
Hotels in Oak Bluffs
Find and book unique hotels on Airbnb
Top-rated hotels in Oak Bluffs
Guests agree: these hotels are highly rated for location, cleanliness, and more.

Outdoor fire pit with modern wicker seating
The three (3) King Deluxe rooms at our boutique Edgartown hotel can accommodate two total guests each. Varying from 245-280 square feet each, one is located on the second floor adjacent to The Richard and King Suites (great for groups traveling together). Each room offers a plush king bed, and each its own unique style and function. All of these rooms also offer a 43" LED Smart TV, a safe, blackout shades, and USB outlets, in addition to individually-controlled AC and free wireless internet.

Custom padded headboards & thoughtful perks
We offer a cheerful and cozy first-floor Queen room at The Christopher, complete with a plush queen bed, charming architectural details, and an occasional chair. This well-appointed room features a 32" flat-screen TV, in-room safe, a compact private bath with shower, individually controlled AC and heat, and free high-speed WiFi. Please note, this room is near the front door and front desk, so some foot traffic noise may be experienced. For any questions, feel free to call the hotel directly.

Sip drinks under fringed umbrellas at Pelican Club
Kelley House offers a charming blend of history and modern comfort in the heart of the property. Each room is thoughtfully designed with contemporary amenities, including luxurious Byredo Gypsy Water bath products, a stocked minibar, and a nostalgic Victrola Bluetooth record player. You'll enjoy a serene retreat within walking distance of the property’s key attractions. Perfect for couples, families, or solo travelers seeking an authentic, cozy experience.

Maritime vibe with knotty pine & iron-frame beds
The Coonamessett offers two (2) comfortable 1st-floor King junior suites that are both ADA accessible. One large space features a plush king bed and a lounge/sitting area with a sofa and dining table as well as a private bath with a walk-in shower. These 475-510 square foot rooms also include a 43" Smart TV, Bluetooth radio, mini-fridge, individually-controlled AC and heat (window AC units used in the warmer months), and free wireless internet access.

Cozy, petite room on the second floor
The coziest rooms at our new Martha's Vineyard boutique hotel, The Edgartown Inn's two (2) queen rooms are located on the 2nd floor and can accommodate two guests each. These rooms offer all of the amenities of our others, at just a more petite size. You'll find a plush queen bed, LED Smart TV, mini-fridge, safe, blackout shades, and USB outlets, in addition to individually-controlled AC and heat, and free wireless internet.

Direct Ocean View Studio + Kitchenette (102)
This first-floor oceanfront studio offers two double beds and a convenient kitchenette, making it a great choice for couples, friends, or small families. Step outside to a shared oceanfront deck where you can soak in the fresh sea air and enjoy direct access to the beach just steps away. With its unbeatable location, easy walkability, and essential amenities, this unit is a comfortable home base for your Cape Cod getaway.

Near Falmouth Beaches + Pool. Dining. Bar.
Escape to Cape Cod at Iris Hotel Cape Cod—just minutes from beaches, bike trails, and ferries to Martha’s Vineyard. Unwind in the indoor pool, hit the gym, or grab dinner at the on-site restaurant. You’re close to downtown shops, waterfront walks, and the Shining Sea Bikeway. With free Wi-Fi, parking, and all the essentials, this laid-back coastal stay is perfect for beach days, lobster rolls, and easy Cape vibes.

Unique décor & furnishings in every room
Room 3 is an intimate king room located in a cozy corner on the 2nd floor of The Coco. This 125 square foot space offers high ceilings, hardwood floors, 40" flat screen TV, plush bathrobes, Lather bath products, and a private bathroom with a shower. Other elements include Japanese-inspired coastal wallpaper, a scalloped bed frame, fringe chandelier, walnut armoire, and a comfy reading chair.

Comfy queen room with partial water views
These Martha's Vineyard hotel rooms feature a plush queen bed, private bath with compact shower, 43" LED Smart TV, Tivoli Bluetooth radio, and club chair. Other features include individually controlled AC and heat and free wireless Internet access. Please note: rollaway beds may be available at an additional cost. Please contact the hotel directly to inquire about reserving one.

Studio apartment across street from Ocean beach.
JUST REDUCED. Beachside is on the ocean. This is my time share that I cannot use this year. The dates are Oct. 10 to Oct. 17. THIS is a great location, just a few minute drive to Woods Hole, and the ferry to Martha's Vineyard. It is a studio apartment with all the amenities. MINIMUM 2 NIGHTS. / NIGHT

Inn on the Square - Two Queen Guest Room
This beautifully furnished guest room features two queen size beds. Amenities include new luxurious bedding package with high thread count linens, feather bed with duvet and premium pillows. Bathrooms have hairdryers, granite vanity and distinctive bath amenities.

Don’t miss the daily small plates breakfast
The KD room at Hotel The Sydney offers a plush king-size bed in a stylish, contemporary setting. Enjoy modern amenities, elegant decor, and a comfortable retreat that’s perfect for unwinding after a day exploring Cape Cod.
Popular amenities for Oak Bluffs hotels
Family-friendly hotels

Hit up the Camp Canteen for throwback snacks

Laid-back dining at Eli’s Tavern right onsite

Comfortably stylish with accessible features

Spectacular gardens and welcoming dining room

3rd floor gem with cathedral ceiling & harbor view

Timeless, authentic Cape Cod inn style

Signature Lark style: cozy, eclectic and inviting

Sitting area with pullout & accessible features
Hotels with a pool

Innseason Resort Harborwalk Cape

Beach Retreat | Spacious Suite with Fireplace

Spacious Suite w/ Fireplace & Beach Access | Pools

Inn on the Square - King Guest Room

Private haven in restored historic setting

Coastal Cape Cod Stay – Free Breakfast, Parking

Breathtaking Oceanfront Room | Outdoor Pool Access

Escape to Beachside Bliss | Suite w/ Ocean View
Other hotel vacation rentals

Borrowable beach towels & chairs

In renovated barn with private porch

Airy & neutral with vintage touches & balcony

Navy/charcoal palette & whitewashed wood floors

Private porch & accessible features

Partial Ocean View Studio| Kitchenette & Deck(105)

Loft with porch in newly added building

A true taste of life “down the Cape”
Quick stats about hotels in Oak Bluffs

Total vacation rentals
Explore 20 vacation rentals in Oak Bluffs

Nightly prices starting at
Oak Bluffs vacation rentals start at ﺩ.ﺇ588 per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Wi-Fi availability
20 of Oak Bluffs vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Bluffs rentals

4.7 Average rating
Oak Bluffs stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Beachfront rentals Oak Bluffs
- Rentals with pools Oak Bluffs
- Rentals with lake access Oak Bluffs
- Private suite rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Condo rentals Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- House rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Rentals with beach access Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with a washer and dryer Oak Bluffs
- Boutique hotels Oak Bluffs
- Hotel rooms Massachusetts
- Hotel rooms United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Onset Beach
- Roger Williams Park Zoo
- Second Beach
- Coast Guard Beach
- The Breakers
- Pinehills Golf Club
- East Matunuck State Beach
- Bonnet Shores Beach
- Sandy Neck Beach
- South Shore Beach
- New Silver Beach
- Lighthouse Beach
- Nickerson State Park
- Fort Adams State Park
- Salty Brine State Beach
- Cahoon Hollow Beach
- Cape Cod Inflatable Park



