Bed and breakfast holiday rentals in Rutland County

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Rutland County

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

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Top guest favourite
A charming home with a dark wood exterior is surrounded by well-tended gardens. Vibrant flowers in shades of pink and red flourish in the foreground, while abundant greenery enhances the inviting landscape. Large windows and a shaded porch reflect a cozy atmosphere, blended with the natural surroundings.
Private room in Mount Holly
4.99 out of 5 average rating, 70 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 favourite
A spacious house sits nestled among trees, showcasing large windows that provide ample natural light. A deck with an umbrella overlooks a well-maintained lawn. The scene is set against a backdrop of colorful foliage and a sky painted with soft clouds.
Private room in Bridgewater
4.99 out of 5 average rating, 182 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.

A spacious great room features large windows that frame forested views. A stone fireplace serves as the focal point, surrounded by comfortable seating. Soft lighting from lamps enhances the room’s ambiance, and decorative rugs add warmth to the slate flooring.
Private room in Shrewsbury
4.96 out of 5 average rating, 53 reviews

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.

Guest favourite
Private room in Middletown Springs
4.83 out of 5 average rating, 110 reviews

The Rose Room at Brigid's Crossing

Stay in our romantic Victorian guest room, featuring a comfortable queen bed, elegant floral wallpaper, rich wood furnishings, and soft pink accents. Your private en-suite bathroom continues the room's charming pink palette. Enjoy the character of our historic home while having access to shared guest spaces, including the lounge, dining room, and refreshment area. Located in the heart of a classic Vermont village, it's a peaceful home base for exploring the area.

Top guest favourite
A serene home is framed by vibrant autumn foliage, showcasing a variety of orange and yellow trees. A white fence lines the property, while a lawn extends in the foreground, under a clear blue sky.
Private room in Wells
4.96 out of 5 average rating, 441 reviews

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast

Our home is located in a quiet, beautiful valley, surrounded by 175 acres of gardens, fields, hills, trails, streams, ponds and woods. Our bedrooms are bright and airy, with private bathroom upstairs on your own floor. Breakfast is provided each day -- all natural foods, special diets accommodated. 3-5 mins from Slate Valley Trails and Lake St. Catherine/State Park. 5 mins to Wells center. 10 mins to Poultney. 30 mins to Manchester or Rutland, VT.

A cozy living area features a wood stove, a flat-screen TV, and a futon that can serve as additional sleeping space. Natural light enters through multiple windows, illuminating the blue carpet and wooden walls. A comfortable couch and a circular rug enhance the inviting ambiance.
Private room in Rutland
4.73 out of 5 average rating, 11 reviews

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.

Guest favourite
The efficiency apartment features an open layout with a queen bed framed by a handcrafted headboard. A small sofa is positioned nearby, with contrasting cushions for added comfort. Natural light enters through windows, highlighting the wide-planked pine flooring.
Private room in Killington
5.0 out of 5 average rating, 18 reviews

Efficiency Apartment with Queen and Twin over Queen Bunk - 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 Efficiency Apartment Queen with Twin over Queen Bunk Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 5 guests. We are offering continental breakfast, coffee and tea service daily. For more than 5 travelers, ask about our larger room options.

Guest favourite
Private room in Middletown Springs
4.76 out of 5 average rating, 101 reviews

The Slate Rooms at Brigid's Crossing

Welcome to our Victorian home, where 19th-century charm meets modern comfort. This private suite includes two bedrooms—one with a queen bed and one with a full—and a full bathroom exclusively for your group. Located in a classic Vermont village, it's a cozy home base for skiing, mountain biking, fall foliage, and exploring the area. After a day of adventure, relax in the quiet elegance of our classic Vermont guesthouse.

Superhost
A spacious room features a cozy bed with a wooden headboard, adorned with decorative pillows. Colorful striped bedding contrasts with white walls and wide-plank wood flooring. Natural light filters through the window, which is dressed with a dark blind.
Private room in Killington
4.83 out of 5 average rating, 6 reviews

Queen with Twin Bunk Bed - 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 Queen with Twin Bunk Bed Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 4 guests. We are offering continental breakfast, coffee and tea service daily. For more than 4 travelers, ask about our larger room options.

Guest favourite
A Queen bed with a striped blanket and decorative pillow is positioned next to a Twin bed with a navy blue coverlet. Natural light fills the room, highlighting the wide-plank wood floor and simple wall art in the background.
Private room in Killington
5.0 out of 5 average rating, 10 reviews

Queen & Twin Room with Private Bath- 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 Queen & Twin Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 3 guests. We are offering continental breakfast, coffee and tea service daily.  For more than 3 travelers, ask about our larger room options.

Guest favourite
The exterior of the farmhouse showcases a spacious, two-story building with a dark roof, nestled among lush green lawns and surrounded by colorful fall foliage. Rolling hills and mountains provide a scenic backdrop, highlighting the natural beauty of the Vermont landscape.
Private room in Killington
4.94 out of 5 average rating, 141 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.

Superhost
A neat twin bed is dressed in a dark blue quilt and accented with a green pillow. A small bedside table holds a lamp and a bouquet of flowers. Fluffy white towels and a bottled water are neatly arranged at the foot of the bed, with a large window allowing natural light to fill the room.
Private room in Killington
4.83 out of 5 average rating, 23 reviews

Twin 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 Twin Room in the main inn. All of our rooms have full private bathrooms. The maximum occupancy for this room is 1 guest. We are offering continental breakfast, coffee and tea service daily. For more than 1 traveler, ask about our larger room options.

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