
Vacation rentals in Pioneer Valley
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Top-rated vacation rentals in Pioneer Valley
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Pioneer Valley
Top guest favourite

Cottage in Woodford
4.95 out of 5 average rating, 42 reviewsHoneyBear Lake Cottage
CarinaRating, 5 stars9 months ago
We had a wonderful peaceful stay at Honey Bear, Linda Jane is a fantastic host and her home is beautiful and relaxing. It rained a lot of our stay, but we did get to make the most of our stay when it was nice out with all the wonderful inclusions. The boats and games were a fanatic added bonus. Thank you so much
Top guest favourite

Home in Granby
5 out of 5 average rating, 7 reviewsLake house retreat Granby CT
DianeRating, 5 stars3 weeks ago
We were in the area to meet our son's fiance's extended family. Nathania's home was perfect! We had 7 adults and 5 little boys ages 9, 7, 5, 2, and 2 months. There was plenty of space to spread out and enjoy the time together. The hot tub, kayaks, and foosball table were especially popular! We were able to host a family dinner with guests which was wonderful. Everything we needed for preparation was readily available. Lots of beautiful parks, playgrounds, hiking areas. Plenty to keep everyone entertained! Nathania was extremely kind, gracious, and responsive to questions. We had absolutely zero issues. So grateful for a wonderful vacation. Thank you for sharing your idyllic home with us. We hope to visit again!!!
Top guest favourite

Home in Charlemont
4.95 out of 5 average rating, 56 reviewsTall Pines Rental
GeorgiaRating, 5 stars1 month ago
It's hands down one of the best AirBnBs in the area! I've stayed at three different homes in the Charlemont area over the past three years, and this is by far the best. The home is in a perfect location near town, yet still feels private and secluded. It had everything we needed to make our stay seamless (keyless entry, TV, heat, all the kitchen utensils you could think of, extra amenities in the bathroom, etc.) They are also incredibly welcoming to pets - they even have extra dog bowls and a dog bed! If you're looking for a beautiful space that feels like home (with a reasonable price), this is it!
Guest favourite

Home in Monroe
4.93 out of 5 average rating, 15 reviewsThe Camp
ZoeRating, 5 stars1 day ago
Lovely little home which was great to fit a larger group of people with plenty of accommodation. Definitely no signal in surrounding area, so have directions loaded up, but wifi at home worked fantastic!
Top guest favourite

Home in Lanesborough
5 out of 5 average rating, 16 reviewsBerkshire Mountain House
DestinyRating, 5 stars3 weeks ago
This Airbnb exceeded our expectations! The house is spacious and super family friendly (also great for just adults). We loved the Airbnb so much that we only left the house once. Our hosts were very attentive and accommodating. I would recommend to anyone who is looking for a getaway in the Berkshires no matter the season.
Guest favourite

Home in Wilmington
5 out of 5 average rating, 11 reviewsOutdoor Enthusiasts Paradise!
EmilyRating, 5 stars3 months ago
Our family had a beautiful, peaceful ski/snowboard vacation at Samantha’s home. The house was exceptionally clean and Samantha was an attentive host. We’ll hopefully visit again!
Top guest favourite

Home in Wilmington
4.98 out of 5 average rating, 43 reviewsMay SOVT Getaway -FirePit, Salt HotTub, PETS
JessicaRating, 5 stars1 month ago
Our group of eight people had a wonderful stay at this home, with help from Erika who was in-touch with everything we needed to know. We especially loved the extra bathroom space and two "futon rooms" that offered quiet office/meeting room options as we needed them. The hot tub was beautifully clean as was the rest of the house. Everything we needed- from kitchen appliances to extra blankets- was provided and easy to find. Finally, check-in and out was a breeze thanks to the auto code on the door and clear directions for departure. Many thanks for a great stay!
Top guest favourite

Cabin in Wilmington
5 out of 5 average rating, 74 reviewsStoni Woods: Log Home in Southern VT
KimberlyRating, 5 stars2 months ago
We’ve stayed at Beth’s place a few times and absolutely love it - hence why we keep coming back and will continue to do so! She is very communicative and her place is squeaky clean and cozy. We love the log cabin feel and want to go back in the summer since we always go in the winter. This was the first time we brought our dog and she was in heaven! Thanks again, Beth!
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Six Flags New England
- TPC River Highlands
- Berkshire East Mountain Resort
- Taconic State Park
- Mount Snow Ski Resort
- Bushnell Park
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Hartford Golf Club
- Douglas State Forest
- Beartown State Forest
- Naumkeag
- Otis Ridge
- Brownstone Adventure Sports Park
- Rockledge Golf Club
- WIckham Park
- Keney Park Golf Course
- Talcott Mountain State Park