Bed and breakfast vacation rentals in Windham County

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Popular amenities for Windham County bed and breakfast rentals

Bed and breakfast rentals with breakfast

A spacious lounge area is centered around a modern fireplace with a circular design. Comfortable seating is arranged in a U-shape, featuring green cushions with festive patterns. Wood-paneled walls and a bar area are visible in the background, complemented by large windows allowing natural light.

Private room in Winhall

5 out of 5 average rating, 3 reviews

Bromley View Inn Suite #12

DanielRating, 5 stars36 months ago
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.
A corner room features two beds, a queen and a full sized, each with white bedding. Light-colored walls are complemented by blue-trimmed windows allowing natural light. A wooden dresser and mirror are positioned against one wall, contributing to a spacious and inviting atmosphere.

Private room in Wilmington

5 out of 5 average rating, 5 reviews

Apple Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

DonRating, 5 stars31 months ago
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!
Superhost
A cozy sleeping area is presented with a plush bed adorned with soft blankets and decorative pillows. The space includes a built-in fireplace with stacked logs, and a star-shaped wall decoration adds a rustic touch.

Private room in Dover

4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

Rebecca ARating, 5 stars2 months ago
My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.

Private room in Wilmington

5 out of 5 average rating, 10 reviews

Chimney Hill Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

LianaRating, 5 stars36 months ago
what a lovely stay! rustic inn, super friendly and helpful hosts! we wil be back 💞 thank you!

Private room in Wilmington

5 out of 5 average rating, 4 reviews

Jennies Room @ The Wilmington Inn- Breakfast Included & downtown Wilmington location!

KatherineRating, 5 stars23 months ago
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

Guest favorite
A cozy bedroom features a spacious bed adorned with a soft white duvet and decorative pillows. Elegant wooden nightstands with lamps flank the bed, while light streams through partially open window treatments, illuminating the soft blue and patterned wallpaper.

Private room in Chester

5 out of 5 average rating, 20 reviews

Farm at Williams River House - Gloucester Suite

ElizabethRating, 5 stars4 months ago
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.
A covered porch with a glass-top table and eight decorative chairs invites outdoor dining. Rocking chairs line the edges, and the lush green yard extends into the background, framed by trees and a distant structure.

Private room in Newfane

5 out of 5 average rating, 9 reviews

King bed+private bath, breakfast included

CarolRating, 5 stars25 months ago
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!
Guest favorite
A cozy bedroom features a queen size bed with floral bedding and decorative pillows. Soft lighting is provided by two bedside lamps. A wooden nightstand is positioned next to the bed, and framed artwork adorns the walls. A patterned area rug adds warmth to the space.

Private room in Brattleboro

5 out of 5 average rating, 9 reviews

Purple Chef's cozy lair

JackieRating, 5 stars1 month ago
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!!
Superhost
A private bedroom features light purple walls and is illuminated by natural light from multiple windows. A spacious bed is paired with a decorative mirror and a dresser. Two chairs and a small table create a cozy seating area, with an en-suite 3/4 bath visible nearby.

Private room in Guilford

5 out of 5 average rating, 17 reviews

Beautiful B&B room by a river and covered bridge.

ShelleyRating, 5 stars3 months ago
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.
Guest favorite
A well-appointed bedroom features a spacious bed adorned with soft linens and additional pillows. A stylish vanity with a mirror and a black antique trunk are visible, alongside a window with light-filtering curtains. Decorative wall art complements the floral wallpaper.

Private room in Chester

5 out of 5 average rating, 21 reviews

Farm at Williams River House - Hawthorne Suite-ADA

MollyRating, 5 stars3 weeks ago
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!
A cozy queen room features a wooden bed with a plaid blanket. Two artworks hang on the teal wall, complemented by matching wooden nightstands. Soft lighting is provided by a lamp on one side, while natural light enters through an unseen window.

Private room in Newfane

5 out of 5 average rating, 3 reviews

Queen bed + private bath, breakfast included

SebastianRating, 5 stars17 months ago
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!
Superhost
A spacious bedroom is highlighted by warm tones and natural light. A large bed is adorned with colorful pillows, and a wooden coffee table complements the decor. Soft furnishings and large windows create an inviting atmosphere, while light fixtures add a touch of charm.

Private room in Guilford

5 out of 5 average rating, 6 reviews

Relaxing private room with bath by the Green River

CarlRating, 5 stars12 months ago
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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