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New Preston vacation rentals

We found 224 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 4 - Dec 11

Balcony
Living area
Private kitchen
Dining
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

9% off
$1,156
$8,092 for 7 nights
All fees included
Nature & Luxury @Lavender Lake Est (Kosher optional)
The Barn
Great room view from the second floor
Beautiful country kitchen with all modern appliances
Garden Level Den/ Ping Pong, piano, board games and TV
Exceptional
(41 reviews)

Modern Barn, NEW Luxurious Home

New Preston

9% off
$903
$6,320 for 7 nights
All fees included
Modern Barn, NEW Luxurious Home
Steam shower
Gorgeous sunsets every night
Private kitchen
18' x 36' heated pool.
Exceptional
(55 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
$1,062
$7,432 for 7 nights
All fees included
Litchfield County Four Season Country Paradise
Large dining table has plenty of space for our guests.
Large open kitchen & dining area has lots of comfortable seating.
Exterior detail
Easy access to the jungle gym & backyard from the lower level.
Exceptional
(21 reviews)

Bantam Beauty - Surrounded By Nature!

Bantam

9% off
$746
$5,224 for 7 nights
All fees included
Bantam Beauty - Surrounded By Nature!
Living area
Dining
Private kitchen
Exterior
Exceptional
(5 reviews)

Magical woodland home, a property promising a serene getaway

Cornwall Bridge

13% off
$310
$2,173 for 7 nights
All fees included
Magical woodland home, a property promising a serene getaway
Large Flagstone Terraces, Gas BBQ, Heated Pool
Exterior
Interior
Barn Style Home - Best Location! Views!
Exceptional
(6 reviews)

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

Washington Depot

38% off
$899
$6,295 for 7 nights
All fees included
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Outdoor patio area
Living room
Dining
Exterior
Exceptional
(8 reviews)

Beautiful antique gem- The oldest house in Litchfield CT

Litchfield

13% off
$442
$3,093 for 7 nights
All fees included
Beautiful antique gem- The oldest house in Litchfield CT
Living area
Living area
Dining
Interior
Exceptional
(6 reviews)

Litchfield Modern Farmhouse

Litchfield

8% off
$293
$2,053 for 7 nights
All fees included
Litchfield Modern Farmhouse
Guests love spending quality time together in the living room
Property grounds
Stone fireplace is the centerpiece of the home and a great place to take photos
Seating area in kitchen close to the screened in porch
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

8% off
$335
$2,347 for 7 nights
All fees included
Historic Warren/Kent Home
Private kitchen
Exterior
Living room
Dining
Exceptional
(19 reviews)

Barn Apartment Hideaway

Washington Depot

16% off
$268
$1,873 for 7 nights
All fees included
Barn Apartment Hideaway
Exterior
Christmas vibes!!
Dining
Dinning and sitting room - get ready for the sunsets.
Wonderful
(11 reviews)

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

Sherman

13% off
$355
$2,482 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)
  • 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)
  • White Memorial Conservation Center (7 mi / 11.2 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 are the best areas to stay in a vacation rental in New Preston?
Vacation rentals in New Preston offer a chance to enjoy the natural beauty and tranquility of the area, providing whole-home space and privacy for your stay. You'll find a selection of properties that cater to various trip types, from family getaways to group gatherings. New Preston features a few houses and several charming cottages, offering ample space and comfort for guests. Many of these properties are well-suited for large groups, with over 10 options available, and you'll also find several luxury and budget-friendly choices throughout the area.
What are the most popular vacation rentals in New Preston?
The most popular vacation rentals in New Preston are houses and cottages, making up the majority of the over 15 properties available. Houses are a top choice for guests seeking ample space, privacy, and a comfortable base for exploring the region. Cottages also offer a charming and cozy experience, often favored by couples or smaller families looking for a quiet retreat. These property types provide the full home experience, allowing guests to settle in and enjoy their stay with all the comforts of home.
What amenities do vacation rentals in New Preston usually offer?
Vacation rentals in New Preston typically come equipped with a range of amenities designed for a comfortable and convenient stay. You'll often find full kitchens, allowing you to prepare meals and snacks at your leisure. Many properties also feature outdoor spaces like patios or balconies, perfect for enjoying the fresh air. Other common amenities include:
  • Internet access and free WiFi
  • Parking
  • Fireplaces
  • Laundry facilities, including washers
  • Family-friendly features
  • Pools
  • Hot tubs
Are there family-friendly vacation rentals in New Preston?
Yes, New Preston offers several family-friendly vacation rentals, primarily consisting of houses, cottages, and cabins. These properties are designed to accommodate families of all sizes, providing space and amenities for a comfortable stay. Many family-friendly rentals in New Preston include features such as fully equipped kitchens, dining tables, laundry facilities, and barbecue grills. Some also offer travel cribs and books for children, ensuring a convenient and enjoyable experience for everyone.
Are there pet-friendly vacation rentals in New Preston?
Yes, you'll find a few pet-friendly vacation rentals in New Preston, making it easy to bring your furry companions along. The majority of these properties are houses, with several cottages and cabins also welcoming pets. These rentals often include amenities that cater to pets, such as designated pet-friendly spaces and sometimes even secured yards, providing a safe and enjoyable environment for your animals.
What are the best areas for group vacation rentals in New Preston?
New Preston offers a few vacation rentals well-suited for groups, providing ample space and amenities for a shared experience. These properties are predominantly houses and cottages, which are ideal for accommodating multiple guests. Group-friendly rentals in New Preston often feature large kitchens for communal cooking, spacious dining areas for shared meals, and multiple bathrooms for convenience. Many also include outdoor spaces like patios or balconies, along with parking for several cars, making them perfect for friends or family gatherings.
What are the best luxury vacation rentals in New Preston?
New Preston features several luxury vacation rentals, primarily in the form of houses, offering an upscale experience for guests. These properties provide enhanced comfort and privacy, often with premium amenities. You can expect to find luxury rentals in New Preston that include private pools, hot tubs, and cozy fireplaces. Many also boast scenic views, allowing guests to relax in style amidst the natural beauty of the area.
Are there any budget-friendly vacation rentals in New Preston?
Yes, New Preston offers several budget-friendly vacation rentals, providing great value for your stay. You'll find options primarily among cottages, cabins, and some houses. These rentals offer essential amenities that help keep costs down, such as fully equipped kitchens for preparing your own meals and laundry facilities. Many also include free parking, adding to the overall value of your trip to New Preston.
Can I find long-stay vacation rentals in New Preston?
A long-stay vacation rental in New Preston is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in New Preston?
In New Preston, there are several pet-friendly house rentals available, with a total of 11 options for travelers seeking accommodations that welcome furry friends. Many of these vacation rentals feature cozy amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces superb for relaxation.The charming lakeside community is surrounded by beautiful landscapes, providing opportunities for outdoor activities with pets, including walks along the scenic shores of Lake Waramaug. Nearby parks and nature trails allow for enjoyable outings, making it an ideal destination for pet owners looking to explore the area's natural beauty.
Are there any remote work vacation rentals in New Preston?
In New Preston, Connecticut, there are several remote work-friendly vacation rentals available, with around 17 options to choose from. Many of these properties are equipped with essential amenities for remote work, such as dedicated work desks and comfortable chairs, ensuring a productive environment. High-speed Wi-Fi is commonly available, allowing for seamless connectivity during work hours.The picturesque surroundings of New Preston provide a tranquil backdrop for those balancing work and leisure, with opportunities to explore local attractions such as the scenic Lake Waramaug and nearby hiking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any New Preston vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in New Preston with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in New Preston?
In New Preston, popular vacation rental amenities include well-equipped kitchens, which allow travelers to prepare their own meals during their stay. Many properties feature decks or patios, providing outdoor space for relaxation and enjoying the scenic views of the surrounding area. Fireplaces are also commonly found in these rentals, adding a cozy touch for cooler evenings. Additionally, most accommodations come with coffee and tea makers to ensure guests can enjoy their favorite beverages at any time. Onsite parking is another convenient amenity that travelers can expect, making it easier to explore the charming town and its nearby attractions.
When is the best time to visit New Preston for a vacation rental?
The best time to visit New Preston for a vacation rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts travelers seeking a blend of outdoor activities and local charm, making it an ideal time to enjoy the picturesque landscapes and quaint village atmosphere.During these summer months, visitors can partake in a variety of outdoor activities such as hiking the nearby trails or kayaking on Lake Waramaug, all under the warm sun and clear skies. Expect temperatures in the comfortable range of the mid-70s to low 80s Fahrenheit, superb for exploring the area's natural beauty and indulging in the local arts and crafts scene.If you're looking for a more budget-friendly experience, consider planning your visit in November. This quieter month offers a peaceful retreat, allowing you to appreciate the autumn colors and the tranquil ambiance of New Preston without the summer crowds. It's a great time to explore local shops and enjoy the beauty of the season.
How early should I book a New Preston vacation rental?
Book your New Preston vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in New Preston, Connecticut, United States of America?
In New Preston, visitors can enjoy a quaint and picturesque atmosphere characterized by charming New England architecture. One of the main attractions is Lake Waramaug, where travelers can enjoy activities like swimming, boating, and picnicking along the scenic shores. The surrounding area offers various hiking trails that provide beautiful views of the lake and the lush greenery of the countryside.The historic district features a selection of boutique shops and art galleries, superb for leisurely strolls and local shopping experiences. Nearby, the New Preston Congregational Church, with its classic steeple, adds to the town's charm. For those interested in local culture, consider visiting the nearby towns of Washington and Kent, which host art events and farmers' markets showcasing local produce and crafts.
Can I change or cancel my New Preston home rental booking on Vrbo?
To find New Preston vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the New Preston vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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