Holiday rentals with beach access in Pioneer Valley

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Popular amenities for Pioneer Valley Accommodation with Beach Access

Apartment rentals with beach access

Guest favourite
Apartment in Orange
5 out of 5 average rating, 18 reviews

Lakefront Orange Vacation Rental - Pet Friendly!

TarahRating, 5 stars3 weeks ago
We had such an excellent stay! The apartment is even better than the photos showed--the view of the lake is beautiful. There are several great hikes in the area. The hosts were responsive and communicative. They even offered the loan of their paddle boat. All in all, I highly recommend staying there.
Top Guest favourite
Apartment in Brattleboro
4.99 out of 5 average rating, 141 reviews

River View apartment

JohnRating, 5 stars2 days ago
If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.
Guest favourite
Apartment in Winsted
4.93 out of 5 average rating, 90 reviews

Getaway for a weekend! Close to Ski Sundown.

KatieRating, 5 stars1 day ago
We booked for one night for an AAU basketball tournament we were in town for. Great space, great price - everything was clean, Alan was super responsive, we would definitely book again! Space for was perfect for father/son.
Top Guest favourite
Apartment in Wilmington
4.88 out of 5 average rating, 311 reviews

Globetrotter Retreat - Minutes to the Mountain

JoeRating, 5 stars2 weeks ago
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.
Top Guest favourite
Apartment in Newfane
4.97 out of 5 average rating, 455 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars1 week ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Top Guest favourite
Apartment in Otis
4.96 out of 5 average rating, 96 reviews

Enjoy every season the Berkshires have to offer.

MarieRating, 5 stars1 week ago
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.
Top Guest favourite
Apartment in Conway
4.99 out of 5 average rating, 95 reviews

House Above the Hollow

AnnaRating, 5 stars3 weeks ago
Meg’s place was truly amazing. The apartment itself was very well maintained, well-appointed, and Meg went out of her way to ask what kind of milk/creamer we liked with our coffee so that she had stocked in our fridge upon arrival. The property is stunning- from Meg’s flower beds to her gardens, to the open fields, to the bird feeds attracting the most beautiful birds, this property is truly serene and a place where we felt relaxed. Our visit was filled with hiking, biking, and exploring nearby towns (Northampton, Amherst, Hadley, etc.). Meg herself is an incredibly talented artist and has beautiful pottery she crafts in her studio located under the apartment. She was kind enough to show us the studio and sell us a couple of her beautiful vases which we know we’ll always think of our wonderful trip whenever we see them. Thanks for everything, Meg!
Guest favourite
Apartment in Hinsdale
4.8 out of 5 average rating, 5 reviews

Lakeside Getaway

AltonRating, 5 stars4 months ago
Very nice, clean space. Perfect for everything I needed for a long relaxing weekend!

Holiday House Rentals with beach access

Top Guest favourite
Home in Eastford
4.92 out of 5 average rating, 103 reviews

Serenity Ashford Lake

RachelRating, 5 stars2 weeks ago
The Ashford Lake cottage was absolutely perfect for our sister birthday weekend! The hot tub, fire pit, screened in porch, and dock all were perfect for catching up, relaxing, and enjoying each other's company. The house was fully stocked with everything we could possibly need and everything was extremely clean. Jason was extremely attentive and made sure we had everything we needed throughout our stay. I can't recommend this cottage enough and hope to visit again in the future!
Guest favourite
Home in Lenox
4.88 out of 5 average rating, 161 reviews

Spacious 4-Bedroom Colonial Gem in Downtown Lenox

NancyRating, 5 stars1 month ago
Our group of 5 were very happy with our stay in Lenox. Location was perfect in that it was close to everything we had planned in the area. Everything went very smoothly in booking the rental and all the communication involved. The place was very nice.
Guest favourite
Home in Ashford
4.87 out of 5 average rating, 85 reviews

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

KyleRating, 5 stars1 day ago
wonderful stay by the lake in Ashford! Joe is a very nice host and very responsive if needed.
Guest favourite
Home in Sharon
4.91 out of 5 average rating, 188 reviews

Charming CT Country Farmhouse for group getaway

ChrisRating, 5 stars1 month ago
Such a fun old home, reminded my wife of the old farmhouse she grew up in. The location was perfect for our needs and there was enough space for everyone.
Guest favourite
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Superhost
Home in Monterey
4.92 out of 5 average rating, 138 reviews

Berkshires Cottage | Trails & Water Nearby

Alexander St JulianRating, 5 stars4 months ago
Really great spot. Very quiet and peaceful.
Top Guest favourite
Home in Newfane
4.98 out of 5 average rating, 136 reviews

Peaceful cabin close to skiing & Brattleboro

MarinaRating, 5 stars3 months ago
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Top Guest favourite
Home in Sturbridge
5 out of 5 average rating, 17 reviews

Newly Built, Stunning, Lake Front Retreat!

JeffreyRating, 5 stars3 weeks ago
Gary’s home is beautiful. We especially enjoyed the covered porch and Adirondack chairs that overlooked the water. The house was spotless both inside and out! The kitchen is well stocked with everything that you will need to prepare a meal. Thank you for sharing your home Gary!

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