
Waterfront holiday rentals in Oak Bluffs
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Top-rated waterfront accommodation in Oak Bluffs
Guests agree: These waterfront accommodation options 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 waterfront rentals
Waterfront apartment accommodation

Cape Cod Canal Home

On Eel Pond: Woods Hole Waterfront Retreat

Sunny, Spacious, Stunning Beachfront Onset

Waterfront Oasis in Yarmouth, Cape Cod

One Bedroom in-law near beach with breakfast

Lovely room with one double bed

Peace on a beautiful pond! Fall in New England

Boutique Studio nestled in Cape Cod gardens
Waterfront house rentals

Waterfront Cape Cod Escape w/ Water Access

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

Cozy Waterfront Cottage, Newly Remodeled!

Spacious, Old Vineyard charm with Private Beach

Fun, Authentic, Waterfront Cottage/air conditioned

Private Waterfront Home on Picturesque Pond

Charming 2 Bed Steps to Falmouth Heights Beach

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed
Waterfront condo accommodation

Clear Pond Pet Friendly Inn

Studio steps to a private beach! 2 paddle boards

Serenity on Martha's Vineyard

1BR 2nd Floor Condo with pool

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
$341 NZD 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
- 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
- Hotel rentals Oak Bluffs
- Condo rentals Oak Bluffs
- Rentals with breakfast Oak Bluffs
- House rentals Oak Bluffs
- Boutique hotel 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
- 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
- Nauset Beach
- Island Park Beach
- Lighthouse Beach
- The Breakers
- South Shore Beach
- Goddard Memorial State Park