New Fairfield Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for New Fairfield vacation 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, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is ￥43,882
￥76,155 total
includes taxes & fees
May 13 - May 14
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, (8 reviews)
"Great spot "
United States
Mike P.
The price is ￥64,626
￥113,175 total
includes taxes & fees
May 5 - May 6
Awesome Lake Home with tons of fun!
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 ￥25,132
￥35,833 total
includes taxes & fees
May 13 - May 14
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, (26 reviews)
"Excellent host."
United States
David
The price is ￥15,957
￥21,542 total
includes taxes & fees
May 4 - May 5
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

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 ￥14,202
￥19,524 total
includes taxes & fees
May 5 - May 6
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
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 ￥26,588
￥77,058 total
includes taxes & fees
May 4 - May 5
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 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 ￥17,553
￥32,674 total
includes taxes & fees
May 6 - May 7
Hoppy Hill Farm House
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 ￥19,388
￥42,203 total
includes taxes & fees
May 1 - May 2
Private Apartment in Southbury 101
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 ￥22,340
￥45,916 total
includes taxes & fees
May 20 - May 21
Private Apartment in Southbury 103
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 ￥17,315
￥39,271 total
includes taxes & fees
May 4 - May 5
Private Apartment in Southbury 102
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 ￥36,072
￥68,282 total
includes taxes & fees
May 12 - May 13
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
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 ￥21,542
￥43,925 total
includes taxes & fees
May 1 - May 2
Charming 1-bedroom apartment in Carmel with WiFi, AC
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 ￥24,271
￥41,177 total
includes taxes & fees
May 13 - May 14
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Fridge, microwave, oven, stovetop

"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 ￥39,102
￥100,639 total
includes taxes & fees
May 11 - May 12
"Country outside the city " 3 bedrooms 2 full bathrooms
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 ￥22,509
￥36,026 total
includes taxes & fees
May 11 - May 12
The Perch in the Purchase -- Cozy, unique, and private
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, (11 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is ￥31,116
￥39,773 total
includes taxes & fees
May 6 - May 7
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Room

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 ￥22,798
￥32,005 total
includes taxes & fees
May 5 - May 6
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Cottage (3 Bedrooms) | Interior

Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
New Preston
The price is ￥46,914
￥97,163 total
includes taxes & fees
May 6 - May 7
Dainty New Preston Cottage w/ Dock & Lake Views!
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 104

Private Apartment in Southbury 104
Southbury
The price is ￥22,021
￥45,550 total
includes taxes & fees
May 25 - May 26
Private Apartment in Southbury 104
Living area

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is ￥24,733
￥49,632 total
includes taxes & fees
May 1 - May 2
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

Rocky River Inn

Rocky River Inn

10/10 Excellent
"Great place for a couple of nights."
James 2-night trip
Posted 2 hours ago
Rocky River Inn

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

Frequently asked questions

Can I find a vacation rental in New Fairfield?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in New Fairfield, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in New Fairfield?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this New Fairfield vacation home rental. It offers a fireplace, a patio, and a barbecue grill 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 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 Lake Oasis with Firepit, Game room and Kayaks and Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!.

How many vacation rentals are there in New Fairfield?

Choose from 29 Expedia vacation rentals in New Fairfield for a memorable vacation.

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 larger area, you’ll find Squantz Pond State Park and Bear Mountain Reservation.

What are vacation rentals like in New Fairfield?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in New Fairfield. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.