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New Preston Vacation Rentals

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Dec 12 - Dec 13
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Dec 13 - Dec 14
This weekend
Dec 12 - Dec 14
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Dec 19 - Dec 21

Our top choices for New Preston vacation rentals

Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View

Apartment in Torrington

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.6 out of 10, Exceptional, (4)
"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.
$298 nightly
The price is $342
Dec 14 - Dec 15
Total with taxes and fees
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Interior
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Apartment in Watertown

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
9.0 out of 10, Wonderful, (8)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
$109 nightly
The price is $122
Dec 17 - Dec 18
Total with taxes and fees
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (19)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
$110 nightly
The price is $124
Dec 14 - Dec 15
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Interior
Private Apartment in Southbury 101

Apartment in Southbury

Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6)
"Great stay. Clean, open space, easy access, and a nice pond in back to bring the dog. Would come back again."
United States
Rooster D.
$253 nightly
The price is $287
Dec 16 - Dec 17
Total with taxes and fees
Private Apartment in Southbury 101
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

Vacation Home in Goshen

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
$614 nightly
The price is $629
Dec 14 - Dec 15
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
Microwave, oven, stovetop, dishwasher
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.

Apartment in Southbury

Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful place. Very clean & welcoming "
United States
Chris
$169 nightly
The price is $191
Dec 17 - Dec 18
Total with taxes and fees
Entire guesthouse in Southbury, Connecticut 3 guests1 bedroom2 beds1 bath.
Exterior
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Camping in New Milford

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
8.0 out of 10, Very Good, (1)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
$170 nightly
The price is $193
Dec 13 - Dec 14
Total with taxes and fees
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
Exterior
Cozy Modern Farmhouse Private Apt - 3 Beds

Apartment in Torrington

Cozy Modern Farmhouse Private Apt - 3 Beds
10.0 out of 10, Exceptional, (4)
"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.
$331 nightly
The price is $381
Dec 14 - Dec 15
Total with taxes and fees
Cozy Modern Farmhouse Private Apt - 3 Beds
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2)
"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.
$244 nightly
The price is $276
Dec 14 - Dec 15
Total with taxes and fees
Private Apartment in Southbury 103
Exterior detail
1-bedroom vacation home 22 minutes from Quinnipiac University

Vacation Home in Wolcott

1-bedroom vacation home 22 minutes from Quinnipiac University
9.6 out of 10, Exceptional, (4)
"Very clean and the host was great "
United States
David G.
$348 nightly
The price is $395
Dec 13 - Dec 14
Total with taxes and fees
1-bedroom vacation home 22 minutes from Quinnipiac University
House (3 Bedrooms) | Interior
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Cottage in Oakville

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
$443 nightly
The price is $510
Dec 13 - Dec 14
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Apartment in winsted

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (46)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
$173 nightly
The price is $195
Dec 18 - Dec 19
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Game room
Peaceful apartment on 3.5 acres w/ artist studio.

Apartment in Brookfield

Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (20)
"This was a nice get away for us that was not too far away from home."
United States
Isabella M.
$171 nightly
The price is $194
Dec 14 - Dec 15
Total with taxes and fees
Peaceful apartment on 3.5 acres w/ artist studio.
Fridge, microwave, oven, stovetop
Charming apartment 7 minute walk to downtown

Apartment in Torrington

Charming apartment 7 minute walk to downtown
10.0 out of 10, Exceptional, (15)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
$229 nightly
The price is $260
Dec 14 - Dec 15
Total with taxes and fees
Charming apartment 7 minute walk to downtown
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$479 nightly
The price is $541
Dec 22 - Dec 23
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Property grounds
Creekside Retreat Tent

Camping in New Milford

Creekside Retreat Tent
10.0 out of 10, Exceptional, (4)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
$170 nightly
The price is $193
Dec 14 - Dec 15
Total with taxes and fees
Creekside Retreat Tent
Outdoor dining
Hoppy Hill Farm House

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
$170 nightly
The price is $192
Dec 14 - Dec 15
Total with taxes and fees
Hoppy Hill Farm House
Property grounds
Private Apartment in Southbury 102

Apartment in Southbury

Private Apartment in Southbury 102
9.6 out of 10, Exceptional, (4)
"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.
$262 nightly
The price is $297
Jan 11 - Jan 12, 2026
Total with taxes and fees
Private Apartment in Southbury 102
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Vacation Home in New Fairfield

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (16)
"The house worked very well for our family holiday. Very clean, had everything we needed "
United States
Audrey P.
$458 nightly
The price is $519
Dec 17 - Dec 18
Total with taxes and fees
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Interior
#31 - Downtown Terryville- 1 Br

Apartment in Plymouth

#31 - Downtown Terryville- 1 Br
10.0 out of 10, Exceptional, (1)
"In convenient safe area. Os is easy to contact"
United States
Gina P.
$269 nightly
The price is $290
Dec 22 - Dec 23
Total with taxes and fees
#31 - Downtown Terryville- 1 Br
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

The Litchfield Inn

The Litchfield Inn

10/10 Excellent
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
Shyna 1-night trip
Posted 2 days ago
The Litchfield Inn

Find out more about New Preston

Everything you need to know about New Preston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the New Preston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect New Preston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

New Preston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in New Preston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit New Preston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on New Preston rentals

At Expedia, we put the best New Preston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top New Preston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream New Preston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around New Preston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: This vacation home rental outside of New Preston is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in New Preston?

With 17 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.