
Waterfront vacation rentals in Pioneer Valley
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Top-rated waterfront rentals in Pioneer Valley
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Waterfront apartment rentals

Lavishly Appointed 2BR Apt. Home
A charming place and cozy stay! Robert was responsive and friendly. Also, I highly recommend the shrimp and cheddar grits at District Bar & Kitchen which is only a few minutes away. So good!

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Sunny Peaceful Home
My daughter and I were seeking a basecamp to explore nearby colleges but also had one day where we needed to connect to our computers for work. We slept well, had peaceful morning walks in the neighborhood, took advantage of the sunshine on the lovely deck, and enjoyed making meals in the kitchen that had more than all the essentials.

Globetrotter Retreat too - Minutes to the Mountain
Thanks for the host making this place like home. Furnitures are well organized. My partner and I love the sofa in the living room. There is a big sofa and single arm chair sofa. It’s good for staying with partner to kiss cuddle and more. We love the well organized kitchen. Very well-equipped. They even have some stock of food, coffee and tea bags just in case if you are hungry in mid night. We came here for skiing trip. It’s just 15 min to Mt Snow, 1.5h to Okemo. Stratton is also around this area. Great location for mountain staycation.

River View apartment
This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.

Modern Cozy Studio
Great place to stay, the area was very nice. I would definitely recommend.

3 BR with Private Balcony & Deck
My stay was AMAZING! You can really see and feel how the host took time to make the home cozy and beautifully detailed. It was mind blowing to see how every part of the home was utilized without feeling cramped or cluttered. Definitely a great place for friends to come together. I was shocked to see how well the entire home was fully stocked with everything you could possibly need. The host provided superb comfort and convenience. Pictures do no justice for this zen home, you have to experience it in person. If you’re looking for a tranquil and beautiful place to visit; LOOK NO FURTHER!
Waterfront house rentals

My Lake House w/dock and kayaks
Spent a wonderful week during Christmas here with my adult son whom I hadn’t seen in years. Launa went above and beyond with making the home cozy and comfortable and the Christmas decor was more than I could have imagined. Launa allowed an early check in although I had an emergency which did not allow me to check in early but she offered me the option. Launa also allowed us a late check out which was very much appreciated. The only thing I wished was that the beds were a little less firm as I found them to be too firm but that’s just my preference. Very tranquil place and many memories were made. I would love to stay again perhaps during warmer months to enjoy the lake and outdoors but all in all it’s a beautiful home.

Spacious Brattleboro home on river, walk to town
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.

Lake front retreat - Stylish Berkshire home
We had a wonderful long weekend at Elle’s house. The bedrooms and living spaces were thoughtfully laid out and decorated beautifully. A short drive to lots of little cafés and hiking trails. We appreciated the quiet solitude of this little getaway in the Berkshires, and the ping pong table too. We didn’t get to use the lake (snow in April!) but hope to return to try again!

Frosted Willows
I had a wonderful stay while visiting Brattleboro for work. The house is just lovely and extremely comfortable. The kitchen had everything that we needed. I’m hoping to stay again in the future when working in the area.

Waterfront Wonderland | Luxe Log Cabin (Sauna/Gym)
Wow, I can't recommend Elle's place enough! Beautiful setting and the cabin felt cozy but had more than ample room and privacy for our large party. Everything was spotless and the beds were very comfortable. Elle was a wonderful host and had a huge basket of snacks waiting for us! Checkout was a breeze. We were very appreciative that checkout did not include a list of chores to do! We also loved the sauna. 10 stars!!!

Lakefront Cottage on Private Beach
Daphne is a thoughtful and wonderful host. The property was clean, comfortable and very well appointed with everything I would need, especially in the kitchen. I highly recommend this 5-star property. It is quiet, peaceful and full of nature everywhere the eye can see.

MtSnow * HotTub * Pool * Air Hockey * PingPong * Darts
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.

Sunrise on the Water's Edge - Riverside Bungalow
Great time with friends here. Even on a rainy day sitting out on the enclosed back porch was beautiful.
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Six Flags New England
- Berkshire East Mountain Resort
- TPC River Highlands
- Taconic State Park
- Bushnell Park
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Douglas State Forest
- Bousquet Mountain Ski Area
- Beartown State Forest
- Naumkeag
- Otis Ridge
- Talcott Mountain State Park
- Rockledge Golf Club
- WIckham Park
- Bright Nights at Forest Park