New Preston Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for New Preston holiday rentals

Exterior

Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is HK$7,964
HK$12,291 total
includes taxes & fees
19 May - 20 May
Las Flores Villa
Property grounds

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$627
HK$1,046 total
includes taxes & fees
19 May - 20 May
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Outdoor dining

Glamping, family fun, pet friendly

Glamping, family fun, pet friendly
Dover Plains
10.0 out of 10, Exceptional, (4 reviews)
"Great Glamping spot. The hosts were very responsive and the place provided many activities. "
United States
Gui
The price is HK$627
HK$1,046 total
includes taxes & fees
19 May - 20 May
Glamping, family fun, pet friendly
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (27 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$760
HK$1,030 total
includes taxes & fees
25 May - 26 May
Cozy One Bedroom Apartment Centrally Located in Southbury
Property grounds

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$861
HK$1,595 total
includes taxes & fees
19 May - 20 May
Hoppy Hill Farm House
Iron/ironing board, free WiFi, bed sheets

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$822
HK$1,102 total
includes taxes & fees
20 May - 21 May
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is HK$707
HK$2,162 total
includes taxes & fees
19 May - 20 May
Cozy Attic 10 min to Llitchfield
Smart TV, fireplace

Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (18 reviews)
"What a comfortable and welcoming place to stay! Great communication with the hosts, and the space had all the amenities we needed, as well as many thoughtful extra touches. Home was spotless, and tastefully decorated. Quiet neighborhood, and super easy access to downtown. Would absolutely stay here again!"
United States
Kathryn A.
The price is HK$1,292
HK$2,200 total
includes taxes & fees
19 May - 20 May
Pristine Cozy Walkable Downtown 2BR Getaway
Fridge, microwave, oven, stovetop

Art House 3 Beds Close to Warner Theater

Art House 3 Beds Close to Warner Theater
Torrington
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfectly located for where we needed to be. The host was amazing, would stay again. Unit was comfy and cozy with perfect little homey touches. "
United States
Brittany M.
The price is HK$956
HK$3,097 total
includes taxes & fees
19 May - 20 May
Art House 3 Beds Close to Warner Theater
Interior

Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is HK$966
HK$2,087 total
includes taxes & fees
22 May - 23 May
Private Apartment in Southbury 101
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is HK$1,120
HK$2,280 total
includes taxes & fees
30 May - 31 May
Private Apartment in Southbury 103
Exterior

Cozy Modern Farmhouse Private Apt - 3 Beds

Cozy Modern Farmhouse Private Apt - 3 Beds
Torrington
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is HK$1,151
HK$3,326 total
includes taxes & fees
19 May - 20 May
Cozy Modern Farmhouse Private Apt - 3 Beds
Smart TV, fireplace, books

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is HK$1,298
HK$1,657 total
includes taxes & fees
19 May - 20 May
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Private kitchen

Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing
Torrington
The price is HK$2,044
HK$3,114 total
includes taxes & fees
19 May - 20 May
Litchfield Retreat, Wineries, Foliage & Skiing
Outdoor dining

The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,099
HK$1,760 total
includes taxes & fees
24 May - 25 May
The Perch in the Purchase -- Cozy, unique, and private
Interior

Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is HK$684
HK$1,716 total
includes taxes & fees
20 May - 21 May
Private Apartment in Southbury 102
Dining

Dugway Hideaway Walking Distance to Lime Rock Park

Dugway Hideaway Walking Distance to Lime Rock Park
Salisbury
9.2 out of 10, Wonderful, (15 reviews)
"Super clean, great communication and Super location if you are going to the track. Love my stay there, will definitely do it again and definitely recommend."
United States
Brig
The price is HK$1,566
HK$2,435 total
includes taxes & fees
24 May - 25 May
Dugway Hideaway Walking Distance to Lime Rock Park
Interior

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is HK$775
HK$1,048 total
includes taxes & fees
24 May - 25 May
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,762
HK$4,686 total
includes taxes & fees
9 Jun - 10 Jun
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, microwave, oven, stovetop

The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (8 reviews)
"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."
United States
Jennifer A.
The price is HK$2,283
HK$2,933 total
includes taxes & fees
19 May - 20 May
The Jefferson Guest House, Spacious, Special Views
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

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent
"Staff was very friendly and helpful. "
Josette 1-night trip
Posted 11 hours ago
Comfort Inn & Suites Danbury-Bethel

Find out more about New Preston

Search for holiday rentals in New Preston on Expedia! You can easily find your home rentals, villas, holiday apartments in New Preston using one of the methods below:

  • View our selection of featured holiday rentals in New Preston
  • Use the map to find apartments and other holiday homes in the New Preston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in New Preston while they last

Look no further and take a look at our great range of rental properties in New Preston!

Frequently asked questions

Are there holiday rentals in New Preston?

Yes, there are holiday rentals close to the most popular sights in New Preston, or you can select a more secluded option if you're looking for a relaxing stay. New Preston is known for its wineries and parks. Make sure you have time to check out the beaches while you're in the area.

What are some of the best holiday rentals that New Preston has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of New Preston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in New Preston?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your New Preston stay.

What can I see and do in New Preston?

Lake Waramaug and Lake Waramaug State Park are a couple of lovely local spots to get outside and enjoy nature. Hopkins Vineyard and Mount Tom State Park are other places to visit while you're in town.

What are holiday rentals like in New Preston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Preston. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.