
Vacation rentals in Hampshire County
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Top-rated vacation rentals in Hampshire County
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Other great vacation rentals in Hampshire County
Guest favorite

Cabin in Williamsburg
4.94 out of 5 average rating, 34 reviewsRetreat in the Woods
NicoleRating, 5 stars1 week ago
Our stay at Maya's place was lovely! We were visiting the area for a wedding and wanted to stay somewhere quiet, safe, and peaceful. This place was exactly what we were looking for! Maya was very responsive and the place was clean and cozy. It was super private, felt safe, and was very cozy! We would definitely come back to stay if we are in the area again!
Top guest favorite

Apartment in Northampton
4.95 out of 5 average rating, 38 reviewsShort walk to town, 1894 house.
TheoRating, 5 stars5 days ago
Such a great location. Short walk to restaurants and shops. Sorry our stay was so short, it would have been fun to do more exploring.
Guest favorite

Cottage in Hadley
4.83 out of 5 average rating, 6 reviewsLoft with Sweeping Views
LynetteRating, 5 stars2 weeks ago
this place was a gem! it was beautiful and quite. I stayed here for work and I couldn't have been happier with my choice, very affordable for what is provided!! would stay here again! ALSO, lots of cute little bunnies running around almost every day !!
Guest favorite

Apartment in Conway
4.96 out of 5 average rating, 25 reviewsSpacious, Sunny* Woodland Retreat
MollyRating, 5 stars1 week ago
We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!
Top guest favorite

Guest suite in Hadley
4.98 out of 5 average rating, 99 reviewsHadley Hay House | No Cleaning fees!
FeliciaRating, 5 stars3 days ago
Spacious and comfortable. Easy check-in and very convenient location close to UMass Amherst and an easy drive over the bridge to Northampton. Great blackout blinds and comfy beds. Would stay again.
Superhost

Cabin in Montague
4.84 out of 5 average rating, 31 reviewsTwo Geese Cottage, Private Home For Getaways!
RoniRating, 5 stars2 weeks ago
The place was as described. It was very nice down to the detail of having lint removers for our clothes. The clothes washer and dryer were excellent. The only knives in the kitchen were steak knives. It was odd to not have any chef's knives to cut a watermelon with, etc. There was an infestation of ants in a window and the kitchen counter top when we checked in which was off putting. It was a joy to wake up to hens outside the glass doors but the rooster/s woke us up earlier than we set our alarms for. But that was fine. It was still a peaceful place.
Top guest favorite

Farm stay in Worthington
4.97 out of 5 average rating, 34 reviewsLike sleeping on a cloud
MichelleRating, 5 stars2 days ago
Cloud 9 Farm was as beautiful as Kimberly described. The view from the porch is something everyone should see. If you are looking for peace and quiet in the woods of Western Massachusetts than this is the place for you. The old, 1867, Farm House, that has been beautifully restored for our modern world is the kind of place everyone thinks about when they think "old farm house". It is beautiful, comfortable and completely as described. Will definitely come back. Thanks Kimberly, Karen and I had a great visit.
Guest favorite

Home in Northampton
4.92 out of 5 average rating, 38 reviewsThe Walnut Apartment
JuliaRating, 5 stars1 week ago
Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!
Destinations to explore
- Rentals with pools Hampshire County
- Rentals with lake access Hampshire County
- Rentals with outdoor seating Hampshire County
- Rentals with a fireplace Hampshire County
- Rentals with an EV charger Hampshire County
- Apartment rentals Hampshire County
- Rentals with a fire pit Hampshire County
- Rentals with a kayak Hampshire County
- Rentals with a washer and dryer Hampshire County
- Smoking-friendly rentals Hampshire County
- Pet-friendly rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Rentals with a hot tub Hampshire County
- House rentals Hampshire County
- Rentals with a patio Hampshire County
- Kid-friendly rentals Hampshire County
- Private suite rentals Hampshire County
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
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- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
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