New Fairfield Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for New Fairfield holiday rentals

Exterior detail

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

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (36 reviews)
"Stunning property!!"
United States
Samantha
The price is HK$2,153
HK$3,769 total
includes taxes & fees
20 May - 21 May
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (9 reviews)
"Great spot "
United States
Mike P.
The price is HK$3,524
HK$6,022 total
includes taxes & fees
2 Jun - 3 Jun
Awesome Lake Home with tons of fun!
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$627
HK$1,046 total
includes taxes & fees
18 May - 19 May
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is HK$627
HK$1,046 total
includes taxes & fees
18 May - 19 May
Glamping, family fun, pet friendly
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (27 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$760
HK$1,030 total
includes taxes & fees
25 May - 26 May
Cozy One Bedroom Apartment Centrally Located in Southbury
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$861
HK$1,595 total
includes taxes & fees
18 May - 19 May
Hoppy Hill Farm House
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (2 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is HK$1,175
HK$2,419 total
includes taxes & fees
20 May - 21 May
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Iron/ironing board, free WiFi, bed sheets

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$830
HK$1,111 total
includes taxes & fees
19 May - 20 May
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,057
HK$2,130 total
includes taxes & fees
18 May - 19 May
Charming 1-bedroom apartment in Carmel with WiFi, AC
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is HK$1,407
HK$3,907 total
includes taxes & fees
18 May - 19 May
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,586
HK$3,085 total
includes taxes & fees
21 May - 22 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,099
HK$1,744 total
includes taxes & fees
18 May - 19 May
The Perch in the Purchase -- Cozy, unique, and private
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is HK$966
HK$2,103 total
includes taxes & fees
22 May - 23 May
Private Apartment in Southbury 101
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (11 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is HK$1,191
HK$2,021 total
includes taxes & fees
31 May - 1 Jun
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$1,112
HK$2,271 total
includes taxes & fees
30 May - 31 May
Private Apartment in Southbury 103
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,298
HK$1,657 total
includes taxes & fees
18 May - 19 May
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Interior

Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is HK$684
HK$1,716 total
includes taxes & fees
20 May - 21 May
Private Apartment in Southbury 102
Iron/ironing board, WiFi, bed sheets

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is HK$1,142
HK$1,594 total
includes taxes & fees
18 May - 19 May
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
The price is HK$944
HK$2,039 total
includes taxes & fees
20 May - 21 May
Private Apartment in Southbury 104
Living area

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean, comfortable place to stay. Beautiful, convenient setting. Will look to come back again some day for sure. "
United States
Kenneth M.
The price is HK$1,214
HK$2,444 total
includes taxes & fees
18 May - 19 May
The Hideaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top New Fairfield Hotel Reviews

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

6/10 Okay
"Location is nice, very quiet area. The hotel is clean but terribly outdated."
Matthew 2-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Bethel/Danbury

Find out more about New Fairfield

Search for holiday rentals in New Fairfield on Expedia! You can easily find your home rentals, villas, holiday apartments in New Fairfield using one of the methods below:

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  • Enter your travel dates to view the best deals on holiday rentals in New Fairfield while they last

Look no further and take a look at our great range of rental properties in New Fairfield!

Frequently asked questions

Can I find a holiday rental in New Fairfield?

Yes, there are holiday rentals close to the most popular sights in New Fairfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that New Fairfield has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This highly rated holiday home rental in New Fairfield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other homes for rent in New Fairfield include Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger and Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more! .

How many holiday rentals are there in New Fairfield?

Choose from 28 Expedia holiday rentals in New Fairfield for a memorable holiday.

What can I see and do in New Fairfield?

Explore the area and family-friendly sights such as Quassy Amusement Park, or get out into nature at a spot like Candlewood Lake. In the wider area, you’ll find Squantz Pond State Park and Bear Mountain Reservation.

What are holiday rentals like in New Fairfield?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in New Fairfield. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.