New Fairfield holiday lettings

We found 210 holiday rentals — enter your dates for availability

Discover a selection of 29 homes and other holiday rentals in New Fairfield that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - New Fairfield

Showing deals for:26 Dec - 2 Jan

Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes

Seasonal Heated Pool
10 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)

100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes

Roxbury, CT

26% off
Price is £7,775
for 7 nights, 1 home
£1,111 per night
includes taxes & fees
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes

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Find out more about New Fairfield

Find out more about New Fairfield

Find the perfect holiday rental for your New Fairfield getaway

Learn about the unique charm of New Fairfield with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around New Fairfield

Do you want to discover attractions to see during your stay? Venture out of your holiday home and check out everything that makes New Fairfield a fun place to get away to. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Richter Park Golf Course (4 mi / 6.4 km)
  • Thunder Ridge Ski Resort (5.7 mi / 9.1 km)
  • Centennial Golf Club (9 mi / 14.4 km)
  • Putnam County Golf Course (15.2 mi / 24.4 km)
  • Beekman Golf Course (17.4 mi / 28 km)
  • Quassy Amusement Park (17.9 mi / 28.7 km)

Exploring the natural features in New Fairfield

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, New Fairfield is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Candlewood Lake (2.7 mi / 4.3 km)
  • Tarrywile Park and Mansion (6.2 mi / 10 km)
  • Lake Lillinonah (7.6 mi / 12.2 km)
  • Lake Zoar (9.3 mi / 15 km)
  • Lake Dutchess (10.3 mi / 16.5 km)
  • Whaley Lake (11.2 mi / 18 km)

Transport to and around New Fairfield

The nearest airport is in Danbury, CT (DXR-Danbury Municipal), located 6.5 mi (10.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 18 mi (28.9 km) away.

Frequently asked questions

What is the best area to stay in New Fairfield when booking a holiday rental?
When considering a holiday rental in New Fairfield, Connecticut, a fantastic area to stay is near Candlewood Lake. This picturesque region offers a serene atmosphere, great for those looking to unwind by the water. The lake is not only a beautiful sight but also provides a range of recreational activities, including boating, fishing, and swimming. There is a good selection of properties available in this area, suiting various preferences and budgets.

Another delightful neighbourhood to consider is the vicinity of the town centre, which has a charming small-town feel. Here, you can enjoy local shops, cafes, and restaurants, making it convenient for dining and leisure. The nearby New Fairfield Historical Society offers insights into the town's rich history, and the surrounding parks, like the Ball Pond Park, are great for outdoor enthusiasts looking to hike or picnic.
How much does it cost to rent a holiday home in New Fairfield?
Prices for holiday rentals in New Fairfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in New Fairfield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for New Fairfield holiday house rentals?
You can find great discounts on house rentals in New Fairfield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in New Fairfield?
For renting a beach house in New Fairfield, Connecticut, the area surrounding Candlewood Lake is highly desirable. This picturesque lake offers a variety of waterfront properties, ranging from charming cottages to spacious family homes, many of which come equipped with private docks, outdoor seating areas, and expansive decks for enjoying the serene views. The amenities often include fully equipped kitchens, barbecue grills, and sometimes even hot tubs, making them ideal for both relaxation and entertaining.

Additionally, the neighbourhood of Danbury, located just a short drive away, provides further options. Here, you can find properties that offer a blend of proximity to the lake and easy access to local attractions such as shopping and dining. Many rentals in this area feature modern conveniences such as Wi-Fi, air conditioning, and large outdoor spaces, great for gathering with family and friends.
Where are the best New Fairfield ski resort rentals?
For skiing near New Fairfield, Connecticut, the closest ski areas are located in the nearby towns of Danbury and New Milford. Travellers looking for convenient ski resort rentals should consider staying in these areas, where they can find various accommodation options. In Danbury, there are several modern apartment complexes and townhouses that cater to families and groups, featuring amenities such as fully equipped kitchens, open-plan living spaces, and community facilities like heated pools and fitness centres.

In New Milford, visitors can find charming cabins and cottages that offer a more rustic experience. Many of these properties come with features like fireplaces, outdoor decks, and proximity to local ski areas. The surrounding landscapes provide opportunities for both winter sports and relaxation, with options for hiking and exploring the scenic beauty of the region.
What is the most popular type of holiday rental accomodation in New Fairfield?
In New Fairfield, holiday houses are the most popular type of accommodation, with around 22 available throughout the area. These properties typically offer multiple bedrooms, spacious living areas, and fully equipped kitchens, making them suitable for families or larger groups seeking a cozy feel. Additionally, there are several cabins and cottages, which provide a charming and rustic experience, often set in scenic locations that allow guests to connect with nature. Some of these rentals may also feature outdoor spaces such as decks or patios, superb for enjoying the tranquil surroundings.
Are there any family house rentals in New Fairfield?
In New Fairfield, Connecticut, there are plenty of family-friendly house rentals—approximately 24 available throughout the area. This charming town offers a peaceful environment, ideal for families looking to enjoy quality time together. Many of these homes feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can play safely.

Visitors will appreciate the proximity to Candlewood Lake, a popular spot for swimming, boating, and fishing during the warmer months. Additionally, the nearby town centre features local shops and restaurants, providing delightful options for dining out or picking up supplies.
Can I rent a holiday home with a pool or hot tub in New Fairfield?
In New Fairfield, there are several holiday homes available for rent that feature pools and hot tubs. This charming town, located near Candlewood Lake, offers a serene environment superb for relaxation. Many of the holiday rentals come equipped with private pools, hot tubs, and spacious outdoor areas ideal for family gatherings or socialising with friends. Inside, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or home theatres, making for a delightful stay.
Can I find long-stay holiday rentals in New Fairfield?
A long-stay holiday rental in New Fairfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in New Fairfield?
In New Fairfield, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with desirable amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them suitable for families or groups looking to enjoy a comfortable stay.
Are there any remote work holiday rentals in New Fairfield?
In New Fairfield, Connecticut, there are plenty of remote work holiday rentals available, with around 28 options to choose from. This lovely town, set against the backdrop of Candlewood Lake, offers a peaceful environment ideal for working remotely. Many properties feature dedicated office spaces equipped with desks, chairs, and high-speed Wi-Fi, ensuring a comfortable and productive work setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any New Fairfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in New Fairfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in New Fairfield?
In New Fairfield, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature patios, providing a lovely outdoor space for relaxation or dining al fresco. Additionally, amenities such as microwaves and ovens are commonly found in these holiday rentals, suiting the needs of travellers who appreciate the convenience of home-style cooking.
How early should I book a New Fairfield holiday rental?
Book your New Fairfield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my New Fairfield home rental booking on Vrbo?
To find New Fairfield holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the New Fairfield holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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