Pet-friendly holiday rentals in Pioneer Valley

A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.

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.

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!

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!

The Art House suited our family history and reunion gathering perfectly. Our large group of 10 was very comfortable and there was plenty of room to gather, eat, and visit. The location was very convenient to shops and restaurants. The bedrooms are comfortable. Carl was very responsive both before and during our visit. I would definitely recommend this place for anyone with a large group visiting the Berkshires, MASSMoCA, Mt. Greylock or other local attractions.

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!!!

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.

Christine went above and beyond in welcoming us to her place. The fridge was stocked and she gifted us with homemade treats at the beginning and in the middle of our stay. Her place is spacious, clean, and comfortable. We enjoyed adventuring on the walking paths behind the house and her guestbook offered wonderful tips for Brattleboro and the surrounding area. We had a wonderful time!

Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

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!

We had a great time! Beautiful, cozy and unique place. Perfectly located to explore the area.

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!

Highly recommend Patrick and Monica’s location. You feel right at home when you walk! The pool and patio views are breathtaking. The beds are very comfortable. Patrick was super responsive to my messages regarding restaurants.

Great stay and was exactly what we needed for our entire family for a weekend wedding!

Triggers cabin was what we needed…little to no cell reception but it was so nice being able to disconnect especially for the kids. My husband has a great time fishing in the pond, the kids were able to run around, seeing all the wildlife especially the otter playing in the pond (so amazing!!). If you are looking for a relaxing getaway…this is by far the spot to go! Carol was friendly and showed us to where the cabin was. She was responsive when we needed her.

Jake’s home is outstanding. The beds are very comfortable. The internet is good, The home has lots of space , a great kitchen with all amenities that we needed. Gas stove etc. The outlay was very comfortable and made for the perfect vacation. I’ve stayed at many homes in the area, Jake’s place is by far the best. We also went to the Clubhouse and used the pool and hot tub which was an added surprise.

The Yurt was great. Certainly a unique, off grid and mostly secluded experience. May not be every persons cup of tea if you’re seeking full resort accommodations. But if you’re interested in something different you won’t find everyday, this stay checks all those boxes

Danielle and Ben were excellent hosts and their guide was really helpful and informative for us who had never been to Vermont or the area! We really enjoyed spending time in the location and it was only made better by returning to their beautiful and peaceful home. The place is even better than the pictures, everything was exactly as described, and we had plenty of spaces to choose from for alone time and gathering time with our group. Danielle and Ben remained communicative throughout and proactive with info we needed for check-in. We will certainly be back to Vermont and we know exactly the place to go for the most elevated and serene experience possible. Thank you!!

We love coming back to John’s beautiful house, where we can relax in the beautiful library, make home cooked meals in the well-stocked kitchen, and enjoy the beautiful surroundings.

This was a beautiful, relaxing, and perfectly located spot! The yurt was spacious, clean, and well set up with a small living area, two cushy chairs and comfortable bed. The lighting situation inside was lovely with soft lights everywhere to find your ideal set up! The front porch had its own natural light show with fireflies at dusk. There is a wooden walk bridge to the shower and the composting toilet. Overall- simply lovely and incredibly relaxing.

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! 😊

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!

I had a wonderful stay at Laura’s place. The home is not only beautiful but thoughtfully constructed. Its exposed wood frame feels so natural and adds to the calming atmosphere. The backyard was clean, maintained, and offered a serene space to relax. Laura’s instructions were clear and made finding and settling into the house easy. The bedrooms and bathrooms were incredibly cozy and well-kept. Every detail made the space feel warm and welcoming. It’s also a fantastic spot for groups. Our group of six friends fit very comfortably, with plenty of space to relax and unwind. I’d absolutely recommend this home to anyone looking for a peaceful, comfortable getaway.

Great space! We stayed here for a weekend and it is very convenient to 91, walkable to downtown and coffee, highly suggest staying here! Jessica was very responsive and helpful.