
Hotel holiday rentals 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Bluffs hotels
Family-Friendly hotels

Rocking chair-lined porch facing the sea

Beachy-chic vibe with archery accents

Iris room @ The Beach Plum Inn

One-of-a-kind Lark Suite decor & amazing views

Spectacular gardens and welcoming dining room

Rainy day? Ping pong & board games await

Comfy waffle-weave robes & Keurig coffeemaker

Historic property fully reimagined
Hotels with a pool

Beach Retreat | Spacious Suite with Fireplace

Serene Beachside Room w/ Stunning Sunset Views

Cozy Cape Cod Stay – Walk to Dining & Beaches

Spacious Suite w/ Fireplace & Beach Access | Pools

Inn on the Square - King Guest Room

Kelley House Double Queen

3 Units with Free Breakfast, Beach Nearby

Town House Suites
Hotels with a patio

Ocean club Smugglers Beach

The Cove 1 week 9/12-9/19/25

THE FRANKLIN HOTEL ~NEW Pet Friendly Standard King

Briarwood Beach Motel

THE FRANKLIN HOTEL ~NEW Pet Friendly Luxury King

Two Double Beds with Harborview

Surfside Studio - April 25 - May 2, 2025 2-7 days

MORGAN HOTEL ~ Standard King w/ Private Bathroom
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Bed and breakfasts Oak Bluffs
- Rentals with a patio Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- House rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Waterfront rentals Oak Bluffs
- Rentals with a fire pit Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with lake access Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Rentals with pools Oak Bluffs
- Rentals with beach access Oak Bluffs
- Beachfront rentals Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Apartment rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Hotel rentals Massachusetts
- Hotel rentals United States
- Cape Cod
- Mayflower Beach
- Cape Cod National Seashore
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Point Judith Country Club
- Easton Beach
- Oakland Beach
- Coast Guard Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Second Beach
- Roger Williams Park Zoo
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Island Park Beach
- Lighthouse Beach
- The Breakers
- South Shore Beach
- Goddard Memorial State Park