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Bed and breakfast vacation rentals in Windham County
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Top-rated bed and breakfast rentals in Windham County
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Windham County bed and breakfast rentals
Family-friendly bed and breakfast rentals
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Private room in Town of Rockingham
5 out of 5 average rating, 74 reviewsEva Blake House-Eva's Room with One Double Bed
Wonderfully kept historic house! We stayed a night to be close to the mountains and the hosts were wonderful and very nice. The bed was was super comfy and the claw foot bath tub is a must for anyone who has never been in one! The breakfast was fantastic and the hosts cooking and table setting were far above average. Would surely stay again!
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Private room in Halifax
4.91 out of 5 average rating, 23 reviewsBaked Apples At Shearer Hill Farm B&B Room 2
The Shearer Hill Farm is not only a cozy and beautiful place to stay at, it also has the best hosts, Patricia and Bill. Their attention to detail, kindness and hospitality made this a fantastic experience. Breakfast here was worthy of a 5 star restaurant, their coffee and jams were sooo good too. Our rooms was beautifully decorated, also super comfy and clean. Thanks for having us so last minute! Hope to be back soon. :)
Bed and breakfast rentals with breakfast
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Private room in Winhall
5 out of 5 average rating, 3 reviewsBromley View Inn Suite #12
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.
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Private room in Wilmington
5 out of 5 average rating, 5 reviewsApple Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
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!
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Private room in Dover
4.97 out of 5 average rating, 38 reviewsDeluxe King, kitchenette,fireplace- Cider House 1
My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.
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Private room in Wilmington
5 out of 5 average rating, 10 reviewsChimney Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
what a lovely stay! rustic inn, super friendly and helpful hosts! we wil be back 💞 thank you!
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Private room in Wilmington
5 out of 5 average rating, 4 reviewsJennies Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!
This is an easy place to stay. Breakfast was great. The hosts are around and helpful. Beautiful house.
Bed and breakfast rentals with a patio
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Private room in Chester
5 out of 5 average rating, 20 reviewsFarm at Williams River House - Gloucester Suite
Wonderfully relaxing and a perfect fall weekend for my partner and I. We interacted quite a bit with John who was gracious, helpful and a pleasure to be around. He gave us great recommendations and historical facts about the farm and VT. Both Kathy and John were hospitable and made us feel right at home. The property is spacious and offers ample opportunities for connecting with the great outdoors.
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Private room in Newfane
5 out of 5 average rating, 9 reviewsKing bed+private bath, breakfast included
I recently spent 3 snowy, quintessentially Vermont days at Thomas & Ravi’s guest house in Newfane, VT. I was given excellent directions & upon arrival Thomas helped heft my heavy ski luggage. This idyllic setting is conveniently located between Brattleboro and Mt. Snow and within a 45 minute drive to Stratton. Would most definitely recommend for a DIY retreat!
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Private room in Brattleboro
5 out of 5 average rating, 9 reviewsPurple Chef's cozy lair
What a lovely and beautiful location amongst the woods... perfect living space, a wonderful kitchen with everything we could want or need. Sharon is the consummate host. We absolutely love being there and our 2 dogs do too! We can't wait for our next visit!!
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Private room in Guilford
5 out of 5 average rating, 17 reviewsBeautiful B&B room by a river and covered bridge.
If you want peace and quiet then this was the place. Lee and Bob were wonderful just and breakfast was delicious. We enjoyed a morning walk and getting to know our wonderful host.
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Private room in Chester
5 out of 5 average rating, 21 reviewsFarm at Williams River House - Hawthorne Suite-ADA
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!

Private room in Newfane
5 out of 5 average rating, 3 reviewsQueen bed + private bath, breakfast included
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!

Private room in Guilford
5 out of 5 average rating, 6 reviewsRelaxing private room with bath by the Green River
Can we give more than 5 stars? Lee and Bob were wonderful hosts and we truly enjoyed their company. Their place was so beautiful and peaceful and the amazing breakfast was just the icing on the cake! Already looking forward to our next visit!
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