Pet-friendly holiday 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 favourite
Home in Becket
4.93 out of 5 average rating, 117 reviews

Beautiful, quiet and cozy home in Becket!

DavidRating, 5 stars3 weeks ago
Warm and cozy place. Sofa and beds were very comfortable. Fire place was great and added some wonderful ambience. Secluded and so quiet and peaceful, especially at night. Place was spotless. Close enough to some great hiking spots and good restaurants. We would definitely stay again.
Guest favourite
Home in Ware
4.94 out of 5 average rating, 130 reviews

Entire 1-st Floor Apt & Specials for 3+ Stays

RebekahRating, 5 stars2 weeks ago
Great location, restaurants and supermarket within walking distance. Immaculate! Thoughtful snacks, coffee, tea, water, cereal, and creamers. And our hosts were especially accommodating for parking our motorcycle. Hope to come again! Thanks for everything.
Guest favourite
Home in Brattleboro
4.93 out of 5 average rating, 211 reviews

Frosted Willows

TyRating, 5 stars2 days ago
We had a lovely stay, while in town celebrating our friend’s marriage! We really enjoyed the creek in the backyard! We would recommend this wonderful home ☺️
Top guest favourite
Home in Vernon
4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

LukeRating, 5 stars2 weeks ago
Super clean, quiet and comfortable with lots of great touches. We didn’t get the best weather for lake life but the house made up for it nicely. Look forward to staying again someday!
Guest favourite
Home in South Windsor
4.91 out of 5 average rating, 148 reviews

Spacious 3 Bedroom Ranch With Office

AbbyRating, 5 stars2 weeks ago
We had a great stay while in town for a family wedding. The house had everything we needed for our family, which included two toddlers and a dog. The deck was a great feature and they even had extras for pets (like a dog bed) at the home. Would recommend!
Guest favourite
Home in Brimfield
4.89 out of 5 average rating, 197 reviews

Little House Inn - Brimmy - Private Home

NateRating, 5 stars2 days ago
We were on the way back home from Acadia and were highly pleased with our decision to split up the drive with a night at Cheryl’s place. Perfect landing place for families with kids, as ours instantly went to town playing in the bedroom, which was packed with all sorts of fun options. It is cozy and feels very much like home. Old Sturbridge Village was a short drive the next day and fascinating itself. Very welcoming and affordable option for families!
Top guest favourite
Home in Wilmington
4.99 out of 5 average rating, 208 reviews

Vermont Sugar House Retreat

ValarieRating, 5 stars2 weeks ago
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!
Top guest favourite
Home in New Salem
4.9 out of 5 average rating, 220 reviews

Stone n' Sky Lodge

RobertRating, 5 stars2 weeks ago
We needed a place for our family - 3 couples and 2 young children - to stay for the wedding of our daughter. Sarah's house was great. It had plenty of room for the kids to play inside as it rained a good part of our visit. (Fortunately the rain held off for the wedding.) Sarah provided eggs fresh from her chickens - they were delicious. She also gave us information about local restaurants. We saw wild turkeys walking outside the house. All in all a delightful stay.

Pet-friendly home rentals with a pool

Guest favourite
Tiny home in Brattleboro
4.93 out of 5 average rating, 121 reviews

“Elm” Cozy Pond-side Cabin w/wood stove

MollyRating, 5 stars3 weeks ago
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars4 weeks ago
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!
Guest favourite
Guest house in Lenox
4.93 out of 5 average rating, 376 reviews

The Granary at House on Golden Hill

CedricRating, 5 stars5 days ago
We had a great time! Beautiful, cozy and unique place. Perfectly located to explore the area.
Guest favourite
Flat in Belchertown
4.95 out of 5 average rating, 20 reviews

Sunset Ridge

CarstenRating, 5 stars3 weeks ago
Deborah was the perfect host! Always responsive and super friendly. The place was beautiful with an absolutely gorgeous view. We got to see some stunning sunrises (not normally our thing, but we had to be up early and that more than made up for it). There were lots of thoughtful touches like charging cables for all types of phones on both sides of the bed - not always easy to handle on travel, so this was most welcome The bed linens were wonderfully soft and warm, made for delightful sleep. Additionally when I caused problems with their plumbing, she was super chill and nice about it - I'm still so very sorry for that, Deborah! Thank you for an absolutely delightful stay!
Guest favourite
Home in Keene
4.93 out of 5 average rating, 211 reviews

The Brick House on Washington Street

PaulRating, 5 stars1 week ago
Great stay and was exactly what we needed for our entire family for a weekend wedding!
Top guest favourite
Home in Wilmington
4.96 out of 5 average rating, 27 reviews

Family/Dog Friendly Mountain Home w/ Amenities

ReutRating, 5 stars3 weeks ago
The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.
Guest favourite
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars3 months ago
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!
Top guest favourite
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars1 week ago
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Private, pet-friendly home rentals

Superhost
Flat in Chester
4.77 out of 5 average rating, 202 reviews

Quiet getaway in the Berkshires

GailRating, 5 stars4 weeks ago
Very nice place would stay again joy was very friendly had no problems with the place at all tyvm again joy
Guest favourite
Tiny home in Putney
4.97 out of 5 average rating, 467 reviews

Vermont Retreat Yurt-Outdoor Bathtub in Nature

MarkRating, 5 stars1 week ago
We reached out to Kathleen last minute, asking if we could stay the same night. She arranged everything within hours and was incredibly accommodating throughout our entire stay. She was responsive, kind, and truly a wonderful host. The Yurt itself is peaceful and offers such a unique and relaxing experience. I’d highly recommend this stay to anyone!
Top guest favourite
Flat in Williamsburg
4.95 out of 5 average rating, 94 reviews

The cozy clubhouse

AronRating, 5 stars1 week ago
My wife and I had a wonderful stay at Karen’s guest house apartment! We couldn’t have asked for a more perfect location while in town for a wedding at Valley View farm, 2 min away. The property is also a very short distance from Northampton. Karen was proactive and reached out well in advance with clear instructions for parking and check-in. We mistakenly did not formally include our small dog in the reservation details, but she was extremely understanding and prepared with special blankets to cover the couch for us. The air conditioning kept us cool, the kitchen was extremely clean and well stocked, and the bathroom was great (lovely tiled shower). Plenty of towels. The yard was also lovely and perfect for walking our dog. Check out instructions were very simple and clear. Much quicker and expected less than other hosts. Next time we’re in Western mass, we will definitely stay with Karen again! 😊
Guest favourite
Home in Northampton
4.92 out of 5 average rating, 38 reviews

The Walnut Apartment

JuliaRating, 5 stars1 week ago
Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!
Top guest favourite
Flat in Conway
4.99 out of 5 average rating, 95 reviews

House Above the Hollow

AnnaRating, 5 stars3 weeks ago
Meg’s place was truly amazing. The apartment itself was very well maintained, well-appointed, and Meg went out of her way to ask what kind of milk/creamer we liked with our coffee so that she had stocked in our fridge upon arrival. The property is stunning- from Meg’s flower beds to her gardens, to the open fields, to the bird feeds attracting the most beautiful birds, this property is truly serene and a place where we felt relaxed. Our visit was filled with hiking, biking, and exploring nearby towns (Northampton, Amherst, Hadley, etc.). Meg herself is an incredibly talented artist and has beautiful pottery she crafts in her studio located under the apartment. She was kind enough to show us the studio and sell us a couple of her beautiful vases which we know we’ll always think of our wonderful trip whenever we see them. Thanks for everything, Meg!
Superhost
Cottage in Monroe
4.87 out of 5 average rating, 134 reviews

Pumpkin Pine Cottage: your next adventure awaits!

AliciaRating, 5 stars2 weeks ago
Thoroughly enjoyed my stay at Deb's cabin. We had 3 adults and a dog and the space was perfect. Deb is a great host and wonderful with communication. The cabin itself is so quaint and cute. The fire pit and patio space are wonderful to enjoy and if you love bird watching, they have a very busy feeder! House was stocked with essentials and extras - we had everything we could need. North Adams is a short drive away as well as some gorgeous parts of VT. The distillery on the Hogback Mountain overlook is must-do as well as the Wigwam Western Summit store on the Mohawk Trail - just gorgeous views. Highly recommend this listing!
Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 105 reviews

Garden Apartment in Northampton

KeriRating, 5 stars3 weeks ago
We were in Northampton for our reunion and stayed the weekend at Jessica’s place. The apartment was clean, cozy, organized, and had everything we needed. The mattresses were very comfy and overall everything was even nicer than the pictures. Jessica responded right away to all our questions. We’d love to stay here again!!
Top guest favourite
Guest house in Cummington
5 out of 5 average rating, 91 reviews

Clark Cottage

MinervaRating, 5 stars2 days ago
Very cute spot in a beautiful location! We appreciated Isabel’s local recommendations given how remote and isolated the town is, and had a relaxing time in their quaint guest cottage. Positive, responsive, definitely recommend if you’re in the area.

Destinations to explore