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New Preston vacation rentals

We found 213 vacation rentals — enter your dates for availability

Discover a selection of 15 homes and other vacation rentals in New Preston that are perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as WiFi and a fireplace. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - New Preston

Showing deals for:Apr 10 - Apr 17

Image gallery for Nature & Luxury @Lavender Lake Est (Kosher optional)

Pool
10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

13% off
Price is $1,119
$7,836 for 7 nights
All fees included
Nature & Luxury @Lavender Lake Est (Kosher optional)

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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.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash on your entire booking. Being the organizer has its rewards. Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on qualifying stays. Sign up today and begin your journey to earning rewards.

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)
  • Emmanuel Williamson Park (7.9 mi / 12.8 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 best area to stay in New Preston when booking a vacation rental?
When considering a vacation rental in New Preston, Connecticut, a popular area to stay is the charming village center. This picturesque area offers a delightful blend of quaint shops, local eateries, and stunning views of Lake Waramaug. The village is known for its warm community atmosphere and is conveniently located near several top attractions. One must-visit spot is Lake Waramaug State Park, where you can enjoy activities like picnicking, hiking, and even swimming during the warmer months. Additionally, the nearby New Preston Marble Yard is a unique spot that showcases the area's historical significance and natural beauty, making it a great place for leisurely strolls.

Another appealing area to consider is the outskirts of New Preston, where you can find a more tranquil setting while still being close to the village center. This region is characterized by its scenic landscapes and peaceful surroundings, ideal for those looking to unwind. The proximity to the scenic Litchfield Hills also provides opportunities for outdoor activities, including hiking and biking. Overall, New Preston boasts a variety of vacation rental properties, from cozy cottages to spacious homes, allowing visitors to find a great spot that suits their preferences.
How much does it cost to rent a vacation home in New Preston?
Prices for vacation rentals in New Preston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in New Preston to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for New Preston vacation house rentals?
You can find great discounts on house rentals in New Preston on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in New Preston?
For renting a beach house in New Preston, Connecticut, travelers should look towards the nearby Lake Waramaug area, which is known for its scenic beauty and recreational opportunities. The northwest shore of Lake Waramaug offers charming vacation rentals with direct access to the water, superb for swimming, kayaking, or simply enjoying the serene landscape. Many properties in this area feature amenities such as spacious decks with lake views, private docks, and outdoor grills, ideal for family gatherings or relaxing evenings by the water.

Additionally, the nearby town of Washington Depot provides quaint accommodations that encapsulate the New England charm, often housed in historic structures with modern comforts. Visitors can expect properties with cozy interiors, updated kitchens, and sometimes even access to community amenities like beaches and picnic areas. This town also has local shops and eateries, adding to the convenience for travelers.

For those who enjoy outdoor activities, the region around Lake Waramaug presents opportunities for hiking and biking along picturesque trails, as well as exploring the scenic landscape of the Litchfield Hills. Rentals here often come with access to nature, with some properties featuring fire pits and outdoor seating areas, making it a superb destination for a relaxing beach house getaway.
What is the most popular type of vacation rental accomodation in New Preston?
In New Preston, vacation houses are a popular choice, with several available in serene neighborhoods near Lake Waramaug, where travelers can enjoy scenic views and outdoor activities. These houses typically come equipped with multiple bedrooms, spacious living areas, and fully equipped kitchens, providing a comfortable home base for families or groups. Additionally, there are several charming cottages and cabins that offer a cozier atmosphere, often featuring rustic decor and outdoor spaces for relaxation.
Are there any family house rentals in New Preston?
In New Preston, Connecticut, there are several family-friendly vacation rentals available, providing a friendly setting for families. This charming town features homes with spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces superb for children to enjoy. Many properties are situated near the serene waters of Lake Waramaug, where families can enjoy activities such as swimming, picnicking, and kayaking.

The nearby village center offers quaint shops and local dining options, making it easy for families to explore the area. Additionally, visitors can take advantage of the picturesque landscapes, superb for hiking or biking in the surrounding Litchfield Hills.
Can I rent a vacation home with a pool or hot tub in New Preston?
In New Preston, you can find several vacation homes available for rent that feature pools and hot tubs. This charming town, located in the scenic Litchfield County, offers a peaceful retreat with beautiful views of the surrounding countryside and nearby Lake Waramaug. Many of the rentals boast amenities such as private outdoor pools, hot tubs, spacious patios for lounging, and fully equipped kitchens for family meals. The area is great for travelers looking to unwind and enjoy a relaxing getaway amidst nature.
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 any remote work vacation rentals in New Preston?
In New Preston, Connecticut, there are several vacation rentals available that cater specifically to remote work needs, with around 17 options to choose from. These properties often provide essential amenities such as high-speed Wi-Fi, dedicated workspace, and comfortable office furniture, including desk chairs and desks. Many rentals feature additional comforts like separate office areas or computer monitors, ensuring a productive work environment away from home.

New Preston is surrounded by beautiful natural scenery, including Lake Waramaug, which offers opportunities for outdoor activities and relaxation after work hours. The charming town also has local cafes and shops nearby, adding convenience for those looking to take breaks or enjoy a meal. 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 rental amenities include WiFi, kitchens, coffee and tea makers, as well as patios or decks for outdoor enjoyment. These features allow travelers to stay connected, prepare meals, and relax in the fresh air while soaking in the charming surroundings of this picturesque Connecticut town.
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, which runs from May to July. This vibrant period attracts travelers looking to enjoy the picturesque landscapes and charming atmosphere that this small Connecticut town has to offer. With July being the most popular month, visitors can revel in warm weather, great for outdoor excursions, exploring local shops, and enjoying seasonal events.

During the summer, temperatures typically range from the mid-60s to the low 80s Fahrenheit, making it ideal for sightseeing and leisurely walks along Lake Waramaug. The town's beautiful parks and scenic hiking trails provide ample opportunities for those seeking adventure while still enjoying the comforts of a cozy rental.

For travelers looking for a more budget-friendly option, consider visiting in November. This month offers a unique chance to experience New Preston's serene beauty as the foliage transitions into its winter palette.
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?
In New Preston, travelers can enjoy a charming small-town atmosphere with a focus on outdoor activities and local art. The area is known for its stunning views of Lake Waramaug, where visitors can enjoy activities like kayaking and fishing. The picturesque town center features unique shops, galleries, and cafes, making it a pleasant place to explore. Nearby, the scenic hiking trails at the Housatonic Valley National Heritage Area offer opportunities for nature walks and enjoying the beautiful Connecticut landscape.
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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