Holiday Homes in New Fairfield

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Featured Holiday Homes in New Fairfield

Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (7)
"Absolutely loved our stay! The house was cozy, comfortable, and well-equipped. The host was responsive and made sure everything was just right. Highly recommend!!"
The price is AU$1,342
includes taxes & fees
30 Sept - 1 Oct
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (26)
"The house was just as pictured. Past reviews were helpful. Knowing about the driveway in advance was helpful. It is an odd floorplan, but it worked out fine for us. The kitchen is lovely and had everything we needed. We were in the area for the Stormville antique show. The house is in a great location, central to many great attractions. "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (21)
"Great stay for 50th birthday "
Lakeview Estate - Chef's Kitchen - NYC Getaway
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (40)
"We had such a great time! The views are stunning and the house has everything you need to enjoy your stay. The host Kerry was so helpful; we had a small issue with the shower and she had a plumber over within the hour to resolve it. Can’t wait to come back next summer! "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Charming 1870 cape cottage in Litchfield
10.0 out of 10, Exceptional, (32)
"Jeff was so responsive throughout the entire process of getting this VRBO. I was able to get ready for my wedding with our small group and it was such an incredibly beautiful place to do it. The property is gorgeous. The cottage is wonderful, well lit, and charming for sure. We will definitely be returning! "
Charming 1870 cape cottage in Litchfield
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
2.0 star property
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
Spectacular Short Term Vacation Rental in Kent
9.6 out of 10, Exceptional, (76)
"Hosts were great and very responsive and the property was fantastic and really peaceful. Highly recommend staying there!"
Spectacular Short Term Vacation Rental in Kent
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (71)
"Hoyse is in a beautiful location and was very clean. The host was responsive and helpful. I would give it 5 stars if it actually had 3 bedrooms."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
10.0 out of 10, Exceptional, (12)
"The house is huge and is very well equiped. Owners are very responsive to any questions or issues. Wonderful stay for the family."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Private Annex/Former Artist Studio
10.0 out of 10, Exceptional, (42)
"Everything was inviting, lovely, charming."
Private Annex/Former Artist Studio
Beacon Area Vacation Rental with Heated Pool!
10.0 out of 10, Exceptional, (10)
"Property worked very well for us. Pool was great. (Couple of notes: The stay listed above is slightly incorrect. We arrived on Wed Jun 26 and left on Sun June 30). We requested additional chairs for the pool area from the owner but they were never delivered."
Beacon Area Vacation Rental with Heated Pool!
Traveling Nurse or Business Professional
10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
9.8 out of 10, Exceptional, (10)
"Amenities galore in this well equipped beautiful home! Everyone was happily entertained with the many water play options and many indoor games and activities. The dock and lake were frequently used by all as we also rented a pontoon boat. Wonderful location for our large family to spend time together!"
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Modern NY Home w/ Views By Hudson Valley Hiking!
9.8 out of 10, Exceptional, (17)
"This property was in a very good location. The response time was very good. The attention to detail such as the mattresses, lighting, setting and so forth was very soothing. Thank you so very much for your hospitality and we will be back for sure! "
Modern NY Home w/ Views By Hudson Valley Hiking!
Peaceful All Season Lake Community Home
10.0 out of 10, Exceptional, (7)
"Great location that had everything we needed and was perfect for entertaining friends and family."
Peaceful All Season Lake Community Home
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.8 out of 10, Exceptional, (6)
"Truly a hidden gem. The property and home were nothing short of extraordinary. For those looking for a great location with access to hiking and a one of a kind experience this is the place."
The price is AU$375
includes taxes & fees
30 Sept - 1 Oct
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Renovated, one level home in an excellent location
10.0 out of 10, Exceptional, (36)
"Perfect for my elderly parents with limited mobility. Close to Marina. Beautiful, quiet neighborhood."
Renovated, one level home in an excellent location
Litchfield County Getaway
10.0 out of 10, Exceptional, (37)
"We had a wonderful stay at Krystian’s place! The house is wonderful, welcoming and warm. It was very clean, fully equipped, included many special touches and the beds were very comfy. The host was easy to communicate with. We highly recommend this property and appreciate the time we had there. "
Litchfield County Getaway
Gather your family at this country estate
10.0 out of 10, Exceptional, (2)
"once we were able to gain access which took some time, we were pleasantly welcomed and comforted by the charm of this gorgeous farm house. It had everything we needed and more! The beds are extremely comfortable anthehoiiiiisisspspacious yet "
Gather your family at this country estate
Don't see what you're looking for?
See all available properties in New Fairfield
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

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"The good: We had a great time staying here. The first and second floor are beautiful and very well maintained. Both bathrooms and three bedrooms are very clean and have more than enough bath and beach towels. The fire pit and kayaks are also a great touch. The water is just steps away and the view is excellent. Just be sure to bring your own propane and firewood. What could be better? Communication with the host left a lot to be desired. I’m still not sure who runs the property. There are two...
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
9.4 out of 10, Exceptional, (82)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
9.8 out of 10, Exceptional, (23)
"We stayed for 3 weeks it was lovely!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
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.