffs
Comfy studio near the beach with pool & tennis court - dog-friendly, vacation rental in Oak Bluffs

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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Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill, vacation rental in Oak Bluffs
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill, vacation rental in Oak Bluffs
Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill, vacation rental in Oak Bluffs

Historic, dog-friendly beach view house with fast WiFi, ocean view, & grill

Rental Home
6 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches, vacation rental in Oak Bluffs
New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches, vacation rental in Oak Bluffs
New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches, vacation rental in Oak Bluffs

New Construction with Patio & Yard - Walk to the Ferry, Downtown & Beaches

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Multiple Ensuites, Central Air, Perfect Location, vacation rental in Oak Bluffs
Multiple Ensuites, Central Air, Perfect Location, vacation rental in Oak Bluffs
Multiple Ensuites, Central Air, Perfect Location, vacation rental in Oak Bluffs

Multiple Ensuites, Central Air, Perfect Location

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Comfortable, dog-friendly condo with pool & tennis - perfect location, vacation rental in Oak Bluffs
Comfortable, dog-friendly condo with pool & tennis - perfect location, vacation rental in Oak Bluffs
Comfortable, dog-friendly condo with pool & tennis - perfect location, vacation rental in Oak Bluffs

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

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Brand New  Oak Bluffs Home, Steps from the Lagoon, vacation rental in Oak Bluffs
Brand New  Oak Bluffs Home, Steps from the Lagoon, vacation rental in Oak Bluffs
Brand New  Oak Bluffs Home, Steps from the Lagoon, vacation rental in Oak Bluffs

Brand New Oak Bluffs Home, Steps from the Lagoon

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Adorable Oak Bluffs Cottage Walking Distance to Town, vacation rental in Oak Bluffs
Adorable Oak Bluffs Cottage Walking Distance to Town, vacation rental in Oak Bluffs
Adorable Oak Bluffs Cottage Walking Distance to Town, vacation rental in Oak Bluffs

Adorable Oak Bluffs Cottage Walking Distance to Town

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Dog-Friendly Home w/Amazing Fenced-In Yards, Private Washer/Dryer, Free WiFi, vacation rental in Oak Bluffs
Dog-Friendly Home w/Amazing Fenced-In Yards, Private Washer/Dryer, Free WiFi, vacation rental in Oak Bluffs
Dog-Friendly Home w/Amazing Fenced-In Yards, Private Washer/Dryer, Free WiFi, vacation rental in Oak Bluffs

Dog-Friendly Home w/Amazing Fenced-In Yards, Private Washer/Dryer, Free WiFi

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Location & Charm -- Central AC, vacation rental in Oak Bluffs
Location & Charm -- Central AC, vacation rental in Oak Bluffs
Location & Charm -- Central AC, vacation rental in Oak Bluffs

Location & Charm -- Central AC

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family-friendly, Island Retreat With Luxurious Amenities, vacation rental in Oak Bluffs
Family-friendly, Island Retreat With Luxurious Amenities, vacation rental in Oak Bluffs
Family-friendly, Island Retreat With Luxurious Amenities, vacation rental in Oak Bluffs

Family-friendly, Island Retreat With Luxurious Amenities

Rental Home
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Dog-friendly condo with pool, tennis courts & picnic area - close to beach, vacation rental in Oak Bluffs
Dog-friendly condo with pool, tennis courts & picnic area - close to beach, vacation rental in Oak Bluffs
Dog-friendly condo with pool, tennis courts & picnic area - close to beach, vacation rental in Oak Bluffs

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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Charming Apartment near golf course and beaches, vacation rental in Oak Bluffs
Charming Apartment near golf course and beaches, vacation rental in Oak Bluffs
Charming Apartment near golf course and beaches, vacation rental in Oak Bluffs

Charming Apartment near golf course and beaches

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!, vacation rental in Oak Bluffs
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!, vacation rental in Oak Bluffs
The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!, vacation rental in Oak Bluffs

The Island Collection MV: Enjoy This 1850s Victorian Home With Ocean Views!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 14
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, vacation rental in Oak Bluffs
Oak Bluffs Rental - Walk to the Beach, vacation rental in Oak Bluffs

Oak Bluffs Rental - Walk to the Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !, vacation rental in Oak Bluffs
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !, vacation rental in Oak Bluffs
Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !, vacation rental in Oak Bluffs

Discover the magic of Martha’s Vineyard! NEW ! Build in 2020 !

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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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, vacation rental in Oak Bluffs
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

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Loft Historic Center Oak Bluffs, vacation rental in Oak Bluffs
Luxury Loft Historic Center Oak Bluffs, vacation rental in Oak Bluffs
Luxury Loft Historic Center Oak Bluffs, vacation rental in Oak Bluffs

Luxury Loft Historic Center Oak Bluffs

Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Oak Bluffs Victorian - steps from circuit ave, ocean park, & beach, vacation rental in Oak Bluffs
Oak Bluffs Victorian - steps from circuit ave, ocean park, & beach, vacation rental in Oak Bluffs
Oak Bluffs Victorian - steps from circuit ave, ocean park, & beach, vacation rental in Oak Bluffs

Oak Bluffs Victorian - steps from circuit ave, ocean park, & beach

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB!  A/C,Large Deck,Gazebo,Grill, vacation rental in Oak Bluffs
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB!  A/C,Large Deck,Gazebo,Grill, vacation rental in Oak Bluffs
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB!  A/C,Large Deck,Gazebo,Grill, vacation rental in Oak Bluffs

WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A/C,Large Deck,Gazebo,Grill

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic seaside getaway with pool & tennis courts - dog-friendly, vacation rental in Oak Bluffs
Romantic seaside getaway with pool & tennis courts - dog-friendly, vacation rental in Oak Bluffs
Romantic seaside getaway with pool & tennis courts - dog-friendly, vacation rental in Oak Bluffs

Romantic seaside getaway with pool & tennis courts - dog-friendly

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Renovated Ranch, vacation rental in Oak Bluffs
Cozy Renovated Ranch, vacation rental in Oak Bluffs
Cozy Renovated Ranch, vacation rental in Oak Bluffs

Cozy Renovated Ranch

Rental Home
4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Dog-friendly first-floor seaside cottage with pool & tennis courts, vacation rental in Oak Bluffs
Dog-friendly first-floor seaside cottage with pool & tennis courts, vacation rental in Oak Bluffs
Dog-friendly first-floor seaside cottage with pool & tennis courts, vacation rental in Oak Bluffs

Dog-friendly first-floor seaside cottage with pool & tennis courts

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Historic Home in East Chop, vacation rental in Oak Bluffs
Historic Home in East Chop, vacation rental in Oak Bluffs
Historic Home in East Chop, vacation rental in Oak Bluffs

Historic Home in East Chop

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, dog-friendly condo by the sea with pool, tennis & picnic area, vacation rental in Oak Bluffs
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area, vacation rental in Oak Bluffs
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area, vacation rental in Oak Bluffs

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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Sweet Get Away Suite, Private Beach &Tennis, vacation rental in Oak Bluffs
Sweet Get Away Suite, Private Beach &Tennis, vacation rental in Oak Bluffs
Sweet Get Away Suite, Private Beach &Tennis, vacation rental in Oak Bluffs

Sweet Get Away Suite, Private Beach &Tennis

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Oak Bluffs home, short walk to town, beach, and harbor., vacation rental in Oak Bluffs
Historic Oak Bluffs home, short walk to town, beach, and harbor., vacation rental in Oak Bluffs
Historic Oak Bluffs home, short walk to town, beach, and harbor., vacation rental in Oak Bluffs

Historic Oak Bluffs home, short walk to town, beach, and harbor.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Cozy townhouse with pool, tennis & great location close to the beach, vacation rental in Oak Bluffs
Cozy townhouse with pool, tennis & great location close to the beach, vacation rental in Oak Bluffs
Cozy townhouse with pool, tennis & great location close to the beach, vacation rental in Oak Bluffs

Cozy townhouse with pool, tennis & great location close to the beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oak Bluffs apartment, walk to town and beaches!, vacation rental in Oak Bluffs
Oak Bluffs apartment, walk to town and beaches!, vacation rental in Oak Bluffs
Oak Bluffs apartment, walk to town and beaches!, vacation rental in Oak Bluffs

Oak Bluffs apartment, walk to town and beaches!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy studio with free WiFi, private deck & kitchenette - walk to downtown, vacation rental in Oak Bluffs
Cozy studio with free WiFi, private deck & kitchenette - walk to downtown, vacation rental in Oak Bluffs
Cozy studio with free WiFi, private deck & kitchenette - walk to downtown, vacation rental in Oak Bluffs

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, vacation rental in Oak Bluffs
Dog-friendly studio with pool, on-site tennis courts & prime location, vacation rental in Oak Bluffs
Dog-friendly studio with pool, on-site tennis courts & prime location, vacation rental in Oak Bluffs

Dog-friendly studio with pool, on-site tennis courts & prime location

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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