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

New Preston Vacation Rentals

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Dates

November 2026

December 2026

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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

￥225,925 total

includes taxes & fees

Nov 11 - Nov 12

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.

￥20,613 total

includes taxes & fees

Nov 12 - Nov 13

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

￥28,925 total

includes taxes & fees

Nov 11 - Nov 12

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.

￥72,171 total

includes taxes & fees

Nov 18 - Nov 19

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

5. Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

New Milford

Kristine W.

￥83,494 total

includes taxes & fees

Nov 11 - Nov 12

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.

￥41,754 total

includes taxes & fees

Nov 11 - Nov 12

A bedroom with a large bed, floral wall art, a window with blinds, and a bedside table with a lamp.

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

New Milford

Lauren B.

￥126,487 total

includes taxes & fees

Nov 17 - Nov 18

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

8. Cozy One Bedroom Apartment Centrally Located in Southbury

Southbury

Lisbeth

￥20,704 total

includes taxes & fees

Dec 1 - Dec 2

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

9. Spa Cabin with Sauna, Hot Tub and Cold Plunge

Cornwall

Candice S.

￥84,869 total

includes taxes & fees

Nov 30 - Dec 1

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.

￥55,909 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with a marble island, wooden cabinets, a clock, and a window with a view of trees.

11. The Jefferson Guest House, Spacious, Special Views

Litchfield

Jennifer A.

￥59,222 total

includes taxes & fees

Nov 15 - Nov 16

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

Igor L.

￥51,672 total

includes taxes & fees

Nov 22 - Nov 23

13. Cozy Modern Farmhouse Private Apt - 3 Beds

Torrington

Louisa A.

￥64,185 total

includes taxes & fees

Nov 11 - Nov 12

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

14. Little Lake Cabin with Hot Tub and Fire Pit

New Fairfield

Lyndsey F.

￥77,801 total

includes taxes & fees

Nov 11 - Nov 12

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

15. Private Apartment in Southbury 104

Southbury

Daniel R.

￥40,095 total

includes taxes & fees

Nov 30 - Dec 1

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

16. Art House 3 Beds Close to Warner Theater

Torrington

Brittany M.

￥65,928 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Torrington

Jaimie S.

￥89,707 total

includes taxes & fees

Nov 11 - Nov 12

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

18. Private Apartment in Southbury 101

Southbury

Marissa G.

￥40,126 total

includes taxes & fees

Dec 6 - Dec 7

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

19. Private Apartment in Southbury 102

Southbury

Debbie P.

￥38,302 total

includes taxes & fees

Nov 30 - Dec 1

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 restaurant with wooden tables and chairs, a bar area, and hanging spherical light fixtures.

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 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 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 garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

Millbrook Country House Bed & Breakfast

Millbrook

10/10 Excellent

Anonymous traveler

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 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

A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance, multiple floors, and a parking lot.

Comfort Inn & Suites Danbury-Bethel

Danbury

10/10 Excellent

Gary

A covered porch with white columns and black hanging lanterns.

The Milestone Inn

Woodbury

10/10 Excellent

Elin

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:

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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.

New Preston Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for New Preston vacation rentals

1. Las Flores Villa

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

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

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

5. Creek Side Cabin w/ Wood Fired Hot Tub & Fire Pit

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

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

8. Cozy One Bedroom Apartment Centrally Located in Southbury

9. Spa Cabin with Sauna, Hot Tub and Cold Plunge

10. Cozy Attic 10 min to Llitchfield

11. The Jefferson Guest House, Spacious, Special Views

12. Bear Retreat - 2-bedroom house in Waterbury

13. Cozy Modern Farmhouse Private Apt - 3 Beds

14. Little Lake Cabin with Hot Tub and Fire Pit

15. Private Apartment in Southbury 104

16. Art House 3 Beds Close to Warner Theater

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

18. Private Apartment in Southbury 101

19. Private Apartment in Southbury 102

Find vacation rentals that suit your style

Top New Preston Hotel Reviews

The Kent Collection - The Firefly Inn

10/10 Excellent

Find out more about New Preston

Frequently Asked Questions

Are there vacation rentals in New Preston?

What's the top vacation rental in New Preston?

How many vacation rentals are there in New Preston?

What can I see and do in New Preston?

What are vacation rentals like in New Preston?