Bed and breakfast vacation rentals in Windsor County

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Top-rated bed and breakfast rentals in Windsor County

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

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Top guest favorite
Private room in Mount Holly
4.98 out of 5 average rating, 64 reviews

Fenn Farmstead - w/farm-to-table breakfast 1 BR

Paradise in Vermont’s Green Mountains! On a quiet, scenic, country road, our spacious home has all the comforts for a good night’s rest with a delicious farm to table breakfast. Ski Okemo or Killington. In summer find over 75 recorded species of birds, enjoy the gardens and learn about sustainable agriculture. Pick raspberries and blueberries in July and August. In autumn enjoy Vermont's spectacular leaf colors. **Now hosting only guests with complete, verifiable Covid-19 vaccine plus booster.**

Top guest favorite
Private room in Hartland
4.98 out of 5 average rating, 520 reviews

Spooner House - Atwater Room with Clawfoot Tub

The Spooner House – your retreat in the Upper Valley. This spacious suite features a cozy fireplace, mountain views, and a private bathroom with a clawfoot tub and shower. Enjoy the luxurious king-sized bed and serene ambiance. Located just 15 minutes from Quechee, Norwich, Hanover, and Lebanon, and close to Woodstock (25 min) and Killington (39 min). Your stay includes a self-serve breakfast with granola, yogurt, fruit, espresso drinks, and tea. You'll also have access to the guest kitchen.

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.

Guest favorite
The bunkroom features four wooden bunk beds, providing a total of eight sleeping spots, arranged in two rows. A ceiling fan is present for air circulation, and natural light enters through a large window, brightening the space with a soft glow.
Shared room in Woodstock
4.83 out of 5 average rating, 36 reviews

A Bunk at Wise Pines

Wise Pines is a Holistic & Sustainable Inn/Hostel that offers a unique farm experience. In the rural woods of Vermont, The All Trails Bunkroom can accommodate 8 people and may hold up to 12 people total in this two level renovated barn. There is a small seating area and a large upper deck that over looks the property. On 40 acres of land, complete with walking trails and a pond to sit by. The owners live on property with their dogs, ducks & chickens. All bunks are first come first serve.

Guest favorite
Private room in Barnard
4.91 out of 5 average rating, 92 reviews

The Fan House Vermont Country Home

Guest rooms and kitchen licensed by state of Vermont with 100% cleanliness score from the VT Dept of Health. The Fan House is a historic 1840 property 10 minutes from Woodstock village, 25 minutes to Killington Ski Resort (lower gondola), 15 miles to Vermont Law School, five miles to the Appalachian Trail and one mile to the Barnard Inn Restaurant and yoga studio. Stunning grounds feature an English Garden that blooms from spring to autumn. Silver Lake State Park is around the corner.

Top guest favorite
Private room in Bridgewater
4.99 out of 5 average rating, 176 reviews

MT Retreat / Killington, Woodstock, Rutland, Okemo

We also offer our beautiful grounds as a venue for tented events. Bewitching views. Quiet, private suite. C. bkfst. Winter garage! COVID: “VT Forward” guidelines followed. Consider a private cooking class from award-winning Chef Ted and enjoy the foods of your labor in a lovely natural setting. BYOB. See Odyssey Events VT & Airbnb Experiences for cooking options. FYI, Bedroom size: 9' x 14'. Adjoining bathroom: 8' x 9'. The ante-room/office: 8' x 12', which is also yours to use.

Superhost
Private room in West Windsor
4.85 out of 5 average rating, 100 reviews

Thorny Hills Farm

Private upstairs suite that sleeps up to 6 people. 1 bedroom with a queen sized bed & a bedroom suite with 4 single beds. Sitting area with tables allow for relaxing or group meals. Private bath serves the suite. Mini frig, microwave & coffee maker with grill outside. Private entrance & patio. Perfect for local horse events. No smokers. Not suitable for young children under 10. Check in is 4PM but can be adjusted if needed. Check out is 10AM. Additional guests $35/night

Guest favorite
The exterior of a vibrant red building is displayed, featuring multiple stories and architectural details such as white trim. Snow covers the surrounding ground, and a light dusting is present on the roof. A paved driveway leads to a parked vehicle, and a whimsical yellow structure adds a pop of color.
Private room in Weathersfield
5 out of 5 average rating, 40 reviews

The Oak Room - Ladoga

Grand opening! Your own oasis on the outskirts of a VT town. Surrounded by nature trails & forests with plenty of outdoor activities. Short drive away from Mt. Ascutney, Okemo, historic landmarks, and shopping across the NH border. Room is on the second floor and features a private bathroom with shower, a mini-fridge, smart TV (w/ Netflix), wi-fi, and a king-size bed. All bedding / toiletries are provided. Just bring your toothbrush! 8 gbit fiber optic is coming in March '24!

Guest favorite
A welcoming entryway features a spiral staircase leading to the upper levels. A vintage chandelier hangs from the ceiling, providing warm light. A decorative rug lies on the hardwood floor, and a classic red sofa is positioned against the wall, accompanied by an antique side table.
Private room in Norwich
4.96 out of 5 average rating, 156 reviews

The Partridge House Room 201

A beautifully remodeled historic home seconds from downtown Norwich Vermont, and a five minute drive from Dartmouth College and Hanover, New Hampshire. We are good for couples, solo adventurers, business travelers, families (with kids), and big groups. We have a proper dining room and 2 beautiful sitting rooms. We offer complimentary coffee, tea, cappuccino, and latte as well as flexible breakfast options. We love having guests and hope to see you soon!

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, 41 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
Private room in Killington
4.93 out of 5 average rating, 128 reviews

King Room with Private Bath - The Trailside Inn

This classic farmhouse has everything you could hope for in your Vermont vacation. You'll love the Trailside Inn! This listing is for a King Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 2 guests. We are offering continental breakfast, coffee and tea service daily. For more than 2 travelers, ask about our larger room options.

Guest favorite
Private room in Weathersfield
4.99 out of 5 average rating, 96 reviews

Beach room in Vermont!

A private room in a beautiful farmhouse, well decorated and clean. It's located in a big scenic private property in Perkinsville, VT. The setting of the room is suitable for traveling nurses or people who travel for work. We have many good reviews from our lovely guests to guarantee that you will enjoy your stay....and also Homemade Food that we share with guests!

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