
Waterfront holiday rentals in Oak Bluffs
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Top-rated waterfront rentals in Oak Bluffs
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for waterfront rentals in Oak Bluffs
Waterfront apartment rentals

Cape Cod Canal Home

On Eel Pond: Woods Hole Waterfront Retreat

Waterfront Oasis in Yarmouth, Cape Cod

Cape Cod Cozy Beachfront 1 bedroom Cottage

The Crows Nest - 1747 Isaac Pierce House 2nd Floor

One Bedroom in-law near beach with breakfast

Lovely room with one double bed

Remodeled Studio Apartment in Downtown Plymouth
Waterfront house rentals

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Lovely Day Oceanside

New Seabury Waterfront: Fall At 20% Off!

Cozy Waterfront Cottage, Newly Remodeled!

Spacious, Old Vineyard charm with Private Beach

Fun, Authentic, Waterfront Cottage/air conditioned

Escape to cape/water front home
Waterfront apartment rentals

Serene, Cozy, Waterfront, 3 Mi to Downtown!

Studio steps to a private beach! 2 paddle boards

1BR 2nd Floor Condo with pool

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Hidden Hideaway

InnSeason Resorts Surfside

Condo in Falmouth MA

Beach Cottage 3nts/4th Free Aug - Oct Mashpee MA
Quick stats about waterfront rentals in Oak Bluffs
Total rentals
50 properties
Nightly prices starting at
₹17,655 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
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- 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
- Rentals with a fireplace Oak Bluffs
- House rentals Oak Bluffs
- Rentals with a firepit Oak Bluffs
- Family-friendly rentals Oak Bluffs
- Rentals with a washing machine and dryer Oak Bluffs
- Rentals with pools Oak Bluffs
- Flat rentals Oak Bluffs
- Rentals with lake access Oak Bluffs
- Rentals with breakfast Oak Bluffs
- Apartment rentals Oak Bluffs
- Rentals with a patio Oak Bluffs
- Bed and breakfasts Oak Bluffs
- Hotel rentals Oak Bluffs
- Boutique hotel rentals Oak Bluffs
- Rentals with outdoor seating Oak Bluffs
- Rentals with beach access Oak Bluffs
- Beachfront rentals Oak Bluffs
- Rentals with a hot tub Oak Bluffs
- Pet-friendly rentals Oak Bluffs
- Private suite rentals Oak Bluffs
- Rentals with an EV charger Oak Bluffs
- Rentals with a kayak Oak Bluffs
- Fitness-friendly rentals Oak Bluffs
- Waterfront rentals Dukes County
- Waterfront rentals Massachusetts
- Waterfront 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
- Island Park Beach
- Nauset Beach
- Lighthouse Beach
- South Shore Beach
- Inman Road Beach
- The Breakers