
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

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Was the perfect spot to catch our breath after a long drive. Host gifted us with a growler from their market. Was such a treat! Accommodations were super clean and comfortable. The river was gorgeous and it was lovely listening to it while sitting on the deck. We’d love to stay again.

River View apartment
Susan's place is exactly as advertised and more. Very comfortable and well-equipped space with nice extras - coffee, tea, snacks, firewood and a grill with grill spatula, etc. Quiet, country setting that is a great value compared to hotels in the area. Would recommend and stay again.

Modern Cozy Studio
The check-in process was so quick and easy! Roger was always quick to respond and ensured I had everything I needed!

Globetrotter Retreat - Minutes to the Mountain
We had a great 4 day stay at Nina’s place. The apt is exactly as pictured and described on Airbnb. The space was a nice size, the furniture comfortable with the bed on the softer side, really good Water pressure in the shower, good amount of kitchen ware To create breakfast and lunches and light dinners. We loved the proximity to town and yet how quiet the place was, and there is a river directly in back. Nina was very prompt in responding to questions and gave us great recommendations for hikes in the area. There is a great bookstore and a number of really wonderful gift stores with Vermont artist’s works a block from the apt. And about a mile down the road starfire bakery with truly amazing baked goods. Make it a priority to Go there and try lots of things! We really loved our stay at Nina’s place and hope we can return in the fall or winter.

Rock River Retreat: VT Oasis Pet Friendly
The place was very nice and the design was well, blend it with the original structure including the floors and complemented with a vintage decor. well, I made the attempt to sound sophisticated, the bottom line is, we had a good time and enjoyed the space very much.

King Bed, Wi-Fi, 2m Ski Resort
Lovey room, charming decor, comfortable bed and nice sheets. Great location .

Enjoy every season the Berkshires have to offer.
The space is very clean. I stayed 2 nights and brought my dog with me. The only thing that I was surprised about was that there wasn't a door to the bedroom area. I had looked at the pictures and assumed the door I saw was to the bedroom but it was a closet. The bed area is separated by a partial wall but not an actual door. Something to keep in mind if you have additional people sleeping on the pull out couch.

Majestic Farmhouse Private & Peaceful Guest Apt.
This was a quick trip to the area to break up the drive to a further destination. Joy's little 18thc apartment was perfect. Joy met and explained everything needed, and was very helpful with local suggestions for dining and activities.Was'nt here long enough to experience any of the hiking trails,.etc but truly seems like a place I'd like to return. if you're lucky, you will meet the inimitable Baloo!
Waterfront house rentals

Lovely & Peaceful Waterfront Vacation Retreat
My family loved this big beautiful house and landscape. The setting is outstanding, with long views down the pond and there are a variety of different ways to enjoy it -- including the lakeside dock, the screened porch, the hammocks, the boats, walking paths, etc. Something for everyone. The house had everything we needed. The architecture felt completely authentic to the place -- beautifully solid wood detailing, extraordinarily wide floorboards, and hand-made furniture. We all wished we could stay longer.

Pinecone Pond
We had the most lovely stay at Pincone Pond. The house is absolutely spotless and well stocked with everything you need in the kitchen, shampoo and condition in the bathrooms and throw blankets for the cool evenings. The house is so homey and comfortable and the grounds are stunning. Beautiful yard and pond which were well cared for. Catherine has thought of everything including chairs for sitting by the pond or fire pit. Just a lovely, peaceful spot.

Green River Cottage-A Peaceful Country Retreat
we will definitely be back here in warmer/fall weather. it was so peaceful and the kids loved it, so did my husband and I. the home was beautiful and I loved the fully stocked spices and bathroom of things you may not think to bring with you on vacation.

Frosted Willows
Perfect place for our family. We’re grateful for the baby proofing and kids toys, and the creek at the back was beautiful. Highly recommend Chelsea’s place!

Antique Home w Private Pond, Sturbridge /Brimfield
We had a lovely stay, including walks with the pup, through the surrounding quiet, green areas (including the state parks nearby). Dave was quite responsive & welcoming; he is accurate in his description that the home is beside the freeway (the bedroom with the Queen bed is, as described, the quieter of the 3). The yard is large, with various seating areas to enjoy it & the many birds that flit through including egrets & herons. The home is sweet & has everything you might need, we had the relaxing time we needed.

State Forest Getaway
My girlfriends and I had an amazing stay! The house is stunningly gorgeous—even more beautiful than the photos. Every detail was thoughtfully designed, creating the perfect setting for a relaxing and fun getaway. The space was spotless, well-equipped, and incredibly comfortable. We truly had a great time and felt right at home. Highly recommend for anyone looking for a stylish and memorable escape!

19th c. Barn in The Berkshires
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.

Four Season Cozy Cottage on Lake Mattawa
We had a fantastic long weekend on Lake Mattawa. Came to celebrate our son’s graduation from UMass. It was an easy 30 minute drive to campus for graduation. The cottage was a perfect place to hang out as a family…we paddled, fished, played games and cooked. Enjoyed eating on the deck and loved having our morning coffee on the sun porch. Really liked the Quabbin Harvest Coop (awesome local produce and supplies) and had an amazing sandwich at the Corner Cafe. Hope to return!
Waterfront apartment rentals

Peaceful 1BR Condo with Pond View
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts

Flowers & Falls Spot House
Always an easy peaceful stay whenever we stay at David’s place. We will be back again

Tranquil Lakeside Escape in the Berkshires
Beautiful property. We enjoyed very much the tranquility. There was an issue with the kitchen light but maintenance was going to address it. The exterior of some of the buildings needs to be worked on, but overall the place was great.

Welcome to Honey Spot!
The Honey Spot was breath taking. The lighting through out the entire space along with the art work on the wall gave me an experience that I wasn't expecting. It was fantastic! I took advantage of the top shelf amenities that was provided with this space. Everything was clean and well organized. I had no problems locating anything. I felt safe and all of my needs were accommodated. The media system, and sound system were the highlight of my stay. Bravo Ricardo! My stay exceeded my expectations! Thank you for being a gracious and phenomenal host.

Private condo w/stunning view of lake frontage
great place. good for family. one criticism: no place to get rid of garbage and recycling. At a minimum there should be instructions as to where to take it.
Destinations to explore
- Hudson Valley Holiday rentals
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Pet-friendly rentals Pioneer Valley
- Private suite rentals Pioneer Valley
- Cottage rentals Pioneer Valley
- Fitness-friendly rentals Pioneer Valley
- Rentals with a firepit Pioneer Valley
- Flat rentals Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with lake access Pioneer Valley
- Rentals with an EV charger Pioneer Valley
- Rentals with pools Pioneer Valley
- Apartment rentals Pioneer Valley
- Rentals with a patio Pioneer Valley
- Bed and breakfasts Pioneer Valley
- Cabin rentals Pioneer Valley
- Rentals with breakfast Pioneer Valley
- Rentals with a kayak Pioneer Valley
- Rentals with a fireplace Pioneer Valley
- Rentals with a hot tub Pioneer Valley
- Rentals with a washing machine and dryer Pioneer Valley
- House rentals Pioneer Valley
- Smoking-friendly rentals Pioneer Valley
- Rentals with outdoor seating Pioneer Valley
- Guest house rentals Pioneer Valley
- Family-friendly rentals Pioneer Valley
- Rentals with beach access Pioneer Valley
- Waterfront rentals Massachusetts
- Waterfront rentals 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
- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Taconic State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Catamount Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- The Shattuck Golf Club
- Beartown State Forest
- Douglas State Forest
- Dinosaur State Park
- Mohawk Mountain Ski Area
- Bigelow Hollow State Park
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation