A building with a sign that reads "NINE main Bakery & Deli".

New Preston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for New Preston vacation rentals

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

1. Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1 review)
The price is ￥425,115
￥551,860 total
includes taxes & fees
Oct 1 - Oct 2
Las Flores Villa
A living room with a fireplace, two armchairs, a sofa, and a TV.

2. 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, (24 reviews)
"Very nice, great location in town"
United States
Lisa F.
The price is ￥30,112
￥38,565 total
includes taxes & fees
Sep 25 - Sep 26
Mid Century Modern Studio w/ Full Kitchen - Newly Built
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.

Cozy private room in a shared home with a Full-size bed and private bathroom.
New Milford
10.0 out of 10, Exceptional, (1 review)
"Clean and close to activitys"
United States
randall
The price is ￥13,320
￥24,450 total
includes taxes & fees
Oct 4 - Oct 5
Cozy private room in a shared home with a Full-size bed and private bathroom.
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

4. 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
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥14,013
￥19,264 total
includes taxes & fees
Sep 28 - Sep 29
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A two-story house with a front porch, a small balcony, and a white picket fence.

5. 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 ￥20,335
￥64,112 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Modern Farmhouse Private Apt - 3 Beds
A white house with a wooden staircase leading to a porch.

6. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is ￥13,887
￥19,119 total
includes taxes & fees
Sep 26 - Sep 27
Cozy One Bedroom Apartment Centrally Located in Southbury
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

7. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (17 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is ￥33,852
￥43,338 total
includes taxes & fees
Sep 27 - Sep 28
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A two-story house with a porch, a front door with a wreath, and a small garden area.

8. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (8 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥20,469
￥54,399 total
includes taxes & fees
Oct 8 - Oct 9
Bear Retreat - 2-bedroom house in Waterbury
A two-story house with a front porch, a small balcony, and a white picket fence.

9. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.4 out of 10, Exceptional, (6 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is ￥13,226
￥53,587 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Attic 10 min to Llitchfield
A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

10. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is ￥24,690
￥49,087 total
includes taxes & fees
Oct 1 - Oct 2
Private Apartment in Southbury 103
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

11. 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 ￥17,320
￥23,067 total
includes taxes & fees
Sep 25 - Sep 26
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A living room with a sofa, coffee table, and chairs, a kitchen area with a bar, and a door.

12. Pristine Cozy Walkable Downtown 2BR Getaway

Pristine Cozy Walkable Downtown 2BR Getaway
Torrington
10.0 out of 10, Exceptional, (21 reviews)
"It was great!"
United States
Amanda T.
The price is ￥26,609
￥45,125 total
includes taxes & fees
Sep 28 - Sep 29
Pristine Cozy Walkable Downtown 2BR Getaway
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

13. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (52 reviews)
"Quaint very nice loved the space very cozy the hot tub was a nice touch I did use that a few times helped my sore back LOL everything went as expected I would stay here again"
United States
paul
The price is ￥19,839
￥37,458 total
includes taxes & fees
Sep 27 - Sep 28
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A white house with a grey roof, a balcony with a blue umbrella, and a visible chimney.

14. 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, (5 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥22,956
￥36,358 total
includes taxes & fees
Sep 29 - Sep 30
The Perch in the Purchase -- Cozy, unique, and private
A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

15. 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 ￥25,057
￥71,779 total
includes taxes & fees
Oct 19 - Oct 20
Art House 3 Beds Close to Warner Theater
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.

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

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.6 out of 10, Excellent, (36 reviews)
"Very serene location, the host was very responsive and helpful."
United States
Stephen L.
The price is ￥20,100
￥55,640 total
includes taxes & fees
Oct 18 - Oct 19
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

17. The Jefferson Guest House, Spacious, Special Views

The Jefferson Guest House, Spacious, Special Views
Litchfield
10.0 out of 10, Exceptional, (9 reviews)
"Everything about Jefferson House was perfect. It was located in a beautiful part of Connecticut adjoining a state park. The house was beautifully decorated. The kitchen was fully equipped and had a large island for dining. The bed, pillows and living room furnishings were very comfortable. The house was well up-to-date with two TVs, a charging device with multiple cords, a double oven (!), and countless thoughtful touches. I cannot recommend it highly enough!"
United States
genevieve
The price is ￥48,463
￥61,846 total
includes taxes & fees
Sep 28 - Sep 29
The Jefferson Guest House, Spacious, Special Views
A modern kitchen with white cabinets, a dining area with a black table and chairs, and a large window with curtains.

18. Private Apartment in Southbury 105

Private Apartment in Southbury 105
Southbury
The price is ￥17,949
￥40,598 total
includes taxes & fees
Sep 28 - Sep 29
Private Apartment in Southbury 105
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

19. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is ￥15,745
￥29,009 total
includes taxes & fees
Sep 25 - Sep 26
Welcome to Sweet Abby Rose!
A view through a window with a clear sky and lush greenery outside.

20. 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 ￥23,460
￥47,093 total
includes taxes & fees
Oct 14 - Oct 15
Private Apartment in Southbury 101
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

Best Western Danbury/Bethel

Best Western Danbury/Bethel

8/10 Good
"Nice breakfast with eggs and potatoes"
Patricia 1-night trip
Posted 5 hours ago
Best Western 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 vacation rentals in New Preston?

Yes, we give you a choice of vacation rentals close to popular sights in New Preston, or you can go with a more secluded option if you're looking for relaxation. 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's the top vacation rental in New Preston?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental outside of New Preston offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in New Preston?

With 13 Expedia vacation rentals, you're sure 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 Bushnell State Park are other places to visit while you're in town.

What are vacation rentals like in New Preston?

Vacation rentals are private accommodations you can book for several days or longer in New Preston. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family gatherings.