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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 259 Vacation Homes in New Fairfield with updated reviews, rates, and availability.

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Smart TV, fireplace

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Outdoor spa tub

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

10.0 out of 10, Exceptional, (105)
"My friends and I were in town for a wedding."
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Outdoor dining

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (28)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Fridge, microwave, dishwasher, toaster

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres
Modern, Magical Woodsy Escape 1 Hour From NYC
Fridge, microwave, oven, stovetop

Modern, Magical Woodsy Escape 1 Hour From NYC

10.0 out of 10, Exceptional, (24)
"great place beautiful setting. The house looks nicer than what is actually in the listing. Comfortable place, very clean, had everything we needed. "
Modern, Magical Woodsy Escape 1 Hour From NYC
Over Sized Colonial on Private Road.
Exterior

Over Sized Colonial on Private Road.

9.6 out of 10, Exceptional, (39)
"We were a family of 4 adults and 2 toddlers staying over Thanksgiving. We really didn’t need all the space but we certainly enjoyed it. There’s a huge well stocked kitchen, kids’ play areas on both the main floor and basement, and the property is massive and gorgeous. Great stay!"
Over Sized Colonial on Private Road.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Outdoor dining

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.6 out of 10, Exceptional, (11)
"My family and I stayed here for a few days while skiing at Thunder Ridge. Would definitely come back in the spring or summer to enjoy kayaking on the pond and hiking along local trails. Highly recommend this cottage. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cottage at Sunny Day- Lakeside, views, kayak, dock
Miscellaneous

Cottage at Sunny Day- Lakeside, views, kayak, dock

9.8 out of 10, Exceptional, (36)
"Great place magnificent views. It’s a very peaceful place"
Cottage at Sunny Day- Lakeside, views, kayak, dock
Waterfront Family Retreat on Candlewood Lake
Outdoor dining

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (43)
"The Hosts were extremely nice and helpful in the entire process. They answered questions and helped me understand the offering so I could book with confidence, The home is spacious and welcoming in design. Generous spaces throughout including a very nice kitchen and a basement gameroom that was very enjoyable. The outside seating areas were outstanding including a wonderful lakefront area to sit and enjoy the views. Book with confidence for a great experience. Dan and Kit "
Waterfront Family Retreat on Candlewood Lake
Litchfield County Four Season Country Paradise
Outdoor pool, a heated pool

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Overall rating 5/5. I would recommend this home to other families and would stay again. "
Litchfield County Four Season Country Paradise
Fire Pit + On-Site Pond: Hudson Valley Home!
Interior

Fire Pit + On-Site Pond: Hudson Valley Home!

9.2 out of 10, Wonderful, (13)
"We had a great time at the cabin. It was well appointed and very clean. Beautiful kitchen and bathrooms. And, the grounds were lovely. "
Fire Pit + On-Site Pond: Hudson Valley Home!
Have a quiet weekend retreat at my recently renovated riverside bungalow
Outdoor dining

Have a quiet weekend retreat at my recently renovated riverside bungalow

Have a quiet weekend retreat at my recently renovated riverside bungalow
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!
Smart TV

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"We had a wonderful vacation with our grandchildren and family. The children lived in the water if not kayaking or water boards they were fishing!! Rainy days puzzles were our entertainment the summer house provided everything one wanted or needed. It was a very delightful vacation"
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
Fridge, microwave, oven, stovetop

Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

10.0 out of 10, Exceptional, (39)
"Excellent stay in s as wonderful house. "
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
The Art House: 5-Acre, Private Getaway with Fireplace
Interior

The Art House: 5-Acre, Private Getaway with Fireplace

9.8 out of 10, Exceptional, (13)
"Great weekend "
The Art House: 5-Acre, Private Getaway with Fireplace
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Outdoor dining

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (41)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Hilltop House
Fridge, microwave, oven, stovetop

Hilltop House

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay so much. This house is great - location is great - house is clean and spacious and a great floor plan!"
Hilltop House
YOIN: Whispers of Tranquility, a Zen Retreat
Interior

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (77)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Smart TV, fireplace, table tennis, stereo

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.6 out of 10, Exceptional, (24)
"Just fantastic. Cant wait to stay again"
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
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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Other property types in New Fairfield

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Beach nearby, beach towels

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (90)
"Well appointed cabin was perfect for a quick weekend up to visit friends. Would love to come back in warm weather to take advantage of the proximity to the beautiful lake. Thanks!"
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Outdoor dining

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (21)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!
On the beach, sun loungers

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (84)
"We had an amazing time. The house was beautiful and clean and communication between us and the hosts was wonderful. We would love to stay there again!"
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!
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.