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Holiday Homes in New Preston

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in New Preston

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Enjoy a peaceful lakeside retreat with a barbecue grill and comfortable seating area.

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

9.0 out of 10, Wonderful, (18)
"We really enjoyed our stay. The house is walking distance from the lake and a good break for anyone trying to escape the bustle of NYC. The house was very clean and we felt safe and comfortable here’s the outdoor fire pit was a very nice touch."
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
Cozy Lakefront Bungalow w firepit/dock/kayaks
Enjoy the view from the upper balcony, which offers a fire pit and Adirondack chairs in the yard.

Cozy Lakefront Bungalow w firepit/dock/kayaks

10.0 out of 10, Exceptional, (29)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks
Tranquil Litchfield Connecticut Retreat".
Relax by the fire pit in a serene outdoor seating area surrounded by Adirondack chairs.

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (15)
"My friends and stayed for a night. The house is nice and the owners is very communicative. "
The price is AU$505
includes taxes & fees
10 Aug - 11 Aug
Tranquil Litchfield Connecticut Retreat".
Private Annex/Former Artist Studio
Relax on the deck overlooking a lush garden with a tranquil atmosphere.

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (51)
"Great property great location wonderful day"
Private Annex/Former Artist Studio
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
Relax by the rectangular pool surrounded by a deck and lush greenery.

Enjoy pool time at our spacious home; minutes from the village of Millbrook!

9.8 out of 10, Exceptional, (58)
"Very nice home with pleasant semi country view. Outdoor pool looked nice, but too bad it was snowing and raining during stay."
Enjoy pool time at our spacious home; minutes from the village of Millbrook!
Mountain View Getaway
Relax on the deck with a barbecue grill and comfortable seating for six.

Mountain View Getaway

10.0 out of 10, Exceptional, (55)
"Such a magical place…always enjoy our stay. The home is so comfy - the hosts are amazing. "
Mountain View Getaway
Woodland A-Frame
Spacious living area with a high ceiling, stone accent wall, and kitchen island.

Woodland A-Frame

10.0 out of 10, Exceptional, (1)
"Nice, clean place out in the woods. Enjoyed our stay and had no issues. Host responded quickly and check-in/out was refreshingly simple. Our kid enjoyed the supply of children’s books. "
Woodland A-Frame
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Enjoy a formal dining experience with a view of the surrounding forest from the large windows.

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 10, Exceptional, (1)
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
Relax by the serene lake with a dock, Adirondack chairs, and a small table.

Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount

10.0 out of 10, Exceptional, (25)
"The house was very clean and comfortable with really nice seating inside and out with great views of the lake. Our family really enjoyed"
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Enjoy serene lakeside views from the dock, where a rowboat and canoe await.

Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!

10.0 out of 10, Exceptional, (122)
"My family and I stayed at the Lake House for the holiday. We can not say enough about the amenities, the house & the owners. We look forward to returning to this magical place for our next family reunion."
Escape to your private lakeside estate! Family & dog friendly, wildlife viewing!
Private hidden gem walking distance to town, restaurants, and shopping!
Relax in a serene backyard oasis with a pool, lounge chairs, and dining area.

Private hidden gem walking distance to town, restaurants, and shopping!

9.8 out of 10, Exceptional, (18)
"Great property!"
Private hidden gem walking distance to town, restaurants, and shopping!
Awesome Lake Home with tons of fun!
Relax in a hot tub surrounded by a wooden deck and a serene wooded area.

Awesome Lake Home with tons of fun!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot "
The price is AU$1,202
includes taxes & fees
10 Aug - 11 Aug
Awesome Lake Home with tons of fun!
Litchfield County Getaway
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel range hood.

Litchfield County Getaway

10.0 out of 10, Exceptional, (44)
"Came for the garlic festival and antique shopping. Perfect location and everything was just what we expected. If we come for garlic festival next year this is where I want to stay. "
Litchfield County Getaway
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
Outdoor dining

Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

10.0 out of 10, Exceptional, (5)
"I stayed with my mom and the 2 bedroom 1 bath was perfect for our stay. The house way cozy and in a quiet area. Would absolutely stay again; my mom is already talking about coming back to explore more of the surrounding areas!"
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
Spacious Woodbury Home w/ Pool + Hot Tub!
Relax in a warm and inviting space with a hot tub, wicker furniture, and large windows.

Spacious Woodbury Home w/ Pool + Hot Tub!

8.0 out of 10, Very good, (3)
"Great spot and location, house was clean and enjoyable. Pool needs additional care and cleaning "
Spacious Woodbury Home w/ Pool + Hot Tub!
CT Gate House Goshen CT, Gate House Goshen CT
Step into this charming cabin, featuring a spacious porch and covered seating area amidst lush surroundings.

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (2)
"The property was great and the house was huge even for all 12 of us "
The price is AU$1,086
includes taxes & fees
5 Aug - 6 Aug
CT Gate House Goshen CT, Gate House Goshen CT
YOIN: Whispers of Tranquility, a Zen Retreat
Enjoy meals in this stylish dining area with a long table for four, a pendant light, and a vase with a single flower.

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!
Cozy living space with a comfortable seating area, dining table, and fireplace.

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

10.0 out of 10, Exceptional, (10)
"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!
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
Enjoy a formal outdoor dining experience surrounded by lush greenery and tall trees.

Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook

2.0 star property
10.0 out of 10, Exceptional, (8)
"We met our kids (who live on the east coast) at Natures Nest and really enjoyed our time here. We cooked 2 big meals and the kitchen had everything we needed…even spices & coffee. And Marco left some apples, sweets and wine for us! He was very responsive and helpful anytime we had questions, and gave us great recommendations. Everything was great!"
Nature's Nest - Indoor/Outdoor Forest Retreat; Fire Pit; Fireplace; onsite Brook
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Relax in a warm and inviting porch area with comfortable Adirondack chairs and a beautiful potted plant.

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

10.0 out of 10, Exceptional, (3)
"Home was very nice and as described. Perfect for our needs "
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
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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