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

Hoppy Hill Farm House
Enjoy the simple country life in this historic farmhouse. Watch the sun rise over the breathtaking mountain views from the front porch while sipping a cup of coffee/tea. For the more adventurous, there are lots of Appalachian Trail hiking opportunities, and nature preserves to enjoy. Plenty of quaint towns near-by: Kent, Millbrook, Amenia, Wassaic for great food, coffee shops, antiques, parks, breweries and vineries. Inside, you will feel right at home in this comfortable one bedroom apartment.

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Quintessential CT Town |Cozy Cottage |Pet Friendly
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.

The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

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.

Beautiful Lakefront Retreat with Private Dock
Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Lakeview Estate - Chef's Kitchen - NYC Getaway
Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

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 New Fairfield outdoor seating rentals
House rentals with outdoor seating

Tranquil Tree-House on the beautiful Hudson River

The Getaway: Beautiful Waterfront - New Milford CT

The Farmhouse

Hillside Views in Hudson Valley

Slate Cabin - Stylish Country Escape x Rhinebeck

Eclectic one-bedroom house

Bedford Paradise Getaway | Hot Tub | Town Center

Secluded modern forest cabin with private brook
Apartment rentals with outdoor seating

The Boathouse, private downtown Harborside suite

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Stylish Private Studio 1 block from Main St Beacon

Foxglove Farm

Everything you need! Full Apartment!

The Hideaway

Hudson River Peaceful Getaway, Explore from here

Private space, with yard
Condo rentals with outdoor seating

James Colt townhouse - whole apartment

Meadow View

Spacious Condo • Quick Drive to Everything

Hike Minnewaska + Walk to Rail Trail, Food, Drink

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Ski on/ Ski off Country Condo Hunter Mountain

1856 Trading House close to water

Perfect Catskills hiking getaway with fireplace
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ918 | ﺩ.ﺇ863 | ﺩ.ﺇ918 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,205 | ﺩ.ﺇ1,561 | ﺩ.ﺇ1,700 | ﺩ.ﺇ1,572 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,333 | ﺩ.ﺇ1,340 | ﺩ.ﺇ1,127 |
| 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 New Fairfield

Total vacation rentals
Explore 60 vacation rentals in New Fairfield

Nightly prices starting at
New Fairfield vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
60 of New Fairfield vacation rentals include wi-fi access

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

4.9 Average rating
New Fairfield stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio New Fairfield
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- Rentals with a fireplace New Fairfield
- House rentals New Fairfield
- Rentals with lake access New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with a fire pit New Fairfield
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- Rentals with outdoor seating Connecticut
- Rentals with outdoor seating United States
- Yale University
- Yankee Stadium
- Bronx Zoo
- Fairfield Beach
- Thunder Ridge Ski Area
- New York Botanical Garden
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Sunken Meadow State Park
- Mount Peter Ski Area
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Mount Southington Ski Area
- Sherwood Island State Park
- Taconic State Park
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Opus 40
- Compo Beach
- Ski Sundown




