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Accommodations in Oak Bluffs You’ll Love

Affordable, Top-Rated Places to Stay in Oak Bluffs – For Every Budget

Looking for accommodation in Oak Bluffs (Massachusetts)? Discover a wide range of places to stay starting at just $51.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Oak Bluffs accommodation today!

We found 98 Accommodations in Oak Bluffs and the surrounding area (within 20 miles)

Island Inn in Oak Bluffs, USA

Island Inn

Hotel in Oak Bluffs, Massachusetts
Featuring air conditioning, Island Inn is located in Oak Bluffs, just 8 miles from Falmouth.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 257 Reviews 8.1

from $229.48 Show details »

Harbor View Hotel in Edgartown, USA

Harbor View Hotel

Hotel in Edgartown near Oak Bluffs, Massachusetts , 131 North Water Street
On the coast of Martha’s Vineyard overlooking the Edgartown Lighthouse, this hotel is a 10 minute walk from downtown Edgartown.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Superb 76 Reviews 9.2

from $271.43 Show details »

Inkwell Beach Cottage in Oak Bluffs, USA

Inkwell Beach Cottage

B&B in Oak Bluffs, Massachusetts , 83 Seaview Avenue
This oceanfront bed and breakfast in Martha’s Vineyard is just a 5 minute walk from the ferry and features free Wi-Fi and full daily breakfast.
  • Parking

Very good 184 Reviews 8.3

from $328.40 Show details »

Narragansett House in Oak Bluffs, USA

Narragansett House

B&B in Oak Bluffs, Massachusetts , 46 Narragansett Avenue
Relax at this Martha’s Vineyard bed and breakfast, located only 5 minutes’ walk from the beach.
  • Parking
  • Family rooms
  • Kid meals
  • Kid-friendly buffet

Fabulous 141 Reviews 8.8

from $262.72 Show details »

Hob Knob in Edgartown, USA

Hob Knob

Hotel in Edgartown near Oak Bluffs, Massachusetts , 128 Main Street
This luxury Martha’s Vineyard accommodations features an on-site spa and a beautiful wrap around porch.
  • Parking
  • Fitness centre
  • Breakfast in the room
  • Allergy-free room

Exceptional 58 Reviews 9.8

from $400.78 Show details »

Summercamp in Oak Bluffs, USA

Summercamp

Hotel in Oak Bluffs, Massachusetts , 70 Lake Avenue
This historic Martha’s Vineyard hotel, Summercamp, is located in Oak Bluffs and offers oceanfront views.
  • Parking
  • Family rooms

Fabulous 544 Reviews 8.9

from $175.95 Show details »

Ashley Inn in Edgartown, USA

Ashley Inn

Inn in Edgartown near Oak Bluffs, Massachusetts , 129 Main Street
Located in the heart of Edgartown on Martha’s Vineyard, this inn is 1 mi from the Edgartown Lighthouse.
  • Parking

Superb 213 Reviews 9.3

from $195.48 Show details »

Edgar Hotel Martha's Vineyard, Ascend Hotel Collection in Edgartown, USA

Edgar Hotel Martha's Vineyard, Ascend Ho...

Hotel in Edgartown near Oak Bluffs, Massachusetts , 227 Upper Main Street
Located in Edgartown, 1.3 miles from Bend in the Road Beach, Edgar Hotel Marthas Vineyard, Ascend Hotel Collection has accommodations with free WiFi a...
  • Parking

Fabulous 137 Reviews 8.6

from $134.04 Show details »

The Edgartown Inn, The Edgartown Collection in Edgartown, USA

The Edgartown Inn, The Edgartown Collect...

Inn in Edgartown near Oak Bluffs, Massachusetts , 56 N Water St
The Edgartown Inn, The Edgartown Collection has accommodations in Edgartown near Lighthouse Beach and Edgartown Lighthouse.

Exceptional 107 Reviews 9.6

from $388.14 Show details »

Edgartown Commons Vacation Apartments in Edgartown, USA

Edgartown Commons Vacation Apartments

Aparthotel in Edgartown near Oak Bluffs, Massachusetts , 20 Peases Point Way North
Offering garden views, Edgartown Commons Vacation Apartments in Edgartown provides accommodations, a seasonal outdoor swimming pool, a garden, and bar...
  • Parking
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment
  • Swimming pool

Fabulous 109 Reviews 9.0

from $251.21 Show details »

Charles and Charles MV in Vineyard Haven, USA

Charles and Charles MV

B&B in Vineyard Haven near Oak Bluffs, Massachusetts , 85 Summer Street
Featuring an outdoor pool and complimentary bicycles for guest use, this Vineyard Haven inn is just a 15-minute walk from the Vineyard Haven ferry ter...
  • Parking

Exceptional 65 Reviews 10.0

from $234.57 Show details »

The Sydney, The Edgartown Collection in Edgartown, USA

The Sydney, The Edgartown Collection

Inn in Edgartown near Oak Bluffs, Massachusetts , 22 North Water Street
Featuring an on-site restaurant, this Martha’s Vineyard inn is just 492 feet from Edgartown Harbor and the ferry to Falmouth.

Superb 114 Reviews 9.3

from $446.80 Show details »

The Oak Bluffs Inn in Oak Bluffs, USA

The Oak Bluffs Inn

Inn in Oak Bluffs, Massachusetts , 64 Circuit Avenue
Featuring a shared lounge, terrace and views of city, The Oak Bluffs Inn is located in Oak Bluffs, a 6-minute walk from Oak Bluffs Town Beach.
  • Family rooms
  • Allergy-free room

Exceptional 43 Reviews 9.7

from $269.76 Show details »

Lamberts Cove Inn & Resort in West Tisbury, USA

Lamberts Cove Inn & Resort

Inn in West Tisbury near Oak Bluffs, Massachusetts , 90 Manaquayak Road
Lamberts Cove Inn & Resort is set in the pastoral town of West Tisbury in the Marthas Vineyard Region, 8.7 mi from Falmouth.
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Superb 29 Reviews 9.3

from $266.96 Show details »

The Christopher, The Edgartown Collection in Edgartown, USA

The Christopher, The Edgartown Collectio...

B&B in Edgartown near Oak Bluffs, Massachusetts , 24 South water Street
Featuring free WiFi, The Christopher, The Edgartown Collection offers accommodations in Edgartown.

Superb 86 Reviews 9.1

from $607.65 Show details »

Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 stars in Edgartown, USA

Captain Morse House - Luxury, Waterfront...

Holiday home in Edgartown near Oak Bluffs, Massachusetts , 80 North Water Street
Just a 6-minute walk from Lighthouse Beach and 700 yards from Edgartown Lighthouse, Captain Morse House - Luxury, Waterfront, Town, & Beaches - 5 star...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms

no reviews

from $2.744.69 Show details »

The CAVU Mansion on Bellevue in Oklahoma Heights, USA

The CAVU Mansion on Bellevue

Holiday home in Oklahoma Heights near Oak Bluffs, Massachusetts
The CAVU Mansion on Bellevue is located in Oklahoma Heights, just 1.4 miles from Owen Park Beach and 7.2 miles from Edgartown Lighthouse.
  • Parking

Good 6 Reviews 7.0

from $213.33 Show details »

The Samoset in Oak Bluffs, USA

The Samoset

Holiday home in Oak Bluffs, Massachusetts
The property is around a 4-minute walk from Inkwell Beach, 1.8 miles from Joseph Sylvia State Beach, and 6.1 miles from Edgartown Lighthouse.
  • Parking

Good 1 Reviews 7.0

from $482.13 Show details »

Island Sanctuary in Oak Bluffs, USA

Island Sanctuary

Holiday home in Oak Bluffs, Massachusetts
Free Wifi is available throughout the property and Edgartown Lighthouse is 6.7 miles away.
  • Parking

Good 9 Reviews 7.6

from $477.67 Show details »

Oak Bluffs Beauty in Oak Bluffs, USA

Oak Bluffs Beauty

Holiday home in Oak Bluffs, Massachusetts
Oak Bluffs Beauty is located in Oak Bluffs, just 1.1 miles from Oak Bluffs Town Beach and 1.4 miles from Inkwell Beach.
  • Parking

Very good 2 Reviews 8.0

from $408.67 Show details »

Island Getaway in Oak Bluffs, USA

Island Getaway

Holiday home in Oak Bluffs, Massachusetts
Island Getaway offers accommodations in Oak Bluffs, 1.6 miles from Oak Bluffs Town Beach and 7.7 miles from Edgartown Lighthouse.
  • Parking

Poor 7 Reviews 3.4

from $138.33 Show details »

The Richard, The Edgartown Collection in Edgartown, USA

The Richard, The Edgartown Collection

Hotel in Edgartown near Oak Bluffs, Massachusetts , 104 Main Street
Featuring a garden, The Richard, The Edgartown Collection is located in Edgartown in the Massachusetts region, a 15-minute walk from Lighthouse Beach ...
  • Parking
  • Allergy-free room

Fabulous 83 Reviews 8.9

from $378.83 Show details »

Vineyard Haven in Oak Bluffs, USA

Vineyard Haven

Holiday home in Oak Bluffs, Massachusetts
Vineyard Haven offers accommodations in Oak Bluffs, a 16-minute walk from Inkwell Beach and one mile from Oak Bluffs Town Beach.
  • Parking
  • Pets allowed

Fabulous 1 Reviews 9.0

from $347.33 Show details »

Vineyard Charm in Edgartown, USA

Vineyard Charm

Holiday home in Edgartown near Oak Bluffs, Massachusetts
Vineyard Charm offers accommodations in Edgartown, 1.2 miles from Edgartown Lighthouse.
  • Parking

Very good 5 Reviews 8.2

from $243.00 Show details »

Vineyard Charm & Fallen Oak Retreat in Lagoon Heights, USA

Vineyard Charm & Fallen Oak Retreat

Holiday home in Lagoon Heights near Oak Bluffs, Massachusetts
Featuring a garden, Vineyard Charm & Fallen Oak Retreat features accommodations in Lagoon Heights.
  • Parking

Pleasant 1 Reviews 6.0

from $458.67 Show details »

Number of Accommodations in Oak Bluffs 98
Number of guest ratings 1,504
Average price per night $308.00
Lowest price per night $51,00
Highest price per night $2.744,69

Top 10 Most Popular Accommodations in Oak Bluffs

Explore the Most Popular Accommodations in Oak Bluffs – Ranked by Average Guest Ratings.

Top 10 Cheapest Accommodations in Oak Bluffs

Discover the Cheapest Accommodations in Oak Bluffs – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Oak Bluffs

Check out the Most Booked Accommodations in Oak Bluffs – Based on Guest Popularity.

Discover Oak Bluffs – Your Guide to the Best Places to Stay

Planning a trip to Oak Bluffs? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Oak Bluffs offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Oak Bluffs, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Oak Bluffs, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Oak Bluffs

To find the perfect place to stay in Oak Bluffs, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com