Bed and breakfast holiday rentals in Rutland County

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Top-rated bed and breakfasts 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

Private room in Mount Holly

4.98 out of 5 average rating, 62 reviews

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

JacobRating, 5 stars1 month ago

I had a wonderful stay with Jim and Monique! They have a beautiful and comfortable house in a gorgeous setting and are the perfect hosts. My room was spacious and well appointed; loved the barrel ceiling. The bed and linens were very comfortable and I had two great nights of sleep. Monique's breakfasts are truly outstanding and a great start to my day. Most of all, Jim and Monique are lovely people and I enjoyed getting to know them. I will definitely look to stay with them again next time I'm in the area.

Private room in Shrewsbury

4.91 out of 5 average rating, 34 reviews

Balm of Gilead B & B Pink Suite

RuchiRating, 5 stars18 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!

Top Guest favourite

Private room in Wells

4.96 out of 5 average rating, 412 reviews

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

TessaRating, 5 stars5 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!

Guest favourite

Private room in Killington

4.93 out of 5 average rating, 128 reviews

King Room with Private Bath - The Trailside Inn

AbrahamRating, 5 stars1 month ago

Cozy rustic room with comfortable bed after a day of skiing! We initially were disappointed by the bare bones furnishing and the large gaps between their wood floorboards. However, the delicious breakfast, helpful hosts, and beautiful location won us over.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Rutland County bed and breakfasts

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly Bed and Breakfasts

Private room in Shrewsbury

4.82 out of 5 average rating, 84 reviews

Balm of Gilead B&B - Green Room

LoganRating, 5 stars13 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

Guest favourite

Private room in Shrewsbury

4.96 out of 5 average rating, 53 reviews

Balm of Gilead B & B Blue Suite

Arthur Kwan HungRating, 5 stars14 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

Private room in Rutland

4.96 out of 5 average rating, 24 reviews

Antique Mansion – Villard Suite

VickiRating, 5 stars25 months ago

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

Guest favourite

Private room in Rutland

4.94 out of 5 average rating, 36 reviews

Antique Mansion – Fletcher Suite

SebRating, 5 stars2 months 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!

Superhost

Private room in Killington

4.82 out of 5 average rating, 17 reviews

Twin Room with Private Bath - The Trailside Inn

OliverRating, 5 stars2 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!

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Bed and breakfast rentals with breakfast

Superhost

Private room in Killington

5 out of 5 average rating, 9 reviews

Queen & Twin Room with Private Bath- Trailside Inn

GiovannaRating, 5 stars15 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

Private room in Killington

4.91 out of 5 average rating, 11 reviews

Queen with 2 Twin Beds - The Trailside Inn

CamilleRating, 5 stars26 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