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In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
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16 Jan - 18 Jan

Cottages in New Preston

Pet-friendly Cottage at Historic Millbrook Farm Estate
Exterior

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.2 out of 10, Wonderful, (14)
"Great location, neat and tidy. Hosts are great, too."
Pet-friendly Cottage at Historic Millbrook Farm Estate
Cozy cottage with AC and lake access in charming Connecticut suburb.
Terrace/patio

Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Exterior

Summer Lake Cottage, private beach, Berkshire Hills, small village

9.4 out of 10, Exceptional, (82)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
Two Bedroom Cottage Close To Town
Exterior

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (24)
"The house had everything we needed. The full kitchen served us well, the beds were comfortable, and the showers were great!"
Two Bedroom Cottage Close To Town
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Property grounds

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (7)
"Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Idillic summer getaway in Litchfield Hills, CT.
Exterior

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!"
Idillic summer getaway in Litchfield Hills, CT.
Lakefront Tranquility/Fishermans Delight
Property grounds

Lakefront Tranquility/Fishermans Delight

10.0 out of 10, Exceptional, (21)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Exterior

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (6)
"Lovely cottage in a beautiful setting. Well appointed and lots of room to relax, both indoor and outdoor. It was a perfect place to stay while we attended a wedding in the area. "
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Exterior

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

10.0 out of 10, Exceptional, (4)
"This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there."
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Cozy 2-bedroom Cottage with Access to Bantam Lake
Property grounds

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (18)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Magnificent Lake View
Property grounds

Magnificent Lake View

2.0 star property
Magnificent Lake View
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (38)
"Clean stunning views amazing host "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Charming Connecticut Retreat Near Museums & Hiking
House (3 Bedrooms) | Interior

Charming Connecticut Retreat Near Museums & Hiking

3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Property grounds

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"We loved our stay at this stylish and cozy cottage. The views are so pretty and the interior style invites relaxation. "
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.4 out of 10, Exceptional, (11)
"This is a very cozy attractive cottage and we enjoyed our stay - 3 older women. We did not have a chance to use the lake but we hope we will next year. It was quiet and relaxing."
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Upscale Waterbury Retreat w/ Indoor Hot Tub!
House (3 Bedrooms) | Interior

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Guest Cottage on Country Estate
Exterior

Guest Cottage on Country Estate

9.2 out of 10, Wonderful, (41)
"Cottage was great, very comfy bed, hosts were wonderfuk"
Guest Cottage on Country Estate
Charming & Great Location!
Exterior

Charming & Great Location!

10.0 out of 10, Exceptional, (1)
"The property is amazing. The house is beautiful and very inviting and comfortable. It was easy to locate. Even though the property was older with loads of charm it was updated with many modern conveniences. The owner stayed in contact to make sure we had everything we needed. We would stay again. "
Charming & Great Location!
Modern Terryville Cottage w/ Deck & Lake View!
Cottage (2 Bedrooms) | Interior

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
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 Preston Hotel Reviews

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

10/10 Excellent
"Great experience and a very nice hotel. "
Ryan 1-night trip
Posted 22 hours ago
Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection

Frequently asked questions

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