
Pet-friendly vacation rentals in Hampshire County
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Top-rated pet-friendly home rentals in Hampshire County
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Popular amenities for Hampshire County pet-friendly home rentals
Pet-friendly house rentals

Entire 1-st Floor Apt & Specials for 3+ Stays
This property was very clean and in a good location for us. The driveway is steep and a bit narrow but doable. We loved how the owner provided a welcoming snack basket and a few drinks. So thoughtful! There are restaurants and a grocery store very close. The bed frames in 2nd room squeak loudly but my sister said the bed is comfortable. All in all, this is a very good rental for Ware, MA & we would definitely book again if in the area.

Moonstone Lake House – romance and serenity
We had a great time here, and the relaxed and eclectic decor was interesting and welcoming!

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!

Charming and Cozy Hilltop Home
The words that come to mind is this place is breathtaking. The host was amazing and sends awesome videos of the wildlife at night. There isn't enough to say about how at home you feel here. Would love to stay again if I'm in the area. Thank you Barbara and Max

Cute and Cozy Lake Cottage
Felt right at home at this cozy cottage! Pleased with the amenities, comfortable beds and great space to hang out in! Would definitely return!

True Shangri-la, Country Retreat
This home is in the midst of beautiful trees and well off the beaten path. My parents accompanied me to visit my daughter at Smith College, and they said they felt “at peace” in this place and would gladly stay there again. My father marveled at the heating/furnace system (he went down to see the huge pellet bag in the basement and wanted to talk with Mary about how it all worked), which is state-of-the-art and makes the large house a constant comfortable temperature. Mary was very responsive and kept us informed, and my parents visited with her when I was in Northampton for a morning. (My father said he could have talked to Mary all day.) For them, the staircase leading up to the bedroom was a bit challenging, and that would be the only downside to our stay. We had everything we needed, and our mantra whenever we were looking for something was “Mary probably thought of that.” Thank you for everything!

Charming 4 bd/2 bth home near Williston
Katrina was an amazing host! She was incredibly responsive and hospitable throughout our stay. When we requested an iron and steamer, she promptly provided them, which was so thoughtful. On top of that, she proactively put ice on the property’s steps during a snowy Saturday to prevent any accidents—such a considerate touch! The property was clean, comfortable, and well-maintained. Katrina’s attention to detail and care for her guests really stood out. Highly recommend staying here!

Farmhouse on working dairy farm
We stayed at Robert’s house for a weekend in the pioneer valley. The house is quite majestic and grand in a way that isn’t captured in the pictures. It has wonderful history, great woodwork, very spacious. The individual mini splits in each bedroom made for good customization of sleeping temperatures. You could occasionally smell the cows when outside on the screened-in porch but it wasn’t overwhelming, and you couldn’t smell it at all indoors. Overall would definitely stay here again.
Pet-friendly home rentals with a pool

Sunset Ridge
Deborah was an amazing host. The place was super comfortable and the bed and pillows were great. They were so nice and accommodating.

Northampton-area Hot tub Pet Friendly
Our host was extremely helpful and pleasant to all our questions, and the accommodations were comfortable with all the amenities of a normal home, plus a very pleasant and private hot tub. Would stay here again.

Nature's Corner Northampton-area Hot Tub Pet OK
The Country Corner was a comfy place for our trio of friends but none of us could imagine sharing the space with more than one more person. The neighborhood felt safe and peaceful and the apartment was clean. While this weekend was an "escape" for all of us from our own kids, we all commented that it'd be the perfect place to stay with kids because of all the outdoor toys and activities in the backyard. Katie was timely with check-in and check-out instructions and even sent us dining recommendations shortly after check-in. Thanks for a quiet weekend "away," Katie!

Pool hot tub pet friendly
Katie and Mike are fabulous hosts! Katie provided helpful information prior to our arrival. Mike helped us pump up a flat bike tire and gave us great tips on area activities. The apartment was very clean and spacious given its size because it's not cluttered. The bed is very comfortable, and everything in the apartment worked well. The pool is lovely! It's shared with the family, but Mike and Katie were very thoughtful about making it accessible to us when their kids weren't in the pool. The house is set in a quiet, rural setting but only 20 minutes from downtown Northampton. I would definitely recommend this spot to other travelers!

Perfectly Polished Deerfield Home 5 min to I-91
This place was the perfect fit for my son and myself. Very close to Yankee candle Village minutes from the highway. It was very warming and peaceful. The hosts Ron and Cindy were extremely welcoming and so were the dogs. I would def stay again as I frequent the area.

NE Historical Mansion-pets and pet lovers welcome
We loved our stay! We were coming out to see family, and this was a great place to stay with toddlers. Very big, with a great common room. The beds were comfy, and basics provided. It's not super decked out for cooking, but accurately described online. Beautiful views- we loved waking up and seeing the landscape. Very cool old house.
Private, pet-friendly home rentals

Perfect Serene Waterfront All Season Retreat!
Quiet neighborhood. House and property are welcoming and just as described. We had a snowstorm check-in day and Larry was responsive and made sure the snow and ice were cleared prior to our arrival. The kids and the dog enjoyed exploring the property despite the single digit temps and 20 inch base of snow. This property is close to so many awesome winter activities! We made the most of our 4 night/5 day stay and went cross country skiing at Canterbury Farm, snow tubing at Bousquet Mountain, and snowboarding at Otis Ridge. It was great to have a well appointed kitchen for home cooked meals, and a woodstove with plenty of firewood to beat the frigid temps. Overall - awesome!

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

Park Street Flat
Exactly as advertised, bright comfortable surroundings with beautiful yard! Very convenient location to city center and to events that we were attending!

Low-scent, historic downtown gem
This apartment was very clean, not cluttered, in an absolutely lovely neighborhood, and was very comfortable. We walked into town, had great parking, and the neighborhood was quiet. The only thing I would note is that the stairs into the apartment are quite steep, which makes sense since it is an old house. Just something to think about if you have any mobility issues. I would happily stay here again!

Enjoy every season the Berkshires have to offer.
Extremely clean and peaceful place. Very cute and cozy set up as well! Denise and John are excellent hosts. Upon leaving, our car unfortunately got stuck a mile out from the house in some deep snow. John saved the day and immediately came to the rescue to tow us out. His kindness and quick response saved me a lot of stress. Highly recommend John and Denise for their exceptional hospitality and willingness to go the extra mile!

Charming retro retreat with vintage soaking tub
My sister and I really enjoyed Jessica's place for our three night stay. It was exactly as described and very relaxing. I have stayed in many Airbnbs, and I was amazed how Jessica had taken the time to do every little thing to make the place welcoming. It had all the amenities of a sparkling clean, nice hotel, like a fruit bowl, toiletries, and bath salts and phone charging stations and extreme cleanliness, and all the assets of a home, like a charming retro kitchen and a lovely creative, retro vibe. It was easily accessible and walkable, and Jessica was very helpful and friendly, and she let us check in early, which was really nice. The apartment was sunny and had a positive, cheerful energy.

Gorgeous Getaway - Walking Distance from Downtown!
Would definitely stay again and highly recommend it! It was pristine and exactly as pictured. Great location for the valley and lots of yummy restaurant options nearby.

Charming downtown Northampton
Great location, in the heart of town, parking located right behind the space. Super convenient if you want to explore the area
Destinations to explore
- Rentals with pools Hampshire County
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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
- Mount Snow Ski Resort
- Mohawk Mountain Ski Area
- Mount Greylock Ski Club
- Bushnell Park
- Mount Sugarloaf State Reservation
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Otis Ridge
- Naumkeag
- Beartown State Forest
- WIckham Park
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Brimfield State Forest
- Bretwood Golf Course