Bed and breakfast holiday rentals in Windsor County

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.

Stay at the largest Colonial Revival Mansion in US

Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of Colonial Revival Architecture. Filled with elegance & history, Three US Presidents have slept here. Our 17 Rooms/Suites are individually decorated each with private bathroom & free wireless internet. Set on 14 acres with a tiered terrace offering spectacular views & a custom fire pit. Lots to see in area including Saint-Gaudens Nat'l Park, Woodstock, Dartmouth College,etc

Hubble Shire Farm French Queen Suite

An historic federal meets modern design with this impeccably resurrected home from 1832 situated just steps from the village greens of Chelsea, a quintessential Vermont town. All modern electrical, plumbing, bathrooms with all the historical charm of the 1830s. The French Queen features a queen hand carved bed, 19th century French commode and nightstands, elegant porcelains, a lounge chair and decorative fireplace and large private bath across the hall. A gourmet breakfast is included.

Farm at Williams River House - Hawthorne Suite-ADA

Beauty, luxurious comfort, and cozy charm combine in this 1780 farm house nestled between mountains and the fertile Williams River valley. Hawthorne is a 1st floor ADA accessible suite. Snuggle into your queen bed, enjoy an espresso while lounging in the library or on the porch, or stroll along the fields, forests, and river. A delicious farm breakfast featuring local and seasonal foods is served daily. We strive to minimize our carbon footprint through use of solar for AC and heat.

Balm of Gilead B & B Blue Suite

This Bed & Breakfast has two suites available (listed below as bedrooms). Each suite has a private bathroom and sitting room. My place is close to restaurants, great views, outdoor activities, ski resorts, hiking, Okemo, Killington, Pico. Restfull ambiance, outdoors space, fresh air, are yours to enjoy. My place is good for couples, families, solo adventurers, business travelers, and furry friends (pets). For an additional facility fee of $2000 it is available for small weddings.

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!

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!

Cozy and Quiet Suite by the Mountains

Cozy up next to the fire after a long day on the slopes. This open concept suite has a large private bathroom, closet + plenty of storage for your gear, queen size pullout couch, futon, queen bed, TV, dinner table, breakfast corner with a microwave and coffeemaker. Sleeps 4 adults comfortably. Separate private entrance. Under 22 minutes to Killington, under 15 minutes to Pico and 8 minutes to downtown restaurants, bars, and groceries in Rutland.

YOKO: Modern design in the heart of the Village

The Vesper Bed and Breakfast, located just off the village green in Woodstock Vermont, is an 1835 Greek Revival home with a modern, sustainable vision for bringing community together. It's thoughtful, vibrant interior and nourishing food bring a positive energy to all the adventurous folks it attracts. Run by a small family who imbue the space with humor and heart, it's a basecamp for getting outside, going inward and enjoying it all.

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, and five miles to the Appalachian Trail. Stunning grounds feature an English Garden that blooms from spring to autumn. Silver Lake State Park is around the corner.

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.

Otis' Room - Golden Stage Inn

2-person maximum occupancy and private bathroom with jetted tub. This fully-updated room offers a queen-size bed with luxury mattress, a gas fireplace, a small sitting area, and a flat-screen TV. Step up two stairs and enjoy the completely updated bathroom with heated tile floor, a beautiful (one person) extra-long jetted tub, and an antique vanity with vessel sink.