Bed and breakfast vacation rentals in Rutland County

Private room in Mount Holly

4.98 out of 5 average rating, 60 reviews

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

LegnaRating, 5 stars1 week ago

My husband and I felt right at home from the moment we walked in. We were welcomed by Jim, who was a great host during our stay. His wife Monique is the sweetest and made the most delicious and nutritions breakfasts every morning. We will be back for sure!

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 stars16 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!

Private room in Bridgewater

4.99 out of 5 average rating, 168 reviews

MT Retreat / Killington, Woodstock, Rutland, Okemo

CarlaRating, 5 stars3 weeks ago

Our stay at Linda and Ted place was wonderful. The place offers a great immersion into uncontaminated nature with trails in the forest, iced ponds and great views. The apartment is charming and cozy, being a perfect place for relaxing. Linda and Ted become very quickly your best friends and bring happiness, freshness and positiveness. We also enjoyed a great cooking class with Ted: a real unique experience. We absolutely recommend. The whole experience will stay with us forever.

4.96 out of 5 average rating, 412 reviews

Private room in Wells

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

TessaRating, 5 stars3 months ago

Cathy was the sweetest host, showing us around where everything was, and incredibly responsive to messages. Setting out breakfast for us in the morning was a great touch; very thoughtful! The place itself was gorgeous! An 1800's farmhouse with modern upgrades and still a beautiful, vintage charm and homey feel. WiFi offered, little chocolates in our rooms, plus fans and heaters for whatever sleeping style you prefer. We slept great and didn't have a single negative thought or thing to say about the experience we had. Cathy and her husband Todd were great hosts and we would ABSOLUTELY stay here again, whenever we return to VT. 11/10 experience!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Rutland County bed and breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly bed and breakfast rentals

Private room in Shrewsbury

A spacious living area features large windows, allowing natural light to illuminate the interior. A cozy seating arrangement includes a dark leather sofa and light armchairs. A warm glow is provided by lamps on either side, contrasting with the rustic wooden beams above.

4.82 out of 5 average rating, 84 reviews

Balm of Gilead B&B - Green Room

LoganRating, 5 stars11 months ago

Sarah is a great host. She even offered to pick us up in case our vehicle couldn't handle the snow. The house is beautiful. We'll be back

Private room in Shrewsbury

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.

4.96 out of 5 average rating, 53 reviews

Balm of Gilead B & B Blue Suite

Arthur Kwan HungRating, 5 stars12 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!

4.96 out of 5 average rating, 24 reviews

The historic Victorian home features a symmetrical facade with white siding and dark green shutters. A welcoming front porch is adorned with seasonal decorations, including pumpkins and potted flowers. Lush greenery surrounds the entrance, enhancing the home's traditional charm.

Private room in Rutland

Antique Mansion - Villard Suite

VickiRating, 5 stars24 months ago

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

4.94 out of 5 average rating, 36 reviews

The exterior of the Victorian home shows a well-maintained facade with white siding and green shutters. Seasonal decorations, including pumpkins and yellow flowers, adorn the entryway. A symmetrical arrangement of windows and a central door are framed by lush greenery and manicured lawns.

Private room in Rutland

Antique Mansion - Fletcher Suite

SebRating, 5 stars2 weeks ago

We stayed at Sallie’s bed and breakfast for the weekend and went skiing in Killington. The place was beautiful and warm. Sallie was a great host and makes amazing French toast!

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.

4.81 out of 5 average rating, 16 reviews

Twin Room with Private Bath - The Trailside Inn

LizRating, 5 stars9 months ago

This place felt like a home away from home! I stayed because I was running a race the next day. Everything was so clean and tidy in the room, and the game room and community area were great places to be, especially if you wanted to commune with other people staying at the inn. It had a community feel, and Joshua was friendly and responsive. He takes pride in his business. I will be back again!

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Bed and breakfast rentals with breakfast

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.

5 out of 5 average rating, 9 reviews

Queen & Twin Room with Private Bath- Trailside Inn

GiovannaRating, 5 stars13 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.

A spacious bedroom features a neatly made striped bedspread with a decorative pillow. A bedside lamp emits soft light, complementing the warm tones of the wooden floor. A window allows natural light to fill the room, enhancing the inviting atmosphere.

4.91 out of 5 average rating, 11 reviews

Queen with 2 Twin Beds - The Trailside Inn

CamilleRating, 5 stars24 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!!

A brightly lit room features a spacious bed with a patterned coverlet and bedside lamps on wooden nightstands. A small table with two chairs is positioned next to the window, while a television is mounted on the wall. Natural light illuminates the space.

4.65 out of 5 average rating, 48 reviews

Standard Queen (Mountain Sports Inn)

AlexRating, 5 stars3 weeks ago

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

A guest room features a spacious bed with a multicolored quilt, complemented by two blue chairs and a round table. Natural light enters through a large window, and soft green curtains frame the view of the outdoors. A dresser and television are also present.

4.69 out of 5 average rating, 29 reviews

Premium Queen (Mountain Sports Inn)

MarciRating, 5 stars5 days 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!

A simple Twin Bunk Bed Room is shown with two bunk beds against the wall, featuring gray bedding. A private bathroom area with a round sink and wooden countertop is visible beside the bunks, complemented by a large mirror.

4.86 out of 5 average rating, 7 reviews

(2) Twin Bunk Bed Private Room - The Trailside Inn

ChristopherRating, 5 stars24 months ago

We booked really late for presidents weekend and didn’t expect such a great place. The game room was really cool and unexpected and the breakfast was great.

4.84 out of 5 average rating, 32 reviews

Standard 3 Twin Beds (Mountain Sports Inn)

PhilipRating, 5 stars1 month ago

Location is perfect here. Skiied with my 2 sons and the place was just right

4.96 out of 5 average rating, 23 reviews

Private room in Rutland

Antique Mansion - Rose Room

WinRating, 5 stars17 months ago

Sallie was very accommodating and quick to respond with any issues we brought to her attention. She kept our accommodations clean and neat and served a great breakfast every morning! She also has a good history of the area and can help in directing guests points of interest. We very much enjoyed our stay!