Farmstay vacation rentals in Windsor County

Find and book unique farmstay rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Windsor County farmstay rentals

Family-friendly farm stay rentals

Top guest favorite
The exterior of a rustic log cabin is displayed, featuring a metal roof and multiple windows with white trim. Snow covers the ground, enhancing the natural surroundings. A deck can be seen alongside the cabin, providing outdoor space for guests.
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 favorite
A red farmhouse is positioned among green fields and trees, with the Green Mountains rising in the background. Purple wildflowers and tall grass create a natural foreground, while a partly cloudy sky adds to the serene atmosphere.
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
A charming two-story farmhouse is showcased, featuring a light gray exterior with white trim. The building is set against a snowy landscape, with a front porch and large bay windows visible, creating a welcoming vibe. Surrounding trees hint at the property's spacious grounds.
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 favorite
The exterior of the cottage is presented with white siding and a metal roof, surrounded by lush greenery. A spacious wooden patio features several outdoor chairs, inviting relaxation. A tall tree provides shade, enhancing the secluded atmosphere of the rural setting.
Cottage in Hartland
4.97 out of 5 average rating, 455 reviews

Breeze Hill Cottage

OlesjaRating, 5 stars3 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 favorite
The cabin's exterior showcases natural wood siding and a metal roof. Large windows allow glimpses of a cozy interior, framed by colorful autumn leaves. The entrance is adorned with potted plants, enhancing the tranquil woodland setting.
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
A charming cabin is illuminated softly against a backdrop of towering trees, with warm light spilling from its windows. Snow covers the ground, reflecting the moonlight, while a clear night sky hints at stars peeking through the branches.
Cabin in South Londonderry
4.65 out of 5 average rating, 420 reviews

Fernando’s hideaway - XCountry Skiing Cabin

CyrusRating, 5 stars1 month 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
A large dining area is presented with a rustic wooden table surrounded by multiple wooden chairs. The space is well-lit by hanging stained glass light fixtures. Windows allow natural light to brighten the room, complemented by a braided rug under the table and bookshelves along the walls.
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
A cozy bedroom features a spacious bed flanked by two bedside tables with lamps. Natural wood walls enhance the rustic charm. Light streams through lace-curtained windows, illuminating vintage furnishings, including a dressing mirror and a small desk.
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
The exterior of a yellow cottage is showcased against a backdrop of colorful autumn foliage and rolling mountains. A manicured lawn leads to a fenced area, providing a peaceful setting for outdoor activities enhanced by the natural beauty surrounding the property.
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 favorite
Guesthouse 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
A post and beam log cabin is shown with a red metal roof, featuring multiple covered balconies on the upper level. The expansive lawn in front is framed by trees, with a clear blue sky above. The cabin is nestled in a secluded area, enhancing privacy.
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 favorite
A rustic cabin is set against a backdrop of autumn foliage, featuring large glass doors that provide views of the surrounding landscape. A stone pathway leads to a seating area with red chairs, while string lights create an inviting ambiance.
Cabin in Bridgewater
4.98 out of 5 average rating, 50 reviews

500 Acre Farm Retreat: OQ Farm's Priory

EvoRating, 5 stars1 month 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 favorite
A private deck with a hot tub is surrounded by colorful planters filled with seasonal flowers and pumpkins. The entrance to the cabin features a welcoming door framed by autumn decorations, backed by lush greenery from the surrounding forest.
Cabin in Chittenden
4.95 out of 5 average rating, 110 reviews

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

MayaRating, 5 stars2 months 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 favorite
A red house is situated on a grassy landscape, surrounded by a stone wall. Lush trees and rolling hills are visible in the background, under a partly cloudy blue sky. A covered porch provides shaded outdoor space, inviting a connection with nature.
Home in Windsor
4.99 out of 5 average rating, 90 reviews

Spring and Summer Days - Ascutney cabin with views

AnthonyRating, 5 starstoday
This place was just what we needed for our family to get away for a few days. The host was responsive and made sure we had all that we needed. It poured one day we were there so having the extra touch of WiFi and a smart tv was great, we bunkered down and watched some reruns while we waited out the rain. Definitely a little bit remote from some places but if you’re looking for a quiet and peaceful spot, look no further.
Top guest favorite
The rustic cottage features a weathered wooden exterior and a balcony that extends out from the second floor. Surrounded by trees and greenery, the structure sits at the edge of a dirt road, offering a natural, peaceful setting.
Home in Royalton
5 out of 5 average rating, 15 reviews

Cottage in the middle of family horse farm

MichaelRating, 5 stars2 months 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
A welcoming deck features comfortable wicker seating, inviting relaxation. The exterior of the home showcases muted gray siding with a green metal roof, surrounded by lush greenery and vibrant flowers. Large glass doors enhance natural light and connection to the outdoors.
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 washer and dryer

Guest favorite
Aerial view of a vast property reveals expansive green fields and rolling hills, surrounded by dense forests. The scene captures a serene natural landscape, showcasing the depth of the valley and the contours of the terrain under a partly cloudy sky.
Home in Fairlee
4.95 out of 5 average rating, 238 reviews

The Upper Valley Retreat

PeterRating, 5 stars3 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 favorite
Home in Rochester
4.95 out of 5 average rating, 155 reviews

Cottage in the Heart of the Green Mountains

AveryRating, 5 stars4 months ago
William’s Airbnb was absolutely wonderful. It had everything we needed, and was such a peaceful place to spend the holiday. The surroundings were stunning, and the home was extremely cozy! Would definitely go back.
Guest favorite
A quaint cottage is set against a backdrop of rolling hills, featuring a blue exterior and a red door. A wooden table and chairs are positioned on a grassy area, surrounded by landscaped gardens with colorful flowers. Nearby trees and plants add to the serene environment.
Cottage in Hartland
4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

MeredithRating, 5 stars4 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 favorite
Home in Woodstock
5 out of 5 average rating, 133 reviews

Beautiful Woodstock Home-Perfect for entertaining

EmmaRating, 5 stars4 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 favorite
A historic white house with a metal roof is surrounded by vibrant autumn foliage. A landscaped area with pumpkins and colorful flowers is visible in the foreground, while the expansive green lawn leads to tree-lined boundaries in the background.
Apartment in Hartland
4.97 out of 5 average rating, 123 reviews

Hearth House Farm

MargaretRating, 5 stars1 month 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.
Guest favorite
A wooden dock extends into the calm waters of Lake Fairlee, bordered by lush greenery. A sailboat drifts gently in the distance, surrounded by tree-lined shores. Soft light reflects off the water's surface, creating a tranquil atmosphere.
Townhouse in Fairlee
4.99 out of 5 average rating, 252 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 favorite
A dining area features a wooden table surrounded by four light-colored chairs, placed on a patterned rug. A stone fireplace adds a rustic touch to the space, which is illuminated by natural light from large windows and contains a casual living area in the background.
Apartment 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.
Superhost
A wooden dock extends over a calm lake, reflecting soft colors of the sunset. A bench is positioned at the end of the dock, surrounded by trees lining the shore. The tranquil water invites opportunities for relaxation and leisure.
Home in Lempster
4.92 out of 5 average rating, 154 reviews

Beautiful waterfront lake house, four season home

TessRating, 5 stars1 month ago
We had a great time at David's place. There was plenty of space with a nice open concept with a great view of the lake. We went in the winter so we couldn't get down to the lake but it was beautiful to see. We would definitely recommend David's place.

Destinations to explore