Lakeside Park Rentals
- From $650 per night (USD)
VRBO
Spacious 4 BR Home, Steps to Lagoon, Minutes to Downtown Oak Bluffs and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Spacious two-level four-bedroom house within steps to lagoon located in Oak Bluffs and within minutes to Downtown and be ...
From $650 per night (USD)VRBO
- From $643 per night (USD)
VRBO
The Tuck At Inkwell\/Walk to Oak Bluffs Town Center, The Beach & All Attractions
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Come stay in our nautical-themed home located two and a half blocks from the Inkwell Beach and walking distance to the O ...
From $643 per night (USD)VRBO
- From $801 per night (USD)
VRBO
Eden House: Oak Bluffs Martha's Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Discover Oak Bluffs in this centrally located cozy cottage, with a charming porch, well-appointed interiors, and a priva ...
From $801 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Inviting, two-story home with a large yard, sunroom, balcony, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Gingerbread Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $397 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Family-built Oak Bluffs property in a great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Frazier Circle, Unit 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $346 per night (USD)VRBO
- From $732 per night (USD)
Expedia
Family-built Oak Bluffs property in a great location with kitchens & hot tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Frazier Circle Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $732 per night (USD)Expedia
- From $831 per night (USD)
VRBO
Happy Place in Oak Bluffs! Walk to EVERYTHING, beach, Circuit Ave, and parks!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our Martha's Vineyard retreat in Oaks Bluff! This charming single-family home boasts 2 bedrooms, 2.5 bathroom ...
From $831 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Family-built Oak Bluffs property in a great location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Frazier Circle, Unit 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $397 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Beautiful Oak Bluffs Cottage Close to Town\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*** Car ferry tickets available for remaining summer weeks! Message us. *** Fully redecorated house in Oak Bluffs, just ...
From $750 per night (USD)VRBO
- From $1400 per night (USD)
Expedia
Historic House w\/ amazing rooftop deck. Dog-friendly and perfect for big groups!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Welcome to your ultimate Martha's Vineyard getaway! This exquisite 6-bedroom house is the perfect destination for a lux ...
From $1400 per night (USD)Expedia
- From $813 per night (USD)
VRBO
Oak Bluff Cottage Near Town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our lovely home is well maintained and great for families, couples, and groups. We have lots of parking, a great back ya ...
From $813 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Contemporary Cape In Central Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Point B Exclusive - FERRY TICKETS - This newly renovated Cape is quietly located in a convenient central Oak Bluffs neig ...
From $840 per night (USD)VRBO
- From $671 per night (USD)
VRBO
Classic East Chop Summer Cottage in Oak Bluffs on Martha's Vineyard with A\/C
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Boondoggle Escape to picturesque East Chop in Oak Bluffs with our charming 4-bedroom, 2-bathroom cottage, perfect for y ...
From $671 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Prime Weeks Available in Oak Bluffs-6 Bedroom Oak Bluffs Victorian. Discount!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
PRIME 2024 WEEKS STILL AVAILABLE AT NEW LOWER PRICE. Become a Friend of 20 Samoset! First year on VRBO. 6 Bedrooms wi ...
From $542 per night (USD)VRBO
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VRBO
In-town and walk to the Beach - a wonderful spot!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
2nd Flr of Renovated 1800s Historic Home in the heart of Oak Bluffs. Enjoy the best of Martha's Vineyard walk to nearby ...
Click For PricingVRBO
- From $1029 per night (USD)
Expedia
Remodeled and historic, beautiful Oak Bluffs home. Walk to Town and Ferry.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is a beautifully remodeled, and meticulously maintained house in Cottage City. The property is a short walk to town ...
From $1029 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
July and August: Turnover day is generally Friday. This lovely, in-town, impeccably renovated 1800's historic Oak Bluff ...
From $586 per night (USD)VRBO
- From $688 per night (USD)
VRBO
5 minute walk to Oak Bluffs Town, AC, WiFi, new renovation, pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*PLEASE NOTE: For stays less than 3 nights, there is a $200 cleaning fee that will be a part of the rental. Thank you! ...
From $688 per night (USD)VRBO
- From $2142 per night (USD)
VRBO
Fabulous Waterfront 3-Bedroom Martha's Vineyard Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quintessential Vineyard cottage was built in the 1920's, and retains most of its original charm and character. Loca ...
From $2142 per night (USD)VRBO
- From $2076 per night (USD)
Expedia
East Chop beach house, private beach with sunsets views.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Quintessential, beach cottage on East Chop near light house. Water views from almost every window. Beach, boating, wate ...
From $2076 per night (USD)Expedia
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Expedia
Charming cottage with full kitchen, golf nearby, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
East Chop Highlands Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For PricingExpedia
- From $1041 per night (USD)
VRBO
Fully Renovated Cottage and Guest House near downtown Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Fully renovated cottage with private guest house minutes away from the beach and the vibrant Oak Bluffs center! The main ...
From $1041 per night (USD)VRBO
- Click For Pricing
VRBO
GingerBread Cottage at Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Resort may charge damage deposit fees, cleaning fees, activities fees, and applicable Resort lodging taxes. Intimate Ho ...
Click For PricingVRBO
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VRBO
Charming cottage 10 minutes walk from downtown OB
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom cottage walking distance from the beautiful East Chop cliff walk, OB town beach and exciting downtown. Locate ...
Click For PricingVRBO
- From $900 per night (USD)
VRBO
Big Beach House - Ocean Views!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Original 1900 Victorian home, updated in 2006, located in the historic Copeland District just one block from the beach. ...
From $900 per night (USD)VRBO
- From $1900 per night (USD)
VRBO
Relaxing Beach Front Home
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The Perfect Vineyard Vacation: This beautiful beachfront home is on the east side of Lagoon Pond, in the town of Oak Blu ...
From $1900 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Oak Bluffs Retreat - The perfect getaway!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Six minute drive to beach! This two floor beauty with central AC boasts ample yard space and all the amenities you look ...
From $510 per night (USD)VRBO
- From $1575 per night (USD)
Expedia
\"The Carousel House\" - Ocean Park - Featured in New York Times
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This house, built in 1865, was featured in the New York Times article on Oak Bluffs, 'The President Was Here (Grant, Tha ...
From $1575 per night (USD)Expedia
- From $2000 per night (USD)
VRBO
Waterfront House On Oak Bluffs Harbor
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Rarely available, large 5 bedroom home with 2 bathrooms and an outside shower right on Oak Bluffs Harbor. Great for kids ...
From $2000 per night (USD)VRBO
- Click For Pricing
VRBO
East Chop Elegance and Comfort - Indoors and Outdoors!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
1/2 mile to East Chop lighthouse, and a mile to beach and town, where restaurants, a movie theater, and the Flying Horse ...
Click For PricingVRBO
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VRBO
Guest House with two Sweet Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our beautiful guest house has two private suites w/separate entrances, ideal for two couples. It's a walk down an old fa ...
Click For PricingVRBO
- From $292 per night (USD)
VRBO
Spacious 1 Bedroom Apt - 3 min Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A perfect place for 1-4 people to stay! You will have plenty of room, shared use of a grill, backyard, and outdoor dinin ...
From $292 per night (USD)VRBO
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VRBO
Steps to Beach! Updated OB Cottage, Walk to Town\/Ferries, AC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This antique, updated summer cottage, named the Flying Seahorse, is 160 feet from the famous Inkwell Beach, a short walk ...
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VRBO
Inca Gardens Apt. New To Market - Lg Patio - Pets
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Inca Gardens is a 2nd-floor apartment of a cute house located in a quiet area of Martha's Vineyard between Oak Bluffs an ...
Click For PricingVRBO
- From $895 per night (USD)
VRBO
Luxury Loft Historic Center Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
This is a wonderfully designed contemporary loft space that is both chic and comfortable. The couches and chairs are do ...
From $895 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Sunny Oak Bluffs cottage minutes from beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Hello! This is a bright and airy colonial-style cottage with lots of comfortable spots to spend time together, or sprea ...
From $499 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Nice house, great location - Oak Bluffs!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright and airy house in a quiet neighborhood near the library. The location is tucked away yet an easy walk to shops, ...
From $700 per night (USD)VRBO