New Fairfield, CT Vacation Homes from AED 528

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Our top choices for New Fairfield vacation homes

A picnic setup with a checkered blanket, a basket, and two wine glasses on a grassy area with a lake and trees in the background.

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

New Fairfield

Stephen L.

AED 1,174 total

includes taxes & fees

18 Oct - 19 Oct

A multi-story house with a dock and boats, surrounded by dense forest.

2. North Cliff House - Private Dock & Sauna

Danbury

Ron P.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

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

New Milford

Jim B.

AED 528 total

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

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

Carmel Hamlet

Robert T.

AED 1,369 total

includes taxes & fees

3 Nov - 4 Nov

A kitchen with wooden cabinets, a black countertop, a sink, and a window with a view of trees.

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

Holmes

pamela w.

AED 2,110 total

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

6. Renovated Retreat with Heated Pool

Redding

Alejandro A.

AED 2,487 total

includes taxes & fees

11 Nov - 12 Nov

A room with a built-in bench along a wall with large windows, a door, and a tiled floor.

7. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

New Milford

Jeni O.

AED 3,200 total

includes taxes & fees

15 Oct - 16 Oct

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

8. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Hopewell Junction

Peter W.

AED 1,035 total

includes taxes & fees

15 Oct - 16 Oct

Deck: Comfortable outdoor sofa sets for outdoor conversations

9. Serenity Haven: A Modern Retreat

Monroe

Tresha J.

A stone house with a steeply pitched roof, surrounded by a well-maintained lawn and trees.

10. Chestnut on Willow Lake

Fishkill

Quintina R.

AED 2,067 total

includes taxes & fees

11 Nov - 12 Nov

A hot tub in a backyard with a house, trees, and a clear sky.

11. Las Flores Villa

New Preston

AED 12,874 total

includes taxes & fees

15 Oct - 16 Oct

A lakeside seating area with Adirondack chairs arranged around a central fire pit.

12. Red Cottage - Lakeside Property!

Fishkill

AED 1,506 total

includes taxes & fees

11 Nov - 12 Nov

13. Hickory on Willow Lake

Fishkill

Sheila B.

AED 2,071 total

includes taxes & fees

1 Nov - 2 Nov

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Top New Fairfield Hotel Reviews

Wyndham Southbury

10/10 Excellent

"Ésta compañía hotelera (Wyndham) siempre me ha encantado y la recomiendo. Todos los hoteles Wyndham son los mejores ❤️ 😎"

Rocky River Inn

8/10 Good

"Although the property gives off Motel Vibes upon arrival, our room was delightful. It was a Junior Suite with a couch and 2 chairs plus a coffee table in the sitting area along with a Queen Size bed. The jacuzzi tub was a great addition to the large bathroom. Very clean and great for a weekend stay especially if you’re not going to spend much time at the property."

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

8/10 Good

"Beautiful view. A couple hiccups but what a gorgeous view and overall nice place. Would definitely recommend it. Was a smell in the kitchen, moldy or mildew like and the master bed was horribly soft (keep reading because there's a reason, and it got to be almost perfect!). Host was attentive and quickly responded!! Got maintenance to fix the bed and the issue was that the supports underneath had fallen and just had to be reset. After that, the bed was very comfortable! They offered to bring the cleaning crew out for the smell, but couldn't get anybody out until next day and it was too chaotic because our kids and grandkids just got there so had to cancel. So we decided to deal with it because it wasn't a deal-breaker...but it did get worse as the week went on. Only other couple of things, but not huge problems. There was no BBQ (as shown)-tenants before us broke it. It just would have been nice to have known because we bought a huge piece of meat to barbecue. Chairs in the living room were different than in the ad, akin to a church hall chair, no floaties, and getting to the dock was adventurous. A little rough for us, late 50's & overweight. But we saw younger girls in the property next door doing it with ease. :-) The dock was very sturdy & looked fairly new. THE BEST PART...my happy place for the week..was sitting by the firepit in the afternoon until sundown, listening to music, cocktail in hand, and just enjoying the beauty!! nice property, great host! TY :-)"

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Check prices for these dates

Our top choices for New Fairfield vacation homes

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

2. North Cliff House - Private Dock & Sauna

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

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