Pet-friendly holiday rentals in Windham

My family and I just returned home from a wonderful ski vacation! The home was just as pictured and the surroundings were absolutely beautiful!The house was immaculate and the ambiance was warm and welcoming. We had a great time skiing at Mt.Snow (30 minutes),exploring Brattleboro (12 minutes),preparing meals together and just spending quality time with each other! On another note….. Cat and Ed were very responsive and were always available if we had any questions! My family and I are already looking forward to returning next year ! Thank you again for EVERYTHING! Carol and Gene

The place had great scenery and was comfortable. Weather was horrible throughout the weekend but we managed to have a great time in the home anyway. Chelsea was very responsive and helpful.

We stayed for a weekend at Kelley and Jason’s home in Vermont and everything went great. From check in, to the local recommendations, to the quiet setting, we enjoyed a great time away. Hot tub, game room and the large deck were great.

We relaxed and unplugged at this comfy, rustic cabin. Private and secluded but still close to town and restaurants. The fireplace was a delight. We also made use of the well-equipped kitchen. Slept well in the beds and chilled on the couch, watching Netflix in both areas. Great jumping off place for our Vermont excursions.

Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!

The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!

Wonderful place with great family room with fireplace especially when your weather doesn’t cooperate. The house is well kept and the instructions for everything were placed all around where needed. Fenced yard was great for the dog. The bed in the master is super comfortable with great linens. Loved the house-would live in it in a heart beat. Plenty of games, air hockey table, darts and another game table…grill, firewood- even poop scoops for the dog! Well done!

Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!

Absolutely stunning property with incredible resources surrounding - trails on the property, trout pond to swim in, warm showers, peaceful energy. Highly recommend!

A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!

Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!

Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!

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.

We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Our 3 families stayed at the farm for our annual Memorial Day Weekend trip (10 people & 3 pets). The house suited our needs perfectly, there were an adequate amount of beds, lots of space to play games, relax, cook & the property itself was really spectacular. We all really enjoyed the alpacas - they seemed to be intrigued by our presence as well. Despite the chilly weather, the kids had a blast in the pool & the front yard hosted some really competitive wiffle ball & kickball games. We had a great experience & would definitely recommend the Jack Taylor Farm to anyone looking for a pet-friendly, unique & fun place to stay!

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

The perfect place for our family’s ski trip. The cabin is exactly what you picture for a winter VT trip. Charming log cabin with a wood burning stove, but with all the modern comforts. We were only 5 minutes from Okemo and the hot tub was amazing after long ski days. Locked ski locker on the porch was convenient. Great kitchen so we could cook breakfast and hit the slopes early. The host gave clear instructions and lots of helpful recommendations - very friendly and quick to respond. Fire wood and log starters made the cabin cozy at night. Despite all the snow, the driveway was well plowed. It’s a quiet dead end road without traffic. We will definitely be back!

I was looking for a stay at a quintessential Vermont cabin with modern amenities and this fit the bill perfectly! It was cute, tastefully decorated, private, and had great amenities. Definitely pay attention to their directions regarding saving information and instructions before leaving cell service because cell service disappears. The cabin was private and located in a serene area, but only 20 minutes from Manchester and an easy drive from Bennington or White River Junction (we did both). HIGHLY recommend both location and hosts! Host was even kind enough to invite us to a local concert.

Really lovely stay. Perfect for a getaway in nature, relaxing, and refreshing. The home was well cared for, had everything we needed, and was so cute and cozy.

Ideal cabin in the woods for a secluded forest getaway - well stocked kitchen, and the outhouse is 10/10. Very responsive and helpful!

This cottage was Magical. Reminds me of a cottage out of a storybook. Incredibly peaceful and quiet tucked in the woods. The cottage itself was so lovely and Lisa thought of everything. Well stocked with kitchen, bathroom supplies. I loved the games and record player with tons of records. The cottage is super clean and Lisa was an incredible host. I needed to contact her and she was very responsive and thoughtful. I would highly recommend and will be back in the fall ✌🏻

Truly a beautiful, serene, contemplative guest house. We loved its simple beauty, the artistry and character of the furniture and the exquisite natural beauty surrounding this lovely place. We felt right at home and were so appreciative of Scott's thoughtfulness in setting the inside temperature to warmly welcome us upon our arrival. Vermont has always held a special place in our hearts and this experience endeared us even more to the beauty, serenity and simplicity that is so abundant and always nourishes our hearts, and souls and bodies - whenever we have a chance to visit.

We had such an amazing stay at the studio! The place was beautiful and clean. Nicole had awesome recommendations on things to do and they even had toys for our pup that we brought along. Would absolutely stay again and would recommend it to everyone!