Farmstay holiday rentals in Fairfield County

Find and book unique farmstay rentals on Airbnb

Top-rated farm stay rentals in Fairfield County

Guests agree: these farm stay rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Redding

4.89 out of 5 average rating, 104 reviews

Artist Retreat in Beautiful Country Setting

Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchen, a dedicated workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

13–20 Oct

₹15,467 per night

Guest favourite

Guest suite in Bethlehem

4.99 out of 5 average rating, 201 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

14–21 Jul

₹15,642 per night

Guest favourite

Guest house in Pound Ridge

4.95 out of 5 average rating, 66 reviews

A Lovely Cottage in the Woods

*Please note: there is some construction on the other side of the property. See below. Welcome to our cottage located just 1 hour north of NYC. It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft.

4–11 May

₹20,954 per night

Guest favourite

Home in Pound Ridge

5.0 out of 5 average rating, 18 reviews

Private farm cottage +hiking

Private home with large stone patio with access to over 4,000 acres of trails in Ward Pound Ridge. Owner lives on the property and is happy to introduce you to the horses Lincoln, Domino, and Forceti. The house has its own driveway and sits on two acres and is quiet and private. We have a great internet connection, with two working spaces set up in the house (1 in the bedroom and another in the kitchen) for remote work. Enjoy the scenery and tranquility of northern Westchester.

20–27 Sep

₹17,301 per night

Guest favourite

Home in Pound Ridge

5.0 out of 5 average rating, 126 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Enter a freshly updated and thoughtfully furnished peaceful home surrounded by 14 acres of ancient trees, stone walls, and open meadows, in the town of Pound Ridge, NY. This natural light-filled guesthouse features all the elements needed to relax and unwind. In the summer months, guests have access to a heated saltwater pool, bask in the sun under a majestic maple tree, and enjoy the outdoor fire pit while stargazing at night.

18–25 Sep

₹57,725 per night

Guest favourite

Flat in Milford

4.89 out of 5 average rating, 237 reviews

The Farmhouse Estate Apartment

Perfect for families & groups! This 3 bed & 1 bath unit is located on the 1st floor of a turn-of-the-century Farmhouse outfitted with modern amenities. The unit has been specifically designed for Airbnb use and has a boutique hotel feel. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), central air, private deck & beautiful views of a 1 acre yard with adjacent apple orchard.

5–12 Dec

₹18,710 per night

Guest favourite

Farm stay in Redding

5.0 out of 5 average rating, 35 reviews

Charming Historic Cottage in the Redwoods

Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.

25 Jan – 1 Feb

₹31,037 per night

Guest favourite

Cottage in New Fairfield

4.93 out of 5 average rating, 259 reviews

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

Charming waterfront 4 Bedroom / 2 BA house on Candlewood lake with private dock and toys. Lake living at its best out your back door. Great yard and updated house for hosting family & friends. Turn Key vacation ~75 minutes / 60 miles from NYC. Screened in Porch, Backyard Patio w/ firepit, Grill and more. Well stocked house with full kitchen, TONS of movies & entertainment, and more.

3–10 Jan

₹35,618 per night

Guest favourite

Barn in Bethel

4.98 out of 5 average rating, 202 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

3–10 Sep

₹15,623 per night

Guest favourite

Guest house in Newtown

5.0 out of 5 average rating, 44 reviews

Farm Cottage

Quaint farmer's cottage located on local farm. Gorgeous mountain views, plenty of room to relax, across the road from U.P. state forest and lake Lilinoah. Enjoy your time away listening to chickens, turkeys and geese sing the songs of their people, watch local wildlife that's hidden away from the main roads but still conveniently near shopping, restaurants and activities!

22–29 Oct

₹17,194 per night

Guest favourite

Home in Southbury

5.0 out of 5 average rating, 57 reviews

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working (in progress) farm bordered by 155 acres of protected land trust with marked hiking trails. Southford Falls and Kettletown State Park are within minutes for fishing, picnicking, and hiking. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village.

9–16 Jun

₹13,410 per night

Guest favourite

Cottage in North Salem

4.98 out of 5 average rating, 330 reviews

Keeler Cottage

Lovely small two bedroom cottage with 3 cast iron fire places. Main sitting room has high ceilings, decorated with antique furniture. One of the bedrooms has French doors that lead out to a sweet stone patio. Perfect for guests that love a rustic stay. Located on one of North Salem's most idyllic lanes. Walking distance to a 1000 acre Park and Conservation Land.

13–20 Oct

₹23,388 per night