Oak Bluffs Accommodations - Hotels & Rentals
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Luxury Places to Stay in Oak Bluffs
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Top-Rated Vacation Rentals with a Pool in Oak Bluffs
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Pet-Friendly Vacation Rentals in Oak Bluffs
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Large Vacation Homes & Villas in Oak Bluffs
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Wheelchair Accessible Vacation Homes in Oak Bluffs
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Oak Bluffs Varoom and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Oak Bluffs
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Book a Last Minute Place to Stay in Oak Bluffs
About Oak Bluffs Vacation Rentals
Discover More than 592 Incredible Getaway Rentals Available in Oak Bluffs. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Oak Bluffs.
Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Oak Bluffs, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Oak Bluffs. The Average Size of Places to Stay Near Oak Bluffs is 950.49 ft², with Prices Averaging US $833 per Night.
Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Oak Bluffs. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.
Top Hotels & Vacation Rentals in Oak Bluffs
Type | Count |
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Vacation Homes | 400 |
Holiday Apartments | 76 |
Cottages | 41 |
Villas | 2 |
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★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Oak Bluffs with Online Reservations.
Weather in Oak Bluffs, MA
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Activities Oak BluffsGuest Reviews Local Attractions
A Large Selection of Hotels and Vacation Rentals from Around the World Oak BluffsGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey
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Frequently Asked Questions About Oak Bluffs?
What are the top hotels, lake houses & vacation rentals in Oak Bluffs?
We provide an array of great vacation destinations in Oak Bluffs. If you are looking to stay in or around the Oak Bluffs area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Oak Bluffs:
- In-Town Certified National Historic Oak Bluffs Property -
- Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
- Multiple Ensuites, Central Air, Perfect Location
- ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Close to town, beautifully updated
- Martha's Vineyard Beachfront Condo in Oak Bluffs
- Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
- Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
How many Hotels & Vacation Rentals have private pools in Oak Bluffs?
We have 6 Hotels & Vacation Rentals featuring a private pool in and near Oak Bluffs. Some of the best destinations to stay that feature or have access to a swimming pool are:
- BEAUTIFUL CUSTOM BUILT HOUSE WITH A POOL AND HOT TUB!
- Modern Vineyard Home with Pool, Hot Tub and Pond
- OAK BLUFFS LUXURY COMPOUND WITH CARRIAGE HOUSE AND POOL
- EXQUISITE MARTHA'S VINEYARD HOME, HEATED POOL, 10 MIN WALK TO OAK BLUFFS FERRY
Which hotel, lake house, or vacation rental in Oak Bluffs is best for families?
Searching for a family-friendly getaway in Oak Bluffs? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Oak Bluffs?
Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 592 in the Oak Bluffs area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Oak Bluffs.