A multi-tiered waterfall surrounded by autumn foliage.

New Fairfield Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for New Fairfield holiday rentals

Cookware/dishes/utensils

1. Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (11 reviews)
"Nicole is a wonderful host. We had a fantastic stay at her house. The home was beautifully prepared, and we felt very comfortable throughout our visit. Even though it was a rainy weekend, we were still able to enjoy the huge hot tub and had a great time playing the card games and board games provided. Thank you!!"
United States
W Y.
The price is HK$3,177
HK$5,626 total
includes taxes & fees
24 Aug - 25 Aug
Awesome Lake Home with tons of fun!
1 bedroom, Internet, bed sheets

2. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is HK$784
HK$1,445 total
includes taxes & fees
24 Aug - 25 Aug
Welcome to Sweet Abby Rose!
Desk, WiFi, bed sheets

3. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is HK$1,114
HK$2,306 total
includes taxes & fees
9 Sept - 10 Sept
Private Apartment in Southbury 105
Private kitchen

4. Cozy private room in a shared home with a Full-size bed and private bathroom.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
The price is HK$533
HK$1,131 total
includes taxes & fees
2 Sept - 3 Sept
Cozy private room in a shared home with a Full-size bed and private bathroom.
Exterior

5. Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC

Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Newtown
10.0 out of 10, Exceptional, (1 review)
"What a beautiful, cozy and super well kept place. We absolutely enjoyed our stay and the place had everything we needed. My favorite part was sitting on the back deck watching the boats go by. So peaceful. The place is super close to a cute town which we didn’t have time to explore but we will be back!"
United States
Linsey B.
Sumak Kawsay - Life in harmony. Waterfront Hot Tub + NYC
Outdoor dining

6. 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, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,144
HK$1,835 total
includes taxes & fees
25 Aug - 26 Aug
The Perch in the Purchase -- Cozy, unique, and private
Property grounds

7. Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots

Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots
Danbury
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,612
HK$4,392 total
includes taxes & fees
28 Aug - 29 Aug
Brand New Lakeview Suite: Hot Tub, Pet friendly & 4 Parking Spots
Exterior

8. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 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$727
HK$993 total
includes taxes & fees
14 Sept - 15 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
TV, fireplace

9. 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, (19 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$2,196
HK$3,885 total
includes taxes & fees
8 Sept - 9 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Property grounds

10. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
The price is HK$863
HK$1,624 total
includes taxes & fees
7 Sept - 8 Sept
Hoppy Hill Farm House
Coffee/tea maker, fridge, microwave, oven

11. Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
10.0 out of 10, Exceptional, (1 review)
"Pro Unit very clean, check in was easy and host was responsive to issues 24/7.Unit is large with new appliances in full kitchen.It is located in a beautiful rural area of CT. I highly recommend it"
United States
Daniel R.
The price is HK$678
HK$1,727 total
includes taxes & fees
20 Aug - 21 Aug
Private Apartment in Southbury 104
Coffee/tea maker, fridge, microwave, oven

12. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,645
HK$4,665 total
includes taxes & fees
1 Sept - 2 Sept
"Country outside the city " 3 bedrooms 2 full bathrooms
Exterior

13. 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, (12 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is HK$824
HK$1,579 total
includes taxes & fees
20 Aug - 21 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Coffee/tea maker, fridge, microwave, oven

14. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (4 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$1,017
HK$2,179 total
includes taxes & fees
20 Aug - 21 Aug
Private Apartment in Southbury 103
Interior

15. 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$1,129
HK$1,564 total
includes taxes & fees
14 Sept - 15 Sept
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Property grounds

16. 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, (9 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$628
HK$1,048 total
includes taxes & fees
2 Sept - 3 Sept
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Interior

17. 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$1,094
HK$2,276 total
includes taxes & fees
2 Sept - 3 Sept
Private Apartment in Southbury 101
Smart TV, fireplace, books

18. 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, (23 reviews)
"Clean, quiet, well stocked studio with everything we needed for our weekend in Kent. Very convenient to town. Highly recommend!"
United States
Joy P.
The price is HK$1,300
HK$1,675 total
includes taxes & fees
23 Aug - 24 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"It's a wonderful property, just a bit dated."
Michael 1-night trip
Posted 12 hours ago
Ethan Allen Hotel

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:

  • View our selection of featured holiday rentals in New Fairfield
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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 Worth Every Step to Lake's Edge Direct Lakefront-Private Docks, Fire Pit, EV Chg and Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more! .

How many holiday rentals are there in New Fairfield?

Choose from 25 Expedia holiday rentals in New Fairfield for a memorable holiday.

What can I see and do in New Fairfield?

Candlewood Lake and Margerie Lake Reservoir are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Squantz Pond State Park and Elephant's Trunk Flea Market.

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.