Farmstay holiday rentals in Windsor County

Find and book unique farmstay rentals on Airbnb

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Popular amenities for farm stay rentals in Windsor County

Family-friendly farm stay rentals

Top guest favourite
Cabin in West Windsor
4.97 out of 5 average rating, 139 reviews

Cowshed Cabin Farm

BruceRating, 5 stars1 month ago
We had a wonderful weekend at Marty's cabin. The cabin was very cozy, clean and well appointed. We enjoyed the peace and quiet, watched the birds at the feeders and went into Woodstock and beyond for an afternoon adventure. It was so nice to be in a place that was so warm and well cared for. This house was the perfect place to "unplug" and recharge. We will definitely be back again!
Guest favourite
Home in Pittsfield
4.85 out of 5 average rating, 106 reviews

A million-dollar view near Killington on 60 acres.

Debbie LynnRating, 5 stars1 month ago
Perfect location for us and what we can to Pittsfield for. We had plenty of room for five of us. Nice to have a bedroom for everyone. Kitchen was equipped to do anything we wanted to as far as cooking etc Close to skiing Loved being on 60 acres. All worked out perfect for all of us
Superhost
Home in Cavendish
4.96 out of 5 average rating, 84 reviews

25 Acre Mountain Playground, Okemo Valley

TimRating, 5 stars12 months ago
For our first visit Vermont to view the totality eclipse, Sheryl's property was ideal. The property allowed us to visit tourist sites in southern Vermont with good proximity to where we needed to be for totality. The property is a grand, historic farm and the condo was very spacious, well appointed, and equipped with everything we needed for a great stay. Sheryl was also very responsive to all of my queries and even did some additional research on the eclipse in her area! I highly recommend if you're looking to visit Southern Vermont.
Top guest favourite
Cottage in Hartland
4.97 out of 5 average rating, 455 reviews

Breeze Hill Cottage

OlesjaRating, 5 stars2 months ago
Very comfortable place, clean and easy to get to. Beautiful view of rising sun from kitchen and living room area. Loved watching birds from the kitchen window while drinking my coffee in the morning. Kitchen is equipped with everything you need to make a great dinner or breakfast. Thank you!
Guest favourite
Cabin in Woodstock
4.95 out of 5 average rating, 198 reviews

Hideaway Cabin by the Stream on 27 Acres

JordanRating, 5 stars7 months ago
We had an awesome getaway at Kevin and Lesley’s cabin! This was our last little getaway before we get married this fall and it was the perfect unplugged retreat to feel connected going into the stressful time before the wedding. The cabin is cozy, the bathroom is adequate and sort of surprisingly not as buggy as it could have been, and the porch was my favorite spot to feel connected to nature. Kevin was very communicative and the instructions in the cabin were very clear. Luce’s lookout was amazing at the top and a really great recommendation by our hosts. We would definitely go back!
Superhost
Cabin in South Londonderry
4.65 out of 5 average rating, 419 reviews

Fernando’s hideaway - XCountry Skiing Cabin

CyrusRating, 5 stars3 weeks ago
10/10 experience!! Honestly it was so much better than what I expected, they did great on creating a safe / affordable and peaceful spot :)
Superhost
Home in Chester
4.8 out of 5 average rating, 94 reviews

Vermont 1828 Reunion House, sleeps 16, near Okemo

FaytheRating, 5 stars2 months ago
We absolutely loved our stay at the Reunion House! The home was cozy and charming, and Margaret was a great, responsive host. She went above and beyond to be accommodating for us during a massive snowstorm and made sure we had everything we needed during our stay. We would love to return!
Superhost
Home in Barnard
5 out of 5 average rating, 69 reviews

Colonial-style solid-timber home--sanctuary.

Erin Rating, 5 stars23 months ago
Another stay in the books at Starry Hill! We love this house, peaceful surroundings and lots to do in the area. Heidi and Robert are wonderful hosts, friendly, responsive and will help if you need anything. Memories made in this house!

Farm stay rentals with a patio

Superhost
Home in Chittenden
4.9 out of 5 average rating, 20 reviews

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski

AndrewRating, 5 stars1 month ago
This place was clean and exactly as described. Evan was very attentive and checked in with us over our weekend stay to make sure all was in order.
Top guest favourite
Guest house in Reading
5 out of 5 average rating, 30 reviews

Peace & quiet at Comet Farm

XiangchengRating, 5 stars1 month ago
This is an absolutely gorgeous place to stay in Vermont and we loved it!! The living room and bedrooms are all elegantly decorated and also very cozy. More importantly, Madeline and Parris are the best hosts we have ever had. We came to Vermont for a ski trip and ran into some snow-related issues on our first day. Madeline and Parris were very responsive and offered tremendous help to us. Overall, a beautiful house with great hosts for an amazing stay!
Superhost
Cabin in Barnard
4.8 out of 5 average rating, 15 reviews

Private post & beam log cabin on Macintosh Pond.

NinaRating, 5 stars3 months ago
It was perfect for what we wanted! We were giving Grandma an 80th Hallmark Experience. A lot of what we did was in Woodstock and it was a noce 30 min ride to the town, but for us very convenient. We had a family of 14 and we played games in ythe main living room all together. The downstairs was perfect for our older kids to hang out in!
Guest favourite
Cabin in Bridgewater
4.98 out of 5 average rating, 50 reviews

500 Acre Farm Retreat: OQ Farm's Priory

EvoRating, 5 stars3 weeks ago
OQ Farm is one of the best abnb's we have ever stayed it! The farm is so picturesque and serene, the animals are adorable, the hiking paths are interesting and beautiful, and the location is convenient to both skiing and town/civilization. The accommodation is super nice and all the extra touches that make it cozy and comfy. Great place to go with multiple families and everyone can have their own spot on the farm. We loved it and will be back for sure.
Guest favourite
Cabin in Chittenden
4.95 out of 5 average rating, 110 reviews

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

MayaRating, 5 stars1 month ago
Absolutely charming cabin! We had a wonderful time relaxing in the hot tub, cooking meals in the kitchen, and using the home as a base to ski and explore Vermont! It was snowy when we went, and we would definitely recommend AWD for getting up the driveway, but Nicole was very helpful in making sure it was plowed and sanded.
Top guest favourite
Home in Windsor
4.99 out of 5 average rating, 87 reviews

Spring and Summer Days - Ascutney cabin with views

KellyRating, 5 stars1 week ago
We really enjoyed staying at this Airbnb. The house is beautiful and has stunning views. There were nice touches throughout and we appreciated being able to bring our dog. It was quiet and relaxing, which is exactly what we were looking for. We look forward to visiting again.
Top guest favourite
Home in Royalton
5 out of 5 average rating, 15 reviews

Cottage in the middle of family horse farm

MichaelRating, 5 stars1 month ago
We had a fantastic winter getaway at this cozy home in Vermont. Waking up to the sight of horses against the snowy mountain backdrop was a truly serene experience. The location was perfect for both relaxing and hitting the slopes, making it an ideal spot for a ski trip. Highly recommend for anyone looking for a peaceful and scenic winter retreat!
Superhost
Home in Woodstock
4.95 out of 5 average rating, 22 reviews

The Westerdale - A Quiet Woodstock Retreat

KeriRating, 5 stars3 months ago
Ashley was incredibly helpful, kind, and responsive. Highly recommend!

Farmstay rentals with a washing machine and dryer

Guest favourite
Home in Fairlee
4.95 out of 5 average rating, 238 reviews

The Upper Valley Retreat

PeterRating, 5 stars2 weeks ago
We had 17 teens and six adults on a church teen retreat. Great accommodations with plenty of beds for all of us. Nice large kitchen to cook for everyone. Huge refrigerator to hold all the food. Nice large living room for us to all meet in and hang out. The kids loved the pool table. We all enjoyed our stay very much.
Guest favourite
Home in Rochester
4.95 out of 5 average rating, 154 reviews

Cottage in the Heart of the Green Mountains

MireilleRating, 5 stars5 months ago
We had a wonderful stay at William's in Rochester, VT. It was a wonderful getaway from the city to be out in nature and within 30 minutes drive of small town areas. We loved the Fall season here and would enjoy coming back in a different season! The wood stove was an incredible addition to a lovely, cozy night in!
Guest favourite
Cottage in Hartland
4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

MeredithRating, 5 stars2 weeks ago
Loved our stay at Lulu’s cozy, quaint and welcoming cottage! Lulu was very proactive with detailed check in instructions and was accessible during our stay. The cottage is tucked away, peaceful and had lovely views. We shopped and at dinner in Woodstock which is a wonderful area.
Top guest favourite
Home in Woodstock
5 out of 5 average rating, 133 reviews

Beautiful Woodstock Home-Perfect for entertaining

EmmaRating, 5 stars3 months ago
We had a fantastic stay at this beautiful home. We came with our 6 month old and 3 year old daughters and pup. There was plenty of space for the whole family and very kid friendly. We were saying when we were there that it would have been amazing with a group of friends for a girls weekend too! Beautiful spot where you feel like you’re deep in the Vermont woods but super close to downtown Woodstock. Would love to stay again if available!
Top guest favourite
Flat in Hartland
4.97 out of 5 average rating, 123 reviews

Hearth House Farm

MargaretRating, 5 stars3 weeks ago
Jean's apartment was very clean and comfortable. The kitchen was well stocked and we were able to cook dinner there one night and have all of the oils and seasonings that we needed to make the meal.
Superhost
Cabin in Bridgewater
4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

ChristopherRating, 5 stars1 month ago
Had a great stay with friends at Laura’s place. Laura was friendly flexible and reached out to make sure we didn’t have any issues checking in. Very nice place with a nice Vermont feel. 10-15 minutes from skyeship base. Had a great weekend. Would stay again.
Guest favourite
Townhouse in Fairlee
4.99 out of 5 average rating, 251 reviews

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way

CarolynRating, 5 stars3 months ago
The location was so cute, and we loved how quiet the location was. The host was so kind and communicative for our entire stay. We were also given great information that made getting there so easy! Highly recommend to anyone who is interested!
Top guest favourite
Flat in Killington
4.97 out of 5 average rating, 114 reviews

Renovated Mountain Retreat

ZheRating, 5 stars4 months ago
Extremely convenient place next to the mountains, nearby restaurants and shops. The bedrooms can get cold, but the blankets are quite warm and comfy.

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