Farmstay holiday rentals in Fairfield County

Find and book unique farmstay rentals on Airbnb

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Popular amenities for farm stay rentals in Fairfield County

Family-friendly farm stay rentals

Superhost
Private room in New Milford
5 out of 5 average rating, 11 reviews

Litchfield County Ensuite Getaway

EllenRating, 5 stars22 months ago
This AirBnB is a charming old farmhouse that has been updated with modern conveniences without sacrificing its original character. It is surrounded by lush greenery, along a scenic road. We stayed in the upstairs loft, which is much more spacious than the photo depicts. The king bed was super comfortable and the linens very upscale. The double-sink bathroom was also beautifully refurbished and updated. Wendy, the owner, was there and is a very interesting person and totally accommodating - seemed always concerned for our comfort. We used her downstairs kitchen primarily for morning coffee, and tea, and she joined us on the marvelous outside porch to watch and listen to the birds, bunnies, owls, and more. At night, the loud chirping of crickets and bullfrogs is intoxicating. A great stay.
Guest favourite
Cottage in New Fairfield
4.94 out of 5 average rating, 266 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

BrianRating, 5 stars9 months ago
Sweet Dotties Cottage was better than expected. It was right on the water and even had a dock for our boat. It was very clean and exactly as described. The screened in porch was great at night. I highly recommend and will be visiting this property again.
Superhost
Private room in Newtown
4.83 out of 5 average rating, 180 reviews

Sticks and Stones Farm - the River Houseboat

EkaterinaRating, 5 stars6 months ago
The room is located in a beautiful place, surrounded by woods and a tiny pond. Note that there are two windows that only have a net, so if the weather is on the colder side you will need to bring your sleeping bags. Also, they have a Forest school running on the premises, if you are looking for a quiet gate away - this might not be a perfect fit for you.
Farm stay in Greenwich
4.55 out of 5 average rating, 102 reviews

The Cottage of Laura Ingall's Envy

DirkRating, 5 stars5 months ago
What a pleasure. Jessica has a really special place and it was a perfect location for us. Very private and cozy, we could come and go all we wanted and didn't feel limited. The horses were a great addition and we got to know them. I would definitely stay here again and feel we made a friend.
Guest favourite
Cottage in Redding
4.96 out of 5 average rating, 23 reviews

Guesthouse & private pool, historic 24-acre estate

IanRating, 5 stars7 months ago
This place really is a gem. The bedroom and bathroom and spacious and have everything you need. The kitchen is small and can be challenging to work in, but the outdoor grill and dining space make up for that. We spent most of our time outside by the private pool relaxing. James and Margie were great hosts. They greeted us upon arrival and were so friendly and warm. They even brought fresh-bakes cookies. We had a great time!
Home in Trumbull
4.81 out of 5 average rating, 43 reviews

The Cottage at Chester Hill Farm!

SashaRating, 5 stars31 months ago
Listing was exactly as advertised: a charming, cozy cottage in Trumbull, had all the necessities, lots of shops and stores within driving distance. Loys of room, perfect for large families. Stephanie was very welcoming and super responsive. Would love to stay again next time we visit CT!
Guest favourite
Private room in Newtown
4.98 out of 5 average rating, 98 reviews

Sticks and Stones Farm - the Summit Cabin

MichaelRating, 5 stars6 months ago
Chip made our stay here an absolute blast. Not only did he meet with us to go over everything at the campground but even offered extra items to ensure our stay was as comfortable as possible. Chip even offered to go out and pick up anything we needed on his grocery run! the place was just as expected, beautiful surroundings and so many cool things to explore. the hot water outdoor showers were 10/10. id highly recommend this to anyone looking into one of there properties We will book again!!
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 35 reviews

Historic wooded 3BD 1 hour from NYC

PatrickRating, 5 stars1 week ago
Our time here was wonderful - the house is comfy, cute and very relaxing. The beds are great and the shower is as well. We made a fire in the living room and was just so warm and inviting after exploring the beautiful property. I would most certainly recommend this home for a relaxing getaway.

Farm stay rentals with a patio

Guest favourite
Private room in Easton
5 out of 5 average rating, 18 reviews

Green room - tranquil, spacious room in cozy home

AlvitaRating, 5 stars1 month ago
Lovely, lovely! Nice contemporary house, designed by Elizabeth. Cozy bedroom, beautiful bathroom. Elizabeth was most gracious and friendly, and little Luca is a bonus. You won’t regret this one.
Top guest favourite
Home in New Fairfield
5 out of 5 average rating, 39 reviews

Lake Front Family Oasis

MelanieRating, 5 stars1 week ago
Even though it rained during most of our stay, this lake house was the perfect place to unwind. The home was incredibly comfortable, spotless, and had a beautiful view of the lake that we enjoyed even from indoors. My friends and I had an amazing time just relaxing, playing games, and enjoying each other’s company. It was cozy, peaceful, and exactly what we needed. Highly recommend for anyone looking to recharge! I’d love to come back on sunnier days to fully enjoy the outdoor space too.
Top guest favourite
Chalet in Redding
5 out of 5 average rating, 18 reviews

Enjoy our Connecticut Carriage House

MeriRating, 5 stars4 months ago
A beautiful home, perfect for our family early Christmas get together. Meredith went above and beyond to decorate the home, Christmas tree and all, to make us feel at home. Amazing kitchen - enjoyed by the cooks in the family.
Top guest favourite
Home in Poughquag
5 out of 5 average rating, 11 reviews

3 Bedroom Estate on Magical Hudson Valley Vineyard

LesRating, 5 stars4 months ago
This was a magical experience for our family. We immediately felt so comfortable in this beautiful top of the line home. No expense was spared when this home was built. We spent Thanksgiving here and were able to replicate all of our traditions. The kitchen made you want to prepare a feast, which we did. The amenities were abundant. The entire house was more than we could have imagined. Each bedroom had its own full bathrooms which were spotless and well appointed. The decor of the entire home had us in awe. The antiques and artifacts as well as the design in every square foot of the house was done so tastefully and obviously done with such love for the home. And the grounds! Stunning. Well maintained and so picturesque. From the wild horses to the babbling stream, the peaceful and serene environment was everything we were looking for. There is so much more that I can say about this home and host but have no space left. Thank you Kristin and hope you will have us back!
Guest favourite
Farm stay in Brewster
5 out of 5 average rating, 8 reviews

127 Acres of Relaxing Beauty

ThomasRating, 5 stars3 months ago
Great stay for a large group. Exceeded expectations. Wonderfully cozy. Extremely well-stocked (kitchen, first aid, cleaning supplies, games, books, all things). Fun to cook & eat as a group. Beautiful greenery and plantings. Lovely grounds to explore. Would stay again.
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 38 reviews

Private farm cottage +hiking

SandyRating, 5 stars1 month ago
We spent six great weeks at Fabien and Christy's cottage while relocating to the area. We loved everything about our time there including the very comfortable bed and furniture and the well stocked kitchen. We were there during a very cold stretch and the house stayed warm and cozy. The wood burning stove was a fun treat on cold snowy days. Fabien and Christy were wonderful hosts making sure we had everything we needed and helped with information about the area. We spent a lot of time exploring the beautiful property with our dog. It's a very peaceful spot and still only a short drive to many towns with lots of great restaurants and shopping. I would definitely recommend Fabien and Christy's cottage to anyone looking for a short or long stay in the area.
Home in Washington
4.88 out of 5 average rating, 8 reviews

Luxury countryside Farm House < 2 hrs. from NYC

FredRating, 5 stars26 months ago
We stayed at the property for a weekend trip. It was great for a quiet relaxing trip with wide open spaces at the property and surrounding area but still close enough to get places. It’s about 20 minutes from downtown Litchfield and about 5 minutes from downtown Washington. The backyard is huge and great if you have dogs. The scenery from the house and along the neighborhood was beautiful. Also was only a 5-10 minute drive to a couple of nature preserves for hiking. The fireplace in the house is functional and was great during the cold winter nights. Marc was also very responsive to any questions we had. There were a few furniture pieces that could use an update but overall, if you’re looking for a quiet and peaceful trip located in one of the most beautiful parts of Connecticut we would definitely recommend.
Superhost
Barn in Bethlehem
4.78 out of 5 average rating, 69 reviews

The silo at Sun One Organic Farm

AshRating, 5 stars1 day ago
We had such a lovely time in the silo. The bed was super comfy, the view beautiful, and the lodging so unique. Super close to some nice hiking spots. Robert had some really great recommendations! We were joined by many lucky ladybugs. This might not be the place for you if you have a fear of spiders but we appreciated the company and just being in nature with all the amenities of home.

Farmstay rentals with a washing machine and dryer

Home in Bethlehem
4.86 out of 5 average rating, 35 reviews

Long Meadow Manor- Heated Pool, near Apple Picking

ColleenRating, 5 stars6 months ago
Fantastic stay! The house was absolutely beautiful, plenty of space and very kid friendly. Scott & Jennifer were excellent hosts, replied quickly and were extremely friendly and helpful. They went above and beyond to make sure our family had a wonderful weekend.
Top guest favourite
Cabin in Redding
4.99 out of 5 average rating, 92 reviews

The Zen Cabin

CourtneyRating, 5 stars1 month ago
We recently had the pleasure of staying at Stephen & Rudy's zen Cabin, it was an absolutely wonderful experience from start to finish. From the moment we arrived to see the breathtaking waterfall outside through our entire stay, all details were thoughtfully looked after. The house was immaculate, spacious, and beautifully decorated, providing a perfect blend of comfort and luxury. We particularly appreciated the attention to detail throughout the home, such as the high-quality kitchen and the cozy fireplace. While the home was perfectly on point, it was the communication with Stephen himself that went above and beyond. We actually live one town over and were having work done at our house, therefore in need of a home away from home for several nights. Stephen was extremely responsive and even checked in to see how our house-work was going. We will definitely be back (for a staycation)!!
Home in Bedford
5 out of 5 average rating, 3 reviews

Lily Pond Farmhouse-Connecticut/Westchester Border

KristinaRating, 5 stars29 months ago
Hazel’s home is a charming, old New England house located on a pretty property with a lovely pond view. As we were there for Thanksgiving, we didn’t have a chance to spend any time in the fabulous outdoor grill/dining/relaxation space that others have mentioned. I’ll bet it’s wonderful in the summer when all the shrubs and flowers are in bloom. The bathrooms and kitchen are new and have everything that one could wish for. Beautiful bay picture window in the living room overlooking the lawn and pond. The beds are very comfortable. Hazel responded promptly to any communication. Our only difficulty was finding the house in the dark. We were tired after a long drive and she walked us through that. She could not have been more concerned about our comfort.
Guest house in Easton
4.86 out of 5 average rating, 14 reviews

SPACIOUS GUEST QUARTERS at 5 Acre Country State

BillieRating, 5 stars38 months ago
Fannie is super nice and super responsive! If we needed anything or if any issues arose during our brief stay, she was quick to respond and was very accommodating. The place is very big and spacious. There are two electric fireplaces and one wood-burning. We spent our two nights cozied up to the wood-burning fireplace downstairs and it was wonderful! Fannie was on her way out but took the time to bring us a screen for the fireplace when we asked if she had one. It was my birthday weekend and Fannie left me a nice note as well as bottle of wine. Such a thoughtful and welcoming gesture. We also loved the spa bathtub upstairs (so nice and relaxing) as well as the rope swing in the back yard -- made us feel like kids again! If you want to get away from it all and just chill out, I'd highly recommend staying here!
Guest favourite
Farm stay in New Milford
4.95 out of 5 average rating, 20 reviews

Mabels Hollow Farm in Litchfield County

ChrisRating, 5 stars3 months ago
Coziest place imaginable. Tons of places to congregate, walk, eat and sleep. Wendy is always responsive and a joy to communicate with. We will keep coming back as long as they will have us
Home in Dover Plains
4.8 out of 5 average rating, 20 reviews

Beautiful Horse Farm

DanielRating, 5 stars8 months ago
The house and property was absolutely incredible, from the stunning views to the comfortable house. We truly enjoyed our time, and would definitely come back again.
Home in Brewster
4.63 out of 5 average rating, 116 reviews

The Shades of Grey Lake house

JulianneRating, 5 stars6 days ago
This was our second week long stay at Chee-Chee’s place. He is a great host and the house is spacious and comfortable. Views of Putnam Lake are beautiful and our dogs enjoyed the yard! Thank you!
Guest favourite
Guest house in Pound Ridge
4.93 out of 5 average rating, 73 reviews

A Lovely Cottage in the Woods

AdamRating, 5 stars4 weeks ago
A unique and beautiful cottage. Close to some great hiking at Ward Pound Ridge Reservation, and Mianus River Gorge Preserve.

Destinations to explore