Bed and breakfast holiday rentals in Windham County

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Top-rated bed and breakfasts in Windham County

Guests agree: These bed and breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Private room in Guilford

4.92 out of 5 average rating, 73 reviews

Cozy Waterfall Getaway in Southern Vermont

Come visit our newly appointed studio apartment inside the historic Green River Bridge Inn. Enjoy the sights of the historic covered bridge and swimming in a the waterfall and stream outside your door. Explore beautiful nature trails, relax in the hammock, bike ride on the dirt roads, have a drink or dinner at the Inn and sleep listening to the river outside your window. The apartment includes a record player and a collection of vinyl. Gourmet breakfasts in the Inn are included with your room.

Guest favourite

Home in Wilmington

4.98 out of 5 average rating, 43 reviews

Find your escape at The Coldbrook House, Mt Snow

A beautifully-secluded modern ski home near Mt Snow with 500 feet of private access to the Cold Brook. Exceptionally furnished with custom wood flooring and stone fireplace, Subzero & Wolf appliances, walk-in shower with custom river rock flooring, pool table, shuffleboard, and 7-person hot tub. 10 min to Mount Snow, 30 to Stratton. 5 min to downtown Wilmington and Herriman Reservoir. Perfect for 3-4 families or couples trips. Come enjoy the beauty of Southern Vermont at The Coldbrook House!

Cabin in Peru

5 out of 5 average rating, 8 reviews

Renovated new rental. Clean & comfy family home.

Our family friendly home is located in a desirable location, situated on a private road and beautiful setting. Peru, VT is minutes to Manchester, Bromley, Stratton, Okemo, and Magic Mnts. Renovated in 2016, our home has a gourmet kitchen, new bathrooms, washer/dryer, double sided fireplace, woodburning stove, wireless, and great room with HDTV dish network. All beds are new, and/or protected with "sleep tite" pillow & mattress protectors. Pillows are comfortable, blankets are soft and new.

Guest favourite

Private room in Chester

5 out of 5 average rating, 20 reviews

Farm at Williams River House - Gloucester Suite

Beauty, luxurious comfort, and cozy charm combine in this 1780s farm house nestled between mountains and the fertile Williams River valley. Snuggle into your queen bed, enjoy an espresso in the library, skate on our private rink, or XC ski, snowshoe and stroll along the fields, forests, and river. A delicious farm breakfast featuring local seasonal foods is served daily. We strive to reduce our carbon footprint with solar. The suite includes a "nook" with a 2nd bed and convertible twin.

Private room in Winhall

4.83 out of 5 average rating, 6 reviews

Bromley View Inn Suite #15

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fireplace, tons of seating, a bar and worktable. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

Guest favourite

Private room in Halifax

4.97 out of 5 average rating, 30 reviews

Baked Apples at Shearer Hill Farm B&B Room 1

Baked Apples at Shearer Hill Farm BB, [just 5 miles from center of Wilmington] opened in 1990 and is a small working farm. We are located on a pristine country road. We have large rooms with private baths and a large common sitting room and dining room. Our rooms can either be king beds or twin beds and some rooms can add an extra child or two [additional charge] Our breakfast starts with baked apples and ice cream every morning. Your innkeepers are Bill and Patti Pusey

Private room in Newfane

5 out of 5 average rating, 9 reviews

King bed+private bath, breakfast included

This king room has a recently renovated en suite bath. Three night stays are tax free—an automatic 9% discount will be applied to your booking. Week-long stays save 27%. Amenities: free breakfast (see description); access to yoga studio, large living room, library and dining room; outdoor grilling, fire pit, 100 acres of walking trails. The Vermont Village Retreat is a one-of-a-kind estate nestled in the gorgeous village of South Newfane.

Guest favourite

Private room in Dover

4.97 out of 5 average rating, 37 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

This high-end studio at Farm Road Estate has a luxury king bed and sitting area, a kitchenette with cooktop, refrigerator, Keurig coffee maker (we provide k-cups, sugars, and creamers), microwave, and toaster. The living room has a 65 inch 4K Roku TV. This unit has 2 sinks in the bathroom, a full tub and separate shower. Toilet is in a private room. Cider House 1 has a private patio and parking area. Cider House 1 not pet friendly.

Guest favourite

Private room in Town of Rockingham

5 out of 5 average rating, 122 reviews

Eva Blake House-Margaret's Room

Do you like staying in historic homes? Welcome to the Eva Blake House. Great served breakfasts available between 8 and 10 AM. Three common areas. Abundant amenities. A walk or short drive to The Square with its shops, art galleries, restaurants and movie theater. Margaret's Room has one double bed. A walk down the hall: your large, private bathroom with shower.

Guest favourite

Private room in Town of Rockingham

4.99 out of 5 average rating, 85 reviews

Visit your Craftsman home away from home-Rm 2 of 2

Turn of the century Craftsman home with charm and great character! We have two bedrooms to offer and bedroom 2 has a full/double mattress perfect for one or two people. Full bathroom is dedicated to guests. Ample parking on and off street. See King bedroom posting (Craftsman Home Away from Home 1 of 2) if you'd like to rent both rooms or just want more space :)