Discover a selection of 195 vacation rentals in New Preston, CT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $250 per night, and houses and cottages are popular options for a stay in New Preston. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — New Preston
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Destination guide

Take in the natural beauty of New Preston

Enjoy the wineries and other features of New Preston. This city is well-known for its parks and beaches. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Things to do

Activities and attractions in and around New Preston

Do you want to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes New Preston a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Hopkins Vineyard (0.9 mi / 1.4 km)
  • The Christmas Shop (8 mi / 12.9 km)
  • Mohawk Mountain Ski Area (9.8 mi / 15.8 km)
  • Quassy Amusement Park (15.3 mi / 24.6 km)
  • Connecticut Valley Winery (17 mi / 27.4 km)
  • Thunder Ridge Ski Resort (17.8 mi / 28.7 km)
Natural features

Exploring the natural landscape of New Preston

Whether you're looking for adventure or just want to spend some time taking in the scenery, New Preston is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Waramaug (0.9 mi / 1.5 km)
  • Lake Waramaug State Park (2.2 mi / 3.6 km)
  • Steep Rock Preserve (5.2 mi / 8.3 km)
  • Bantam Lake (6.3 mi / 10.1 km)
  • Kent Falls State Park (6.8 mi / 11 km)
  • Litchfield Town Green (8.7 mi / 14 km)
How to get there

Traveling to and around New Preston

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 37.6 mi (60.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 18.3 mi (29.5 km) away.

What are the top vacation rentals in or near New Preston?

The heart wants what it wants, and right now it's longing for a vacation. Now's the time to pack your bags and take off to one of these top vacation rentals in or near New Preston:

  • Take advantage of handy extras like an iron and ironing board and a toaster at "Classic Lake House With Private Waterfront". Situated around 45 miles from New Preston, this unique option has 3 bedrooms and is a hit with guests.
  • Alternatively, make a booking at "Beachfront Classic New England Home With Direct Views Of Long Island Sound". Located around 60 miles from the heart of New Preston, it has 5 bedrooms and comes with cable/satellite TV services and towels.

For even more great options, use the search bar at the top of the page to find the perfect New Preston vacation rental for you.

Can I find log cabins to rent in or near New Preston?

Whether you're on the lookout for a log cabin for a break with your buddies or a family adventure, we have the perfect property for you. Consider one of these terrific vacation rentals in or near New Preston and enjoy being surrounded by nature for a while:

  • "Cozy Log Cabin Retreat With Pool On 4 Acres" has all the conveniences you need for a relaxing vacation, including a playground and a private pool. After you've settled in, head outdoors and soak up the scenery.
  • Take a few pals along or get comfy with your sweetheart at "Cozy Log Cabin On Sleeping Giant". A firepit and a barbecue grill are just some of the conveniences you'll find at this tempting option.

What are the top-rated vacation rentals for weekend getaways in or near New Preston?

Forget about those chores, because weekends were made for having fun. Book one of these weekend getaways in and around New Preston and enjoy all the terrific things to do close by:

  • "Live The Good Life In This Luxury Lake Waramaug Retreat" is a comfortable option around 0.1 miles northeast of central New Preston. You'll never have to go far to find something to do around this retreat. Get out and discover Collis P. Huntington State Park and Campbell Falls State Park. Activities like tennis and kayaking will add an adventurous touch to your whirlwind break.
  • Alternatively, enjoy a short and sweet break at "Aug 27 Owner Cancellation - 10". Use it as a base to relax, or head out for some hiking and biking and kayaking. When you're ready to discover some nearby attractions, organize a visit to Bantam Lake and Whittemore Glen State Park. This popular vacation rental is around 1 mile west of New Preston.

Can I find short term rentals in or near New Preston?

Short-term rentals are easy to find in and around New Preston. Chill out for the weekend in a condo, a budget apartment or a spacious home. Whatever type of property you're looking for, you'll have lots to choose from with Vrbo. These are some of our top picks:

  • If you're eager to be near the action, "Charming Lakefront Cottage; Boat" has you covered. It's within easy reach of the heart of New Preston and a handy base to check out sights like Palace Theatre and Quassy Amusement Park.
  • Roll out of bed, cook up some breakfast and then begin planning what to see around "Live The Good Life In This Luxury Lake Waramaug Retreat". Waterbury Green and Brass Mill Center should be on your list if you choose to stay at this quality vacation rental.

What are the best romantic weekend getaways in or near New Preston?

Whether spent in a cottage, a cabin or a condo, a romantic weekend getaway is a wonderful way to spice up your love life. Whisk your special someone off for a couple of relaxing days at one of these appealing escapes in or near New Preston:

  • Sneak away on Friday for a few passion-filled evenings at "Waterfront Lake Home On Tranquil Harwinton Lake With Spectacular 180⁰ View". Located around 15 miles from New Preston, this property comes with plenty of nice touches, like a fireplace and winery tours.
  • "Charming Lakefront Cottage; Boat" is another popular option that's sure to impress. It's about 25 miles from New Preston and comes with winery tours and a fireplace.

What are the best large group vacation rentals in or near New Preston?

Browse these large group vacation rentals in or near New Preston and forget about leaving anyone off your guest list:

  • A nice range of amenities including a swimming pool and a kitchen make "Live The Good Life In This Luxury Lake Waramaug Retreat" a top pick. This popular property has 5 bedrooms and accommodates up to 12 guests. From the center of New Preston, it's around 0.1 miles away to the northeast.
  • Nothing is more important than hanging out with the people you love, and "Modern Barn, New Luxurious Home" is the ideal place to do that. Located around 2 miles to the west of New Preston, as many as 12 guests can stay in this vacation rental which has 4 bedrooms. A garden and a fireplace are among the many amenities you'll have at hand.

What are the best houses for rent with a pool in or near New Preston?

Of all the conveniences a vacation rental can have, a pool delivers the most fun. Have a look at these houses for rent with a pool in or near New Preston and spend your time splashing about. Just don't forget your unicorn floatie:

  • Pack your swimming gear and take your gang to "Waterfront House On Lake Waramaug". There are also lots of other great amenities here, including coffee and tea making facilities and on-site watersports.
  • Alternatively, unpack your bags at "Lake Waramaug Lake House - Lake Side Pavilion". Along with an invigorating pool, you can also make use of a kitchen and a toaster.

Curious what the weather's like in New Preston? It has a humid continental climate, with average temperatures in summer ranging from 60 ºF to 80 ºF. If you're chasing a little more inspiration on places to stay in this popular destination, use the search bar at the top of the page and adjust the filters to browse through our entire range of New Preston vacation rentals.

What are the best large family vacation rentals in or near New Preston?

Whether your idea of the perfect escape is out in the countryside or down by the sea, you'll have a lot more fun if you share it with your favorite people. Choose one of these large family vacation rentals in or near New Preston and bring along the whole gang:

  • Invite your nearest and dearest to "Live The Good Life In This Luxury Lake Waramaug Retreat", which has 5 bedrooms sleeping up to 12 guests. This escape is around 0.1 miles to the northeast of New Preston and features amenities such as towels and a stereo.
  • "Waterfront House On Lake Waramaug" is another popular option. It's around 1 mile to the west of New Preston, has 3 bedrooms and accommodates up to 10 guests. Handy amenities here include a smart TV and a microwave oven.

If you're eager to do some sightseeing, there are plenty of family-friendly attractions close by to put on your wish list. Lake Compounce, Quassy Amusement Park and Beardsley Zoo are great places to start.

Can I find family cabin rentals in or near New Preston?

Vacation with the kiddos in a family cabin rental in or near New Preston and make some beautiful memories together. Here are some of our favorites:

  • "Secluded Cabin For The Perfect Weekend Escape" - This sought-after retreat offers a living room and a fridge and is located approximately 17 miles north of central New Preston.
  • "Cabin - Secluded Country Setting With Great Views" - This vacation rental has also been designed with families in mind and is around 16 miles north of New Preston. Offering a toaster, a smart TV and more, it'll get everyone's seal of approval.

For more options, use the search bar at the top of the page and adjust the filters to find the New Preston vacation rental that's perfect for your needs.

What are the best large houses to rent with indoor pools in or near New Preston?

Add a splash of indulgence to your getaway by booking someplace with a private indoor pool. These large houses in or near New Preston have a swimming space that's your very own, along with loads of room for whoever is lucky enough to be joining you:

  • Invite friends and family over for a refreshing paddle around at "Greenwich Back Country Farm House". This property has space to spare, with 5 bedrooms comfortably sleeping up to 10 people. A fireplace and a swimming pool are other things your team will love about this place.
  • Alternatively, treat your gang to a stay at "Your Vacation House Great For Beautiful Memories. . . Year After Year", which has 4 bedrooms and caters for up to 14 guests. Along with that swanky pool hidden away inside, a kitchen and a sauna will help keep everyone comfortable and content.

If you need more options, use the search bar at the top of the page and adjust the filters to find the New Preston vacation rental that's perfect for your needs.