Photo by tom owens

New Preston Holiday 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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in New Preston

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

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

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

New Fairfield
9.4 out of 10, Exceptional, (31)
"Only thing that was a challenge was carrying the kayaks down the hill and across the street. Living room was a bit hot due to no air conditioner. Host was extremely nice and accomodating and the place was well kept. "
United States
Jennifer W.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

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 NZ$233
includes taxes & fees
6 Dec - 7 Dec
New One Bedroom Apartment Centrally Located in Southbury

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

Brookfield
10.0 out of 10, Exceptional, (2)
"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

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.

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!

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 NZ$908
includes taxes & fees
12 Nov - 13 Nov
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

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!

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

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

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

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

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth
9.8 out of 10, Exceptional, (38)
"Cozy and peaceful property. Well maintained and spacious. Everything you need and more. Located in a wonderful neighborhood and close to restaurants and attractions. This little bungalow will one we love to return to. Thank you for sharing it with us."
United States
Claudette S.
Cozy Lakefront Bungalow w firepit/dock/kayaks

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 NZ$792
includes taxes & fees
10 Nov - 11 Nov
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

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

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!

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

Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

Southbury
10.0 out of 10, Exceptional, (1)
"Our stay was perfect! The studio was lovely with many nice touches. We woke up to beautiful views of the property. Our hosts were friendly and helpful. Would absolutely stay here again!"
United States
Tara F.
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

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!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top New Preston Hotel Reviews

Find out more about New Preston

Everything you need to know about New Preston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the New Preston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

New Preston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A New Preston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of New Preston holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on New Preston rentals

At Expedia, we put the best New Preston holiday 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 holiday.

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 holiday rentals in New Preston?

Yes, there are holiday rentals close to the most popular sights in New Preston, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that New Preston has to offer?

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

How many holiday rentals are there in New Preston?

With 16 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in New Preston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in New Preston. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.