
Pet-friendly holiday rentals in Hampshire County
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Top-rated pet-friendly home rentals in Hampshire County
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Pet-friendly house rentals

Beautiful, quiet and cozy home in Becket!
Warm and cozy place. Sofa and beds were very comfortable. Fire place was great and added some wonderful ambience. Secluded and so quiet and peaceful, especially at night. Place was spotless. Close enough to some great hiking spots and good restaurants. We would definitely stay again.

Entire 1-st Floor Apt & Specials for 3+ Stays
Great location, restaurants and supermarket within walking distance. Immaculate! Thoughtful snacks, coffee, tea, water, cereal, and creamers. And our hosts were especially accommodating for parking our motorcycle. Hope to come again! Thanks for everything.

Moonstone Lake House – romantic, serene, fun!
Had a wonderful stay at Mighty’s house on the lake. It was such a peaceful and beautiful area. The house was clean and tidy with a spacious bathroom and comfortable bed. It was reassuring to have our hosts right next door but there was a good amount of privacy. We enjoyed the fire pit in the evenings, taking the canoe out on the beautiful lake and having some space and time to wind down. I highly recommend this home for anyone looking to step away from life for a little while.

Home in Northampton
Terry was amazing. We had an issue and couldn't check in on time and Terry worked with us. If we could come back and stay we definitely would!

Magical, Rural Getaway in the Berkshires
This place was great, I was a little concerned it may be too rustic based on the pictures, but the place was fabulous. No problems with wifi, access, sleeping arrangements. The open space for the kitchen/tv room were so great for our large family. Everything is well appointed, there are clear instructions everywhere on how to use anything in the house. It was really nice for our short weekend stay for graduation. I felt the kitchen was better stocked than most places I've stayed. They had everything we needed. I wish we could have used the fireplace on this rainy cold weekend, but heard maybe it's an Airbnb thing not an owner thing. If you want to head to this area, this was a great place to stay.

Stone n' Sky Lodge
We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.

The Walnut Apartment
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!

Carriage House Studio
If you love the rural character of western Massachusetts with peaceful and lovely landscapes, this place is full of comfort and is very inviting! We had a wonderful time visiting!
Pet-friendly home rentals with a pool

Sunset Ridge
Deborah was the perfect host! Always responsive and super friendly. The place was beautiful with an absolutely gorgeous view. We got to see some stunning sunrises (not normally our thing, but we had to be up early and that more than made up for it). There were lots of thoughtful touches like charging cables for all types of phones on both sides of the bed - not always easy to handle on travel, so this was most welcome The bed linens were wonderfully soft and warm, made for delightful sleep. Additionally when I caused problems with their plumbing, she was super chill and nice about it - I'm still so very sorry for that, Deborah! Thank you for an absolutely delightful stay!

3 Mi to UMass Amherst: Peaceful New England Cabin
beautiful cabin in a very beautiful setting! very private as well! will definitely be returning for a longer stay!♥️

Upscale RV - 1 king BR w/Pool! Near Amherst
Kerri Ann’s camper was fantastic! It was immaculate, spacious and very comfortable with more amenities than you’d find at a hotel. Everything was perfect and I’d absolutely recommend to anyone who wants to stay in the area. 10/10!!

Perfectly Polished Deerfield Home 5 min to I-91
A great place to stay and very quiet! Loved having basic amenities like tea and coffee, cereal, orange juice, butter, and spices available. A nice touch!

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd
This was exactly what we needed for a trip out to see our son at school. Not only did it have what we needed but so much we didn't know we wanted. An excellent kitchen, plenty of space, dog friendly, a pool and pickleball! We had a couple of big battles with the kids while they were at the house for some much needed home cooking. The bed was very comfortable and Mary was very helpful if needed. I look forward to many future stays at Mary's home

NE Historical Mansion-pets and pet lovers welcome
It's not a private space with a door that locks behind you, but it felt pretty private up on the top floor of that huge old house. The main room is enormous, with plenty of open space if you wanted to do yoga or whatever. The bedrooms are also a good size, and there was lots of space for my dog. It took a moment to get use to not having a sink in the "kitchen" area, but the bathroom sink is kitchen sink sized, and had everything you'd need to clean up breakfast dishes. All in all it was a good value for a place that was virtually private and had 2 bedrooms, AND allowed me to bring my dog.
Private, pet-friendly home rentals

Lovely 4 bedrooms home with huge backyard to enjoy
Aung is a very helpful gentleman, after I left my personal stuff in the house he’s still very helpful to get everything back for me!

True Shangri-la, Country Retreat
Mary’s place is absolutely beautiful, inside and out - a gem of peace off the beaten path. There is a big kitchen that was great to cook in, the beds were big and comfortable, and the house is full of beautiful art. Mary was super helpful, and while she lives on the property, we still felt that we had complete privacy during our stay. We hope we can go back and stay again someday soon!

Panoramic Sunroom | Soaking Tub | Modern Cabin
This was exactly the quiet, peaceful retreat we were looking for. The sun porch is what sold us (we called it The Nook), and what an absolutely perfect place to sit and read together for a few days! A family of geese came to visit and we got to watch them up close. We loved kayaking on the pond too—it’s an absolutely wild body of water with tons of massive tree roots just beneath the surface, and millions of lily pads. This converted camp is beautifully decorated, clean, and spacious. Extremely relaxing retreat for two people on an anniversary trip.

A Place for Peace - perfectly imperfect!
Comfortable with beautiful surroundings. Very responsive host.

King Bed w/ Pool Table – Cozy Stay Near MassMutual
My stay was absolutely amazing. It was very comfortable and shattered my expectations. I went with my husband, who was retiring from the military, and a gift and a card were waiting for him when we arrived. She really made us feel at home with snacks and coffee ready to go. The entire place was squeaky clean and she was super fast at responding to any questions that arose. I highly recommend this for anyone staying in the area and I will definitely book again if my family needs!

Park Street Flat
Really liked our stay in Easthampton. Lindsey was responsive when I had a question, the space was easy to get in and the instructions were clear. Location exactly as described. Was great for our girls weekend, and we really like Easthampton. So charming!

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.

Entire Private Log Cabin in the Berkshires
What a wonderful place to celebrate our anniversary! The cabin was very homey, private and peaceful. We enjoyed the delicious coffee provided while sitting on the screen porch enjoying a spectacular view of the Berkshires. Watching the sunrise without having to get out of bed was a bonus! The cabin had everything we could have needed: kitchen items, bathroom supplies, brochures of places to visit and even a wonderful little shop to go out for breakfast and lunch less than 5 minutes away. We will definitely be returning.
Destinations to explore
- Rentals with pools 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
- Brimfield State Forest
- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Brignole Vineyards