
Apartment holiday rentals in Oak Bluffs
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Oak Bluffs
Guests agree: these apartments 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 apartment rentals
Weekly apartment rentals

Carol’s Pristine Nautical Nest

Cozy apartment-access private beach

Shining Sea-Weekender-On the Bike Path

On Eel Pond: Woods Hole Waterfront Retreat

Sunshine Beautiful

Inca Gardens Apt. New To Market - Lg Patio - Pets

Newly Renovated Apartment on Bike Path

Near beaches & dining, quiet area
Private apartment rentals

Brand New! Lovely Apartment-Vineyad Haven.

Fantastic beach Ap 0.8 miles from Farm Neck Golf!

Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!

Private Studio in South Beach (King bed & Queen)

Clean and Cozy Oak Bluffs Hideaway

Down island woodsy retreat.

Bright 2-Bedroom Apt near walking & biking trails

Studio near the beach & town with AC
Apartment rentals with a hot tub

Waterfront, private, very large 2 br apt

Studio on the beach- 4th of July week!

Unique Industrial Penthouse

On Smuggler's Beach Cape Cod

Easy & breezy on Cape Cod!

Victorian Oasis: Driveway, hot tub, grill & more

Sea Mist 1 Bedroom for 1 Week, July 25-Aug 1, 2025

Deal oceanfront Edgewater Beach Resort 1 bd. condo
Quick stats about flat rentals in Oak Bluffs
Total rentals
70 properties
Nightly prices starting at
£104 before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Newport Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Family-friendly rentals Oak Bluffs
- Rentals with beach access Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Rentals with lake access Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Waterfront rentals Oak Bluffs
- Hotel rentals Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Private suite rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with a fireplace Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Rentals with a firepit Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- House rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Beachfront rentals Oak Bluffs
- Rentals with pools Oak Bluffs
- Flat rentals Dukes County
- Flat rentals Massachusetts
- Flat rentals United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Easton Beach
- Point Judith Country Club
- Coast Guard Beach
- Oakland Beach
- Onset Beach
- Roger Williams Park Zoo
- Sandwich Glass Museum
- Lighthouse Beach
- Second Beach
- Horseneck Beach State Reservation
- Cahoon Hollow Beach
- Owen Park Beach
- Pinehills Golf Club
- Nickerson State Park
- South Shore Beach
- Island Park Beach
- Inman Road Beach
- Scusset Beach