Bed and breakfast vacation rentals in Windham County

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Top-rated bed and breakfast rentals in Windham County

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A two-story cabin is surrounded by a blanket of fresh snow, with trees in the background and a clear blue sky above. The building features large windows, showcasing a sloped roof and a stone chimney. The pathway is partially cleared, leading to the entrance.

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.

A spacious lounge area features a central fireplace surrounded by a large, U-shaped wooden seating arrangement with colorful cushions. A bar is visible in the background, along with large windows allowing natural light to fill the room. Wooden beams and stars add character to the ceiling.

Private room in Winhall

4.88 out of 5 average rating, 8 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

A spacious sleeping area features two large beds with soft linens, positioned under skylights that fill the room with natural light. Wood beams and a warm wood floor enhance the rustic charm, while large windows overlook the surrounding trees.

Apartment in Dummerston

4.92 out of 5 average rating, 423 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.

Top guest favorite

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

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

This cozy queen room has 2 exposures and a private 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.

Top guest favorite

A spacious bedroom features a four-poster bed dressed in white linens and plush pillows. Two bedside tables with lamps flank the bed. A round mirror hangs above a chair beside a small table, while a plush area rug lies underfoot. Windows are adorned with drapes.

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.

Guest favorite

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

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.

Private room in Wilmington

5 out of 5 average rating, 3 reviews

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

Our "round room" is particularly spacious and enjoys great privacy as well as morning sun through the bay windows. The room also has a huge Sleep 2 Live (Kingsdown) King-sized sleigh bed and an overly wide whirlpool bath. It is located in the Main House on the second floor and includes a leather reclining reading chair. All rooms include breakfast & all guests have access to our common areas loaded with games & our on-site bar.

A spacious bedroom features a large bed with a textured headboard, surrounded by two bedside lamps. Windows allow natural light to fill the room, and a decorative rug adds warmth to the wooden floor. A vintage trunk and paintings provide additional charm.

Private room in Whitingham

5 out of 5 average rating, 3 reviews

The Engel House Room 5: Mt Snow/Wilmington VT Area

Room 5 is one of the original bedrooms of the house and is a comfy place to relax. This large room boasts many windows to get lots of natural light and second floor views of our quaint little village. The attached private bath offers a spa-like experience with a full tub/shower and a light that can give you mood lighting as well as a Bluetooth speaker that can play your own music through your cell phone or wireless device.

Guest favorite

A cozy room features two Queen beds with soft white linens, framed by a rustic wooden headboard. A bedside table sits between the beds, and ample natural light filters through a window, illuminating the warm wooden flooring and soft area rug.

Private room in Dover

5 out of 5 average rating, 13 reviews

Classic Queen – 2 Queen beds in Historic Inn, rm 5

Inn room 5 inside of our newly renovated Historic Inn has two Queen beds and 1 full bath with bathtub and shower. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. This room is upstairs and sleeps up to 4 guests. Includes a mini fridge and Keurig coffee maker. We provide Keurig K-cups, coffee creamer, tea, sugars and various snacks. Inn room 5 is not pet friendly.

Top guest favorite

Private room in Town of Rockingham

5 out of 5 average rating, 75 reviews

Eva's Room/Ensuite bath with One Double Bed

Do you like staying in historic homes? Welcome to the Eva Blake House. One double size bed. 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. Eva's Room has one double bed and a private ensuite bathroom with a claw foot bathtub. and hand-held shower spray.

Top guest favorite

Private room in Town of Rockingham

5 out of 5 average rating, 128 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.