
Hotel holiday rentals in Oak Bluffs
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Top-rated hotel rentals in Oak Bluffs
Guests agree: these hotel rentals 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 hotel rentals in Oak Bluffs
Family-friendly hotel rentals

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

Timeless, authentic Cape Cod inn style
Hotel rentals with a pool

Inn on the Square - Two Queen Guest Room

Serene Beachside Room w/ Stunning Sunset Views

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

Spacious Suite w/ Fireplace & Beach Access | Pools

Stunning Cape Rod Getaway w/ Private Beach Access

3 Units with Free Breakfast, Beach Nearby

Town House Suites

Sip drinks under fringed umbrellas at Pelican Club
Hotel rentals with a patio

Ocean club Smugglers Beach

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

Briarwood Beach Motel

THE FRANKLIN HOTEL ~NEW Pet Friendly Luxury King

Two Double Beds with Harborview

Innkeeper’s Quarters in a Locally-Rooted Hotel

Tranquil Studio@ Edgewater Beach Resort

Cottage Hotel Room with 2 queens
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Rentals with a fireplace Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Rentals with pools Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Waterfront rentals Oak Bluffs
- Beachfront rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- House rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with a firepit Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Flat rentals Oak Bluffs
- Rentals with lake access Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Apartment rentals Oak Bluffs
- Hotel rentals Massachusetts
- Hotel rentals United States
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- Roger Williams Park Zoo
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