Pet-friendly holiday rentals in Windham

We had the most lovely stay at Pincone Pond. The house is absolutely spotless and well stocked with everything you need in the kitchen, shampoo and condition in the bathrooms and throw blankets for the cool evenings. The house is so homey and comfortable and the grounds are stunning. Beautiful yard and pond which were well cared for. Catherine has thought of everything including chairs for sitting by the pond or fire pit. Just a lovely, peaceful spot.

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.

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!!!

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!!

The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!

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

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

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!

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!

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

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.

Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!

Denise’s place was beautiful! It was private and quiet which helped our dogs settle in and helped my husband and I relax after 2 days of skiing. The bathroom….enough said. Absolutely stunning - the pictures don’t do it justice! It was thoughtful of Denise to have some fruit and breakfast items provided in the fridge like creamer, OJ, and bagels w cream cheese. This is a perfect getaway for a couple, I would stay again and I highly recommend!

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.

We had a wonderful visit with our family. The home is just as pictured on the website. We had everything we needed to cook good meals and relax together. The setting is beautiful. We enjoyed the views driving around the area. We were too early in the summer to do any water activities safely. We had some great walks in Molly Stark State Park and on the Valley Trail recommended by Danielle and Ben. Note there is little to no cell service at the site of the home. WiFi access was very stable. Cell service improves in town.

This is one of the favorite places I've stayed at. The unit had character and the building did as well. Great high ceilings, spacious and well decorated. The village is lovely and walkable. Remy was pleasant and is involved with one of the restaurants downstairs, which is a must for a meal while you are in town. Can't speak highly enough of the experience.

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.

This is such a neat property. I only stayed one night, but would have loved to stay longer to get to experience the bookstore, farm stand, fire pit, pond, and other fun activities. The cabin itself is cozy and comfortable! It is definitely more of a camping experience (or glamping) than a cabin experience, so if you’re staying longer than a day or two I would prepare as if you’re dispersed camping. I would love to visit again!

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.

Great space and extremely comfortable. Easy and pleasant communication with the hosts. Would definitely stay again. Make sure you stop at Singletons General Store, it’s amazing. Short drive to the town of Ludlow, Buttermilk Falls and other areas.