Find the right hotel in Massachusetts

Top-rated hotels, great locations, and flexible options for every kind of trip.

Seabreeze Retreat 6 photos

Seabreeze Retreat

131 Circuit Ave
Free Wi-Fi Pleasant location

Situated around a 5-minute walk from A Gallery Martha's Vineyard, Seabreeze Retreat Villa Oak Bluffs offers easy access to numerous tourist spots in the area. Guests can enjoy cycling and fishing at…

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From 1132 US$ per night
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Tumbleinn 6 photos

Tumbleinn

1 1 review
33 School St
Exceptional location
Free cancellation
From 725 US$ per night
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The Oak Bluffs Inn 6 photos

The Oak Bluffs Inn

4.8 Excellent 48 reviews
64 Circuit Avenue
Free Wi-Fi Exceptional location Breakfast

The 4-star The Oak Bluffs Inn is located merely 650 metres from The Inkwell Beach and comprises 10 rooms with modern comforts. The inn is a good starting point for exploring Oak Bluffs, including the…

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From 483 US$ per night
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Charming 3Br Cottage Near The Beach W/ Deck 6 photos

Charming 3Br Cottage Near The Beach W/ Deck

39 School St
Free Wi-Fi Pleasant location

Located at a distance of 400 metres from Cottage Museum, the 1-bedroom Birds Of Paradise gives easy access to various tourist attractions in the area.

Free cancellation
Oak Bluffs Cottage 6 photos

Oak Bluffs Cottage

3.8 Good 6 reviews
Oak Bluffs, United States
Free Wi-Fi Exceptional location

Situated approximately a 5-minute walk from Cottage Museum, the 3-bedroom Oak Bluffs Cottage offers opportunities for windsurfing, hiking, and bowling in the area. Featuring access to a sunny patio…

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From 1027 US$ per night
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< 1 Mi To Beaches: Home W/ Deck In Oak Bluffs 6 photos

< 1 Mi To Beaches: Home W/ Deck In Oak Bluffs

4 Good 7 reviews
22 2Nd Ave
Free Wi-Fi Exceptional location

Situated 3 km from Vineyard Haven Public Library, Less Than 1 Mi To Beaches Home With Deck In Oak Bluffs provides access to numerous tourist attractions in the area.

Free cancellation
Summercamp 6 photos

Summercamp

4.4 Excellent 517 reviews
70 Lake Avenue
Free Wi-Fi Exceptional location

Summercamp Oak Bluffs offers 45 rooms, situated merely 1.6 km from Farm Pond. The hotel features both Wi-Fi throughout the property and private parking on site.

Free cancellation
From 199 US$ per night
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Narragansett House 6 photos

Narragansett House

4.5 Excellent 147 reviews
46 Narragansett Avenue
Free Wi-Fi Exceptional location

Featuring 12 rooms with a bright interior, Narragansett House Bed & Breakfast Oak Bluffs is just a 5-minute walk from the Flying Horses Carousel. Wi-Fi is available in public areas and a car park is…

Free cancellation
From 534 US$ per night
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Oak Leaf Cape Cottage 6 photos

Oak Leaf Cape Cottage

3.2 Good 2 reviews
27 Huntington Ave
Free Wi-Fi Superb location

Oak Leaf Cape Cottage is located 9 minutes' stroll from Trinity Park Tabernacle Church and offers guests to enjoy hiking, horseback riding, and cycling.

Free cancellation
From 840 US$ per night
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Winthrop Cottage 6 photos

Winthrop Cottage

4 Good 3 reviews
Oak Bluffs, United States
Free Wi-Fi Excellent location

Located 8 minutes' walk from Cottage Museum, the 1-bedroom Winthrop Cottage offers opportunities for windsurfing, diving, and fishing in the area.

Free cancellation
From 625 US$ per night
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Charming 3-Bedroom Home In The Heart Of Oak Bluffs 6 photos

Charming 3-Bedroom Home In The Heart Of Oak Bluffs

1 Rowland Ave
Free Wi-Fi Pleasant location

2-bedroom Charming 3-Bedroom Home In The Heart Of Oak Bluffs offers quick access to such city attractions as Oak Bluffs Public Library, located just a 6-minute walk away.

Free cancellation
The Attleboro House 6 photos

The Attleboro House

4.3 Excellent 7 reviews
42 Lake Ave
Free Wi-Fi Exceptional location

Featuring Wi-Fi throughout the property, the smoke-free The Attleboro House Hotel Oak Bluffs is only 1.1 km from the Niantic Park. This 3-star guest house also includes parking.

Free cancellation
From 185 US$ per night
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Victorian By The Sea 6 photos

Victorian By The Sea

4.5 Excellent 3 reviews
34 Samoset Avenue
Free Wi-Fi Exceptional location

Victorian By The Sea Villa is located just a 9-minute walk from Trinity Park Tabernacle Church and offers guests to enjoy bowling, mini golf, and cycling.

Free cancellation
From 1182 US$ per night
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Gingerbread Dream 6 photos

Gingerbread Dream

4 Good 3 reviews
5 Brunswick Ave
Free Wi-Fi Excellent location

The 2-bedroom Gingerbread Dream Villa is located only 1.9 km from Waban Park and welcomes its guests to enjoy snorkelling, bowling, and mini golf.

Free cancellation
Charming Mv Cottage: Walk To Dtwn Oak Bluffs! 6 photos

Charming Mv Cottage: Walk To Dtwn Oak Bluffs!

5 Brunswick Ave
Free Wi-Fi Exceptional location

Situated 5 minutes' drive from East Chop Lighthouse, Charming Mv Cottage Walk To Dtwn Oak Bluffs! offers guests to enjoy a picnic area and a lending library.

Free cancellation
From 837 US$ per night
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Canary Cottage 6 photos

Canary Cottage

3.9 Good 5 reviews
3 Brunswick Avenue
Free Wi-Fi Superb location

The 2-bedroom Canary Cottage offers proximity to such city sites as Oak Bluffs Public Library, located 400 metres away.

Free cancellation
From 350 US$ per night
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The Morgan Hotel Martha'S Vineyard 6 photos

The Morgan Hotel Martha'S Vineyard

4 Good 61 reviews
9 David Healey Way
Free Wi-Fi Excellent location Breakfast

The smoke-free The Morgan Hotel Martha'S Vineyard Oak Bluffs offers quick access to Ocean Park, which is only a 5-minute walk away. Highlights at this Oak Bluffs hotel include Wi-Fi in public areas.

Free cancellation
From 197 US$ per night
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The Nashua House Hotel 6 photos

The Nashua House Hotel

4 Good 1 review
9 Healy Way

The Nashua House Hotel Oak Bluffs offers guests access to Cronig's Markets, which is 4.8 km away. The hotel is centrally situated 15 minutes by car from the Jaws Bridge.

Free cancellation
Madison Inn 6 photos

Madison Inn

18 Kennebeck Avenue

Madison Inn Oak Bluffs offers 15 rooms in the vicinity of Sunset Lake, about 5 minutes' walk away. Featuring a storage for belongings, the hotel is located 0.7 km from the Trinity Park Tabernacle.

Free cancellation
Bird Street Breeze 6 photos

Bird Street Breeze

1 Bird St
Free Wi-Fi Pleasant location

During the stay at Bird Street Breeze Villa, guests can indulge in cycling and fisheries or visit Circuit Avenue, located 17 minutes' stroll away. Located an 18-minute stroll from Waban Park, the 3…

Free cancellation
Blissful Island Haven 6 photos

Blissful Island Haven

65 Canonicus Avenue
Free Wi-Fi Pleasant location

During the stay at Blissful Island Haven Villa, guests can indulge in cycling and fisheries or visit East Chop Lighthouse, located about a 25-minute stroll away.

Free cancellation
Dockside Inn 6 photos

Dockside Inn

3.8 Good 5 reviews
9 Circuit Avenue Extension
Free Wi-Fi Exceptional location

The 3-star Dockside Inn Vineyard Haven offers 22 rooms, situated about 5 minutes' walk from Sunset Lake. Guests who stay at the hotel can park their car on site.

Free cancellation
From 527 US$ per night
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Mv Surfside Hotel 1 photo

Mv Surfside Hotel

4.6 Excellent 19 reviews
7 Oak Bluffs Avenue

The 2-star Mv Surfside Hotel Oak Bluffs provides proximity to the Eastville Point Beach, which is situated nearly 25 minutes' walk away. Boasting a location merely 0.7 km from the Trinity Park…

Free cancellation
From 180 US$ per night
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Steps To Inkwell Beach: Victorian Home! 6 photos

Steps To Inkwell Beach: Victorian Home!

10 Samoset Ave
Free Wi-Fi Pleasant location

Staying at the 3-bedroom Steps To Inkwell Beach Victorian Home! Vineyard Haven, guests can easily reach Inkwell Beach, located nearly 10 minutes' walk away.

Free cancellation
The Pinkletink 6 photos

The Pinkletink

5 Excellent 1 review
66 Canonicus Ave
Free Wi-Fi Exceptional location

Situated 6 minutes' stroll from Tony's Market, 1-bedroom The Pinkletink Villa offers opportunities for bowling, mini golf, and cycling in the area. Featuring a car park, the Oak Bluffs villa is…

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From 234 US$ per night
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Pequot Hotel 6 photos

Pequot Hotel

4.5 Excellent 180 reviews
19 Pequot Avenue
Free Wi-Fi Excellent location Breakfast

Nestled in a historical district, Pequot Hotel Oak Bluffs is within 450 metres of Niantic Park. This hotel also features Wi-Fi throughout the property.

Free cancellation
From 329 US$ per night
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Sankofa House 6 photos

Sankofa House

4.7 Excellent 2 reviews
21 Wayland Ave Main House
Free Wi-Fi Exceptional location

Sankofa House Villa is located around a 10-minute drive from Island Cove Mini Golf and invites guests to enjoy a sunny patio. Guests can enjoy cycling and fishing at the 2-bedroom villa, located…

Free cancellation
Sankofa Studio 6 photos

Sankofa Studio

5 Excellent 1 review
21 Wayland Ave Guest House
Free Wi-Fi Exceptional location
Free cancellation
Sankofa Martha'S Vineyard 6 photos

Sankofa Martha'S Vineyard

21 Wayland Ave
Free Wi-Fi Pleasant location

Located within a 5-minute drive of Martha's Vineyard Camp Meeting Association, the 3-bedroom Sankofa Martha'S Vineyard Villa offers a sunny patio with views of the garden. Featuring patio views, the…

Free cancellation
Capricorn House 6 photos

Capricorn House

4.4 Excellent 167 reviews
79 Seaview Avenue
Free Wi-Fi Exceptional location

To enjoy your vacation in Oak Bluffs, stay at the 7-room Capricorn Beach House, which is merely 0.7 km from Martha's Vineyard Camp Meeting Association and approximately 700 metres from Trinity Park…

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From 325 US$ per night
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Beach House 6 photos

Beach House

24 Laurel Ave
Free Wi-Fi Pleasant location

Located around 10 minutes' walk from Trinity Park Tabernacle Church, Beach House Oak Bluffs villa offers opportunities for hiking, cycling, and fisheries in the area.

Free cancellation
Inkwell Beach Cottage 6 photos

Inkwell Beach Cottage

4.2 Excellent 193 reviews
83 Seaview Avenue
Free Wi-Fi Exceptional location Breakfast

The oceanfront Inkwell Beach Cottage Oak Bluffs hotel includes snorkeling trips along with setting around 5 minutes' walk from the Waban Park. Located just around the corner from the Scenic Inkwell…

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From 565 US$ per night
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Breezy Oak Bluffs Condo - Steps To Inkwell Beach! 6 photos

Breezy Oak Bluffs Condo - Steps To Inkwell Beach!

5 Excellent 3 reviews
Oak Bluffs, MA, 02557
Free Wi-Fi Exceptional location

The 102 m^2 Breezy Oak Bluffs Condo - Steps To Inkwell Beach! offers proximity to such tourist attractions as Niantic Park, situated just a 6-minute walk away. The apartment features Wi-Fi throughout…

Free cancellation
From 571 US$ per night
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Garage Suite 6 photos

Garage Suite

5 Excellent 2 reviews
55 Wing Rd Suite Over Garage
Free Wi-Fi Superb location

Alison Shaw Gallery is only a 10-minute stroll from Garage Suite Oak Bluffs, while Long Point Wildlife Refuge is situated nearby.

Free cancellation
From 685 US$ per night
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Bright Grove 6 photos

Bright Grove

54 Towanticut Avenue Oak Bluffs Massachusetts 2568
Exceptional location

Situated just 1.5 km from Ocean Park, the 2-bedroom Bright Grove Villa provides access to numerous tourist attractions in the area. Guests can enjoy cycling at the accommodation, located just a short…

Free cancellation
From 768 US$ per night
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Sunny Side Up 6 photos

Sunny Side Up

Oak Bluffs, United States
Free Wi-Fi Pleasant location

Situated 300 metres from Long Point Wildlife Refuge, the 3-bedroom Sunny Side Up Villa offers quick access to numerous city landmarks nearby. Guests can enjoy diving, hiking, and bowling at this Oak…

Free cancellation
From 3746 US$ per night
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Oak Bluffs Beauty 6 photos

Oak Bluffs Beauty

2.2 Average 2 reviews
Oak Bluffs, United States
Free Wi-Fi Very good location

Offering a location around 5 km from Felix Neck Wildlife Sanctuary, the 3-bedroom Oak Bluffs Beauty Villa gives access to various tourist spots in the area. Guests can enjoy windsurfing, snorkelling,…

Free cancellation
From 269 US$ per night
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Brewster House 6 photos

Brewster House

4.5 Excellent 1 review
9 Towanticut Street
Free Wi-Fi Pleasant location

Located a mere 1.4 km from Ocean Park, the 2-bedroom Brewster House Villa provides access to various tourist attractions in the vicinity. Guests can enjoy windsurfing, snorkelling, and hiking at this…

Free cancellation
From 224 US$ per night
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Inca Gardens Apt. New To Market - Lg Patio - Pets 6 photos

Inca Gardens Apt. New To Market - Lg Patio - Pets

10 Inca Road
Free Wi-Fi Pleasant location

Inca Gardens Apt. New To Market - Lg Patio - Pets Oak Bluffs is located on the beachfront, a mere 9 minutes' walk from Tony's Market, and comes with 3 bedrooms. At this apartment, Wi-Fi and a car…

Free cancellation
Island Getaway 6 photos

Island Getaway

0.5 3 reviews
Oak Bluffs, United States
Free Wi-Fi Pleasant location

Located 10 minutes' drive from Cronig's Markets, Island Getaway Villa gives access to various tourist sites in the vicinity.

Free cancellation
From 618 US$ per night
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Marthas Vineyard Resort 6 photos

Marthas Vineyard Resort

4 Good 11 reviews
117 New York Ave

The 3-star Marthas Vineyard Resort Oak Bluffs offers 8 rooms in the vicinity of Brush Pond, 1.5 km away. Guests travelling by car can also use parking on site.

Free cancellation
From 346 US$ per night
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Yellow Brick Road House 6 photos

Yellow Brick Road House

3.3 Good 12 reviews
85 Linton Ave
Free Wi-Fi Superb location

Located around a 5-minute drive from Waban Park, Yellow Brick Road House gives access to various tourist sites in the vicinity.

Free cancellation
From 316 US$ per night
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Sunset Meadows 6 photos

Sunset Meadows

4.4 Excellent 2 reviews
Oak Bluffs, United States
Free Wi-Fi Pleasant location

The 1-bedroom Sunset Meadows Villa entices guests to enjoy windsurfing, mini golf, and fisheries and is located at a distance of 4.9 km from such natural sites as Pilot Hill. Providing guests with Wi…

Free cancellation
From 345 US$ per night
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Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach! 6 photos

Martha'S Vineyard Apt ~ 1 Mile To Inkwell Beach!

4.4 Excellent 5 reviews
Oak Bluffs, MA, 02568
Free Wi-Fi Exceptional location

Offering a location within 15 minutes' walk of East Chop Lighthouse, the 1-room Marthas Vineyard Apt About 1 Mile To Inkwell Beach! Oak Bluffs also gives access to a variety of tourist spots in the…

Free cancellation
From 828 US$ per night
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East Chop 90 6 photos

East Chop 90

90 Meadow Ave

Situated a 5-minute ride from Inkwell Beach, the 3-bedroom East Chop 90 Villa entices guests to enjoy windsurfing, snorkelling, and bowling in the area.

Free cancellation
From 1012 US$ per night
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Nautical Daze- Studio 6 photos

Nautical Daze- Studio

2 Acceptable 7 reviews
Oak Bluffs, United States
Pleasant location

Nautical Daze- Studio Hotel Oak Bluffs offers access to the Oak Bluffs Public Library, which is located nearly a 20-minute walk away.

Free cancellation
From 234 US$ per night
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