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New Preston Holiday Rentals

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Holiday Rentals in New Preston

Private Annex/Former Artist Studio
10.0 out of 10, Exceptional, (51)
"It has stairs to climb up to apartment. Everything was lovely.And the owners go out of their way to make you feel welcome."
Private Annex/Former Artist Studio
Fabulous year round waterfront retreat on Lake Waramaug
10.0 out of 10, Exceptional, (7)
"This home is so beautifully done and welcoming. Our family stayed while visiting us for a big"
Fabulous year round waterfront retreat on Lake Waramaug
Relaxing Getaway by Lake Waramaug
Relaxing Getaway by Lake Waramaug
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
10.0 out of 10, Exceptional, (194)
"Wonderful place to rest and recharge."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees!
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
10.0 out of 10, Exceptional, (2)
"This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone."
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.6 out of 10, Excellent, (26)
"The cabin was great! Exactly as described and pictured. The kitchen was well stocked with all the basic cooking instruments and utensils. We had a blast and would absolutely come back."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
The Goshen Glass Chalet
9.6 out of 10, Exceptional, (40)
"The chalet was great. Plenty of room, very cozy and in a very quiet neighborhood community. "
The Goshen Glass Chalet
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
10.0 out of 10, Exceptional, (13)
"The house worked very well for our family holiday. Very clean, had everything we needed "
The price is AU$878
includes taxes & fees
19 Oct - 20 Oct
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Summer Lake Cottage, private beach, Berkshire Hills, small village
9.4 out of 10, Exceptional, (83)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village
Peaceful apartment on 3.5 acres w/ artist studio.
9.6 out of 10, Exceptional, (19)
"This was a nice get away for us that was not too far away from home."
The price is AU$302
includes taxes & fees
19 Oct - 20 Oct
Peaceful apartment on 3.5 acres w/ artist studio.
Lakefront Fall Foliage in New England Just 2 Hours From NYC
10.0 out of 10, Exceptional, (84)
"Great location and fully equipped cabin! I hope to return sometime soon Everything was perfect!"
Lakefront Fall Foliage in New England Just 2 Hours From NYC
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
10.0 out of 10, Exceptional, (34)
"Beautiful apartment in a beautiful setting. "
The price is AU$689
includes taxes & fees
27 Oct - 28 Oct
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Candlewood Lake Retreat; Dock, Game Room & Firepit
10.0 out of 10, Exceptional, (47)
"Everything was great! Thank you!"
The price is AU$1,982
includes taxes & fees
16 Oct - 17 Oct
Candlewood Lake Retreat; Dock, Game Room & Firepit
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
10.0 out of 10, Exceptional, (5)
"Everything was amazing "
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Awesome Lake Home with tons of fun!
2.0 star property
9.4 out of 10, Exceptional, (3)
"Great spot "
The price is AU$1,195
includes taxes & fees
19 Oct - 20 Oct
Awesome Lake Home with tons of fun!
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
9.8 out of 10, Exceptional, (112)
"Beautiful views and well thought out rental property"
Direct Waterfront Home~Panoramic Views & Hot Tub on Candlewood Lake~Weekly Disct
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
10.0 out of 10, Exceptional, (28)
"Property was beautiful When we arrived read the guest book to learn we could not swim off the dock, very disappointed "
Beautiful Renovated Direct Waterfront Candlewood Lake Home~Views~Weekly Discount
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
10.0 out of 10, Exceptional, (80)
"We stayed for a birthday weekend with a few other couples and had a great time. There is plenty of space for everyone to spread out and each 'area' of the house is incredibly comfortable (especially the movie theater). If you need anything there are plenty of stores close by and the area is very safe. Overall, no complaints and would recommend to anyone looking for a getaway."
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
9.6 out of 10, Exceptional, (14)
"It was a great time. Loved it hear would come back again. Owner was very helpful."
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust
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

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 favourite 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 depend 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 AU$302 per night. Entering your travel dates in the search wizard might find you 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 17 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 Bushnell 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.