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

New Preston Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

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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

New Preston

$1,343 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

2. Cozy private room in a shared home with a Full-size bed and private bathroom.

New Milford

Jim B.

$112 nightly

Nov 12 - Nov 13

Total with taxes and fees

A living room with a fireplace, two armchairs, a sofa, and a TV.

3. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Kent

benjamin

$157 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious living room with a large window overlooking a lake, wooden ceiling, and comfortable seating.

4. Escape to Bantam Lake- With Fireplace and Hot tub!

Morris

Shannon M.

$399 nightly

Nov 18 - Nov 19

Total with taxes and fees

A rustic cabin surrounded by a forest with a stream in the foreground.

5. Creek Side Cabin with Wood Fired Hot Tub and Fire Pit

New Milford

Kristine W.

$458 nightly

Nov 11 - Nov 12

Total with taxes and fees

A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

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

Morris

Joe K.

$225 nightly

Nov 10 - Nov 11

Total with taxes and fees

A living room with a white sectional sofa, a dining area with a wooden table and chairs, and a staircase leading to an upper level.

7. The Lorelai at Middle Street Manor: Walk to Town Green, Gazebo, Shops & Dining

New Milford

Lauren B.

$681 nightly

Nov 12 - Nov 13

Total with taxes and fees

A white house with a wooden staircase leading to a porch.

8. Cozy One Bedroom Apartment Centrally Located in Southbury

Southbury

Lisbeth

$113 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

9. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cornwall

Candice S.

$492 nightly

Nov 10 - Nov 11

Total with taxes and fees

A two-story house with a front porch, a small balcony, and a white picket fence.

10. Cozy Attic 10 min to Llitchfield

Torrington

Nicole N.

$298 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious kitchen with wooden cabinets, a large island with stools, and a clock on the wall.

11. The Jefferson Guest House, Spacious, Special Views

Litchfield

Jennifer A.

$365 nightly

Nov 10 - Nov 11

Total with taxes and fees

A two-story house with a porch, a front door with a wreath, and a small garden area.

12. Bear Retreat - 2-bedroom house in Waterbury

Waterbury

Radha

$279 nightly

Nov 22 - Nov 23

Total with taxes and fees

13. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

$341 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

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

Waterbury

Dirk N.

$119 nightly

Nov 13 - Nov 14

Total with taxes and fees

A cozy cabin interior with a wooden ceiling, a sofa, a coffee table, and a sign reading "Our Happy Place".

15. The Little Lake Cabin with hot tub

New Fairfield

Lyndsey F.

$433 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinets, stainless steel appliances, and a dining table with chairs.

16. Private Apartment in Southbury 104

Southbury

Daniel R.

$219 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with a wooden dining table, blue chairs, and a colorful bowl centerpiece.

17. Art House 3 Beds Close to Warner Theater

Torrington

Brittany M.

$357 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a wooden dining table, blue chairs, and a decorative bowl centerpiece.

18. Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

Torrington

Jaimie S.

$471 nightly

Nov 10 - Nov 11

Total with taxes and fees

A view through a window with a clear sky and lush greenery outside.

19. Private Apartment in Southbury 101

Southbury

Marissa G.

$228 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

20. Private Apartment in Southbury 102

Southbury

Debbie P.

$209 nightly

Dec 1 - Dec 2

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top New Preston Hotel Reviews

A living room with a fireplace, a piano, and a sofa.

The Kent Collection - The Firefly Inn

Kent

10/10 Excellent

Helen

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

Homestead Inn

New Milford

10/10 Excellent

This is my second time staying at the Inn, and everytime that out do themselves from the time before. Gave me a call to see if there was anything special I may need prior to my arrival. Room is spotless, probably the cleanest room I have ever experience. Convenient to the New Milford Green, plenty of good places to eat. Very quiet and restful. I will be staying at the end at least once a month over the next year, Highly recommend!!!

Bob

A spacious foyer with a wooden staircase, a reception desk, and a seating area.

The Abner Hotel

Litchfield Historic District

10/10 Excellent

Karen

A hotel room with two beds, a desk, a chair, and a window with curtains.

Rocky River Inn

New Milford

10/10 Excellent

Zoe

A large, two-story house with a wrap-around porch, a central entrance, and a flag.

Belden House & Mews

Litchfield Historic District

10/10 Excellent

Anthony

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

The White Hart

Salisbury

10/10 Excellent

We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches. We were also able to park right outside our...

thomas

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

La Quinta Inn & Suites by Wyndham Danbury

Danbury

10/10 Excellent

Louis

A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.

Heritage Hotel, Golf & Conference Center

Southbury

10/10 Excellent

Always a good stay. Been coming to this hotel with the family for at least a decade and I also worked here in my young adult life. The staff is always pleasant, the place is always clean. The pool was a little overcrowded for once and we were given wrist bands for the first time ever. There was a staff member checking we had them on yet 75% of the people there did not have them which I thought was odd. We did not get too enjoy the pool as much as we would have wanted, it’s a great pool but there...

Luz

A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

Courtyard by Marriott Waterbury Downtown

Waterbury

10/10 Excellent

Courtney

A covered porch with white columns and black hanging lanterns.

The Milestone Inn

Woodbury

10/10 Excellent

Elin

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

10/10 Excellent

Vincent

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 $127 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.

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 12 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.

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