Farm Pond Rentals
- From $952 per night (USD)
VRBO
Waterfront Home in Oak Bluffs - Walk to Town and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely four-bedroom shingled Cape overlooks Farm Pond, Harthaven, and Nantucket Sound. It is a vintage cottage com ...
From $952 per night (USD)VRBO
- From $1214 per night (USD)
VRBO
Walk to Beach and Town. Large Family House.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
-Seven air conditioned bedrooms -Four bathrooms -One living room and two small sitting rooms -large bluestone patio wit ...
From $1214 per night (USD)VRBO
- From $400 per night (USD)
VRBO
**WALK TO BEACHES,HARBOR,EVERYTHING!! *IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
***PLEASE “ MESSAGE” MANAGER/OWNER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & ...
From $400 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, ...
From $325 per night (USD)VRBO
- From $250 per night (USD)
VRBO
In-Town Certified National Historic Oak Bluffs Property -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the ...
From $250 per night (USD)VRBO
- From $475 per night (USD)
VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in this beautiful Vineyard home and enjoy a relaxing vacation back in time! Within 5 minutes of stepping out the f ...
From $475 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Nautical Oasis 10-min Walk to Downtown Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The house is perfectly located to get to the best beaches (Katama Beach, Long Pond, Lambert’s Cove, etc.) on the Island ...
From $600 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Newly renovated, air conditioned cottage close to the beach and town. dogs ok
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This property has something for the whole family to enjoy. A large wrap-around porch, screened in dining area on porch, ...
From $600 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Location & Charm -- Central AC, 100% Renewable Energy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This home is perfectly located - a short walk to Inkwell Beach, downtown Oak Bluffs, and the OB Ferry. One side of the ...
From $547 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
6 Bedrooms, Sleeping Porch, 3 Full Baths, 2 Half Baths, Sleeps 12+ A timeless Martha’s Vineyard escape awaits you at th ...
From $3000 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Location, Location, Location! Newly renovated charming cottage style home located in the sought after East Chop area of ...
From $900 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Comfortable Island Home, Easy Access to Beaches and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Salt Box style Log Home with open floor plan built by my family with a country feel, located on a wooded lot in the down ...
From $325 per night (USD)VRBO
- From $562 per night (USD)
VRBO
Dog-friendly home with fenced yard- walking distance to beach, ferry & town
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Wayland Victorian Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $562 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Multiple Ensuites, Central Air, Perfect Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our home is approximate 2200sf and has 4 bedrooms including 3 bedrooms with en-suite bathrooms (all on second floor) an ...
From $750 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Gingerbread cottage with stunning Oak Bluffs Harbor View
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Amazing vacation spot Enjoy beautiful views of Oak Bluffs Harbor and beyond Historic gingerbread cottage Large front por ...
From $900 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Beautiful cape located 2 blocks from Lagoon!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
It's all about Location!!! This cape style home is located on a quiet road very close to the Lagoon in Oak Bluffs and is ...
From $645 per night (USD)VRBO
- From $650 per night (USD)
VRBO
Location, Location, Location- Updated East Chop Year Round Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Oak Bluffs: Located in East Chop! Beautiful year round home steps to Oak Bluffs Harbor, East Chop Beach Club, Jetty Beac ...
From $650 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Nice home w outdoor patio bar , dining table, comfortable furniture See photo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This home is in a quiet neighborhood - 10 minute walk to beach, Oak Bluffs center/harbor, restaurants, boarts district a ...
From $375 per night (USD)VRBO
- From $540 per night (USD)
VRBO
Charming Island House-Close to Ginger Bread Cottages, Beaches, Shops...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come experience the magic of the Vineyard in our island home. This charming residence is clean, cozy and boasts modern f ...
From $540 per night (USD)VRBO
- Click For Pricing
VRBO
Convenient In-Town (Oak Bluffs) Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Vineyard location on Vineyard Avenue in Oak Bluffs. Built in 1920 and thoughtfully restored in 1999, this house is ...
Click For PricingVRBO
- From $473 per night (USD)
VRBO
Oak Bluffs - Quiet neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Less than a mile from downtown, harbor and beach. Located in a quiet neighborhood, guests are sure to enjoy a memorable ...
From $473 per night (USD)VRBO
- From $552 per night (USD)
VRBO
A BRILLANT WAY\nCentral Location To Beach\/Shops\/Restaurants\/Arcade\/Family Bowling
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A Brillant Way is a Brilliant Condo located in the heart of Oak Bluffs. Second level has 2 bedrooms - Queen size bed in ...
From $552 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Oak Bluffs Gingerbread Cottage near Downtown, Beach, Ferry and Ocean Park!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
- Magnificent front porch for rocking and peaceful island observations! - All furniture is whimsical and light to match ...
From $675 per night (USD)VRBO
- From $236 per night (USD)
VRBO
Oak Bluffs! Close to everything! Updated in 2023! Booking fast!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This home was updated in 2023! Beautiful detached 2 bedroom within walking distance to the center of Oak Bluffs. The ext ...
From $236 per night (USD)VRBO
- From $700 per night (USD)
VRBO
OB Watrfront 4+ BR. Quiet\/Walk to Town. Beachy, classic, great ocean\/pond views.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
AUGUST CANCELLATION: Aug 18-25 available. 5% off if booked by 3/15 Best of everything: We are located on the back side o ...
From $700 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Martha's Vineyard Beachfront Condo in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all that Martha's Vineyard has to offer in this spacious two bedroom, two full bath beautifully furnished condo ov ...
From $350 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Spacious Waterview Condo - Steps To The Beach, Right Across The Street!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime location close to the center of town in the fabulous SeaView Condo building in the heart of Oak Bluffs. Highly des ...
From $800 per night (USD)VRBO
- From $1350 per night (USD)
VRBO
Last minute cancelation! August price reduced! Large, Renovated, Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Last minute cancelation on August week! Big Price reduction! This charming Vineyard home just completed a large renovat ...
From $1350 per night (USD)VRBO
- From $228 per night (USD)
VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! A\/C,Large Deck,Gazebo,Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
****PLEASE “ MESSAGE” MANAGER/ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CONTACT HOST" & SEND ...
From $228 per night (USD)VRBO
- From $1009 per night (USD)
VRBO
Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Victorian Cape Cod Cottage located in the highly desired Oak Bluffs Copeland District in Martha's Vineyard. Large family ...
From $1009 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Perfect Stay, 10 Minute Walk to Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, comfortable cottage in Oak Bluffs near everything! Features a huge wrap around deck with furniture and attached o ...
From $365 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Charming studio condo with pool & tennis - easy access to the beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 6B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $296 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Dog-friendly studio with pool & tennis access - awesome location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 12D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $290 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Dog-friendly studio condo with pool & tennis - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 3B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $347 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Romantic seaside getaway with pool & tennis courts - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 18D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $267 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Charming studio for two with pool & tennis - close to beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 20D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $300 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Dog-friendly condo with pool & tennis - close to beaches, golf & parks
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 4B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $288 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 26F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $274 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Dog-friendly condo with pool & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $270 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Convenient condo with pool, picnic area & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 19D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $271 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Contemporary dog-friendly studio with beach access, pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 13D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $291 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Coastal condo with pool & tennis courts near golf, beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 24F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $298 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Dog-friendly condo with pool, tennis courts & picnic area - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 25F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $272 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Dog-friendly studio with pool, on-site tennis courts & prime location
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 14D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $274 per night (USD)Expedia
- From $341 per night (USD)
VRBO
Charming studio with pool & tennis courts - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Island Inn - 27F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $341 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Comfortable condo with tennis courts & pool - close to beaches
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 23F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $300 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Comfy studio near the beach with pool & tennis court - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 11D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $276 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 7C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $300 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Welcoming condo with pool & tennis courts - golf & beaches nearby
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 9C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $315 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Seaside suite with tennis courts & a pool - perfect for romantic getaways
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Island Inn - 17D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $282 per night (USD)Expedia
- From $469 per night (USD)
VRBO
Adorable cottage with pool, tennis courts & picnic area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 21E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $469 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Canary Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $320 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
Vineyard charm island memories
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Great location,wonderful front porch,incredible kitchen,outdoor gas grill,walking distance to downtown,beaches,A/C,Marth ...
From $1200 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Quintessential Martha's Vineyard cottage with yard\/patio - walk to Inkwell Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Pinkletink Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $285 per night (USD)Expedia
- From $650 per night (USD)
VRBO
COZY 3 BR\/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the beautiful Lagoon Heights neighborhood, you'll enjoy this lovely 3 Bedroom, 2 Bath cozy Cape Cod home with ...
From $650 per night (USD)VRBO
- From $357 per night (USD)
VRBO
1-Bedroom cottage, 200ft from the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1-bedroom cottage, completely separate from the larger house. Easy access from both front and back yards, very private. ...
From $357 per night (USD)VRBO
- From $614 per night (USD)
VRBO
Bright Modern House AC 3full baths, 3+ bedrooms, 2 balconies, deck & parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Bright air conditioned house has common space living TV room, dining and kitchen together. 1st floor has 1 bedroom with ...
From $614 per night (USD)VRBO
- From $750 per night (USD)
VRBO
Location , Location , Location ! Walking distance to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Bellavista at the Seaview. This oceanfront condo is a coveted two bedroom , two bathroom home that was comple ...
From $750 per night (USD)VRBO
- From $934 per night (USD)
VRBO
Spacious 5-bedroom house with AC and WiFi in brilliant Oak Bluffs
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Perched on a grassy hill, this majestic home has sweeping views of Oak Bluffs Harbor and is just minutes from East Chop ...
From $934 per night (USD)VRBO
- From $1084 per night (USD)
Expedia
Six Bedroom Home with In-Law Suite
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Our home with AC is on a leafy dead end, quiet street, 4 minutes to downtown Oak Bluffs, 5 mins to Eastville Beach, 6 mi ...
From $1084 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Oak Bluff's Victorian Walk to Town & Beaches
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
About this space First floor has AC and hosts windowed living, dining, work space, kitchen and garden apartment that sle ...
From $1000 per night (USD)VRBO
- From $976 per night (USD)
Expedia
Heart of Oak Bluffs - A Newly Renovated Gem, 5 Minute Walk to Town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the perfect blend of location and luxury in this beautifully renovated charmer, centrally situated in Oak Bluff ...
From $976 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Secluded Sanctuary, Oak Bluffs Retreat - 10 min. walk to O.B. Harbor & Downtown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the woods at the end of a cul-de-sac, this charming retreat offers an idyllic getaway for your summer vacatio ...
From $1000 per night (USD)VRBO
- From $638 per night (USD)
Expedia
Walking to the beach. Bars and Restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Walking distance to the beach. 5 minutes away from downtown, steamship, ice cream, and restaurants. Lovely backyard with ...
From $638 per night (USD)Expedia
- From $725 per night (USD)
VRBO
Charming home near downtown & beach with patio, outdoor shower, grill, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Blissful Island Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $725 per night (USD)VRBO
- From $559 per night (USD)
VRBO
Great Vineyard Cottage with modern amenities and lots of outdoor living space.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The house has everything you need to enjoy a great vineyard vacation. Hot tub, two decks, grill, outdoor shower and cl ...
From $559 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Gorgeous 7BR\/6BA Ocean views Walk to Beach & Town - 10% off two week stay!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 10
Large Private Home formerly known as the SeaSpray Inn and featured on the reality television show "The Vineyard", this l ...
From $1500 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Classic Cottage In Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Point B Exclusive - This Classic Cottage is conveniently located in central Oak Bluffs with easy access into both downto ...
From $283 per night (USD)VRBO
- From $645 per night (USD)
VRBO
Perfect location! Beach, Harbor & Town. Beautiful 1st Floor Apartment Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely, in-town, first-floor apartment is in a renovated 1800's historic Oak Bluffs cottage with a fenced in landsc ...
From $645 per night (USD)VRBO
- From $2150 per night (USD)
VRBO
Waterfront Home in Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Oak Bluffs 4 bed/3 bath waterfront home is part of a 3 house compound with 150 ft. of private beach on Nantucket Sound. ...
From $2150 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Harthaven Oak Bluffs Waterfront Home with 150 feet of Beach on Nantucket Sound
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
WATERFRONT OASIS - Perched on a bluff overlooking Nantucket Sound, this waterfront home is part of a compound in the Har ...
From $2250 per night (USD)VRBO
- From $2039 per night (USD)
VRBO
Oak Bluffs Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Part of a three house waterfront compound, this immaculate contemporary cottage can be rented on its own, or along with ...
From $2039 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Family home located near everything needed for the perfect vacation.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The house was recently renovated with new appliances and other furnishing. Appliances include a convection oven, dishwas ...
From $500 per night (USD)VRBO
- From $760 per night (USD)
VRBO
July dates open! Walk to Oak Bluffs Restaurants, Shopping, Harbor and Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful, open concept, fully furnished home is just footsteps to Sunset Lake, harbor, beaches, entertainment, res ...
From $760 per night (USD)VRBO
- Click For Pricing
VRBO
Sweet Apartment in the Heart of Oak Bluffs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming apartment is centrally located on Circuit Ave in the heart of Oak Bluffs above a popular restaurant. It is ...
Click For PricingVRBO
- From $2142 per night (USD)
VRBO
Vacation In This Historic And Luxurious Martha's Vineyard Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Perched on the corner of Ocean Park overlooking Nantucket Sound and across the street from the beach, this elegant home ...
From $2142 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Make Lasting Memories In This Adorable Vineyard Cottage!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
This quaint cottage, nestled in a quiet neighborhood of Oak Bluffs, is perfect for a romantic getaway, a special place t ...
From $255 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Romantic condo near the shore with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Inn - 22F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $331 per night (USD)Expedia
- Click For Pricing
VRBO
Cute 4-BR House within walking distance of Circuit Avenue
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
It is all about location! Leave the car at the house, and walk right into town. This 4 bedroom, 2 bath home features a l ...
Click For PricingVRBO
- From $832 per night (USD)
VRBO
Fully Renovated & Spacious home walking distance to downtown Oak Bluffs\/Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated three-level home with 3 bedrooms 2 bathrooms within walking distance to the heart of Downtown Oak Bluffs ...
From $832 per night (USD)VRBO
- From $500 per night (USD)
VRBO
OB Cozy-Cottage-Glam off Circuit with Great Outdoor living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Location!!! Location!!! This updated cottage is a quick walk to town, beach, Tony’s Deli, tennis and basketball courts, ...
From $500 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Tree Top Suite Get-Away
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our beautiful suite has a private entrance, is a walk down an old fashioned dirt road to a private beach and also right ...
From $395 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Rustic circa 1870s home w\/outdoor shower, 3 decks & private grill - 1 dog OK
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Brunswick Plain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $297 per night (USD)VRBO
- From $1195 per night (USD)
Expedia
** Vineyard Vacation Retreat ** with HOT TUB
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell dri ...
From $1195 per night (USD)Expedia
- Click For Pricing
VRBO
Secluded but not Isolated home for all to enjoy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A lovely contemporary cape in East Chop with 3 bedrooms, loft & 2 full baths. High ceilings & skylights. A 1/2 mile walk ...
Click For PricingVRBO
- Click For Pricing
Expedia
3 BR cozy Vineyard Vacation Apartment
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 BR apartment located on Circuit Ave walking distance to town. This unit feels like its own house. The kitchen and livi ...
Click For PricingExpedia
- From $1009 per night (USD)
VRBO
**Vineyard Vacation Retreat** -3 BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large ...
From $1009 per night (USD)VRBO
- From $1125 per night (USD)
Expedia
Beautiful Custom Home In Oak Bluffs
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Discover 4 spacious bedrooms with well planned living space with a inviting porch that wraps around 3/4 of the house is ...
From $1125 per night (USD)Expedia
- From $571 per night (USD)
VRBO
Renovated Historic House \"The Legacy House\"
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
2 Blocks - walking distance to Inkwell Beach! Walking distance to Circuit Avenue, Ocean Park, and Oak Bluffs ferry. Pea ...
From $571 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Year-round Oak Bluffs in-town Gingerbread House across from Harbor.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Year-round Oak Bluffs in-town Historical Famous Seashrimp Gingerbread House across from harbor/Nancy's restaurant. 3 B ...
From $1000 per night (USD)VRBO
- From $607 per night (USD)
VRBO
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to “Gem of the Ocean”! Martha’s Vineyard vacationers dream! This recently renovated condo with private balcony a ...
From $607 per night (USD)VRBO
- From $675 per night (USD)
VRBO
Fully Renovated & Spacious home within walking distance of Oak Bluffs \/ Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated three-level home with three bedrooms and two bathrooms within walking distance to the heart of Downtown ...
From $675 per night (USD)VRBO
- From $502 per night (USD)
VRBO
A GREAT COZY HOUSE WALKABLE TO TOWN AND TO INKWELL BEACH1
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 5
A lovely renovated house walkable to Circuit Ave and Inkwell Beach, still has weeks available to rent in June, July, Sep ...
From $502 per night (USD)VRBO
- From $1143 per night (USD)
Expedia
Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 14
Fantastic home available from May to October. Seven Bedrooms, one den with pull out couch, two bathrooms and a dreamy o ...
From $1143 per night (USD)Expedia
- Click For Pricing
VRBO
Martha's Vineyard Home w\/ Deck < 1 Mi to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover the beauty of Martha’s Vineyard when you stay at this charming 3-bedroom, 2.5-bathroom vacation rental! Situate ...
Click For PricingVRBO
- 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