
Pet-friendly holiday 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

Beautiful, quiet and cozy home in Becket!
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.

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

Frosted Willows
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 ☺️

Luxe Bolton Lake
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!

Spacious 3 Bedroom Ranch With Office
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!

Little House Inn - Brimmy - Private Home
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!

Vermont Sugar House Retreat
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!!!

Stone n' Sky Lodge
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

“Elm” Cozy Pond-side Cabin w/wood stove
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

The 1770 House
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!

The Granary at House on Golden Hill
We had a great time! Beautiful, cozy and unique place. Perfectly located to explore the area.

Sunset Ridge
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!

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Family/Dog Friendly Mountain Home w/ Amenities
The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.

Beautiful rustic woods and fields retreat.
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!

Cozy Vermont Antique Sugar House with Fireplace
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

Quiet getaway in the Berkshires
Very nice place would stay again joy was very friendly had no problems with the place at all tyvm again joy

Vermont Retreat Yurt-Outdoor Bathtub in Nature
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!

The cozy clubhouse
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! 😊

The Walnut Apartment
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!

House Above the Hollow
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!

Pumpkin Pine Cottage: your next adventure awaits!
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!

Garden Apartment in Northampton
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!!

Clark Cottage
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.
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- The Shattuck Golf Club
- Dinosaur State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Douglas State Forest
- Hancock Shaker Village
- Mount Sugarloaf State Reservation