
Holiday rentals with outdoor seating in New Fairfield
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in New Fairfield
Guests agree: these rentals with outdoor seating 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.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

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

Cozy Scenic New England country retreat w/ hiking
Cozy and private studio in attached guest house on 3 bucolic acres w/pond. Two free kayaks parked by the lake town beach (only 3 miles away). Self check-in with private entrance. Enjoy scenic views of pond and farms from deck & patio with your own grill & fire pit. Mosey along our scenic road to nature preserve. 3 miles to quaint town with restaurants & coffee. Close to Appalachian Trail & other great hiking. Pets welcome. Inquire about min stay requirements.

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.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.
Popular amenities for outdoor seating rentals in New Fairfield
House rentals with outdoor seating

The Farmhouse

Hillside Views in Hudson Valley
Spectacular Lake Views from Every Room & Garden

Slate Cabin - Stylish Country Escape x Rhinebeck

Connecticut Chalet: Winter Nights by the Fire

Your Perfectly Wonderful Woodbury Sanctuary!

Litchfield County Farmhouse with a Modern Twist

The ARLO - Walk to Brewery & Restaurants
Apartment rentals with outdoor seating

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

2BR Flat above Historic Cider Mill

Dog Friendly Uptown Apt Near Stockade + Backyard

The Hideaway

Retreat in New Haven by Stephanie and Damian

Hudson River Peaceful Getaway, Explore from here

Private space, with yard

Cozy Apartment with Water View of Brook
Apartment rentals with outdoor seating

Meadow View

Hike Minnewaska + Walk to Rail Trail, Food, Drink

1856 Trading House w/ walk to water

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

Norwalk Loft with Private Patio

Cozy, charming retreat in Wallingford.

1856 Trading House close to water

Private room in condo
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £185 | £174 | £185 | £210 | £243 | £315 | £343 | £317 | £259 | £269 | £270 | £227 |
| 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 holiday rentals with outdoor seating in New Fairfield

Total holiday rentals
Explore 60 holiday rentals in New Fairfield

Nightly prices starting at
New Fairfield holiday rentals start at £37 per night before taxes and fees

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

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
60 of New Fairfield holiday rentals include wifi 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 firepit New Fairfield
- Rentals with a fireplace New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with a patio New Fairfield
- Rentals with beach access New Fairfield
- Waterfront rentals New Fairfield
- House rentals New Fairfield
- Rentals with a washing machine and dryer New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with a kayak New Fairfield
- Rentals with lake access New Fairfield
- Rentals with outdoor seating Connecticut
- Rentals with outdoor seating United States
- Yale University
- Bronx Zoo
- Yankee Stadium
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- New York Botanical Garden
- Mount Peter Ski Area
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Powder Ridge Mountain Park & Resort
- Taconic State Park
- Mount Southington Ski Area
- Yale University Art Gallery
- Sherwood Island State Park
- Sleeping Giant State Park
- Ski Sundown
- Opus 40
- Compo Beach




