Pet-friendly vacation rentals in Pioneer Valley

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Pioneer Valley pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A dining table with four chairs is set against a wall, while a small kitchenette is visible in the background. A pair of comfortable sofas, one adorned with a decorative pillow, offers seating in the cozy living area. Natural light filters through the window, enhancing the warm ambiance.
Home in Feeding Hills
4.89 out of 5 average rating, 967 reviews

Farm Fresh Feeding Hills

ElaineRating, 5 stars6 days ago
Very cozy and comfortable. Nice view of meadow and farm animals. Quickly fixed shower when it broke. Would come back again.
Top guest favorite
Home in Northampton
4.94 out of 5 average rating, 183 reviews

Historic Williams House

JillRating, 5 stars2 weeks ago
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.
Superhost
A charming house is set in a colorful landscape of autumn foliage. A large tree offers shade, while a pumpkin adds a seasonal touch in the foreground. The wrap-around porch is partially visible, blending seamlessly into the peaceful surroundings.
Home in Pownal
4.91 out of 5 average rating, 107 reviews

Quiet Vermont Home with Amazing View

ValerieRating, 5 stars5 months ago
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!
Guest favorite
The open dining area features a wooden table surrounded by six light-colored chairs. A view into the kitchen reveals modern appliances and cabinetry. Warm wood accents provide contrast against the light walls, while natural light enters through nearby windows, enhancing the inviting ambiance.
Home in Brattleboro
4.94 out of 5 average rating, 203 reviews

Frosted Willows

AnnaRating, 5 stars2 weeks ago
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.
Superhost
A comfortable living area is highlighted by a gray sectional sofa and a wooden coffee table. A patterned area rug adorns the floor, while a tall bookshelf displays various items. Natural light enters through the window, complementing the warm color of the walls.
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 favorite
A spacious living room features a dark sectional sofa facing a window adorned with blue curtains. Light hardwood floors enhance the ambiance. Colorful artwork is displayed on the walls, and a stained glass door adds character. A ceiling fan provides ventilation.
Home in Springfield
4.94 out of 5 average rating, 85 reviews

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

ThomasRating, 5 stars3 weeks 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.
Guest favorite
A dog is captured mid-air, leaping from a wooden dock into a calm, reflective body of water. The scene is framed by lush trees displaying fall foliage under a partly cloudy sky, creating a serene outdoor atmosphere.
Home in Union
4.83 out of 5 average rating, 144 reviews

Antique Home w Private Pond, Sturbridge /Brimfield

JenniferRating, 5 stars1 month ago
Dave was great! My 3 fur babies and myself felt right at home 🥰
Top guest favorite
A snow-covered path leads to Stone n' Sky Lodge, which stands out against a winter landscape. Large trees frame the scene, with gentle snowfall creating a serene atmosphere. The lodge features a screened-in porch and is partially obscured by snowdrifts.
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

Top guest favorite
A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.
Home in Wilmington
5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago
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!
Top guest favorite
A spacious backyard features a large in-ground pool surrounded by green grass. Chaise lounges with floral cushions are arranged nearby, accompanied by a small table holding drinks. A red shed is visible beyond the pool, framed by lush foliage.
Home in Lenox
4.97 out of 5 average rating, 35 reviews

Lenox Grand Colonial with Pool by Evergreen Home

RafaelRating, 5 stars2 months ago
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!
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 126 reviews

The 1770 House

BrianRating, 5 stars2 months ago
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!
Guest favorite
A circular pool is set within a grassy area, surrounded by lush greenery. A shaded picnic area features a large table beneath a white umbrella. Colorful inflatables are visible on the water's surface, adding a playful touch to the serene outdoor setting.
Bungalow in Easthampton
4.92 out of 5 average rating, 497 reviews

The Creation Station

AliyaRating, 5 stars2 weeks ago
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 :)
Guest favorite
A detached red barn is surrounded by a grassy yard, with patches of snow visible on the ground. The property features a gravel driveway leading to the barn's double garage doors. Mature trees line the background, offering a natural setting.
Guesthouse in Lenox
4.9 out of 5 average rating, 233 reviews

Modern Barn with Loft at House on Golden Hill

ChloeRating, 5 stars1 week 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!
Superhost
Home in Wilmington
4.78 out of 5 average rating, 55 reviews

Chimney Hill Home w/ New Hot Tub & Amenity Center!

AdamRating, 5 stars2 months ago
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.
Guest favorite
A wooden deck with two orange chairs overlooks a serene pond surrounded by vibrant autumn foliage. A small sandy area leads to a floating dock on the water, creating a peaceful spot for relaxation and enjoying nature.
Tiny home in Brattleboro
4.87 out of 5 average rating, 214 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

ColtonRating, 5 stars2 weeks ago
Great quiet getaway for April VT weather
Superhost
A tranquil scene is captured at sunset, showcasing a newly renovated inground pool. The clear water reflects the golden sunlight, surrounded by lush greenery. A protective fence encloses the pool area, offering a serene view of the landscape and mountains in the background.
Home in Cheshire
4.93 out of 5 average rating, 70 reviews

Berkshire County modern home + pool

CourtneyRating, 5 stars7 months ago
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

Top guest favorite
A cozy living area features a comfortable tan couch, a brown leather armchair, and a light-colored armchair. A dark wood bookshelf holds books, while a television is mounted on the wall. Large windows allow natural light to fill the space, with a woven rug underfoot.
Apartment in Easthampton
5 out of 5 average rating, 110 reviews

Briggs Cove: Private & Lovely 1st floor apartment

MistyRating, 5 stars2 days ago
We had an amazing time at this cute apartment. The local food and atmosphere was so welcoming. We would definitely stay here again.
Guest favorite
This two-story apartment building features a exterior with light yellow siding and a welcoming red entrance. A white railing surrounds the upper deck, providing an outdoor space. Mailboxes are visible beneath the staircase, and a gravel driveway leads to the entrance.
Apartment in Northampton
4.86 out of 5 average rating, 29 reviews

Downtown Sounds

JulieannaRating, 5 stars9 months ago
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.
Superhost
A serene outdoor space is highlighted by a circle of teal chairs surrounding a firepit, nestled among vibrant autumn foliage. Tall trees with colorful leaves create a peaceful backdrop, framing the spacious yard that invites relaxation and connection with nature.
Apartment in Wilmington
4.65 out of 5 average rating, 62 reviews

2 br apartment 12 mins to Mount Snow Unit #2

BrittanyRating, 5 stars5 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 favorite
The living area features warm wooden floors and a cozy seating arrangement, including a sofa and an armchair. Light pours through the window, illuminating a colorful area rug and a coffee table adorned with books. A pair of opened doors leads to the spacious bedroom, showcasing a bed with decorative bedding.
Apartment in North Adams
4.91 out of 5 average rating, 449 reviews

Private guest apartment. One block from downtown.

TomRating, 5 stars3 weeks ago
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.
Superhost
A cozy bedroom features a spacious bed adorned with soft bedding and decorative pillows. A wooden headboard backs the bed, and natural light enters through nearby windows. A small plant adds a touch of greenery, while a rustic wooden bench and comfortable chair complement the warm-toned decor.
Guest suite in Northampton
4.76 out of 5 average rating, 896 reviews

Private Guest House Downtown Noho

NatalieRating, 5 stars3 weeks ago
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!
Guest favorite
A rustic treehouse is nestled among verdant trees, showcasing a mix of reclaimed materials. Steps lead to a welcoming entrance, with soft lighting illuminating the exterior. A gravel area is visible in the foreground, with outdoor seating options set up nearby.
Treehouse in New Marlborough
4.91 out of 5 average rating, 122 reviews

Double 3 Bedroom Tree House in the Berkshires

DominicRating, 5 stars6 months ago
Second stay here and even better than before. Cozy, private, and beautiful.
Top guest favorite
A private, spacious yard is surrounded by tall trees showcasing vibrant autumn foliage. A portion of a fence is visible, along with two small dogs exploring the grass. Sunlight streams down, creating a warm and inviting outdoor space.
Home in North Adams
5 out of 5 average rating, 24 reviews

Gregory Art House

JudyRating, 5 stars1 week ago
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!
Guest favorite
The cabin is set back from the winding gravel driveway, surrounded by lush green grass and trees. Brightly colored autumn foliage adds a touch of warmth against the rustic brick exterior and red roof. The peaceful atmosphere is enhanced by natural surroundings.
Home in Wilmington
4.84 out of 5 average rating, 87 reviews

Secluded cabin on brook near skiing and lakes

PhilippaRating, 5 stars6 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

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