
House holiday rentals in New Fairfield
Find and book unique houses on Airbnb
Top-rated house rentals in New Fairfield
Guests agree: these houses are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Awesome Lake Home with tons of fun!
Enjoy your time at this meticulous 4 bedroom 2.5 bath 2003 Colonial in park like setting with a 2 minute stroll to Candlewood lake and docks. A yard filled with fire pit, playground, trampoline, tree house, and 19 ft swim spa. Master bedroom-King Size bed, Guest Bedroom-Full size bed, Kids bedroom 1-Full size bed with twin bunk, Kids bedroom 2-Queen Size bed. If you are interested in bringing more guest during the summer months please check out our add on apartment. airbnb.com/h/addonapartment

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Renovated, one level home in an excellent location
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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!

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.

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!

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 & Spacious Retreat
Big and beautiful house fully renovated in 2020 sitting on half an acre of land in Mahopac. Open floor concept with high cathedral ceilings in living space. Kitchen fully stocked with everything you need to cook and bake. Oversized bedrooms and two bathrooms. Great for a weekend getaway (about 1hr drive from NYC). EV friendly - Tesla universal charger located at property to charger your Tesla or EV vehicle (integrated J1772 adapter) during your stay.
Popular amenities for house rentals in New Fairfield
House rentals with a pool

The Getaway-HOST & Co.

midcentury mod * POOL * walk out trail 2 mohonk

Entire Home (private pool), Event Friendly

Hilltop House/HOST &Co.

4Br Mountain Brook House on 130 acres w/ trails

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Luxury Prvt Estate w/Hot Tub+Gameroom nr Rhinebeck
Weekly house rentals

3.5 Acres of Relaxation, Pool, & Cozy Charm

North Cliff House - Private Dock & Sauna

Candlewood Knolls Cabin

Candlewood Lakefront - Dock, kayaks, Fire Pit

The cabin by the Lake! Come enjoy Candlewood Lake

Lakefront! Moonshine Cabin @ Candlewood Lake

Lake Candlewood Retreat

Arkadia House Mid-century retreat with pool & view
Private house rentals

Hilltop Hideaway- fire pit, hot tub, mountain view

The Art House: 5-Acre Getaway w/ Fireplace

Millstone Manor with East Mountain View

Elegant Hideaway: Cozy Cottage in Katonah, NY

Catskill Mountains Forest Nest for 2

Accord River House

Nature lover’s retreat in NWCT

Lake View Cottage
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £238 | £235 | £211 | £252 | £310 | £330 | £382 | £382 | £258 | £289 | £289 | £231 |
| 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 house rentals in New Fairfield

Total holiday rentals
Explore 80 holiday rentals in New Fairfield

Nightly prices starting at
New Fairfield holiday rentals start at £29 per night before taxes and fees

Verified guest reviews
Over 2,130 verified reviews to help you choose

Family-friendly holiday rentals
70 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
80 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Rentals with a patio New Fairfield
- Waterfront rentals New Fairfield
- Rentals with a fireplace New Fairfield
- Family-friendly rentals New Fairfield
- Rentals with beach access New Fairfield
- Rentals with a washing machine and dryer New Fairfield
- Rentals with lake access New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with outdoor seating New Fairfield
- Rentals with a firepit New Fairfield
- Rentals with a kayak New Fairfield
- House rentals Connecticut
- House rentals United States
- Yale University
- Yankee Stadium
- Thunder Ridge Ski Area
- Fairfield Beach
- Bronx Zoo
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Sunken Meadow State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Mount Peter Ski Area
- Kent Falls State Park
- Taconic State Park
- Mohawk Mountain Ski Area
- Yale University Art Gallery
- Bear Mountain State Park
- Powder Ridge Mountain Park & Resort
- Campgaw Mountain Ski Area
- Sleeping Giant State Park
- Compo Beach
- Mount Southington Ski Area
- Storm King Art Center
- Sherwood Island State Park
- Ski Sundown





