
Pet-friendly vacation rentals in Pioneer Valley
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Top-rated pet-friendly home rentals in Pioneer Valley
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Pet-friendly house rentals

Farm Fresh Feeding Hills
Very cozy and comfortable. Nice view of meadow and farm animals. Quickly fixed shower when it broke. Would come back again.

Historic Williams House
This was an utterly charming old house! We loved it. Note that the staircase in the pictures is that narrow – it can be tough for people with mobility issues to navigate. The decorations of the house and the preservation of some of the original construction, make it full of character, a delight to stay in. The host was responsive and very friendly.

Quiet Vermont Home with Amazing View
House was clean, spacious, and conveniently located for our trip to Williamstown. And the hosts were extremely responsive - we had no issues during our stay. Thank you!

Frosted Willows
I had a wonderful stay while visiting Brattleboro for work. The house is just lovely and extremely comfortable. The kitchen had everything that we needed. I’m hoping to stay again in the future when working in the area.

Large Charming Home close to MassMoca
Had a lovely holiday week in Nancy’s home! We felt right at home. The home was cozy and beautifully sun lit in the mornings ! Nancy had decorated before leaving and it was adorable and sweet. The yard was amazing for my 2 large dogs - they ran around and found toys to play with. The area was walkable with sidewalks that were mostly cleared after the snow. Hilly for sure ! Good workout hehe Super close to MassMoCA and the center of North Adams. Walked a few times with the dogs. There’s a dog run near by as well. A short drive from Bennington, Pittsfield and a handful of ski resorts. We had a great stay. Friendly neighbors, communicative host and lovely surroundings :) would love to be back!

Clean/Spacious 1 bedroom house. Kitchen, LR, DR.
Where do we start? Communication leading up to and during our stay was wonderful! Anything you could possibly need was readily available, down to the jerk sauce in the fridge. Lol. We always purchase our own cleaning products anywhere we stay and this was the 1st time we used none of it. Down to cups and even the beverages left for us. The home was so welcoming and comfortable that we slept longer than we intended to and missed an activity we planned for. Lol. This was a spectacular AirBNB experience! We honestly couldn’t have asked for more. A 10/10 experience by far.

Antique Home w Private Pond, Sturbridge /Brimfield
Dave was great! My 3 fur babies and myself felt right at home 🥰

Stone n' Sky Lodge
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.
Pet-friendly home rentals with a pool

Spring Hiking Pet Retreat I Game RM l ChimneyHill
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

Lenox Grand Colonial with Pool by Evergreen Home
The host, Evergreen, and the owner, Craig, were very responsive and a pleasure to communicate with. The house was perfect for our two families with kids with an extra room to make it an office for eventual work calls. It is conveniently located near Bousquet Mountain and Lenox. It was well-stocked with everything we needed, including plenty of wood for the fireplace. We also appreciated the lovely towels. Don’t miss a walk through the meditation meadow behind the property—even in winter, it’s a serene experience. We hope to have the chance to return in the future!

The 1770 House
Another great weekend at Ed’s! It was our group’s second time staying here, and we loved it just as much as the first, which is to say—a lot! Ed is very considerate and responsive, and there’s plenty to do for everyone. We are already looking forward to next year!

The Creation Station
John was incredible and so hospitable. His home was beautiful and well kept. Very responsive and one of the best weekends of the weekend ! 11/10 recommend :)

Modern Barn with Loft at House on Golden Hill
We had a great time - coming from the city, it was a perfect rural getaway for us. It was also a short drive to downtown Lenox. Thank you for a lovely stay!

Chimney Hill Home w/ New Hot Tub & Amenity Center!
Awesome property! Stayed here for a ski trip with friends, we had a great time and the house was a great size for all of us! Hot tub works great and the indoor fireplace was fun to use as well. Would absolutely stay again. Super polite and responsive hosts.

“Sugar Maple” Rustic Cabin Getaway with Fireplace
Great quiet getaway for April VT weather

Berkshire County modern home + pool
Kelsey’s place was nothing short of perfect. My family and I hadn’t been back to Mass in many years, and we needed a good place to have everyone together again in one place - this place fit the bill and more! The house and backyard are beautiful. You get plenty of space while still feeling cozy. The backyard was perfect for a BBQ and the grass area provided plenty of space for my kiddo to run around and play. You’re also wicked close to the lake and have plenty of places to explore. Kelsey was extremely responsive and kind, and even let us extend our stay a few days because we were having such a wonderful time. I hope to stay here again when we come back next year!
Private, pet-friendly home rentals

Briggs Cove: Private & Lovely 1st floor apartment
We had an amazing time at this cute apartment. The local food and atmosphere was so welcoming. We would definitely stay here again.

Downtown Sounds
From pre-check-in to check out everything in between Sheila was extremely responsive and proactive the apartment is absolutely fantastic and felt like home close to many restaurants as well as the bike walk path. I walked my dogs multiple times through a very charming neighborhood to reach the trail. I highly recommend. Sheila’s flat you will not be disappointed a gem and a very quaint and charming town thank you Sheila. I hope to stay with you again.

2 br apartment 12 mins to Mount Snow Unit #2
They were upfront about the noise, and it really wasn’t much of an issue at all. Certainly noise from others, but nothing for concern. Enjoyed our stay!

Private guest apartment. One block from downtown.
The stay itself was wonderful! As advertised, it was well within walking distance from the downtown area, was cozy, and looked exactly like the pictures showed. 5/5 stars What pushed it over the edge from a good Airbnb to GREAT, was the attention Jennifer paid to small additional details - little chocolates to welcome us, snacks intentionally set out for us, water bottles, and a few other things speak to how good of a host she is. 6/5 stars 5/5 stars for Jennifer and her lovely apartment, 3/5 stars for Airbnb: we didn't get a message from Airbnb until we were checking out that her messaging wasn't working, so a couple messages went unanswered. Jennifer had put her number in 3 different locations explaining this, so she was super proactive, we were just a little unobservant in seeing that.

Private Guest House Downtown Noho
My girlfriend and I stayed for one night and it was perfect! The bed was super comfortable and cozy. Lots of space and it was decorated very nicely. Robyn supplied us with extra toiletries and towels which was greatly appreciated and I would recommend to anyone looking to stay in the area!

Double 3 Bedroom Tree House in the Berkshires
Second stay here and even better than before. Cozy, private, and beautiful.

Gregory Art House
We had a wonderful stay at Anna's place! It was our favorite of the three places we stayed in Massachusetts -- so comfortable but also interesting and charming, which can be a hard combination to pull off. The house had everything we needed for our stay and the hosts also left some lovely extra touches that made us feel so welcome as guests. The area is so lovely that we hope to have the chance to come back someday when the leaves are out and would definitely choose to stay here again if it's available!

Secluded cabin on brook near skiing and lakes
Collen's woodland lodge was a joy to spend a few days in. It felt like a family home, very cosy and extremely well equipped on all fronts. The location by the babbling brook was so pretty
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Six Flags New England
- TPC River Highlands
- Taconic State Park
- Mount Snow Ski Resort
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Douglas State Forest
- Hartford Golf Club
- Bousquet Mountain Ski Area
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Otis Ridge
- Beartown State Forest
- Naumkeag
- Bretwood Golf Course
- Bigelow Hollow State Park
- Brimfield State Forest