Bed and breakfast vacation rentals in Rutland County

Find and book unique bed and 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 favorite

Private room in Mount Holly

4.98 out of 5 average rating, 62 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 Bridgewater

4.99 out of 5 average rating, 172 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.

Top guest favorite

Private room in Wells

4.96 out of 5 average rating, 414 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

5 out of 5 average rating, 10 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 favorite

A spacious bathroom features an original claw foot tub, complemented by a vintage white radiator and a small cabinet. Soft green towels are neatly arranged, and a vase with sunflowers provides a subtle pop of color. Decorative wallpaper adds a charming touch.

Private room in Rutland

4.88 out of 5 average rating, 40 reviews

Comfortable room, mountain views

This room has a full size bed, antique furniture and a large private bathroom with a claw foot tub that is original to this 1835 farm house. The living room and parlor have an antique piano, a small refrigerator and microwave. There are mountain views from the parlor and porch. We are 20 minutes from Killington, Chittenden Reservoir and Lake Bomoseen. One well behaved dog is welcome. Please include this in your reservation.

A traditional lodge is set amidst a winter landscape, surrounded by tall trees. A wooden balcony extends from the second floor, enhancing the rustic appearance. Snow covers the steps and ground, leading up to the entrance, which features dual doors in a serene snowy setting.

Private room in Killington

Turn of River Lodge Cabin

Affordable, friendly and social accommodations in a traditional Vermont Lodge setting make an excellent stay for skiers, cyclist and visitors to the Killington region. Free Wi-Fi Homey breakfast included 2 min to Skyeship gondola Ski and Snowboard rack Bicycle storage Ski tuning room HD TV Main room with fireplace Free parking Microwave , dishes and utensils Common refrigerator for guests Common room with dining table

Guest favorite

A vintage-style bathroom features a clawfoot bathtub with a shower curtain, alongside a pedestal sink and a small chair. The walls are decorated with floral wallpaper, while the floor is covered with a light grey tile. Soft natural light filters through the window.

Private room in Rutland

4.94 out of 5 average rating, 36 reviews

Antique Mansion - Fletcher Suite

The Antique Mansion is close to restaurants and dining, nightlife, family-friendly activities, recreation and public transportation. You’ll love the high ceilings, tall windows, views of the property, fireplace in winter and A/C in summer. The accommodations are good for couples, solo adventurers, business travelers, families and groups of friends. There is a 1% City tax not handled by Airbnb, payable upon arrival.

Superhost

A spacious living area features polished wooden floors and a classic fireplace with decorative elements. Two wooden chairs with patterned fabric and a round black tabletop are present. A light-colored sofa is positioned against the wall, complemented by wall sconces and shelves displaying various items.

Private room in Rutland

4.96 out of 5 average rating, 24 reviews

Antique Mansion - Rose Room

Superhost

A historic white Victorian home is set amidst manicured lawns and lush greenery, featuring classic shutters and a welcoming entrance. The circular driveway sweeps gently past vibrant flower beds, drawing attention to the elegant façade beneath a clear blue sky.

Private room in Rutland

4.89 out of 5 average rating, 47 reviews

Antique Mansion-Redfield Suite

Guest favorite

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

4.93 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

A cozy bedroom features a floral-patterned bedspread atop a white metal bed frame. Soft lighting is provided by a small bedside lamp. Decor includes a framed artwork on the wall and a side table with a clock, creating a serene environment.

Private room in Hartford

4.93 out of 5 average rating, 15 reviews

The Stella Rose Bed & Breakfast -Brianna's Room

Restored Victorian with 5 bedrooms and 4 baths and sitting room for guests to use. Four rooms have a queen bed and one room has 2 twin beds. Located in upstate New York in the historic hamlet of Hartford, NY. A full breakfast is served each morning. We are centrally located to Lake George (30-35 minutes), Saratoga (30-40 minutes depending on traffic) and Vermont (15 minutes).

A white church with a tall spire stands surrounded by bare trees, showcasing a tranquil winter scene. The ground is covered in snow, reflecting soft light from the building, creating a serene atmosphere.

Private room in Middletown Springs

4.84 out of 5 average rating, 92 reviews

Cozy 1-bedroom in Brigid's Crossing

Come and relax at our historical home built in 1879. Whether you're on the way to ski, mountain bike, or just want to see the fall foliage, we'd love to have you. Whether you're looking to go kayaking, fishing, riding on the rail trails, or just want a quiet place to enjoy the beautiful Vermont summer, we'd love to host you.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Rutland County bed and breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

Superhost

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 out of 5 average rating, 15 reviews

Efficiency Apartment with Queen and Twin over Queen Bunk - The Trailside Inn

WilliamRating, 5 stars29 months ago

Unique place, very enjoyable, and excellent host

Guest favorite

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

Arthur Kwan HungRating, 5 stars15 months ago

nothing but praises for Sarah’s place! Her radiance and hospitality is just so heart warming! This is our group’s second year of staying at Sarah’s and we love it! Looking forward to be back! Love the breakfast Sarah serves - best way to start a ski day. Definitely need to give her jomemade Hollandaise sauce a try!

Superhost

A spacious room features a vaulted ceiling with exposed wooden beams. A cozy fireplace is located in the corner, complemented by a wall-mounted television. A table with comfortable chairs is positioned near the window, enhancing the warm ambiance of the space.

Private room in Rutland

4.96 out of 5 average rating, 24 reviews

Antique Mansion - Villard Suite

VickiRating, 5 stars27 months ago

beautiful, cozy room! Close to Killington Ski resort, about 20 minutes away.

Superhost

The classic farmhouse is set against a backdrop of vibrant fall foliage, with rolling green lawns leading to the house. The structure features a mix of dark roofing and large windows, surrounded by trees that display their seasonal colors.

Private room in Killington

4.89 out of 5 average rating, 37 reviews

Queen Room with Private Bath - The Trailside Inn

ElleRating, 5 stars27 months ago

Perfect location. Clean, plenty to do, great continental breakfast in the morning. Great community, if you want to socialize before or after skiing. Definitely would stay here again.

Superhost

The spacious bedroom features a queen bed with a hand-crafted wooden headboard and colorful striped blanket. Nightstands with table lamps are positioned on either side, providing soft lighting. Natural wood beams and wide-planked pine floors create a warm, inviting setting.

Private room in Killington

5 out of 5 average rating, 9 reviews

Large Queen Suite with 3 Twins - The Trailside Inn

DanielleRating, 5 stars27 months ago

We had a great time on our stay! The space was beautiful, well kept, and super convenient to Killington and the surrounding town. Josh was very nice and made the place comfortable for us!

The great room features high wooden ceilings and large windows offering views of the snowy landscape. A cozy seating area contains a leather couch and festive decorations, including a Christmas tree. Soft lighting is provided by a lamp, and a grand piano is visible in the corner.

Private room in Shrewsbury

4.91 out of 5 average rating, 34 reviews

Balm of Gilead B & B Pink Suite

RuchiRating, 5 stars20 months ago

Second time at Sarah’s place and felt right at home! Sarah is an amazing person and host. Warm, welcoming and caring. The place is great for getting away from city, seeing fall foliage and just being in the nature. Close drives upto popular Vermont spots. We drove upto to Smugglers pass one day and Woodstock the other day visiting cheese farms and watching fall. My parents were with me on this trip and Sarah went out of her way to make them feel comfortable. Thank you so much and hope to see you soon again!

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

4.82 out of 5 average rating, 17 reviews

Twin Room with Private Bath - The Trailside Inn

OliverRating, 5 stars4 months ago

Josh and Ann are great hosts with a wonderful lodge. It was so cozy and they had breakfast and a really great lounge with a fireplace and even a basement game room with a bunch of games to be played. I’ll certainly be staying at the lodge again. Thanks!

Show all

Bed and breakfast rentals with breakfast

Superhost

The large farmhouse is framed by rolling green lawns and vibrant autumn foliage. Trees in shades of yellow and orange dot the landscape, creating a natural backdrop against the home's dark exterior and multiple windowed surfaces.

Private room in Killington

5 out of 5 average rating, 9 reviews

Queen & Twin Room with Private Bath- Trailside Inn

GiovannaRating, 5 stars17 months ago

This was our second time staying at Trailside and once again it was above our expectations. Check-in/check-out was seamless, the room and Inn were clean and cozy, and Josh provided awesome restaurant recommendations that did not disappoint. Conveniently located to Killington and all the surrounding activity but the best part of our stay was just hanging around the inn. Morning coffee and breakfast was great and hot tea by the fire after a long ski day perfectly capped off the evening. Will definitely be back but only next time we hope to stay for longer.

Superhost

A classic farmhouse is set against a backdrop of rolling hills and vibrant autumn foliage. The structure features a dark exterior, and grassy slopes lead up to it, providing a serene atmosphere. Tall trees and a slight mountain range are visible in the distance.

Private room in Killington

4.91 out of 5 average rating, 11 reviews

Queen with 2 Twin Beds - The Trailside Inn

CamilleRating, 5 stars27 months ago

The trail side inn was an absolute gem❣️ I stayed there with three of my friends and it was truly the perfect spot to stay for a ski weekend at killington. Josh was so helpful and gave great recommendations. The breakfast and accommodations went above and beyond. Could not recommend this place more thank you Josh!!

Superhost

The entrance area features a reception desk with various brochures and a coffee station. A mural depicting mountains and adventurous activities adds character to the walls. The flooring includes patterned carpet, enhancing the welcoming ambiance of the space.

Private room in Killington

4.65 out of 5 average rating, 48 reviews

Standard Queen (Mountain Sports Inn)

AlexRating, 5 stars4 months ago

Perfect location with walking distance to local spots. Clean, quiet and affordable! Will definitely be back.

Superhost

The reception area features a welcoming counter adorned with brochures and informational materials. The walls are decorated with mountain silhouettes and adventure-themed murals. A large refrigerator is visible to the left, and a textured carpet covers the floor, enhancing the inviting atmosphere of the space.

Private room in Killington

4.69 out of 5 average rating, 29 reviews

Premium Queen (Mountain Sports Inn)

MarciRating, 5 stars3 months ago

I have a stayed at this place a couple of times, Love how close it is to Killington and the home feel of the place! I enjoyed playing games with my son in the common area. Everyone was super friendly. Was also happy to find 2 beds in the room!

Superhost