New Fairfield holiday rentals

We found 215 holiday rentals — enter your dates for availability
Discover a selection of 23 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:20 Nov - 27 Nov

Movie room with 85" 4k screen and surround sound Sonos System
Gorgeous sunsets every night
18' x 36' heated pool.
Private kitchen
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
AU$14,183
for 7 nights, 1 home
AU$2,026 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Family room by night with garage doors retracted.
Outdoor dining
Well stocked eat-in kitchen with stainless appliances.
Cozy library.
Exceptional
(120 reviews)

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

Danbury

8% off
AU$7,084
for 7 nights, 1 home
AU$1,012 per night
includes taxes & fees
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Room
Outdoor dining
Living area
Property grounds
Exceptional
(21 reviews)

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

Holmes

8% off
AU$6,814
for 7 nights, 1 home
AU$973 per night
includes taxes & fees
Beautiful lake view home on Whaley Lake in Holmes, NY.
Private kitchen
Interior
Property grounds
Exterior
Exceptional
(31 reviews)

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

Danbury

8% off
AU$10,932
for 7 nights, 1 home
AU$1,562 per night
includes taxes & fees
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
main floor, king bed with bathroom, fireplace, slider opens to deck and hot tub.
Flat yard,
Living area
View from property
Exceptional
(85 reviews)

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

New Fairfield

8% off
AU$20,699
for 7 nights, 1 home
AU$2,957 per night
includes taxes & fees
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Property grounds
Property grounds
Dining
Private kitchen
Exceptional
(7 reviews)

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

Holmes

8% off
AU$3,977
for 7 nights, 1 home
AU$568 per night
includes taxes & fees
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley
Interior
Family room
Chef’s Kitchen
Primary BR
Exceptional
(21 reviews)

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

Carmel

12% off
AU$6,632
for 7 nights, 1 home
AU$947 per night
includes taxes & fees
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Enjoy the view of the lake from the kitchen/ living room.
Autumn at the cottage, leaves from our favorite tree a Red Maple.
The pool and the lounge area available from May- September.
Spiral staircase leading to the mezzanine where the bedroom is located.
Exceptional
(16 reviews)

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

Brewster

25% off
AU$2,371
for 7 nights, 1 room
AU$339 per night
includes taxes & fees
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Dining
Christmas vibes!!
Exterior
Interior
Wonderful
(10 reviews)

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

Sherman

12% off
AU$3,946
for 7 nights, 1 home
AU$564 per night
includes taxes & fees
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
Private kitchen
Property grounds
Living area
Living area
Exceptional
(7 reviews)

Spacious Lakeside Hideaway

Newtown

8% off
AU$2,250
for 7 nights, 1 apartment
AU$321 per night
includes taxes & fees
Spacious Lakeside Hideaway

  • 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)
  • 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)
  • Hopkins Vineyard (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)
  • 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

What is the most popular type of holiday home accommodation in New Fairfield?
The most popular types of holiday homes in New Fairfield are houses. Want something different? Stayz offers a variety of options to match our guests' requirements, so you'll see holiday properties in all sizes, and for all budgets. The perfect fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in New Fairfield?
Length of stay, season and property type are some factors that can influence the price of a holiday home. Simply add your dates of travel to find your ideal match. From quaint country cottages to sprawling luxury villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in New Fairfield?
When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Enter your New Fairfield travel dates to see all your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use our filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in New Fairfield?
Pack a squeezy toy and a bone for the pooch in your life because New Fairfield has 30 stays that welcome pets with open arms. Let your four-legged pal join in on the family trip at one of our pet-friendly holiday homes on Stayz. Simply enter your dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in New Fairfield?
Dig out your swimwear and inflatable lounger, because there are four houses with a private pool in New Fairfield. Kick back at one of these superb holiday homes and you'll enjoy pool days every day. Simply enter your travel dates into Stayz, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in New Fairfield?
When it comes to home amenities that guests are on the lookout for in New Fairfield, a swimming pool, a nearby waterfront and a lake view are the most popular. With Stayz holiday homes, there are choices to fit your taste and style, whether you're taking a trip with friends, family or even pets.
Are there large group holiday homes in New Fairfield?
New Fairfield has six holiday homes that can accommodate 10 or more people. These properties come with the space and privacy you need to enjoy good times with loved ones.
Are there holiday homes in New Fairfield that welcome kids?
Gather your whole crew for a fun-packed adventure in New Fairfield at one of our 30 family-friendly holiday properties. These stays provide conveniences that are perfect for trips with the kids, such as full kitchens, extra bedrooms and entertainment areas. Just check the "Properties good for families" filter box and pick your favourite.
What are the top attractions for families in New Fairfield?
Keep the kids amused at these leading family-friendly attractions in New Fairfield:
  • Danbury Railway Museum
  • Candlewood Lake
  • Squantz Pond State Park
Are there one-bedroom holiday homes in New Fairfield?
You'll find two one-bedroom properties in New Fairfield to select from. A one-bedroom holiday home is a wonderful option if it's only you and your partner or if you're travelling alone. Throw in more privacy, convenience and space compared to a standard hotel, and you'll be sure to have a memorable trip.
Can I find two-bedroom holiday homes in New Fairfield?
Take off with your loved ones and relax in total privacy and comfort in one of the five two-bedroom holiday homes New Fairfield has to offer.
Are there holiday homes with WiFi in New Fairfield?
Take your pick of 15 holiday homes with WiFi in New Fairfield. If you want to disconnect from daily life during your escape, but still want to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in New Fairfield?
You can choose from 29 holiday homes with air conditioning in New Fairfield offering that gentle, cool breeze and extra level of comfort. Simply enter your chosen travel dates and then take advantage of our filters to help you locate properties with air conditioning.
How old do you have to be to rent a holiday home in New Fairfield?
The minimum required age is generally 16, 18 or 21. It can vary from property to property on Stayz, so look at the rules of your chosen New Fairfield holiday home before booking your trip.
How long can I rent a holiday home in New Fairfield for?
The length of time you can book a holiday home in New Fairfield differs according to the property. Simply enter your chosen dates to look at a list of options offering extended stays. With loads of creature comforts like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in New Fairfield.

More holiday ideas