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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select New Preston Vacation Homes

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Exterior

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

10.0 out of 10, Exceptional, (5)
"Everything was amazing "
The price is CA $271
CA $748 total
includes taxes & fees
Aug 17 - Aug 18
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Private Room/Sunny/Clean/Peace/SelfCheckIn
Fireplace

Private Room/Sunny/Clean/Peace/SelfCheckIn

2.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay, would definitely highly recommend "
The price is CA $199
CA $256 total
includes taxes & fees
Aug 28 - Aug 29
Private Room/Sunny/Clean/Peace/SelfCheckIn
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

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 CA $245
CA $1,001 total
includes taxes & fees
Aug 24 - Aug 25
CT Gate House Goshen CT, Gate House Goshen CT
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.0 out of 10, Wonderful, (2)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is CA $269
CA $344 total
includes taxes & fees
Aug 20 - Aug 21
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Cozy cute Relaxing home
Terrace/patio

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is CA $228
CA $428 total
includes taxes & fees
Aug 31 - Sep 1
Cozy cute Relaxing home
The Jefferson Guest House, Spacious, Special Views
1 bedroom, desk, iron/ironing board, WiFi

The Jefferson Guest House, Spacious, Special Views

10.0 out of 10, Exceptional, (6)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
The price is CA $345
CA $452 total
includes taxes & fees
Sep 8 - Sep 9
The Jefferson Guest House, Spacious, Special Views
Tranquil Litchfield Connecticut Retreat".
Property grounds

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 CA $311
CA $441 total
includes taxes & fees
Sep 3 - Sep 4
Tranquil Litchfield Connecticut Retreat".
This is Room sharing property we only listed the master bedroom and bathroom
Fridge, microwave, oven, stovetop

This is Room sharing property we only listed the master bedroom and bathroom

The price is CA $159
CA $283 total
includes taxes & fees
Sep 1 - Sep 2
This is Room sharing property we only listed the master bedroom and bathroom
Awesome Lake Home with tons of fun!
Outdoor spa tub

Awesome Lake Home with tons of fun!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot "
The price is CA $622
CA $1,060 total
includes taxes & fees
Aug 20 - Aug 21
Awesome Lake Home with tons of fun!
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Private kitchen

Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air

The price is CA $311
CA $579 total
includes taxes & fees
Aug 20 - Aug 21
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Dining

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

The price is CA $622
CA $1,250 total
includes taxes & fees
Aug 20 - Aug 21
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Private Dock & Pool - Candlewood Lake
Interior

Private Dock & Pool - Candlewood Lake

10.0 out of 10, Exceptional, (3)
"The house was the best equipped that we’ve ever rented. We were sad to have our trip cut short due to adverse weather. We’d love to return here on a future trip—hopefully when the weather is warmer. "
The price is CA $740
CA $1,475 total
includes taxes & fees
Aug 21 - Aug 22
Private Dock & Pool - Candlewood Lake
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

Waterbury Motel

Waterbury Motel

10/10 Excellent
"They guy and his wife are pretty descent people and they have great customer service, very friendly. Rooms are okay and clean. There is everything around the hotel from Walgreens to McDonald's and downtown is a 10 minute walk."
Sophia 1-night trip
Posted 2 days ago
Waterbury Motel