Bed and breakfast holiday rentals in Windsor County

Find and book unique bed & breakfast rentals on Airbnb

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Popular amenities for bed & breakfast rentals in Windsor County

Family-friendly bed & breakfast rentals

Superhost
Private room in Norwich
4.83 out of 5 average rating, 106 reviews

The Partridge House Room 202

KatherineRating, 5 stars4 months ago
It’s always a treat to stay at the Partridge House!
Private room in Shrewsbury
4.82 out of 5 average rating, 84 reviews

Balm of Gilead B&B - Green Room

LoganRating, 5 stars15 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
Superhost
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 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 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!
Private room in Proctorsville
5 out of 5 average rating, 15 reviews

Old Stage Room - Golden Stage Inn

LuboRating, 5 stars28 months ago
My girlfriend and I had an absolutely lovely weekend in Vermont at Julie-Lynn and Mike's beautiful bed and breakfast. They were incredibly accommodating, attentive friendly, and made us feel right at home. The homemade breakfasts were simply amazing - a wonderful treat in the mornings, we both looked forward to - and the cookies, chocolate cake, soup and apple cider every afternoon were also so delicious and such a thoughtful touch, we enjoyed them very much while seating by the fireplace after a fun day on the slopes. The inn is super charming, and the location is very convenient - close to Okemo, dining and shopping. We cannot wait to go back and stay with them already!
Superhost
Private room in Norwich
4.88 out of 5 average rating, 86 reviews

The Partridge House Room 203

LukeRating, 5 stars3 months ago
Norwich is a quaint small town, with a downtown of pretty much one street. If you are looking for peace and quiet to take in beautiful surroundings, then it is the town to be. The Partridge House is the perfect image of a New England B and B. Old house with old charms and the feeling of being in a home that wants you there. Ciaran is very friendly and makes a great breakfast.
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
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!

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Barnard
4.88 out of 5 average rating, 66 reviews

The Fan House, A Vermont Country Home

Catherine.X.Rating, 5 stars4 months ago
We stayed 2 days and loved Sara’s place for its privacy and cozy one bedroom with individual bathroom and shower and bath tube. Sara and Jake are communicative and friendly. Very wonderful place to spend the weekend.
Superhost
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
Private room in Ludlow
5 out of 5 average rating, 10 reviews

The Governor's Inn - Ann's Room

AnnRating, 5 stars10 months ago
Staying in the Governor’s Inn was like taking a step into the past—in a good way. The Inn, itself, is pristine and well-kept, with period decor and furniture. Our room was spacious and cozy. The 3-course breakfast was amazing. Best of all, the hosts were warm, welcoming, and helpful. They truly made us feel at home.
Superhost
Private room in Killington
4.85 out of 5 average rating, 34 reviews

Standard 3 Twin Beds (Mountain Sports Inn)

AdamRating, 5 stars3 months ago
Awesome
Superhost
Private room in Killington
4.87 out of 5 average rating, 62 reviews

Standard 2 Double Beds(Mountain Sports Inn)

RichardRating, 5 stars4 months ago
Our ski crew of 3 couples enjoyed the comfortable common area and hearty brunch. Would recommend highly.
Superhost
Private room in Royalton
4.75 out of 5 average rating, 103 reviews

Glamping Barn Space

TheaRating, 5 stars1 week ago
Evelyn is a lovely host and all the people in her house was super sweet! We loved our stay and would love to come back again
Top guest favourite
Private room in Hartland
4.98 out of 5 average rating, 263 reviews

Spooner House - Gates Room with Private Bath

ShehreenRating, 5 stars4 weeks ago
We had such a comfortable stay here. The place was clean, cozy, and full of little thoughtful details that made it feel really welcoming. The view was seriously one of our favorite parts. Jason was a great host—super nice and easy to communicate with. And we loved Pinky the cat! She was adorable and made the place feel even more homey. Definitely recommend if you’re looking for a relaxing spot with good vibes.
Superhost
Private room in Royalton
4.77 out of 5 average rating, 30 reviews

Romantic Farmhouse Room in BnB with Country Views

MikeRating, 5 stars1 day ago
We thoroughly enjoyed our short stay at Evelyn’s. Breakfast was delicious and we enjoyed meeting her two friendly cats.

Bed and breakfast rentals with a patio

Top guest favourite
Private room in Chester
5 out of 5 average rating, 39 reviews

Farm at Williams River House - Essex Suite

Jenna GlindmyerRating, 5 stars7 months ago
This was my first Airbnb experience. From the very beginning, John and Kathy were excellent hosts. They come across as just genuine and likeable people - it really feels like you’re staying with friends. Not to mention, they are SO kind in opening up their entire (gorgeous) home and property to you. They make it clear that while you’re there you have free range to explore the grounds or utilize the fun on-site things such as the fire pit and relaxing common areas. The breakfast served each morning was so thoughtful and delicious; my husband and I really felt like we were being spoiled!! Speaking of spoiled, idk how I’ll ever be able to have a better Airbnb experience than John and Kathy provided as they really set the bar high. Looking forward to booking our next visit here for sure.
Top guest favourite
Private room in Chester
5 out of 5 average rating, 21 reviews

Farm at Williams River House - Gloucester Suite

DevonRating, 5 stars8 months ago
I absolutely loved our stay here - so much so that I’m currently looking at a calendar to see when we can come back! The beauty of the landscape, nice rooms/house and hospitality felt like a true treat!
Guest favourite
Private room in Woodstock
4.82 out of 5 average rating, 17 reviews

Bedroom in The Bunkhouse

AgnesRating, 5 stars4 months ago
Great stay in the barn at Wise Pines! Chelsea gave super clear instructions and the welcome guide was very helpful! We had a private room which was cozy (especially with the provided space heater) and clean. We appreciated the white noise machine since our room was right next to the shared bathrooms and kitchenette. Overall great place to stay and I'd love to come back and stay for longer!
Top guest favourite
Private room in Chester
5 out of 5 average rating, 21 reviews

Farm at Williams River House - Hawthorne Suite-ADA

MollyRating, 5 stars4 months ago
We had a wonderful stay at John and Kathy’s farmhouse! Great location for a peaceful retreat and close to several mountains for skiing. John’s breakfast was a fantastic start to each day. They were extremely knowledgeable and helpful regarding things to do in the area. We hope to be back again!
Private room in Weathersfield

Unique experience in the forest!

Private room in Weathersfield

"The Inn at Weathersfield" - Arlington Roon

Private room in Weathersfield

Weathersfield Inn - Boutique Inn

Private room in Weathersfield

"Weathersfield Inn" Rustic Inn Taftsville

Destinations to explore