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New Preston vacation rentals

We found 223 vacation rentals — enter your dates for availability

Welcome to the enchanting charm of New Preston, where breathtaking landscapes and serene lakes set the stage for unforgettable adventures. With outdoor activities like hiking, kayaking, and exploring nearby national parks, there's something for everyone, from families to couples seeking a romantic escape. Immerse yourself in local history, indulge in cozy accommodations ranging from charming cottages to spacious houses, and enjoy the comforts of a home-like experience that lets you unwind and connect with loved ones.

Holiday rentals with weekly discounts - New Preston

Showing deals for:Dec 11 - Dec 18

18' x 36' heated pool.
Gorgeous sunsets every night
Private kitchen
Steam shower
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

9% off
$1,061
$7,426 for 7 nights
All fees included
Litchfield County Four Season Country Paradise
Easy access to the jungle gym & backyard from the lower level.
Large open kitchen & dining area has lots of comfortable seating.
Relax with your morning coffee or a glass of wine on our private back patio.
Large dining table has plenty of space for our guests.
Exceptional
(21 reviews)

Bantam Beauty - Surrounded By Nature!

Bantam

9% off
$736
$5,151 for 7 nights
All fees included
Bantam Beauty - Surrounded By Nature!
Large Flagstone Terraces, Gas BBQ, Heated Pool
Exterior
Barn Style Home - Best Location!  Views!
Interior
Exceptional
(7 reviews)

"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT

Washington Depot

38% off
$897
$6,276 for 7 nights
All fees included
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Interior
Outdoor spa tub
Exterior
Interior
Exceptional
(14 reviews)

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Goshen

9% off
$689
$4,824 for 7 nights
All fees included
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Dining
Living area
Private kitchen
Living area
Exceptional
(6 reviews)

Litchfield Modern Farmhouse

Litchfield

8% off
$294
$2,061 for 7 nights
All fees included
Litchfield Modern Farmhouse
Terrace/patio
Living room
Dining
Outdoor patio area
Exceptional
(8 reviews)

Beautiful antique gem- The oldest house in Litchfield CT

Litchfield

13% off
$436
$3,051 for 7 nights
All fees included
Beautiful antique gem- The oldest house in Litchfield CT
Seating area in kitchen close to the screened in porch
Property grounds
Stone fireplace is the centerpiece of the home and a great place to take photos
Lovely outdoor area and screened in porch to enjoy nature (without the bugs!)
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

8% off
$333
$2,332 for 7 nights
All fees included
Historic Warren/Kent Home
Private kitchen
Exterior
Dining
Interior
Exceptional
(19 reviews)

Barn Apartment Hideaway

Washington Depot

16% off
$268
$1,874 for 7 nights
All fees included
Barn Apartment Hideaway
Dining
Christmas vibes!!
Interior
Exterior
Wonderful
(12 reviews)

Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!

Sherman

13% off
$355
$2,488 for 7 nights
All fees included
Hidden Gem on Private Road - Hike; Swim, Ski, Sauna; Relax - Repeat!!
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Find out more about New Preston

Why visit New Preston

  • Stunning Natural Scenery: Experience breathtaking landscapes, including serene lakes and lush nature reserves, ideal for outdoor lovers.
  • Outdoor Activities: Enjoy a variety of adventures such as hiking, kayaking, and exploring picturesque trails.
  • Romantic Getaways: Perfect for couples seeking charming spots for a peaceful retreat amidst beautiful surroundings.
  • Historic Neighborhoods: Discover family-friendly areas rich in history and culture, perfect for exploration.
  • Diverse Accommodations: Choose from cozy cottages, private estates, and vacation homes that cater to every traveler's needs.

Popular types of accommodation in New Preston

If you're planning a getaway to New Preston, the next step is selecting the perfect accommodation. Discover a variety of options, including houses, charming cottages, and cozy apartments. Whether you're searching for top house rentals or seeking out more amenities, New Preston has something for everyone. Start your adventure by exploring the ideal vacation rentals that offer comfort and convenience for your stay.

  • Houses: The top choice for travelers seeking comfort and space, these homes provide a cozy atmosphere ideal for families or groups visiting New Preston.
  • Cottages: Charming and often nestled in scenic areas, cottages offer a quaint and relaxing escape for those who appreciate a more intimate setting.
  • Apartments: A convenient option for solo travelers or couples, apartments in New Preston provide a blend of home-like amenities and accessibility.
  • Cabins: Perfect for nature lovers, cabins offer a rustic retreat, allowing guests to immerse themselves in the beautiful surroundings.
  • Villas: These luxurious accommodations provide ample space and upscale amenities, ideal for those seeking a premium vacation experience.**

Top attractions in and around New Preston

New Preston, Connecticut, is perfect for outdoor enthusiasts and those seeking romantic getaways, offering stunning scenery and a variety of attractions. Visitors can explore national parks, serene lakes, and nature reserves, making it an ideal destination for adventure and cultural experiences. With plenty of outdoor activities to enjoy, New Preston is sure to create memorable moments for travelers looking to connect with nature.

  • Lake Waramaug: A picturesque lake nestled in New Preston, Lake Waramaug offers stunning scenery and a serene beach experience, perfect for romantic strolls and outdoor activities.
  • Lake Waramaug State Park: Located 2 miles from New Preston, this state park invites adventure seekers with its beautiful landscapes, hiking trails, and opportunities for outdoor exploration.
  • Steep Rock Preserve: Just 5 miles away, Steep Rock Preserve is a family-friendly haven, providing relaxing trails, cultural experiences, and recreational activities amidst nature.

Things to do recommended for couples

For a romantic getaway in New Preston, explore the enchanting Hopkins Vineyard for wine tasting, enjoy skiing at Mohawk Mountain Ski Area just 10 miles away, and catch a concert at Music Mountain, located 16 miles from town. Perfect for creating unforgettable memories together.

Things to do recommended for families

Families can unwind at Veterans Field, a recreation park located 15 miles from New Preston, offering a serene environment perfect for relaxation and wellness. It's an ideal spot for kids to play and enjoy outdoor activities while parents take in the peaceful surroundings.

Things to do recommended for groups

Groups visiting New Preston can browse unique finds at the Elephant's Trunk Flea Market, experience thrilling races at Lime Rock Park, and enjoy a captivating show at the Warner Theater, perfect for entertainment and family bonding.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in New Preston

If you're planning a trip with a group, family, or pets, or if you're interested in longer stays, be sure to use the right filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to New Preston with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to New Preston with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to New Preston: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting New Preston: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a fully-equipped kitchen, or a private pool in your search to enhance your experience.

Where to stay near New Preston

New Preston, Connecticut, offers a delightful getaway with its scenic views and charming atmosphere perfect for outdoor adventures and romantic escapes. Explore nearby family-friendly neighborhoods and historical sites, or relax in private estates. The region’s accessible getaways make it an inviting destination for travelers seeking both adventure and tranquility. Enjoy the best of both worlds in this picturesque town that beautifully blends relaxation with exploration.

  • New Milford: Located 9 miles from New Preston, New Milford is a vibrant city known for its stunning outdoor scenery and romantic ambiance. Visitors can explore the local public market for fresh produce and artisanal goods, or enjoy various outdoor activities such as skiing during the winter months. Key attractions include the picturesque lakes and the nearby national state park, which offer ample opportunities for hiking and nature walks. With its charming downtown area and scenic beaches, New Milford provides an ideal backdrop for a relaxing getaway.
  • Washington: Just 5 miles from New Preston, Washington is a charming city that captivates visitors with its beautiful landscapes and outdoor experiences. The area is home to several golf courses and ski resorts, making it a favored destination for sports enthusiasts. In addition to outdoor activities, Washington features a lovely lake and an event conference venue, perfect for hosting gatherings and celebrations. The town's romantic setting and scenic views make it a wonderful spot for couples looking to escape the hustle and bustle of everyday life.
  • Litchfield: Situated 9 miles from New Preston, Litchfield is a delightful city that offers a blend of outdoor adventures and scenic beauty. Known for its ski fields and resorts, Litchfield attracts winter sports lovers and those seeking an exhilarating experience. The city is surrounded by breathtaking lakes and lush landscapes, with a national state park nearby for hiking and exploring. Litchfield’s charming atmosphere and event conference venues make it a perfect choice for both relaxation and celebration, ensuring a memorable visit.

Best time to go to New Preston

If you're planning a trip to New Preston, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May, July and September, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.4°F (-3.1°C)Light RainMostly SunnySlightly LowSlightly Low
February28.2°F (-2.1°C)Light RainMostly CloudySlightly LowAverage
March35.6°F (2.0°C)Light RainMostly CloudyAverageSlightly Low
April47.1°F (8.4°C)Light RainMostly SunnyAverageSlightly Low
May58.1°F (14.5°C)Light RainMostly SunnySlightly HighAverage
June66.2°F (19.0°C)Light RainMostly SunnyAverageSlightly High
July72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
September63.7°F (17.6°C)Light RainMostly SunnySlightly HighAverage
October52.7°F (11.5°C)Light RainMostly SunnyAverageAverage
November40.6°F (4.8°C)Light RainMostly SunnySlightly LowAverage
December32.7°F (0.4°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. You can create new trips, manage your existing plans, or review and organize your bookings all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for easy access. To check out your Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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, Vrbo 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.

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 (9.9 mi / 15.9 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)

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 (2.3 mi / 3.8 km)
  • Bantam Lake (6.3 mi / 10.1 km)
  • Kent Falls State Park (6.8 mi / 11 km)
  • White Memorial Conservation Center (7 mi / 11.2 km)
  • Litchfield Town Green (8.7 mi / 14 km)

Traveling to and around New Preston

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 18.3 mi (29.5 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 23.5 mi (37.8 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in New Preston?
Cottages are the most popular style of vacation rental in New Preston, according to our data. Even if you have something bigger or smaller in mind, Vrbo has properties in loads of shapes and sizes. Look through our options to find your perfect fit.
How much does it cost to rent a vacation rental in New Preston?
Property type, length of stay and season are some factors that can influence the price of a vacation home. Simply add your dates of travel to find your perfect fit. From homey country cottages to sprawling villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in New Preston?
The average price for a vacation home by the beach in New Preston will depend on when you'll be there and the type and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your preferred travel dates and destination. Then use the handy filters to pick the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in New Preston?
With 23 properties that welcome four-legged guests, your furry little friend can join in on your New Preston break. Use the filter tool to search our pet-friendly vacation rentals and find a stay that'll set tails wagging on Vrbo.
Can I rent a house with a pool in New Preston?
Tick the "pool" box in our filter tool and you'll find four houses with private pools in New Preston on Vrbo. Lazy soak or ball games and races? Leisure time is up to you when your vacation property comes with its own pool.
What are popular rental amenities in New Preston?
A swimming pool, a water view and a garden are rated the most popular rental amenities in New Preston. Whether you're taking a trip solo, with your better half or a group of family members, Vrbo can help you find a vacation rental that fits your tastes with all the extras you're looking for.
Are there large group vacation rentals in New Preston?
With nine properties that can host 10 or more guests in New Preston, you don't have to hold back on your invites. From fun family vacations to events like weddings and birthday parties, Vrbo will help you find a large group rental to match the occasion.
Are there vacation rentals in New Preston that welcome kids?
New Preston has 23 family-friendly vacation rentals to choose from. And booking a stay that welcomes kids is a breeze with our "Properties good for families" filter. In addition to having the entire place to yourselves, you'll get perks and amenities such as dining rooms, kitchens and yards.
What are the top attractions for families in New Preston?
There's no time for boredom during your New Preston vacation with these family-friendly attractions:
  • Lake Waramaug
  • Mount Bushnell State Park
Can I find two-bedroom vacation rentals in New Preston?
Gather your nearest and dearest and experience complete comfort and privacy in one of the eight two-bedroom vacation homes New Preston has to offer.
Are there vacation rentals with WiFi in New Preston?
New Preston has 10 vacation rentals with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to posting pics on social media, these Vrbo homes make it a breeze to get online.
How can I find vacation rentals with air conditioning in New Preston?
Select your dates and then use the filters to search for vacation rentals with ac in New Preston on Vrbo. With 19 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in New Preston?
The minimum age permitted can differ across properties on Vrbo, so be sure to check the rules of the vacation rental in New Preston you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in New Preston for?
The amount of time you can book a New Preston vacation rental for is up to each property. Simply tap in your preferred travel dates to view options offering longer term stays. They feature all you need to make your extended getaway more comfortable and enjoyable, like kitchens and yards. Some Vrbo vacation rentals may also offer discounted weekly or monthly prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in New Preston?
In New Preston, you'll find some great discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it's a weekend escape or a couple of weeks away, we've got a variety of options to suit your style.

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