
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

The Hideaway: Berkshire Home - village of Egremont
This was the second time staying in this house with another family. Can't beat the convenient location to local mountains for skiing. House is spacious and plenty of room for two families of 4. Shiyrah is friendly and communicative.

Historic Williams House
This house is drop dead gorgeous, clean, comfortable, and anything else you could ask for in an Airbnb. They do not supply coffee but they do have a French press and drip coffee machine - the only piece of info I wish I knew before coming. 10/10 experience would love to stay again.

Quaint One-Story Vermont House with Mountain View
Great stay. Very quiet and peaceful. Place was immaculate on arrival.

Cabin Love at the Lake
I appreciated all the snacks and drinks that were included. Bathroom was stocked with everything you'd need and there was detergent for the washer too

4BR House- Central Location
Caroline was a wonderful host. We felt very welcome and appreciated the breakfast food, milk, and juice. I would definitely stay there again.

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.

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

The 1770 House
It’s hard to express how beautiful the area is. The rambling old farmhouse fit our big family fly-in perfectly. This isn’t a place for folks who need everything polished & perfect, but it IS a place for a big crew to spread out, play games, and have adventures (do protect yourself from ticks if you venture into the woods). Kitchen was very functional for prepping big meals. Hot tub was a nice respite after long travel & rainy days. Lots of comfy nooks for solo time, reading, art-making as well as big gathering spaces for family meals. It’s a bit out of the way, but only 15 mins to grab groceries or supplies. Amazing getaway!

Fabulous Heated Pool, Screen Porch, Ping Pong!
We had a wonderful family vacation staying at Stone Hill. The house is absolutely perfect, literally a dream house. The pool and landscaping are beautiful and peaceful. The kitchen has everything you could ever need for cooking big meals. We thoroughly enjoyed the basket with s’mores ingredients and the fire pit. The screened-in porch was the perfect spot to enjoy morning coffee and look out at the scenery and pool. The ping-pong table in the basement was fun for the whole family, as well as a great selection of games and cards in the TV room. These came in handy on our 2 rainy days. The owner was super responsive to a few questions we had. It’s the perfect location, only a short drive to Great Barrington and grocery shopping at Guido’s. There’s also a great dog park in GB if you’re traveling with a dog. We hope to come back to Stone Hill many times in the future.

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

The Brick House on Washington Street
We had a great stay in Keene. Ruth is a fantastic hostess. Her house is just close enough to Main Street to keep it a walkable distance to multiple restaurants and shopping. The house is a nice cozy spot that was big to accommodate my whole family meeting up for a fun winter weekend in Keene. I would stay there again without hesitation

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!

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

Escape to The Berkshires w/Pool by Evergreen Home
Our stay at this beautiful home in the Berkshires was nothing short of fantastic! Even in the winter, the house was warm, inviting, and perfectly set up for a relaxing getaway. The wood-burning fireplace in the living room made for the perfect cozy atmosphere, whether we were reading a book, watching a movie on the large TV, or just enjoying the peaceful mountain views. The house was well-insulated and heated, keeping us comfortable even on the coldest nights. The kitchen was modern and fully stocked, making it easy to cook meals instead of going out in the snow. The beds were incredibly comfortable, and the primary bedroom with its own ensuite bathroom was a great touch. The downstairs living area gave us plenty of space to spread out, making it a great option for groups or families.

Hollywood Bungalow in the Berkshires #C0191633410
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Private, pet-friendly home rentals

A Magic Spot: Booking year round.
the airbnb is very homey, well stocked, and easy to navigate. we had one slight issue with a mess that was not found by the cleaning crew, but robert was friendly and shared our concern about this.

Little House with Lots to Offer
Julie was a great host. The house is tucked away so it’s a bit hard to find but her directions helped us find it easily. The yard was great for the dogs and the dogs loved the beds and dog toys. The house was clean and had everything we needed. We were very happy to be able to stay in a dog friendly place so we could see family for Easter. Thank you!

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug
The place had everything we needed for our short weekend stay. They allowed us to bring our dog which we really appreciated. with no pet fee! The hosts are really nice & we had no issues at all. We loved our stay! Would recommend 💯

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.
Jennifer had a ton of thoughtful touches that were most welcome after a long drive! The place was very peaceful. It was in a great location-easy walking distance to Mass MoCA and some cute shops Dow.

Hide Away at Rock Farm UConn Private BnB “5 Star”
This was a great place to stay. Jeri was a wonderful host - responsive, kind, warm, and friendly. The place was beautiful, and all the amenities made the stay very pleasant. Fresh eggs and cream in the fridge, along with chickens right outside really set this place apart. Wonderful place, wonderful stay, amazing host.

Cozy Little Cottage
My daughter and I loved our stay so much. The setting is so beautiful and peaceful. I loved listening to all the bird song and my daughter loved the fish! Such a cozy, comfortable home. We loved our relaxing time here. Gabriele is a fabulous host, so responsive and so kind. Thank you!!

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
- 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
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Brownstone Adventure Sports Park
- Rockledge Golf Club
- WIckham Park
- Keney Park Golf Course
- Brignole Vineyards