
Vacation rentals in New Fairfield
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Top-rated vacation rentals in New Fairfield
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

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 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.

Candlewood Cabin - with Private Waterfront
Candlewood Cabin is a cozy retreat located right on the water. Enjoy stunning views of Squantz Pond from the private deck, or take a quick walk down to the waterside lot for some fishing, swimming, or boating. Inside, the cabin has a modern kitchen with all the necessary amenities. The living room features a gorgeous view of Squantz Pond. With natural beauty all around, this cabin is ideal for couples or families looking to get away from it all and enjoy a serene lakeside holiday.

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.

Little Lake Cabin with Hot Tub, Kayaks & Fire Pit
Named one of the best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy wooded retreat minutes from Candlewood Lake with a year round hot tub, fire pit, and kayaks to take out on the lake. Perfect for couples getaways and relaxing weekends, the cabin is close to hiking, boating, wineries, antique shops, skiing, and charming New England towns. End your days soaking in the hot tub and relaxing by the fire under the stars.

Twin Lakes Designer A-frame Stone Cottage
*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Cozy 1 BR Apt, Kitchen, Central Danbury
‣ Fully Furnished 1 Bedroom Apartment with kitchenette. (cooktop but no oven) ‣ Central Location ‣ Walking distance to Starbuck, C-town, Ridgewood Country Club ‣ Close to the highway (some guests say you can hear cars passing by on the highway) ‣ 2 minutes from Interstate 84 ‣ 15 minutes to Danbury Fair Mall ‣ .5 miles or a 5 to 10 mins walk to food shopping ‣ High-speed Internet ‣ Onsite Coin operated Laundry ‣ Smart TV (no cable)
Popular amenities for New Fairfield vacation rentals
Stay near New Fairfield's top sights
Other great vacation rentals in New Fairfield

Private Hilltop Cabin at Houndcliffe

North Cliff House - Private Dock & Sauna

Longview Lakehouse - 5 min walk to private beach

The Dahlia Villa within Westerhall Gardens

Direct Lake Access - Priv Dock, Kayaks, EV Charger

The cabin by the Lake! Come enjoy Candlewood Lake

Squantz Pond Cottage Oasis

Arkadia House Mid-century retreat with pool & view
When is the best time to visit New Fairfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €241 | €217 | €249 | €256 | €347 | €371 | €422 | €371 | €303 | €312 | €334 | €273 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in New Fairfield?
New Fairfield has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in New Fairfield?
Experience the best of New Fairfield with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in New Fairfield?
Four-legged friends are welcome in New Fairfield. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in New Fairfield?
Yes! Work meets play with ease at over 50 vacation rentals in New Fairfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in New Fairfield have air conditioning?
Absolutely! We offer over 80 house rentals with air conditioning in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Fairfield have a kitchen?
Absolutely! We offer over 80 house rentals with a kitchen in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Fairfield have wifi?
Absolutely! We offer over 80 house rentals with wifi in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Fairfield have free parking?
Absolutely! We offer over 80 house rentals with free parking in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in New Fairfield

Total vacation rentals
Explore 100 vacation rentals in New Fairfield

Nightly prices starting at
New Fairfield vacation rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 3,030 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 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 fireplace New Fairfield
- Rentals with lake access New Fairfield
- Rentals with beach access New Fairfield
- Rentals with a washer and dryer New Fairfield
- Rentals with a patio New Fairfield
- Waterfront rentals New Fairfield
- Rentals with a fire pit New Fairfield
- Family-friendly rentals New Fairfield
- House rentals New Fairfield
- Rentals with a kayak New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with outdoor seating New Fairfield
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