Photo by tom owens

New Preston Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in New Preston

Fridge, microwave, oven, stovetop
Fabulous year round waterfront retreat on Lake Waramaug

Fabulous year round waterfront retreat on Lake Waramaug

New Preston
10.0 out of 10, Exceptional, (7)
"I loved this house! It’s a great location. The house was super clean. I am an interior designer so I’m pretty picky. It was just a really pleasant cozy lake house. It has really pretty views of the lake from a lot of the windows. The manager was super nice and came over Quickly if I needed anything. There was a glitch with his email and Expedia so try his phone number and he will respond right away.Highly recommend! "
United States
Nicole
Fabulous year round waterfront retreat on Lake Waramaug
Exterior detail
Private Annex/Former Artist Studio

Private Annex/Former Artist Studio

Washington
10.0 out of 10, Exceptional, (52)
"Great property great location wonderful day"
United States
Deborah K.
Private Annex/Former Artist Studio
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

New Fairfield
9.4 out of 10, Exceptional, (31)
"I stayed here for three nights with my elderly mom. The home is lovely and very comfortable, with lovely linens, updated bathrooms, and luxurious beds. The kitchen is wonderfully equipped for anything you might want to prepare. This would be an excellent spot for a family with children. The hosts were very responsive and gracious. Above all else, the view is absolutely spectacular. I wish i could wake up to it every day. I hope to go back in the fall when the leaves are changing. Highly...
United States
Virginia F.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Brookfield
9.4 out of 10, Exceptional, (3)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Exterior
New One Bedroom Apartment Centrally Located in Southbury

New One Bedroom Apartment Centrally Located in Southbury

Southbury
9.8 out of 10, Exceptional, (16)
"Excellent stay !!!! Everything was perfect. Communication was phenomenal.!!!!"
United States
daniellle
The price is ￥13,394
￥18,472 total
includes taxes & fees
Nov 23 - Nov 24
New One Bedroom Apartment Centrally Located in Southbury
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury
10.0 out of 10, Exceptional, (24)
"Beautiful house with amazing views. Can’t wait to stay again. Great location too! Close to everything (shopping/food/activities) but located on a very quiet dead end. Owners were easy to communicate with and very friendly. "
United States
Mary M.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Northwest Harwinton
8.6 out of 10, Excellent, (27)
"Clean, quite stores only 8 minutes away. "
United States
Mindy H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Smart TV, fireplace, books
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield
10.0 out of 10, Exceptional, (13)
"Was a great find. Updated, spacious and clean."
United States
Paul B.
The price is ￥27,837
￥75,278 total
includes taxes & fees
Nov 12 - Nov 13
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Terrace/patio
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!

Holmes
10.0 out of 10, Exceptional, (196)
"Wonderful place to rest and recharge."
United States
Clair T.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Exterior
Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville
9.4 out of 10, Exceptional, (84)
"Wonderful lake retreat 🥾"
United States
Elizabeth B.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Outdoor dining
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

New Fairfield
9.8 out of 10, Exceptional, (35)
"Perfect location, well equipped from decks and dock, kayaks and fire pit. Beautiful well kept landscape. Nice open floor plan for family gatherings."
United States
Brian W.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Outdoor dining
The Goshen Glass Chalet

The Goshen Glass Chalet

Goshen
9.6 out of 10, Exceptional, (41)
"The chalet was great. Plenty of room, very cozy and in a very quiet neighborhood community. "
United States
Tracy F.
The Goshen Glass Chalet
Terrace/patio
Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth
9.8 out of 10, Exceptional, (38)
"Owners were there, helpful, all in all very good"
United States
Walter B.
Cozy Lakefront Bungalow w firepit/dock/kayaks
Outdoor dining
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton

Northwest Harwinton
10.0 out of 10, Exceptional, (11)
"From check-in to check-out, everything at the yellow cottage was wonderful! Jessica, the host, was lovely, and quite accommodating. She ensured that our every need was met. The cottage is beautifully appointed, very well-equipped, and extremely comfortable. The lake setting is idyllic.We have had a perfect getaway - and have already booked our next stay! "
United States
KIMBERLY D.
Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

New Fairfield
10.0 out of 10, Exceptional, (34)
"Cozy 3BR apartment in a perfect location for families with young kids (4 & 1). Kevin and Kim were fantastic hosts, even lending us toys for sledding! The home was wonderful, and our 4-year-old loved the nearby beginner ski lessons—highly recommended!"
United States
Maria Eugenia P.
The price is ￥37,971
￥68,675 total
includes taxes & fees
Nov 11 - Nov 12
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Outdoor pool
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT

Kent
10.0 out of 10, Exceptional, (5)
"Hugo and his wife were very communicative. Their kitchen is incredibly well stocked and their house felt like home the moment we walked in. Very secluded and relaxing with a beautiful pool. Wi-Fi works great and as long as you can call over Wi-Fi, cellular is not a problem."
United States
Eric V.
COUNTRY RETREAT WITH POOL 10 MN FROM KENT CT
Interior
Lakefront Fall Foliage in New England Just 2 Hours From NYC

Lakefront Fall Foliage in New England Just 2 Hours From NYC

Sharon
10.0 out of 10, Exceptional, (86)
"Wonderful time, beautiful lakeside view"
United States
Lianne S.
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Exterior
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Watertown
9.6 out of 10, Exceptional, (15)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
United States
Nosa I.
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
Exterior
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

New Fairfield
10.0 out of 10, Exceptional, (80)
"Beautiful fun home, great owner!"
United States
Robin B.
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Outdoor dining
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
8.8 out of 10, Excellent, (24)
"We really enjoyed our stay. The house is walking distance from the lake and a good break for anyone trying to escape the bustle of NYC. The house was very clean and we felt safe and comfortable here’s the outdoor fire pit was a very nice touch."
United States
Kevin P.
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top New Preston Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"The hotel staff was pleasant, the stay was not so pleasant. At first the tv wouldn’t work there was no signal but they tech took a little while but he finally came to the room and realized the cable box was not plugged in. He left and we realized about 30 minutes later the internet wasn’t connected to the tv so we couldn’t connect to Netflix or other streaming services. Then the handle to turn the water on flew off when we turned the shower on. And also we had a noisy neighbor that was screaming in the middle of the night. It was not the best experience. They did have very friendly staff and some really good cookies in the lobby. "
LaTiffane 1-night trip
Posted 16 hours ago
Courtyard by Marriott Waterbury Downtown

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 16 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 Tom 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.