New Fairfield holiday homes

We found 219 holiday rentals — enter your dates for availability
Discover a selection of 25 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:11 Dec - 18 Dec

Steam shower
Gorgeous sunsets every night
Private kitchen
Movie room with 85" 4k screen and surround sound Sonos System
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
NZ$14,771
for 7 nights, 1 home
NZ$2,110 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Private kitchen
Outdoor dining
Family room by night with garage doors retracted.
Cozy library.
Exceptional
(122 reviews)

Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct

Danbury

7% off
NZ$6,503
for 7 nights, 1 home
NZ$929 per night
includes taxes & fees
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Exterior
Interior
Property grounds
Property grounds
Exceptional
(34 reviews)

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury

8% off
NZ$13,809
for 7 nights, 1 home
NZ$1,973 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
View from property
Flat yard,
double fridge for extea space
main floor, king bed with bathroom, fireplace, slider opens to deck and hot tub.
Exceptional
(86 reviews)

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield

8% off
NZ$20,513
for 7 nights, 1 home
NZ$2,930 per night
includes taxes & fees
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Living area
Outdoor dining
Interior
Room
Exceptional
(21 reviews)

Beautiful lake view home on Whaley Lake in Holmes, NY.

Holmes

8% off
NZ$8,372
for 7 nights, 1 home
NZ$1,196 per night
includes taxes & fees
Beautiful lake view home on Whaley Lake in Holmes, NY.
Interior
Property grounds
Interior
Property grounds
Exceptional
(36 reviews)

Direct Lakefront Home on Lake Lillinonah with Elevator Access.

Brookfield

8% off
NZ$8,765
for 7 nights, 1 home
NZ$1,252 per night
includes taxes & fees
Direct Lakefront Home on Lake Lillinonah with Elevator Access.
Interior
Property grounds
Property grounds
Private kitchen
Exceptional
(7 reviews)

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holmes

8% off
NZ$4,948
for 7 nights, 1 home
NZ$707 per night
includes taxes & fees
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Interior
Family room
Exterior
Primary BR
Exceptional
(21 reviews)

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Carmel

12% off
NZ$7,869
for 7 nights, 1 home
NZ$1,124 per night
includes taxes & fees
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Dinning and sitting room - get ready for the sunsets.
Christmas vibes!!
Exterior
Interior
Wonderful
(12 reviews)

Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!

Sherman

12% off
NZ$4,766
for 7 nights, 1 home
NZ$681 per night
includes taxes & fees
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Living area
Property grounds
Private kitchen
Living area
Exceptional
(8 reviews)

Spacious Lakeside Hideaway

Newtown

8% off
NZ$2,690
for 7 nights, 1 apartment
NZ$384 per night
includes taxes & fees
Spacious Lakeside Hideaway
Property grounds
Exterior detail
Pool
Property grounds
Exceptional
(38 reviews)

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

New Fairfield

8% off
NZ$4,274
for 7 nights, 1 apartment
NZ$611 per night
includes taxes & fees
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Thunder Ridge Ski Resort (5.7 mi / 9.1 km)
  • Putnam County Golf Course (15.2 mi / 24.4 km)
  • Quassy Amusement Park (17.9 mi / 28.7 km)
  • Hopkins Vineyard (17.9 mi / 28.7 km)
  • The Christmas Shop (18.5 mi / 29.8 km)
  • Richter Park Golf Course (4 mi / 6.4 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)
  • Whaley Lake (11.2 mi / 18 km)
  • Steep Rock Preserve (13.6 mi / 21.8 km)
  • Lake Mahopac (14.5 mi / 23.3 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

Where are the best areas for renting a beach house in New Fairfield?
For renting a beach house in New Fairfield, the area surrounding Candlewood Lake is a prime choice. This picturesque lake offers a variety of waterfront properties that provide stunning views and direct access to sandy shorelines. Many of these rentals come equipped with outdoor decks or patios, superb for al fresco dining, as well as amenities such as private docks for boating and fishing.The neighbourhoods along the eastern and northern shores of the lake are particularly desirable, offering a mix of charming cottages and spacious family homes. Properties often include features like fully equipped kitchens, barbecue grills, and sometimes even fire pits for evening gatherings.Nearby, the town centre of New Fairfield provides local shops and eateries, ensuring that guests have easy access to necessities and dining options. Additionally, the lake area is well-suited for outdoor activities such as swimming, kayaking, and hiking, making it an ideal destination for families or groups looking to enjoy a relaxing beachside holiday.
Where are the best New Fairfield ski resort rentals?
For ski resort rentals near New Fairfield, the closest skiing options are found at nearby areas such as the Mohawk Mountain Ski Area and Candlewood Lake. In the vicinity of Mohawk Mountain, which is about a 30-minute drive from New Fairfield, you can find a range of holiday rentals in towns like Cornwall and Kent. These properties often include cosy cabins or chalets, featuring amenities like wood-burning stoves, spacious living areas, and outdoor decks great for enjoying the winter scenery.In Cornwall, many rentals offer easy access to both the mountain and local hiking trails, providing opportunities for year-round outdoor activities. You can expect properties to have fully equipped kitchens, allowing for convenient self-catering, as well as comfortable bedrooms to unwind after a day on the slopes.Additionally, the Candlewood Lake area, located a bit further from New Fairfield, offers lakeside homes that are ideal for those looking for a tranquil retreat. These properties commonly come with amenities such as private docks, fire pits, and large patios, making them great for families or groups looking to enjoy both winter sports and the beauty of the lake.
What is the most popular type of holiday rental accomodation in New Fairfield?
In New Fairfield, holiday houses are the predominant choice for holiday rentals, with around 72 available across the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and ample outdoor spaces, making them ideal for families or larger groups. Additionally, there are about 20 cabins scattered throughout the picturesque surroundings, providing a rustic charm and often including amenities such as fireplaces and decks for enjoying the natural beauty. Several cottages and apartments also contribute to the rental scene, offering a cozier alternative for couples or solo travellers.
Are there any family house rentals in New Fairfield?
In New Fairfield, Connecticut, there are around 20 family-friendly house rentals available, making it a great destination for those travelling with children. The area features spacious homes, many of which come equipped with full kitchens for preparing family meals and comfortable living areas for relaxation. Outdoor spaces often include gardens or patios where kids can play safely.Nearby, families can enjoy the beauty of Candlewood Lake, offering opportunities for swimming, fishing, and boating, while parks such as Squantz Pond State Park provide hiking trails and picnic areas for outdoor fun.
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, making it an appealing choice for those looking to relax and enjoy their surroundings. This charming town, situated by Candlewood Lake, offers a serene atmosphere ideal for family gatherings or friendly getaways. Many of the properties come equipped with inviting outdoor spaces, including private pools and hot tubs, superb for unwinding after a day of exploring the area.Travellers can expect a variety of amenities in these rentals, such as fully equipped kitchens for preparing meals, spacious living areas for socialising, and often beautiful views of the lake or surrounding woodlands. Additionally, some homes may provide outdoor seating areas, barbecue facilities, and access to nearby recreational activities like boating and hiking.
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 amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups.The area is known for its beautiful natural surroundings, including Candlewood Lake, where visitors can enjoy outdoor activities like hiking, fishing, and boating. This picturesque setting allows for leisurely walks with pets, and several nearby parks offer additional space for dogs to roam and play.
Are there any remote work holiday rentals in New Fairfield?
In New Fairfield, Connecticut, there are several remote work holiday rentals available, with around 104 options to choose from. This picturesque town offers a serene environment, ideal for those looking to balance work and relaxation. Many properties are equipped with essential amenities for remote work, including free Wi-Fi, dedicated desk spaces, and computer monitors available for booking.Travellers can expect comfortable living arrangements, often featuring spacious interiors and fully equipped kitchens. Outdoor areas may include patios or gardens, providing an inviting space to unwind after a day of work. Furthermore, the scenic beauty of Candlewood Lake and nearby parks offers ample opportunities for outdoor activities, making it an appealing destination for remote workers seeking a peaceful retreat. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in New Fairfield?
In New Fairfield, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, and outdoor decks or patios where they can relax and enjoy the surrounding scenery. Many rentals also feature coffee and tea makers for a quick morning brew, as well as onsite parking for convenience.
When is the best time to visit New Fairfield for a holiday rental?
The peak season for holiday rentals in New Fairfield runs from May to July, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts eager to relish the beautiful scenery and activities that this charming Connecticut town has to offer. With warm temperatures averaging around 20 to 30 degrees Celsius, it's an ideal time for enjoying the area's lakes, parks, and trails.During these summer months, visitors can indulge in various outdoor pursuits, including hiking, boating, and picnicking by Candlewood Lake. The lively option is complemented by local events, making it a fantastic time to connect with fellow travellers and enjoy the community spirit.For those seeking a more budget-friendly experience, November presents an excellent opportunity to visit New Fairfield. While the tourist crowds have thinned, the crisp air and stunning autumn foliage create a picturesque setting superb for leisurely walks and scenic drives. Enjoy the tranquillity of the off-peak season while still experiencing the beauty of the area.Ultimately, the best time to book a holiday rental in New Fairfield will depend on your preferences—whether you wish to immerse yourself in the energetic summer vibe or savour the serene beauty of the quieter fall months.
What are the top attractions in New Fairfield?
In New Fairfield, visitors can enjoy a variety of attractions that highlight the town's natural beauty and community spirit. The Candlewood Lake area is a major draw, offering opportunities for boating, fishing, and swimming, with several parks and beaches lining the shoreline. Holiday rentals near the lake often provide stunning water views and easy access to recreational activities.The town also boasts the picturesque Danbury Town Park, where families can enjoy picnicking, walking trails, and playgrounds. For those seeking outdoor adventure, the nearby Squantz Pond State Park features hiking trails and scenic vistas, superb for nature enthusiasts.Additionally, local events and festivals throughout the year in the town centre provide a glimpse into the community's vibrant culture, with farmers' markets and seasonal celebrations enhancing the visitor experience.
Are all fees included in the New Fairfield holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any New Fairfield holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for New Fairfield holiday homes?
You can find great discounts on holiday homes in New Fairfield on Bookabach, 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.
Can I change or cancel my New Fairfield holiday home booking on Bookabach?
To find New Fairfield holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in New Fairfield?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a New Fairfield holiday home?
Book your New Fairfield holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in New Fairfield?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in New Fairfield to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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