Are you in a hurry?
Here is a quick list of Vacation Rentals in Oak Bluffs, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Island Inn |
8.2 / 10 (211 Reviews) |
From 72$ | |
| Capricorn House |
8.9 / 10 (166 Reviews) |
From 325$ | |
| Winthrop Cottage |
8.0 / 10 (3 Reviews) |
From 625$ | |
| Breezy Oak Bluffs Condo - Steps To Inkwell Beach! |
10.0 / 10 (3 Reviews) |
From 571$ | |
| Island Sanctuary |
7.6 / 10 (9 Reviews) |
From 739$ |
Oak Bluffs is a charming destination on Martha's Vineyard that offers an array of vacation rentals perfect for a fun-filled getaway. From cozy cottages to spacious beach houses, there's something for everyone in this inviting coastal town. Visitors can enjoy picturesque beaches, lush parks, and vibrant nightlife, all just a stone's throw away from their temporary home. Whether you’re traveling with family, friends, or seeking a romantic escape, Oak Bluffs has the ideal accommodations to make your stay memorable. Explore different rental options that cater to various tastes and budgets.
Best Oak Bluffs Vacation Rentals
View all photos
Island Inn
From 72$
Featuring Wi-Fi and a swimming pool, Island Inn apartment is located on a vineyard. Inkwell Beach is 1.5 km from the venue, while Edgartown Lighthouse is about 7 km away.
This accommodation lies within 20 minutes' walk of the centre of Oak Bluffs. Oak Bluffs Public Library is also a short ride away. Martha's Vineyard airport is nestled 15 km from the apartment.
View all photos
Capricorn House
From 325$
Capricorn Beach House Apartment Oak Bluffs, set next to Niantic Park, is 15 km from Martha's Vineyard airport. The homestay is made up of 7 rooms.
The venue offers visiting Martha's Vineyard Camp Meeting Association located a 9-minute stroll away and Trinity Park Tabernacle Church 700 metres from the accommodation. It is 1 km away from the city centre of Oak Bluffs. Capricorn Beach House Apartment is a 7-minute walk from the nearest bar, that serves Southwestern cuisine. Ocean Park is set nearby. Healey Way bus stop is approximately 900 metres away.
View all photos
Winthrop Cottage
From 625$
Winthrop Cottage is set just 1.1 km from Flying Horses Carousel and represents a 1-bedroom venue with a patio. The accommodation comes with 1 bathroom and a full kitchen.
The centre of Oak Bluffs is nearly 1 km from the villa. You'll be steps from Martha's Vineyard Camp Meeting Association and 0.8 km from Trinity Park Tabernacle Church. Tony's Market is 200 metres from Winthrop Cottage. Alison Shaw Gallery is located nearby. Martha's Vineyard airport is the nearest one and it is 15 km from this property.
View all photos
Breezy Oak Bluffs Condo - Steps To Inkwell Beach!
From 571$
Breezy Oak Bluffs Condo - Steps To Inkwell Beach! is a welcoming venue set 50 metres from Inkwell Beach and 3.8 km from Jaws Bridge. This accommodation is steps away from Flying Horses Carousel and it also provides an oven and a cooktop in a fully-fitted kitchen.
The apartment lies 10 minutes' on foot from the city centre of Oak Bluffs. Serving American meals, Back Door Donuts is about 7 minutes’ walk away. Guests will appreciate proximity to Waban Park. Martha's Vineyard airport is 15 km away.
View all photos
Island Sanctuary
From 739$
Island Sanctuary Villa is situated 3.1 km from Cronig's Markets in Oak Bluffs and offers accommodation with a fully furnished kitchen. It also includes 2 bedrooms and 2 bathrooms.
Eastville Point Beach lies within a 25-minute walk of the venue. The centre of Oak Bluffs is at 2 km. This property is also set close to Beach On Lagoon Pond. You can get to Cottage Museum in a few minutes by car. Island Sanctuary Villa is located 10 km away from Martha's Vineyard airport.
View all photos
Bright Grove
From 768$
Bright Grove Villa is situated about a 10-minute drive from Island Cove Mini Golf in Oak Bluffs and offers accommodation with a fully furnished kitchen. This venue has 2 bedrooms and 2 bathrooms.
Circuit Avenue lies within a 17-minute walk of the villa. Guests can get to Oak Bluffs city centre in 15 minutes on foot. Bar Fishbones Bar & Grille serves a variety of American dishes and is situated a short stroll from the property. You can get to Flying Horses Carousel in a few minutes by car. Martha's Vineyard airport is the nearest one and it is 15 km from this venue.
View all photos
Soundmeadow House
From 807$
Soundmeadow House Villa is situated around 3 km from Trinity Park Tabernacle Church in Oak Bluffs and offers accommodation with a fully-equipped kitchen. The venue is fitted with 2 bedrooms and 2 bathrooms.
The property is 10 minutes' drive from Waban Park. The centre of Oak Bluffs can be reached within 3 km. You can get to the historic East Chop Lighthouse in a few minutes by car. Martha's Vineyard airport is set 10 km from Soundmeadow House Villa.
View all photos
Yellow Brick Road House
From 316$
A 25-minute stroll from Yellow Brick Road House Villa takes guests to Waban Park, while the Scenic Inkwell Public Beach is a 30-minute walk away. This accommodation features 1 bedroom, a fully-equipped kitchen and 1 bathroom.
The centre of Oak Bluffs is nearly 2 km from the venue. You can get to Trinity Park Tabernacle Church in a few minutes by car. Yellow Brick Road House Villa is 15 km from Martha's Vineyard airport.
View all photos
Oak Bluffs Cottage
From 1027$
Oak Bluffs Cottage is situated 25 minutes on foot from the historic East Chop Lighthouse in Oak Bluffs and offers accommodation with a fully-equipped kitchen. 3 bedrooms and 3 bathrooms are comprised in this venue.
Local attractions include Cottage Museum steps away from the villa and city centre 1 km away. Martha's Vineyard Camp Meeting Association is only a 6-minute walk away. You can taste American cuisine in Fishbones Bar & Grille, located 13 minutes' stroll from Oak Bluffs Cottage. Guests can also explore Oak Bluffs Public Library, a few steps from the property. Martha's Vineyard airport is around a 20-minute drive away, and the venue lies within 700 metres of Oak Bluffs Town Hall / Library bus station.
View all photos
The Samoset
From 533$
The Samoset Villa is situated within 5 minutes' drive of Oak Bluffs Public Library in Oak Bluffs and offers accommodation with a full kitchen. Featuring sea views, the rooms come with a microwave oven and a fridge as well as with access to a patio.
Local attractions include Trinity Park Tabernacle Church steps away from the venue and city centre 1 km away. The property is set 400 metres from Tony's Market. Quench your thirst with your favourite drink at the restaurant Tony's Market within 5 minutes' walk from The Samoset Villa. A Gallery Martha's Vineyard is just steps away. A drive to Martha's Vineyard airport will take a bit over 20 minutes.
View all photos
Oak Bluff Bungalow
From 1461$
Oak Bluff Bungalow Villa is situated about 10 minutes by car from Martha's Vineyard Camp Meeting Association in Oak Bluffs and offers accommodation with a fully furnished kitchen. The venue comprises 4 bedrooms and 4 bathrooms.
The centre of Oak Bluffs is nearly 4 km from the property. Joseph Sylvia State Beach is about a 10-minute drive away. You can get to Cottage Museum in a few minutes by car. Oak Bluff Bungalow Villa is located 10 km away from Martha's Vineyard airport.
View all photos
Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!
From 828$
Marthas Vineyard Apt About 1 Mile To Inkwell Beach! Venue offers spacious accommodation within 1.6 km from Trinity Park Tabernacle Church. This apartment offers welcoming rooms with a full kitchen equipped with an oven and a cooktop.
The property is located in Oak Bluffs, a 15-minute walk from its centre. Waban Park is 10 minutes' drive away. The bar Lobsterville Grill offers American specialities. Take a few minutes' cab ride to see Martha's Vineyard Camp Meeting Association. The nearest airport is Martha's Vineyard, 15 km from Marthas Vineyard Apt About 1 Mile To Inkwell Beach! Apartment, and Oak Bluffs Town Hall / Library bus station is 10 minutes' walk away.
View all photos
Modern Apt Near Martha'S Vineyard Beaches!
From 821$
Located 10 minutes’ drive to Cottage Museum, this welcoming Modern Apt Near Marthas Vineyard Beaches! Apartment features a full kitchen for those who want to self-cater. The centre of the city is within 4 km of the venue, while Manuel F Correlus State Forest is at 2.1 km.
East Chop Lighthouse is a short taxi ride away. Martha's Vineyard airport is approximately 10 km away.
View all photos
Vineyard Gem < 2 Mi To Beach & Oak Bluffs!
From 792$
Vineyard Gem Less Than 2 Mi To Beach And Oak Bluffs! Venue is situated 25 minutes' walk from Cottage Museum in Oak Bluffs and offers accommodation with a fully furnished kitchen. Wi-Fi is available at the villa throughout the property.
The venue is 10 minutes' drive from East Chop Lighthouse. The walk to the centre of Oak Bluffs will last for 20 minutes. This villa is also set close to Beach On Lagoon Pond. You can get to the Scenic Inkwell Public Beach in a few minutes by car. Vineyard Gem Less Than 2 Mi To Beach And Oak Bluffs! Property is 10 km from Martha's Vineyard airport.
View all photos
Set Sail
Set Sail Villa is situated around 25 minutes' walk from Oak Bluffs Public Library in Oak Bluffs and offers accommodation with a fully furnished kitchen. This venue offers a play area and a garden.
The property is 10 minutes' drive from Manuel F Correlus State Forest. The centre of Oak Bluffs is 2 km away. Set Sail Villa is located close to Beach On Lagoon Pond. The nearest airport is Martha's Vineyard, 10 km away from the venue.
View all photos
Canary Cottage
From 350$
Canary Cottage is situated 25 minutes on foot from Eastville Point Beach in Oak Bluffs and offers accommodation with a fully-equipped kitchen. 2 bedrooms and 2 bathrooms are comprised in this venue.
Popular points of interest near the villa include Martha's Vineyard Camp Meeting Association and Oak Bluffs Public Library. It is a 20-minute drive from Martha's Vineyard airport and a 10-minute drive to Vineyard Haven Public Library. Guests can enjoy American dishes at the bar Fishbones Bar & Grille. You can get to Circuit Avenue in a few minutes by car. Oak Bluffs Town Hall / Library bus stop is 700 metres away from the accommodation.
View all photos
Oak Bluffs Darling
Oak Bluffs Darling Villa is situated 4.6 km from Jaws Bridge in Oak Bluffs and offers accommodation with a fully furnished kitchen. This venue has 2 bedrooms and 2 bathrooms.
Vineyard Haven Public Library is approximately 5 minutes' drive away. The city centre of Oak Bluffs is 2 km away. You can get to Pilot Hill in a few minutes by car. Oak Bluffs Darling Villa offers an accommodation within 20 minutes by car from Martha's Vineyard airport.
View all photos
Charming Mv Cottage: Walk To Dtwn Oak Bluffs!
From 837$
Charming Mv Cottage Walk To Dtwn Oak Bluffs! is situated a mere 9 minutes on foot from Trinity Park Tabernacle Church in Oak Bluffs and offers accommodation with a fully-fitted kitchen. 2 bedrooms and 2 bathrooms are comprised in this venue.
Local attractions include Martha's Vineyard Camp Meeting Association steps away from the villa and city centre 1 km away. Flying Horses Carousel is 1 km away and Martha's Vineyard airport is 15 km from the property. Lobsterville Grill serves American dishes, to reach it you'll need to take a 13-minute walk. Charming Mv Cottage Walk To Dtwn Oak Bluffs! provides easy access to Oak Bluffs Public Library, a few steps from the venue. Oak Bluffs Town Hall / Library bus stop is approximately 700 metres away.
View all photos
The Pinkletink
From 234$
A 12-minute stroll from The Pinkletink Villa takes guests to Martha's Vineyard Camp Meeting Association, while Alison Shaw Gallery is an 8-minute walk away. This accommodation features 1 bedroom, a full kitchen and 1 bathroom.
The centre of Oak Bluffs is nearly 1 km from the venue. This villa is also set close to Niantic park playground. American cuisine is served at Sea Smoke Barbecue and Tony's Market, which are 500 metres away from the property. You can get to the historic East Chop Lighthouse in a few minutes by car. Martha's Vineyard airport is approximately 15 km away.
View all photos
Fresh Pond Chateau Renovated Bright And Cozy Home
From 953$
Fresh Pond Chateau Renovated Bright And Cozy Home is situated around 10 minutes by car from Martha's Vineyard Camp Meeting Association in Oak Bluffs and offers accommodation with a fully-equipped kitchen. This villa has 2 bedrooms and 2 bathrooms.
Felix Neck Wildlife Sanctuary is approximately 10 minutes' drive away. The city centre of Oak Bluffs is 4 km away. You can get to Inkwell Beach in a few minutes by car. This villa is situated 10 km from Martha's Vineyard airport.
View all photos
Home In Oak Bluffs
From 1040$
Located nearly a 25-minute walk from Cottage Museum, the 4-bedroom Home In Oak Bluffs offers rooms with garden views. The villa comes with 4 bathrooms and a fully equipped kitchen.
The property is 10 minutes' drive from Felix Neck Wildlife Sanctuary. The centre of Oak Bluffs is about 2 km away. You can get to Ocean Park in a few minutes by car. Martha's Vineyard airport is 10 km away from Home In Oak Bluffs.