Photo by tom owens

New Preston holiday homes

We found 223 holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in New Preston that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – New Preston

Showing deals for:18 Dec - 25 Dec

Dining
Living area
Balcony
Interior
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

8% off
NZ$15,537
for 7 nights, 1 home
NZ$2,220 per night
includes taxes & fees
Nature & Luxury @Lavender Lake Est (Kosher optional)
Movie room with 85" 4k screen and surround sound Sonos System
Gorgeous sunsets every night
Steam shower
18' x 36' heated pool.
Exceptional
(56 reviews)

Litchfield County Four Season Country Paradise

Roxbury

8% off
NZ$16,101
for 7 nights, 1 home
NZ$2,300 per night
includes taxes & fees
Litchfield County Four Season Country Paradise
Barn Style Home - Best Location! Views!
Exterior
Large Flagstone Terraces, Gas BBQ, Heated Pool
Interior
Exceptional
(7 reviews)

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

Washington Depot

31% off
NZ$15,958
for 7 nights, 1 home
NZ$2,280 per night
includes taxes & fees
"Kielwasser 5BR" 2Hrs NYC,Best Town,Restaurants! HeatedPool,BBQ,4FPs, PoshPadsCT
Private kitchen
Living area
Living area
Interior
Exceptional
(6 reviews)

Litchfield Modern Farmhouse

Litchfield

7% off
NZ$3,958
for 7 nights, 1 room
NZ$565 per night
includes taxes & fees
Litchfield Modern Farmhouse
Guests love spending quality time together in the living room
Property grounds
Lovely outdoor area and screened in porch to enjoy nature (without the bugs!)
Seating area in kitchen close to the screened in porch
Exceptional
(84 reviews)

Historic Warren/Kent Home

Cornwall Bridge

7% off
NZ$4,582
for 7 nights, 1 home
NZ$655 per night
includes taxes & fees
Historic Warren/Kent Home
Living room
Exterior
Private kitchen
Interior
Exceptional
(19 reviews)

Barn Apartment Hideaway

Washington Depot

15% off
NZ$3,544
for 7 nights, 1 apartment
NZ$506 per night
includes taxes & fees
Barn Apartment Hideaway

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit New Preston

  • Stunning natural scenery: New Preston boasts breathtaking landscapes, including picturesque lakes and lush nature reserves.
  • Outdoor adventures: Enjoy hiking trails and explore the surrounding parks, perfect for those who love the great outdoors.
  • Charming village atmosphere: Experience the historical charm of New Preston, offering a relaxing and romantic getaway.
  • Nearby vibrant towns: Venture into nearby towns for great shopping experiences and family-friendly activities.
  • Unforgettable experiences: Create lasting memories with a delightful blend of adventure and tranquility.

Top attractions in and around New Preston

New Preston is a fantastic spot for outdoor enthusiasts and those seeking a romantic getaway. With its stunning scenery, you can explore national and state parks, picturesque lakes, and enchanting nature reserves. The area offers a variety of attractions that cater to those looking for adventure and cultural experiences, ensuring your visit will be filled with unforgettable moments.

  • Lake Waramaug: This stunning lake offers picturesque scenery, a sandy beach, and a romantic atmosphere. It's perfect for relaxing, swimming, or enjoying a lakeside picnic while surrounded by nature.
  • Lake Waramaug State Park: Only 3.2km from New Preston, this state park is ideal for adventure seekers. With beautiful landscapes, hiking trails, and outdoor activities, it's a fantastic spot for exploring the great outdoors.
  • Litchfield Historical Society Museum: Located 14.5km away, this museum immerses you in local history and culture. Discover fascinating exhibits that showcase the rich heritage of the Litchfield area.

Things to do recommended for couples

For a romantic getaway in New Preston, consider hitting the slopes at Woodbury Ski Area for some exhilarating skiing. Then, unwind at Hopkins Vineyard, enjoying picturesque views and fine wine. Cap off your day with live music at Music Mountain, creating unforgettable memories together.

Things to do recommended for families

Your family will love exploring Veterans Field, a nearby recreation park located 24.1km from New Preston. Enjoy the wellness vibes and relaxation while engaging in various activities, making it a perfect spot for a memorable family day out.

Things to do recommended for groups

In New Preston, groups can wander through the Elephant's Trunk Flea Market for unique finds, experience the thrill of motor racing at Lime Rock Park, and enjoy a captivating show at the Warner Theater, perfect for a mix of culture and entertainment.

*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 friends, family, or even your pets, or if you're considering an extended stay, it's important to set your priorities straight. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to New Preston with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for socialising with your group. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to New Preston with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, alongside having suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly activities is a wise move.
  • Taking your pets with you to New Preston: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations 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 holiday rentals with great offers for stays of a month or more, 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 features like a carpark, a well-equipped kitchen, or a private pool in your search.

Where to stay near New Preston

New Preston, Connecticut, is a charming village perfect for outdoor adventures and romantic getaways. Explore the scenic surroundings, including nearby lakes and hiking trails. Venture into the vibrant towns nearby for big shopping experiences and family-friendly activities. With its historical charm and relaxing atmosphere, New Preston offers a delightful blend of adventure and tranquility, making it an ideal spot for your holiday in the USA.

  • Washington: Located a mere 8.0km from New Preston, Washington is a charming city that offers a delightful blend of outdoor adventures and romantic settings. Visitors can enjoy picturesque scenery while exploring the local golf course or indulging in a stay at a relaxing resort. Winter enthusiasts will appreciate the nearby ski facilities, while nature lovers can revel in the beauty of the local lake and the expansive national state park. Washington is ideal for those looking to unwind in a serene environment surrounded by natural attractions.
  • Litchfield: Situated 14.5km away from New Preston, Litchfield is a haven for outdoor enthusiasts and romantics alike. This city is famed for its scenic beauty and offers a range of activities, particularly for skiing aficionados with access to ski fields and resorts. Visitors can enjoy the tranquil lakes and explore the nearby national state park, which is perfect for a day of hiking or picnicking. Litchfield's blend of natural charm and recreational opportunities makes it a fantastic spot for a getaway.
  • Kent: Just 11.3km from New Preston, Kent is a picturesque city that captivates visitors with its stunning scenery and outdoor offerings. Ideal for those seeking a romantic escape, Kent features several recreational areas and ski fields for winter sports enthusiasts. The nearby waterfall and national state park provide breathtaking backdrops for exploration and relaxation. With its natural beauty and tranquil environment, Kent is a perfect destination for anyone looking to connect with nature.

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.

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

Booking with Vrbo is simple

Looking to score some savings on your next holiday? Consider being flexible with your travel dates, as prices can change quite a bit. Plus, extending your stay often brings about fantastic savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, keep your travel arrangements on track, or manage your bookings. The properties you’ve either saved or reserved are now neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/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 holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Are you hoping to find top things to see and do in the area? Venture out of your holiday home and experience everything that makes New Preston a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in New Preston. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling 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 centre. If you can't find a flight that's convenient for your trip, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 23.5 mi (37.8 km) away.

Frequently asked questions

Where are the best areas for renting a beach house in New Preston?
For renting a beach house in New Preston, Connecticut, the area around Lake Waramaug is an excellent choice. This picturesque lake offers a tranquil setting with several properties situated directly on the water, providing stunning lake views and easy access for swimming and boating. Many of these beach houses come equipped with amenities such as outdoor decks, private docks, and fully furnished kitchens, making them ideal for family gatherings or relaxing getaways.The nearby town of New Preston itself features quaint shops and local eateries, adding to the charm of the area. Additionally, the scenic landscapes surrounding the lake provide opportunities for hiking and exploring, with some rentals offering proximity to nature trails that wind through the beautiful countryside.
Where are the best New Preston ski resort rentals?
For skiing near New Preston, Connecticut, the closest resort is Mohawk Mountain, located about a 30-minute drive away. In New Preston itself, travellers can find a variety of charming accommodations, including quaint cottages and modern homes that make for a comfortable stay. Many properties in this area come equipped with amenities such as fully stocked kitchens, cozy fireplaces, and spacious living areas, ideal for relaxing after a day on the slopes.The nearby town of Lakeville also offers additional rental options, often featuring scenic views of the surrounding hills and lakes. Here, visitors can expect amenities like outdoor decks, hot tubs, and easy access to hiking trails during the off-season, enhancing the overall experience.Furthermore, the New Preston area is known for its picturesque landscapes, with opportunities for winter sports, including cross-country skiing and snowshoeing. Properties often provide proximity to local cafes and shops, allowing travellers to enjoy the quaint charm of the region while being just a short drive from the ski slopes.
What is the most popular type of holiday rental accomodation in New Preston?
In New Preston, holiday houses are the most popular type of holiday rental, with around 33 available in the area. These properties often feature spacious layouts, with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many of these homes also come with outdoor spaces, such as decks or gardens, where guests can relax and enjoy the scenic surroundings. Additionally, there are about 15 cottages available, which provide a charming and quaint alternative for those seeking a more rustic experience. A few cabins can also be found, offering a unique stay in a natural setting.
Are there any family house rentals in New Preston?
In New Preston, Connecticut, there are some family-friendly house rentals available, with around 14 options to choose from. This charming village, located by the picturesque Lake Waramaug, offers a wonderful setting for families seeking a tranquil getaway. Properties in the area often feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can enjoy the fresh air.Visitors can explore the natural beauty of the lake, which is ideal for swimming, picnicking, and boating. Nearby, the town boasts quaint shops and local eateries, allowing families to experience the charm of New Preston's small-town atmosphere.
Can I rent a holiday home with a pool or hot tub in New Preston?
In New Preston, there are several holiday homes available for rent that feature pools and hot tubs. This charming area, known for its picturesque landscapes and proximity to Lake Waramaug, offers a serene retreat for travellers. Many of these properties provide amenities such as private pools, hot tubs, and spacious outdoor areas for relaxation and entertainment. Additionally, fully equipped kitchens and comfortable living spaces are common, making them ideal for families or groups looking to enjoy a leisurely getaway.
Are there pet-friendly house rentals in New Preston?
In New Preston, there are several pet-friendly house rentals available, offering a variety of amenities to accommodate travellers and their furry companions. Many of these properties feature comfortable living spaces, fully equipped kitchens, and outdoor areas such as gardens or patios where pets can enjoy the fresh air.The charming community is located near Lake Waramaug, which not only provides picturesque views but also opportunities for outdoor activities. The lake area is ideal for leisurely walks, and there are nearby hiking trails that cater to pet owners looking to explore the beautiful surroundings.Additionally, the local shops and cafes often welcome pets, creating a friendly feel for visitors with animals.
Are there any remote work holiday rentals in New Preston?
In New Preston, Connecticut, there are a variety of remote work holiday rentals available, with approximately 51 options to choose from. This charming town, located in the Litchfield Hills, offers an ideal setting for those looking to combine work and leisure. Many of the properties feature essential amenities for remote work, such as high-speed Wi-Fi, dedicated workspaces, and printers, ensuring a productive environment.The picturesque surroundings provide an excellent backdrop for breaks, with opportunities for outdoor activities like hiking and exploring nearby lakes. The town itself is close to local shops and cafes, offering a delightful mix of convenience and charm for extended stays. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in New Preston?
In New Preston, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals comfortably. Many properties feature decks or patios, providing lovely outdoor spaces for relaxation or alfresco dining while soaking in the picturesque surroundings. A fireplace is often included, adding a cosy touch for those cooler evenings. Additionally, rentals typically come with coffee and tea makers, ensuring that guests can enjoy their favourite hot beverages anytime. Onsite parking is also a common amenity, making it convenient for travellers with vehicles.
When is the best time to visit New Preston for a holiday rental?
The best time to visit New Preston for a holiday rental is during the peak season from May to July. This vibrant period attracts visitors eager to enjoy the charming scenery and outdoor activities that the area has to offer. July, in particular, is the most popular month, when the warm weather invites travellers to explore the picturesque Lake Waramaug and the surrounding state parks, great for hiking and picnicking under the sun.During these months, you can expect comfortable temperatures ranging from 15 to 30 degrees Celsius, ideal for outdoor sightseeing and leisurely strolls through the quaint town. The lively option during this time is complemented by local events, farmers' markets, and opportunities for water-based activities, providing a fulfilling experience for all.For those looking for a more budget-friendly option, consider visiting in November. This month presents a quieter and more peaceful side of New Preston, allowing visitors to enjoy the stunning autumn colours and the tranquil beauty of the area without the crowds. Although the temperatures drop to about 0 to 10 degrees Celsius, the serene atmosphere makes it great for cosy indoor activities or enjoying a hot beverage at a local café.Ultimately, your choice will depend on whether you prefer the energetic buzz of peak season or the quiet charm of the off-peak months.
What are the top attractions in New Preston?
In New Preston, Connecticut, visitors can enjoy a charming and picturesque experience amidst the scenic beauty of the Litchfield Hills. One of the top attractions is Lake Waramaug, where guests can partake in various water activities or simply relax by the shore, enjoying the tranquil surroundings. The area is renowned for its stunning fall foliage, making it a superb spot for nature lovers and photographers alike.The historic village centre features quaint shops, art galleries, and local eateries that embody the New England charm. Nearby, the scenic Washington Depot offers access to the famous Steep Rock Preserve, where hiking trails and beautiful views of the Housatonic River can be explored.
Are all fees included in the New Preston holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any New Preston holiday homes with parking?
Bookabach offers a wide selection of holiday homes in New Preston with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for New Preston holiday homes?
You can find great discounts on holiday homes in New Preston on Bookabach, 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.
Can I change or cancel my New Preston holiday home booking on Bookabach?
To find New Preston holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in New Preston?
A long-stay holiday home in New Preston is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a New Preston holiday home?
Book your New Preston holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in New Preston?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in New Preston to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.