
Waterfront holiday rentals in Pioneer Valley
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Pioneer Valley
Guests agree: these waterfront 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 waterfront rentals in Pioneer Valley
Waterfront apartment rentals

Beautiful lake side getaway, quiet.

1st Floor The Inn at Highland Lake

Modern Cozy Studio

3 BR with Private Balcony & Deck

Riverside Retreat – Cozy 2-Story Getaway!

Enjoy every season the Berkshires have to offer.

The sweet place in the beautiful Berkshires!

Majestic Farmhouse Private & Peaceful Guest Apt.
Waterfront house rentals

Serenity Ashford Lake

Spacious Brattleboro home on river, walk to town

Lake front retreat - Stylish Berkshire home

Green River Cottage-A Peaceful Country Retreat

Scenic River View

Frosted Willows

Direct Lakefront Home on Otis Reservoir Giant Yard

Idyllic family retreat - spacious lake home,
Other waterfront holiday rentals

Corkscrew: Lakeside Cozy Cottage in Warwick, MA

Lakeside Getaway at Goose Pond!

By Still Waters Cottage

Relax By The Water

Lake Escape: Lakefront Cottage in the Berkshires

Cheerful 2 bedroom cottage with lake access.

2 bedroom Glamorous Waterfront Home

Lux on the River near Tanglewood w/220v EV charge
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Apartment rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Rentals with a patio Pioneer Valley
- House rentals Pioneer Valley
- Rentals with pools Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Rentals with a washing machine and dryer Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Guest house rentals Pioneer Valley
- Pet-friendly rentals Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Cottage rentals Pioneer Valley
- Flat rentals Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- Rentals with a firepit Pioneer Valley
- Fitness-friendly rentals Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Rentals with beach access Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Waterfront rentals Massachusetts
- Waterfront rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Monadnock State Park
- TPC River Highlands
- Berkshire East Mountain Resort
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Bushnell Park
- Brimfield State Forest
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Dinosaur State Park
- Wintonbury Hills Golf Course
- Mount Greylock Ski Club
- Taconic State Park
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Hartford Golf Club
- Hancock Shaker Village
- Talcott Mountain State Park