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Hotels in Oak Bluffs

Best hotels in Oak Bluffs

Explore Oak Bluffs with 30 stays near iconic landmarks, luxury hotels, and top boutiques for the best shopping and dining

Summercamp
9.4 (100 reviews)

Summercamp ★★★

📍 70 Lake Avenue, Oak Bluffs

1 night $330
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Oak Bluff's Victorian Walk to Town & Beaches
10 (22 reviews)

Oak Bluff's Victorian Walk to Town & Beaches ★★★

📍 Oak Bluffs

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Pequot Hotel
9.4 (100 reviews)

Pequot Hotel ★★★

📍 19 Pequot Avenue, Oak Bluffs

1 night $255
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Island Inn
8.2 (41 reviews)

Island Inn ★★

📍 30 Island Inn Road, Oak Bluffs

"Last minute reservation: great prices for the high season, huge condo and nicely furnished for all needs. Very easy to jump on/off the buses as they go by, or walk into OB. I didn't take photos of the spacious grounds, nice pool and tennis courts. Really is a great find for the price. Would love to stay here again!"

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The Attleboro House
9.6 (43 reviews)

The Attleboro House ★★

📍 42 Lake Ave, Oak Bluffs

"What a terrific location! Conveniently located near great restaurants, shopping, the waterfront and beach, and the ferry. Parking was a challenge as few spaces are available near the house. The stairs in the house are difficult to navigate; especially with heavy baggage. Cold water awaits arriving guests, but front desk isn't manned consistently. We didn't see anyone at the front desk during our stay. Owners are easily reached via text. Although this is an old house, it is kept very clean, and rooms are stocked in excellent fashion. We would definitely return. "

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The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort
10 (9 reviews)

The Legacy House: Walk to Inkwell Beach + Historic Charm, Modern Comfort ★★★

📍 Oak Bluffs

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Cozy cottage 3/4 mile from Oak Bluffs harbor
9.8 (55 reviews)

Cozy cottage 3/4 mile from Oak Bluffs harbor ★★

📍 Oak Bluffs

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Beautiful 3 bedroom 2 bath Home / Close to Town & Beach
9.8 (29 reviews)

Beautiful 3 bedroom 2 bath Home / Close to Town & Beach ★★★

📍 Oak Bluffs

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#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
10 (8 reviews)

#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach! ★★★★

📍 Oak Bluffs

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Find the perfect stay for your travel style in Oak Bluffs

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

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

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Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat Hotels in Oak Bluffs

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

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Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town Hotels in Oak Bluffs

Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town

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Vineyard Vacation Retreat with HOT TUB Hotels in Oak Bluffs

Vineyard Vacation Retreat with HOT TUB

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3-Br Oak Bluffs Retreat Near Towns & Beaches Hotels in Oak Bluffs

3-Br Oak Bluffs Retreat Near Towns & Beaches

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Modern Cottage Walk To Town & Beach Hotels in Oak Bluffs

Modern Cottage Walk To Town & Beach

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Victorian cottage overlooking downtown Oak Bluffs and the Harbor. Hotels in Oak Bluffs

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

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Real traveler reviews of Oak Bluffs hotels

10.0
Excellent community rating
Real & verified guest reviews from all over the world
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Guest User

Other
Island Inn ★★
"We booked this trip last minute—same day availability—and everything came together perfectly. After catching the 5 PM ferry, we arrived at the Island Inn around 6:30 PM. Check-in was a breeze. Our room was bright, spacious, and spotless. The kitchen was fully stocked with everything we needed: pots, pans, utensils, cutlery—even a lobster cracker! The linens were fresh and possibly brand new, and the beds were comfy. While the internet connection was a bit spotty, it honestly didn’t matter—being on the island made unplugging easy. The property grounds were clean, well-maintained, and inviting. We stayed in unit 3B, which was conveniently located near everything: parking, laundry facilities, fire pits, built-in grills, corn hole, a playground, tennis courts, and adjacent to Noman’s for late-night entertainment. Our stay was absolutely perfect, and we’ll definitely be returning!"
★★★★★
2025-07-21
G

Guest User

Solo traveler
The Attleboro House ★★
"Perfect location. 3 minute walk from Ferry. Owners are friendly and accommodating. Lots of stairs. No elevator ( just in case you have mobility issues)"
★★★★★
2025-08-09

Oak Bluffs travel info

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Power Plug & Voltage

120V/Type A/B

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Exchange Rate

USD

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Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

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Current Weather

Mostly clear

More Oak Bluffs hotel info

Data type

Details

Number of reviews

523

Total properties

30

Weekday Avg. Price

$335

Weekend Avg. Price

$470

Trending hotel

Pequot Hotel

Oak Bluffs hotel FAQs

  • What are the best places to stay in Oak Bluffs?

    Some of the best places to stay in Oak Bluffs are near popular attractions like YMCA and Ocean Park, offering easy access to key sights and amenities.

  • What are the top hotels in Oak Bluffs near YMCA?

    Some of the top hotels in Oak Bluffs near YMCA include Pequot Hotel (from $219), all offering easy access to YMCA, making them ideal for visitors looking to explore the area.

  • Which hotels are the best hotels to stay at in Oak Bluffs?

    Oak Bluffs has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Pequot Hotel (from $219) and Summercamp (from $231) are best choices.

  • Which hotels in Oak Bluffs have the best breakfast?

    Pequot Hotel (from $219) offers high-quality breakfast. Enjoy your wonderful journey with delicious breakfast!

  • What hotel deals are available in Oak Bluffs?

    Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.

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