
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.

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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.

Candlewood Isle Cabin ~ Dog Friendly~ Lake ~ Dock
Lake, beach, basketball, tennis, docks, pickle-ball, fishing & 2 playgrounds all within a 5 minute walk. Located on Candlewood Isle, welcome to our centrally-located dog-friendly 2,185 sq ft lake home. 3 bedrooms sleeping 6, central a/c and updated. Watch the sunset over the lake & bbq on the grill. Kitchen is well stocked with a spacious table for entertaining. Enjoy 2 separate work spaces, kids loft area with foosball table & lake access. A dock and/ or golf cart can be arranged for a fee.

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.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your FALL LEAF-PEEPING sojourn at the Huckleberry Quarters, a beautifully renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy this FALL, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Hilltop Retreat- Lakefront with Dock
Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

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..

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.

Gentle Gatherer’s Nature Hideaway w/Lake access
Unwind in style in our freshly renovated lakeside sanctuary. Revel in airy rooms, a cozy fireplace, and an open kitchen ideal for gathering. Grill up delights in the private backyard oasis. Indulge in community perks like the boat ramp, tennis courts, and exclusive beach access. Bring your furry friend along for the ultimate getaway! With hiking trails nearby, immerse yourself in nature's serenity. Escape the ordinary and book your slice of paradise now!

The Little Lake Cabin— hot tub, fire pit, & kayaks
Named one of the best Airbnbs in CT by Business Insider, The Little Lake Cabin is the perfect place to soak in the magic of nature by relaxing, hiking, and enjoying the lake. The cabin is a place to slow down and reconnect. Spend your days on the lake, exploring nearby towns, wineries & antique shops & your nights in the hot tub, by the fire pit roasting s'mores and gazing up at the stars.

Slice of Paradise in the Country
Our "Slice of Paradise in the Country" is the perfect place to relax, unwind, and get away from it all. Whether you're visiting family or friends in the area, looking forward to some hiking/skiing/dining out/shopping, or seeking a beautiful setting to concentrate on finishing up some work, our home has absolutely everything you'll need for a comfortable and memorable stay.
Popular amenities for New Fairfield vacation rentals
Other great vacation rentals in New Fairfield

Charming waterfront oasis on Candlewood Lake

Cozy Candlewood Isle Cottage

Sticks and Stones Farm - the Summit Cabin

Lilly's Lake Cottage

Top Side

"The Parsonage" 1 or 2 Bdrm Suite with full bath

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

House on Candlewood Lake
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.ﺇ940 | ﺩ.ﺇ918 | ﺩ.ﺇ995 | ﺩ.ﺇ1,083 | ﺩ.ﺇ1,469 | ﺩ.ﺇ1,572 | ﺩ.ﺇ1,653 | ﺩ.ﺇ1,660 | ﺩ.ﺇ1,227 | ﺩ.ﺇ1,124 | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,021 |
| 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
Do house rentals in New Fairfield have air conditioning?
Absolutely! We offer over 70 house rentals with air conditioning in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in New Fairfield have wifi?
Absolutely! We offer over 70 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 70 house rentals with free parking 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 70 house rentals with a kitchen in New Fairfield. Enjoy a tailored experience with all the comforts you desire.
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 30 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in New Fairfield?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with a kitchen, over 70 homes with air conditioning, over 70 homes with free parking, over 70 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in New Fairfield

Total vacation rentals
Explore 90 vacation rentals in New Fairfield

Nightly prices starting at
New Fairfield vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 2,770 verified reviews to help you choose

Family-friendly vacation rentals
80 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
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 lake access New Fairfield
- Rentals with a washer and dryer New Fairfield
- Pet-friendly rentals New Fairfield
- Rentals with a fire pit New Fairfield
- Rentals with beach access New Fairfield
- Rentals with a patio New Fairfield
- Rentals with a fireplace New Fairfield
- House rentals New Fairfield
- Rentals with outdoor seating New Fairfield
- Family-friendly rentals New Fairfield
- Waterfront rentals New Fairfield
- Rentals with a kayak New Fairfield
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