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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Guest favorite

Home in Wilmington

4.98 out of 5 average rating, 45 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.

Private room in Winhall

4.86 out of 5 average rating, 7 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 favorite

Apartment in Dummerston

4.92 out of 5 average rating, 403 reviews

~Serene Barn Retreat~

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Private room in Halifax

4.97 out of 5 average rating, 31 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

Top guest favorite

Private room in Chester

5 out of 5 average rating, 39 reviews

Farm at Williams River House - Essex 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. ~25min drive to Okemo.

Superhost

Private room in Dover

5 out of 5 average rating, 8 reviews

Classic King with balcony in Historic Inn, rm 8

Luxury King room with balcony in renovated Historic Inn. This room is upstairs and has a King bed and full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks. Inn room 8 is not pet friendly.

Top guest favorite

Private room in Guilford

5 out of 5 average rating, 8 reviews

Welcoming B&B room with balcony and whirlpool bath

Spacious and comfortable room with queen bed, private bath, whirlpool with heated towels and balcony overlooking the birdfeeders in the backyard gardens and the Green River. All located in an updated 1830 Bed & Breakfast surrounded by foliage. Beautiful shaded dirt roads run by the inn, as well as the Guilford covered bridge just 50 feet from the front door. Sumptuous breakfast is included with your room. Come and relax!

Top guest favorite

Private room in Town of Rockingham

5 out of 5 average rating, 123 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.

Top guest favorite

Private room in Town of Rockingham

4.99 out of 5 average rating, 88 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 :)

Private room in Newfane

4.82 out of 5 average rating, 11 reviews

Yogi & artist retreat center

This double twin room is one of 6 rooms in a gorgeous retreat center complete with a yoga studio, library and living area. The room has an en-suite bath. Continental breakfast included. Outdoor grilling, fire pit, 100 acres of walking trails. Willow is a one-of-a-kind retreat center nestled in the gorgeous village of South Newfane.

Top guest favorite

Private room in Brattleboro

4.91 out of 5 average rating, 102 reviews

The Purple Chef's House

My home is located 7 minutes from town and is in the woods with a private walking trail and pond. There is plenty of parking, a deck to enjoy in the summer and a cozy wood stove in the winter. One of the fun things about staying at The Purple Chef's House is watching me cook your breakfast while drinking coffee at the kitchen island.