A marina with boats docked along a sandy beach, surrounded by greenery and buildings.

Oak Bluffs Hotel Guide - Oak Bluffs Harbor hotels in Oak Bluffs, United States of America.

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Check prices for these dates

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Oak Bluffs Harbor hotels

A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.
A wooden pier with boats docked in the background.
A two-story house with a balcony, a front porch, and a small garden.
Room

1. Madison Inn

Madison Inn
0.5 km from Oak Bluffs Harbor
United States
Bart
€257
includes taxes & fees
30 Oct - 31 Oct
Madison Inn
A covered outdoor area with a wooden deck, seating, and a view of the water.
A room with a hanging light fixture, two white wicker chairs with colorful cushions, a wooden table, and a view of the water through large windows.
A spacious living room with a stone fireplace, a large window with a view, and a play area for children.
A multi-story building with a porch and a sign that reads "SUMMERCAMP".

2. Summercamp

Summercamp
0.3 km from Oak Bluffs Harbor
United States
Earl
€208
includes taxes & fees
29 Oct - 30 Oct
Summercamp
A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.
A waterfront scene with a large white cruise ship docked at a pier, surrounded by smaller boats and buildings.
A beach with lounge chairs and a marina in the background.
A beachside motel with outdoor seating and umbrellas, a tree, and a clear sky.

3. Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach
3.2 km from Oak Bluffs Harbor
United States
Michael
€184
includes taxes & fees
21 Oct - 22 Oct
Vineyard Harbor Motel - Private Beach
A spacious living room with a sofa, chairs, a coffee table, and a staircase.
A room with a bed, a sofa, a coffee table, and a wall-mounted picture of a beach scene.
A bedroom with a bed, a TV, and a window with blinds.
A balcony with two lounge chairs, a small round table, and a view of the beach and ocean.

4. Morgan Hotel

Morgan Hotel
0.5 km from Oak Bluffs Harbor
United States
Valerie
€151
includes taxes & fees
20 Oct - 21 Oct
Morgan Hotel
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.
A multi-story house with balconies, outdoor umbrellas, and a brick chimney.
A bedroom with a large bed, a view of the sea, wicker furniture, and a modern ceiling design.
A room with a glass-top table, wicker chair, and a view of the ocean through large windows.

5. Inn on the Sound

Inn on the Sound
9.9 km from Oak Bluffs Harbor
United States
Dustin
€346
includes taxes & fees
18 Oct - 19 Oct
Inn on the Sound
A large, multi-story house with a covered porch and a well-maintained lawn.
A modern bathroom with a wooden vanity, a round mirror, and a glass shower enclosure.
A modern living room with a fireplace, wicker furniture, and a wine rack.
A modern living room with a wicker chair, a round coffee table with a vase, and a sofa with patterned cushions.

6. Shore Haven Inn

Shore Haven Inn
10.4 km from Oak Bluffs Harbor
United States
Mike
€186
includes taxes & fees
1 Nov - 2 Nov
Shore Haven Inn
An outdoor patio with a fire table, seating, and a table set for a meal.
A rocky beach with people relaxing and fishing.
A large, two-story building with a prominent sign reading "Palmer House Inn."
A wooden pathway in a lush garden with a lamp post and a distant structure.

7. The Palmer House Inn

The Palmer House Inn
11.8 km from Oak Bluffs Harbor
United States
Jordi
€256
includes taxes & fees
2 Nov - 3 Nov
The Palmer House Inn
A two-story house with a stone facade, a balcony, and a well-maintained garden.
A coastal landscape with a sandy beach and grassy dunes.
A room with a large window, a dining table with a tablecloth, and a chair with a cushion.
A garden patio with stone steps, a table and chairs, and a large umbrella.

8. Frederick William House

Frederick William House
13 km from Oak Bluffs Harbor
United States
Kathy
€162
includes taxes & fees
21 Oct - 22 Oct
Frederick William House
A kitchen with blue cabinets, a white refrigerator, a coffee maker, and a sink with a gold faucet.
A residential property with a covered patio, outdoor seating, and a gravel driveway.
A two-story house with a white picket fence, a porch with a white railing, and a sign indicating it is The Lightkeepers Inn.
A kitchen with a blue cabinet, a white refrigerator, a coffee maker, and a hanging towel.

9. The Lightkeepers Inn

The Lightkeepers Inn
8.7 km from Oak Bluffs Harbor
United States
Penny
€211
includes taxes & fees
1 Nov - 2 Nov
The Lightkeepers Inn
A wooden deck with a white railing, a round table with chairs, and a view of the marina and town in the background.
A marina with boats docked along the shore, surrounded by greenery and a sandy beach.
A spacious living room with a large sofa, a chair, and a small table. There are several potted plants and a ceiling fan.
A hotel room with a bed, a bedside table with a bottle of Prosecco and two wine glasses.

10. Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 km from Oak Bluffs Harbor
United States
Robyn
€186
includes taxes & fees
2 Nov - 3 Nov
Mansion House Inn And Spa
A modern living room with a sofa, coffee table, and various decorative items.
A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.
A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.
A marina with multiple sailboats docked, surrounded by houses and greenery.

11. AutoCamp Cape Cod

AutoCamp Cape Cod
14.3 km from Oak Bluffs Harbor
United States
John
€154
includes taxes & fees
29 Oct - 30 Oct
AutoCamp Cape Cod
Exterior
Exterior detail
Room
Exterior detail

12. Red Horse Inn

Red Horse Inn
11 km from Oak Bluffs Harbor
United States
Thomas
€173
includes taxes & fees
18 Oct - 19 Oct
Red Horse Inn
A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.
A multi-story hotel with a balcony, a flag, and a sign for 'Chesca's'.
A dining area with a table set for breakfast, wicker chairs, and a view through a window.
A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.

13. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
8.7 km from Oak Bluffs Harbor
United States
Austin
€274
includes taxes & fees
18 Oct - 19 Oct
Vineyard Square Hotel & Suites
A beach with clear blue water, a sandy shore, and a pier with boats. There are blue umbrellas and lounge chairs on the beach.
A hotel room with two beds, teal headboards, white bedding, and a view of the city.
A coastal marina with boats docked, a building with multiple levels, and a crescent moon in the sky.
A bedroom with a bed, a desk, a chair, and a TV.

14. Falmouth Tides

Falmouth Tides
10 km from Oak Bluffs Harbor
United States
Nikolay
€247
includes taxes & fees
1 Nov - 2 Nov
Falmouth Tides
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A spacious living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.
A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.

15. Faraway Martha's Vineyard

Faraway Martha's Vineyard
8.7 km from Oak Bluffs Harbor
United States
Krystin
€245
includes taxes & fees
1 Nov - 2 Nov
Faraway Martha's Vineyard
A sign for the Town & Beach Motel with a tree and flower beds in front.
A wooden fence with a 'WELCOME' sign, two blue wicker chairs with cushions, a small table with a potted plant, and flowers.
A room with two armchairs, a small table with a lamp, and a window with blinds.
A house with a grey door, a hanging flower basket, and blue hydrangea bushes in front.

16. Town & Beach Motel

Town & Beach Motel
11.2 km from Oak Bluffs Harbor
United States
Oscar
€128
includes taxes & fees
18 Oct - 19 Oct
Town & Beach Motel
A two-story house with a brick pathway leading to the front door, surrounded by a well-maintained lawn and green Adirondack chairs.
A staircase with wooden steps and a striped carpet, two chairs with blue cushions, and a small round table with a plant.
A room with a wooden floor, a round table with a white top, and two wicker ottomans.
A modern bedroom with a wooden bed, a TV mounted on the wall, and a bedside table with a lamp.

17. The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard
8 km from Oak Bluffs Harbor
United States
Alex
€196
includes taxes & fees
25 Oct - 26 Oct
The Franklin Hotel Martha's Vineyard
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.
A restaurant with tables set for dining, overlooking a beach.
An aerial view of a resort with a pool, beach area with umbrellas, and a large building with a covered deck.
A golf course with a clubhouse, a lake, and surrounding trees.

18. The Club at New Seabury

The Club at New Seabury
13.1 km from Oak Bluffs Harbor
United States
Kathleen
€177
includes taxes & fees
1 Nov - 2 Nov
The Club at New Seabury
A wooden deck with two Adirondack chairs facing a railing, overlooking a green landscape.
A golf course with sand bunkers, a water hazard, and a flagstick.
A bedroom with a large bed, bedside tables with lamps, a desk, and two armchairs.
A large, multi-story building with a prominent entrance, surrounded by well-maintained lawns and a golf course.

19. The Cape Club Resort

The Cape Club Resort
19.7 km from Oak Bluffs Harbor
United States
Edwin
€140
includes taxes & fees
4 Nov - 5 Nov
The Cape Club Resort
A cozy living room with a fireplace, comfortable seating, and a bookshelf.
A cozy living room with two white armchairs, a round table, a fireplace, and a bookshelf.
A traditional two-story house with a front porch, a flag, and a well-maintained garden.
A living room with a beige sofa, two armchairs, a coffee table, and a fireplace.

20. The Ashley Inn

The Ashley Inn
8.4 km from Oak Bluffs Harbor
United States
Betsy
€244
includes taxes & fees
1 Nov - 2 Nov
The Ashley Inn
View all properties

Compare popular hotels close to Oak Bluffs Harbor

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A cozy living room with a fireplace, bookshelves, a dining area, and a staircase.
Madison Inn
9.8
Exceptional
83 reviews
View
A covered outdoor area with a wooden deck, seating, and a view of the water.
Summercamp
9.4
Exceptional
1,007 reviews
View
A patio with a wooden table and chairs, a hanging flower pot with red and yellow flowers, and a view of the sea with boats in the background.
Vineyard Harbor Motel - Private Beach
9.0
Wonderful
827 reviews
View
A spacious living room with a sofa, chairs, a coffee table, and a staircase.
Morgan Hotel
8.6
Excellent
271 reviews
View
A cozy room with wicker furniture, a stone fireplace, and a view of the ocean.
Inn on the Sound
9.8
Exceptional
232 reviews
View

Top Oak Bluffs Harbor Hotel Reviews

Madison Inn

Madison Inn

10/10 Excellent
"Lovely hotel in the heart of Oak Bluffs. Very friendly staff. Would return!"
Brian 5-night trip
Posted 19 hours ago
Madison Inn
Pequot Hotel

Pequot Hotel

10/10 Excellent
"The place is so nice, but rooms are dated. Doesn’t bother me, but just wanted to put that out there. Great breakfast and service staff were very friendly and helpful us with our plans for the day! Close to Circuit street. We walked everywhere. I loved it!"
Lisa 1-night trip
Posted 5 days ago
Pequot Hotel
The Attleboro House

The Attleboro House

8/10 Good
"Great location and a fridge stocked with cold drinks"
Neville 3-night trip
Posted 7 days ago
The Attleboro House
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

10/10 Excellent
"This was our first time securing a rental property. It was a pleasure and stress free and that was from the beginning. I highly recommend this property!"
Veronica R. 3-night trip
Posted 10 days ago
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
Quintessential MV home near Oak Bluffs, beach & harbor

Quintessential MV home near Oak Bluffs, beach & harbor

10/10 Excellent
"Great rental for the island. We were pleasantly surprised at how close we were to the main area Circuit Avenue. It was like a 7 minute drive.We were also shocked at the additional space and additional bathroom in the basement area.We would stay here again."
Tarsha T. 4-night trip
Posted 3 weeks ago
Quintessential MV home near Oak Bluffs, beach & harbor
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

10/10 Excellent
"Incredible stay!! Jason was very communicative, and super helpful ensuring this house worked for our stay. Check in was easy, and everything was as was shown in the VRBO post. Would absolutely stay here again and recommend to anyone coming to the island."
Katy R. 5-night trip
Posted 3 weeks ago
Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

10/10 Excellent
"A beautiful, historic, and wonderfully updated house in a perfect location! Walk to everything in Oak Bluffs and Jetty beach in East Chop. Large covered porch for hanging out on the rockers and dining. Great takeout just a 5 minute walk down the road to Winston’s. Wonderful owners and fabulous neighborhood. It was a perfect stay!!"
Jen C. 7-night trip
Posted 3 weeks ago
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs
Historic Oak Bluffs home, short walk to town, beach, and harbor.

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

10/10 Excellent
"Our family of four enjoyed our time at Hillcrest. The home, built in 1877, exudes character despite not being renovated. It was clean and well-equipped with everything we needed and more. The host was incredibly communicative and accommodating, making us feel right at home. We’re already planning our next visit!"
Roeshana M. 6-night trip
Posted 1 month ago
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

10/10 Excellent
"The location is perfect. The condo is airy and bright, and the front balcony is wonderful. We had an amazing visit."
Janet J. 3-night trip
Posted 1 month ago
Heart of Oak Bluffs, No Car Needed! Ocean Views, Walk to Everywhere!

Other attractions near Oak Bluffs Harbor

A beach with clear blue water, a sandy shore, and a few boats in the distance.
Photo by Fun Travelog

Oak Bluffs Town Beach

9.4/10 (134 reviews)
If a restful holiday is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
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A colorful carousel with an American flag atop, surrounded by ornate decorations and a clear blue sky.

Flying Horses Carousel

8.6/10 (106 reviews)
Enjoy an outing to Flying Horses Carousel during your stay in Oak Bluffs. Wander the beautiful beaches and waterfront in the area.
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A row of colorful houses with a prominent tower, a grassy lawn, and a winding road.

Ocean Park

9.2/10 (99 reviews)
Ocean Park is just one of the places to see in Oak Bluffs, so why not enjoy the other things to explore during your travels? Wander the area's waterfront or simply enjoy one of its seafood restaurants.
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Cottage Museum

8.6/10 (40 reviews)
You can spend an afternoon exploring the galleries in Cottage Museum in Oak Bluffs. Stroll along the area's seaside or simply savour its wineries.
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Trinity Park Tabernacle

8.8/10 (42 reviews)
Find out about the history of Oak Bluffs when you take a trip to Trinity Park Tabernacle. Wander the area's waterfront or simply enjoy one of its seafood restaurants.
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Oak Bluffs Fishing Pier

After visiting Oak Bluffs Fishing Pier, make a plan to see the other sights and activities in Oak Bluffs. Stroll along the beaches or visit the shops in this relaxing area.
See properties

Circuit Avenue

9.2/10 (82 reviews)
During your trip to Oak Bluffs, you can find the perfect gifts to bring home at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
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Seaview Beach

9.6/10 (8 reviews)
Why not spend a lazy afternoon at Seaview Beach during your trip to Oak Bluffs? Wander the beaches and waterfront in this relaxing area.
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Frequently asked questions

What's the area like around Oak Bluffs Harbor?
Oak Bluffs Harbor is located in an area of Oak Bluffs known for its beautiful beaches, top seafood restaurants and array of wineries. If you're looking for a convenient place to stay, take a look at the 258 hotels and other accommodation options you'll find within a mile.
What's the best place to stay near Oak Bluffs Harbor?
Adjacent to Oak Bluffs Harbor, Summercamp is one of the top choices for your stay based on our traveller data, and this hotel offers a snack bar/deli and free WiFi. Other good options close by include MV Surfside Hotel and Morgan Hotel.
How many hotels are there close to Oak Bluffs Harbor?
Expedia has 258 hotels and other accommodation options within a mile from Oak Bluffs Harbor.
If I need to cancel the hotel reservation for my stay near Oak Bluffs Harbor, will I receive a refund?
Yes! The majority of room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to review the top deals on offer near Oak Bluffs Harbor.
What can I see and do near Oak Bluffs Harbor?
You'll want to browse the exhibits at Martha's Vineyard Museum and Cottage Museum. Explore landmarks like Martha's Vineyard Preservation Trust Historic Buildings, East Chop Light and Tisbury Town Hall & Katharine Cornell Memorial Theater. You can enjoy live performances at Martha's Vineyard Film Center and Vineyard Playhouse.

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