Holiday rentals with breakfast in Windham County

We had a wonderful week at Mathew and Greta's home. Perfect ski week. Beautiful views, light, and surroundings. The home was perfect for our group of 8 with two families sharing (one on the top floor and one on the bottom) gave each family privacy, a bathroom and space to get our stuff out of the common area. Fully stocked with anything that we needed. Thank you! I'd love to book again. :)

Nice location and easy to find! Jess was a great host!

Cozy and comfy, we had a great time staying at Emily's for the weekend. Highly recommend!

Jessica is so lovely and welcoming. Her pets are adorable and well behaved. The room was clean and cute. The only negative for me (I'm not a cat owner) was the smell of the litter box.

I had a wonderful stay at Megan's home! Her home was exactly as described, and her presence was both nurturing and respectful of privacy. Home is quaint, picturesque Vermont country style, modern and charming. Location was an easy hop to Putney and the Putney School, where my son attends. Coffee was lovingly placed outside our door, including fresh lattes on our final day. I would definitely recommend this place to others and would love to stay here again!

Caitlin and her husband, Peter, are caring, considerate hosts. They made me feel welcome in their beautifully appointed, light-filled home. They were open and friendly, interested in finding out who I was, while being respectful of my privacy. When I explained I didn't like to eat first thing in the morning, they went out of their way to prepare a yummy, healthy "to-go" breakfast I could take with me to the program I was attending. Caitlin even loaned me her favorite travel coffee mug for my tea. I was able to spend my final morning having breakfast with them and they prepared a delightful meal, replete with fresh fruits and flowers from their garden. We sat outside amongst the beautiful plantings and each shared with me a precious piece of their own life story as well as how they met. That's how I discovered what wonderful people they are. I would return there in a heartbeat. Staying at the Sanctuary provided a welcome contrast from the intensity of the program I was attending.

Beautiful house and amazing hostess! We both had a great time. Sharon is super friendly and very helpful. Can't wait to come again ❤️

Paul was an amazing host! Very helpful in regard to getting to know the surrounding area- also very accommodating during my stay! I will definitely stay here again next time I am up at Stratton. P.S., Paul makes really good waffles, lol.

Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.

We had a wonderful stay in this peaceful airbnb. We loved the layout and the views of the forest. The king size bed was super comfortable and Brianna was accommodating of my husband's need for down-free bedding. The exposed beams from the original barn and the natural wood made the apartment warm and cozy, especially during a powerful rainstorm. Highly recommend visiting the tiny cemetery down the road!

We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.

If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.

We had a lovely stay. Our expectations from the listing description matched our experience pretty well. Liz and family were super friendly and good hosts. Our dogs had fun playing together. We wish we'd checked on the sauna earlier because it was a quick fix to get it up and running but we didn't realize we'd need help from the hosts until it was too late. Kitchen is functional but nothing fancy so we're glad we cooked a simple meal.

This was my first Airbnb experience. From the very beginning, John and Kathy were excellent hosts. They come across as just genuine and likeable people - it really feels like you’re staying with friends. Not to mention, they are SO kind in opening up their entire (gorgeous) home and property to you. They make it clear that while you’re there you have free range to explore the grounds or utilize the fun on-site things such as the fire pit and relaxing common areas. The breakfast served each morning was so thoughtful and delicious; my husband and I really felt like we were being spoiled!! Speaking of spoiled, idk how I’ll ever be able to have a better Airbnb experience than John and Kathy provided as they really set the bar high. Looking forward to booking our next visit here for sure.

The inn is in a great location, close to both Stratton and Bromley. Austin was quick to communicate with, check-in was easy, room was clean and comfortable, and breakfast in the morning was great - eggs and bacon, muffins, waffles, etc.

The Wilmington Inn is always a favorite place to stay! It's always quiet and so convenient to restaurants and the shops--we'll be back!

We had a wonderful stay at John and Kathy’s farmhouse! Great location for a peaceful retreat and close to several mountains for skiing. John’s breakfast was a fantastic start to each day. They were extremely knowledgeable and helpful regarding things to do in the area. We hope to be back again!

This is an idyllic setting for a beautiful home with super friendly and caring hosts. The large house, a retreat center with facilities for large groups, sits on a lake overlooked by a gorgeous modern treehouse. Tom and Ravi are excellent hosts and I enjoyed chatting and eating with them and learning about their vision for the property, communal and artistic, with nourishing food fresh from local farms, and a mix of interesting guests. This is the kind of place where you can truly unwind in natural green, wander the extensive grounds and connect socially if that suits you. The beds are comfortable, each room with its own bathroom, and the living rooms are spacious and with walls of books and artwork. Cannot recommend this place more highly. If you’re lucky enough to find availability, don’t hesitate!

My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.

We loved our stay at Eileen's! Eileen and her husband and wonderful warm people. The home is beautiful, decorations lovely, and the aesthetic was great! The home has a lot of history which added to the stay! Eileen even cooked us a delicious breakfast, served on beautiful china. She gave us recommendations for things to do around Bellow Falls and hikes around the area which we really appreciated! Would definitely recommend staying here and we're planning to visit again ourselves!

I can’t say enough good things about this place. From the moment we arrived, everything exceeded expectations. The inn was spotless, beautifully decorated, and had every amenity we could have needed—and then some. The bed was super comfortable, the view was stunning, and every little detail was clearly thought out with care. The host was incredibly warm, responsive, and welcoming. They went above and beyond to make our stay special, offering great local recommendations and making us feel truly at home. We’ve stayed at a number of places, but this one stands out as one of the best. If you’re considering booking—do it! You won’t regret it. We’re already planning our return trip.