Pet-friendly holiday rentals in Pittsfield

This airbnb was very relaxing and comfortable, it felt like home away from home. Jennifer's amenities were awesome and the beds were super comfortable

Claire was an amazing host-beautiful location and she treated us like VIP guests with homemade soup and cookies! My parents loved it. Thanks for the stay!

We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.

We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!

We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Philips place was literally perfect! The location, the awesome house filled with super cool art, the cozy feel of the house, the amazing outdoor area we had available to us all made this a perfect experience! Philip was great with communications and I would recommend this place to anyone looking for a perfect place to stay in this area of VT. My dad and I were up there for a quick 2 day stay. We'll both be returning with our significant others to vacation there and will absolutely be coming here in the future whenever we travel to this area!!!

We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!

Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!

We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

Great place to stay for the weekend! Super close to Pico and Kilington mountains. Would highly recommend!

The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

Excellent value, private, relaxing, tons of wildlife

Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.

We had the best time at this Airbnb in Killington! We weren’t able to enjoy the ski in- ski out because that part of the mountain was closed this time of year but we had a great time nonetheless. There was a ton of hangout space and everything was very easy. The view from the deck is spectacular. Our kids (ages 11-14) enjoyed the access to the condo association pool and fitness area, sauna, hot tub etc. It was the perfect spring break spot for our crew. Thanks Jeffrey and Melissa!

This place was amazing! It was clean, had great privacy and exactly what we needed! Our favorite was the laundry and hot tub! 110% would stay again!

Very nice stay- Beverly was really friendly and helpful. The river nearby is lovely and the place has every amenity you could need. I wish I was a bit more prepared - I have Verizon and didn’t get service at the place or in the small town. I had to drive 10-15 mins towards Manchester. She communicated that there is WiFi at the library and a store which are super close but I didn’t try to access. It made directions or looking up restaurants a bit tricky

Our stay was fantastic! The cabin was clean, comfortable and cozy. There was obvious attention paid to the little details that make a trip extra relaxing. I don't think that there was anything that we wanted that wasn't thought of and ready for us. We booked our stay with the intention of disconnecting and unwinding& we were able to do exactly that. The property is absolutely magical! There was an endless amount of beautiful flowers and wildlife with a winding river. Our favorite part was relaxing on the deck watching the deer and birds. The customer service couldn't have been better. They went out of their way to be helpful and friendly. we definitely recommend & plan to return for a longer stay!

The location is peaceful and private with a beautiful mountain view - maybe the most stunning view of any Air BNB we’ve stayed in!! Comfortable bed with cozy linens and very clean bathroom with all amenities (soaps, shampoo, conditioner, hair dryer). Our dog was at home and welcomed with his own water bowl, dog bed and mats for his food bowls. He met the hosts dogs and they had a ball running around the grounds together. Coffee/tea station and seltzer water was a nice touch! I highly recommend Xtine’s place for your Castleton stay!

Such a quaint beautiful home! We absolutely loved the decor, the layout, hot tub, there was little special touches everywhere. It was easy to find and close enough to everything. Highly recommend to other guests and would love to come back and stay longer next time!

We had a fantastic stay at this private cabin in Vermont! The place was exactly what we were hoping for - peaceful, cozy, and surrounded by nature. The cabin was spotless and clearly well taken care of, with everything we needed for a comfortable stay. The host was super responsive and friendly! It’s the perfect spot if you’re looking to unplug and relax. I would definitely recommend this place to anyone looking for a private getaway in Vermont. Hope to return soon!

Exactly as advertised - beautiful, very private, clean; a perfect place for a solo/couple getaway. Seamless communication and logistics with the friendly hosts, who clearly maintain the cabin with care. Book it!

Heaven on Earth does not come close to describing this property. Perfect place for city goers to escape into nature and be reminded of what serenity and peace are. We were able to see the stars at night like we never have before. My partner and I kayaked, visited Glen Falls and had a blast at Dog Mountain. Highly recommend all these activities! Visiting Chapman’s General Store (5 minutes from the property) is a must! Amy and Reg were very accommodating and communicative when we needed anything. Reg was nice enough to point out a short trail in the back of the property where our pup could play in the water a little. We were grateful for every minute spent here and the clean, respectful and inviting environment they have created for their guests.

The perfect place to stay on a ski vacation! 15 minutes from Killington with a hot tub in picturesque scenery to unwind after the day while looking at the stars.