Pet-friendly vacation rentals in Pioneer Valley

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pioneer Valley pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Great Barrington
4.94 out of 5 average rating, 126 reviews

The Hideaway: Berkshire Home - village of Egremont

LeahRating, 5 stars3 months ago
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.
Top guest favourite
Home in Northampton
4.94 out of 5 average rating, 184 reviews

Historic Williams House

KerryRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Shaftsbury
4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

JacquesRating, 5 stars3 weeks ago
Great stay. Very quiet and peaceful. Place was immaculate on arrival.
Superhost
Home in Coventry
4.73 out of 5 average rating, 40 reviews

Cabin Love at the Lake

JonRating, 5 stars2 months ago
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
Superhost
Home in Manchester
4.91 out of 5 average rating, 44 reviews

4BR House- Central Location

MaureenRating, 5 stars3 months ago
Caroline was a wonderful host. We felt very welcome and appreciated the breakfast food, milk, and juice. I would definitely stay there again.
Superhost
Home in North Adams
4.72 out of 5 average rating, 50 reviews

Large Charming Home close to MassMoca

CatalinaRating, 5 stars4 months ago
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!
Guest favourite
Home in Springfield
4.94 out of 5 average rating, 85 reviews

Clean/Spacious 1 bedroom house. Kitchen, LR, DR.

ThomasRating, 5 stars1 month ago
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.
Top guest favourite
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
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

Guest favourite
Home in Colrain
4.9 out of 5 average rating, 127 reviews

The 1770 House

RebeccaRating, 5 stars3 days ago
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!
Superhost
Home in Egremont
5 out of 5 average rating, 4 reviews

Fabulous Heated Pool, Screen Porch, Ping Pong!

AmyRating, 5 stars10 months ago
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.
Guest favourite
Apartment in Burlington
4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

RebeccaRating, 5 stars8 months ago
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.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 208 reviews

The Brick House on Washington Street

KennethRating, 5 stars2 months ago
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
Guest favourite
Guesthouse in Lenox
4.89 out of 5 average rating, 235 reviews

Modern Barn with Loft at House on Golden Hill

ChloeRating, 5 stars2 weeks ago
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!
Guest favourite
Tiny homes in Brattleboro
4.87 out of 5 average rating, 215 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

ColtonRating, 5 stars3 weeks ago
Great quiet getaway for April VT weather
Guest favourite
Home in Richmond
4.96 out of 5 average rating, 27 reviews

Escape to The Berkshires w/Pool by Evergreen Home

JacobRating, 5 stars2 months ago
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.
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 217 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars2 months ago
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

Superhost
Home in Stephentown
4.8 out of 5 average rating, 76 reviews

A Magic Spot: Booking year round.

PhilRating, 5 stars6 months ago
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.
Guest favourite
Home in Keene
4.92 out of 5 average rating, 50 reviews

Little House with Lots to Offer

AmyRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest suite in Bloomfield
4.94 out of 5 average rating, 95 reviews

Private Cozy Suite, 0 Fees, Easy CheckIn, EV Plug

HeathRating, 5 stars1 month ago
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 💯
Superhost
Apartment in Wilmington
4.65 out of 5 average rating, 62 reviews

2 br apartment 12 mins to Mount Snow Unit #2

BrittanyRating, 5 stars6 months ago
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!
Guest favourite
Apartment in North Adams
4.91 out of 5 average rating, 451 reviews

Private guest apartment. One block from downtown.

HarmonyRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Coventry
5 out of 5 average rating, 101 reviews

Hide Away at Rock Farm UConn Private BnB “5 Star”

CoryRating, 5 stars3 weeks ago
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.
Superhost
Cottage in Canaan
4.85 out of 5 average rating, 170 reviews

Cozy Little Cottage

MaryRating, 5 stars3 weeks ago
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!!
Guest favourite
Home in Wilmington
4.84 out of 5 average rating, 87 reviews

Secluded cabin on brook near skiing and lakes

PhilippaRating, 5 stars7 months ago
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

Destinations to explore