Vacation rentals with a patio in Kent

Find and book unique accommodations with an outdoor patio on Airbnb

Top-rated accommodations with an outdoor patio in Kent

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Dome in Cornwall

4.94 out of 5 average rating, 129 reviews

Vibrant, secluded dome home in Litchfield County!

Positive vibes, tranquility and refuge await! Reconnect with nature at this unforgettable escape on 3+ acres. Allowing an open flow of light, atmosphere, and energy, dome homes can offer a spiritual experience, and this property offers all that times two. Consider these naturally efficient domes your break from it all 10 minutes or less to; Skiing (Mohawk Mt.) Lake Waramaug Appalachian Trail Housatonic River Ct Wine Trail Kent Falls Antiques, art galleries, farmers markets, brewery, & more

Nov. 27 – Dec. 4

$530 CAD per night

Guest favourite

Apartment in Amenia

5.0 out of 5 average rating, 26 reviews

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Right in small town of Amenia. Front porch with seats/table. Walking distance to food, shops, drive-in movie theatre, and rail trail. Rail trail is 1/4 mile from house, paved and maintained and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Town of Millerton (8 miles north). Train to NYC is 2.5m south. Tons to do in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Oct. 22 – 29

$116 CAD per night

Guest favourite

Home in Kent

4.94 out of 5 average rating, 52 reviews

Cheerful 2-bedroom house porch and fireplace

Your family will be close to everything when you stay at this centrally-located place, 1 mile from Kent, CT. The house is cozy with a stone fireplace, wonderful screened in porch with skylights, two bedrooms, spacious living room with desk, full bath, back porch with fire-pit, grill and table and laundry in the basement. It's perfect for four but our dining room can convert to a spare bedroom as the door shuts and the table folds down. The kitchen is well stocked and we've cooked many meals!

Sep. 5 – 12

$298 CAD per night

Guest favourite

Guesthouse in New Milford

5.0 out of 5 average rating, 43 reviews

Luxury in the Litchfield Hills

Enjoy this gut-renovated two-floor post-and-beam luxury cottage just outside Kent, CT. Just 9 minutes from downtown Kent and close to the best of Litchfield County, our cottage sits on a serene 3.5 acre property that backs up to protected woodlands. We painstakingly brought the rustic space into the present, with a new kitchenette; bathroom with a massive, spa-like shower; new HVAC; and hotel-like accommodations. Close to Kent School, Canterbury, and great for a romantic getaway.

Jan. 17 – 24

$325 CAD per night

Guest favourite

Home in Cornwall

5.0 out of 5 average rating, 22 reviews

The Farmhouse

Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Oct. 18 – 25

$304 CAD per night

Guest favourite

Apartment in Middletown

4.98 out of 5 average rating, 149 reviews

Apartment Near Wesleyan, Downtown, Wedding Venues!

Welcome! We are sure you will enjoy your stay in this centrally located first-floor apartment, which sleeps 5-6 guests! You'll feel at home in this cozy 2-bedroom unit, stocked with everything you would need during your stay. Walking distance away from Main Street and Wesleyan, you'll be able to explore all Middletown and the surrounding area has to offer. Two porches, a fenced-in backyard, and a firepit are all available for your use! Pets are welcome! Any questions? Message us!

Sep. 11 – 18

$218 CAD per night

Guest favourite

Cabin in Pine Plains

4.98 out of 5 average rating, 176 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Dec. 25 – Jan. 1

$1,256 CAD per night

Guest favourite

Home in Kent

4.98 out of 5 average rating, 47 reviews

Cheerful 3 bedroom Kent getaway

Kick back and relax in this calm, stylish space. The Cape is close to everything the town of Kent has to offer. Walking distance to local restaurants, shops and Kent School. A comfortable and enjoyable space that has 3 bedrooms, 1 1/2 baths, and a private, relaxing backyard. Great Wifi, well stocked kitchen, Central Air and Washer/dryer. It is a short drive to private schools and some great hiking trails, and a 15 minute drive to the Harlem Valley train station.

Apr. 6 – 13

$444 CAD per night

Guest favourite

Home in Kent

5.0 out of 5 average rating, 13 reviews

Charming Home in Kent

Welcome to our Kent home! Our sunny yellow house is tucked up away from the street on a tree-filled knoll. It's the perfect home base from which to explore Kent's galleries, shops and restaurants. 15 minutes from skiing at Mohawk Mountain in the winter, or 15 minutes from Lake Waramaug for summertime paddleboarding and swimming. The best of Litchfield County's hiking, fishing, antiquing, shopping, restaurants, and culture are all within a 30 minute drive.

Sep. 12 – 19

$339 CAD per night

Guest favourite

Guesthouse in Sharon

5.0 out of 5 average rating, 65 reviews

Cottage with a Waterfall View

Fall asleep to the sound of a waterfall and babbling brook outside your bedroom window in this historic former flax mill known as St. John's Mill. The cottage is newly renovated and features a well equipped kitchen, sofa where you can put up your feet and gaze out the living room window at the dam and waterfall, and a private grill and terrace overlooking Guinea Creek. Located along a scenic route convenient to Kent, Millerton, Salisbury & Amenia.

Aug. 21 – 28

$183 CAD per night

Guest favourite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Mar. 30 – Apr. 6

$146 CAD per night

Guest favourite

Guesthouse in Mahopac

4.96 out of 5 average rating, 113 reviews

Sunny Lakeview Guesthouse

Art and light filled spacious studio with panoramic views overlooking lake Mahopac. Walkable to swimming/paddleboarding; skating/ice fishing. Many fine restaurants or casual takeout options, and boasting an excellent coffee shop. Train ride from Grand Central to Croton Falls, then a 12 minute drive or shuttle ride. Close to Fahenstock Park, Cold Springs, Beacon, Ridgefield,or walk up the hill to the trails of Volz park

Dec. 30 – Jan. 6

$188 CAD per night