
Vacation rentals with outdoor seating in Litchfield
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Litchfield
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

Cozy Cabin, Fireplace, Ski Nearby
Escape to Deer Ridge Cabin, a serene & cozy retreat designed to help you unwind. Relax by the warm glow of the fireplace or venture out to enjoy nearby skiing & tubing at Mohawk Mt. and Mt. Southington. Explore scenic hiking trails, indulge in local wineries, or visit Litchfield just 10 minutes away for fantastic dining & boutique shopping. Located only 2 hours from NYC, this peaceful cabin offers the perfect winter escape to nature while keeping you close to it all. Your perfect getaway awaits!

Guest Favorite: Pristine 2BR Downtown Torrington
Pristine, beautifully renovated whole 1st-floor apartment. Excellent location and condition for short or long-term stays, especially for traveling professionals. Skiing nearby ✅Mohawk Mountain 25 mins ✅Ski Sundown 25 mins ✅Mount Southington 35 Mins Walking distance to: ✅Nutmeg Ballet ✅Warner Theatre ✅Downtown Torrington, and local dining. ✅Geppetto's Ristorante, Sasso's Pizza. ✅Electric fireplace, on premises laundry, and health-focused Aquasana whole-house water filter and Hepa air purifier

Country living at it's finest
Cozy country home. Quiet and serene; a great place for a get away in Litchfield County Connecticut. An ideal location ,Torrington is about 2 1/2 hours from Boston and NYC and convenient to the Berkshires. Within driving distance to various outdoor activities and attractions including hiking trails, breweries, distillery, wineries, skiing, golf antique shopping, restaurants and variety of entertainment . The hosts are accessible for directions, assistance, or a fun history lesson of the area.

Quiet cottage w/chickens, gardens near Litchfield
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 summer fun!

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

Modern/Private Five ★ /Hotel quality stay/1 BR Apt
Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Cozy Getaway | Pet Friendly | Litchfield Cty
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Apartment on Main St.
Hidden gem. Large combined living room/bedroom apt with separate kitchen and balcony. Private entrance. This is 1 unit in a 3 family house. 10 to 15 minutes walking distance to downtown shops, restaurants, Warner Theatre and Nutmeg Ballet. Shared huge garden, with Koi pond and pergola. Parking in the driveway for 1 car (possibly more, message for details). WiFi and Smart TV with some local channels (no cable). 45 minutes to Bradley Airport, 2 hours to NYC, 20 minutes to ski slopes.

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!

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.

Lakeside Private Guest Suite
Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own lounging/dining area. Guests have their own separate entrance & parking space(s). Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing & just 10 minutes to Washington Depot. We've recently made some updates in response to guests' feedback!

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.
Popular amenities for Litchfield outdoor seating rentals
House rentals with outdoor seating

Beautiful Lakefront Retreat with Private Dock

Home in historic Litchfield village

Heart of Litchfield Apartment - Steps From Town

Secluded modern forest cabin with private brook

State Forest Getaway

Charming Home in Litchfield County on a MAIN ROAD!

Kent village home 2 hrs from NYC

Connecticut Chalet: Winter Nights by the Fire
Apartment rentals with outdoor seating

Private Berkshire Barn Apartment

*The Ridge House*

Everything you need! Full Apartment!

Retreat in New Haven by Stephanie and Damian

Modern Copake Falls Getaway - 8 Mins to Catamount

Hideaway with Spectacular Berkshire Views

Comfort & Warmth Included: Your Escape, Reimagined

Pond View Retreat I in Central CT
Other vacation rentals with outdoor seating

Escape to a Restored New England Antique Milk Barn

Foxfire Hill: A Bit of Luxury in the Countryside

Hoppy Hill Farm House

Farm House

Loft in the Pines

My Friend's Place

The Red Cabin-Secluded Getaway with backyard Brook

Vibrant, secluded dome home in Litchfield County!
When is the best time to visit Litchfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $377 CAD | $372 CAD | $377 CAD | $377 CAD | $412 CAD | $445 CAD | $446 CAD | $446 CAD | $446 CAD | $403 CAD | $412 CAD | $405 CAD |
| Avg. temp | -4 °C | -2 °C | 2 °C | 9 °C | 14 °C | 19 °C | 22 °C | 21 °C | 17 °C | 10 °C | 5 °C | -1 °C |
Quick stats about vacation rentals with outdoor seating in Litchfield

Total vacation rentals
Explore 70 vacation rentals in Litchfield

Nightly prices starting at
Litchfield vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 4,330 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
70 of Litchfield vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Yale University
- Fairfield Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Rowayton Community Beach
- Walnut Public Beach
- Catamount Mountain Ski Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
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- Silver Sands Beach
- Hudson Highlands State Park
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- Jennings Beach
- Wildemere Beach
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