Wilmington vacation rentals

We found 822 vacation rentals — enter your dates for availability

Discover a selection of 135 homes, 25 cabins, and other vacation rentals in Wilmington that are perfect for your trip. Vacation rentals provide the best amenities for your stay with friends, family, or just your pet, such as WiFi and a hot tub. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Wilmington

Showing deals for:Jun 5 - Jun 12

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Summer view from the lake
9.8 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)

New Lakefront Log Home

Wilmington

13% off
Price is $689
$4,820 for 7 nights
All fees included
New Lakefront Log Home

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Find out more about Wilmington

Why visit Wilmington

  • Outdoor Adventures: Enjoy skiing and a variety of outdoor sports in the beautiful landscapes surrounding Wilmington.
  • Scenic Nature: Explore picturesque lakes and nature reserves that offer breathtaking views and recreational activities.
  • Charming Neighborhoods: Discover quaint neighborhoods filled with unique local shops and delightful treasures.
  • Family-Friendly Atmosphere: Experience Wilmington's welcoming vibe, perfect for family outings and romantic getaways.
  • Diverse Accommodations: Choose from cozy homes, stylish condos, and charming cabins tailored to your vacation needs.

Popular types of accommodation in Wilmington

Wilmington offers a diverse selection of vacation rentals perfect for your getaway. Whether you prefer a cozy private vacation home, a stylish condo, or a charming cabin, there's something for everyone. Popular options include Wilmington house rentals with features like convenient parking and pet-friendly policies. No matter your travel plans, you’ll find the ideal place to relax and enjoy all that Wilmington has to offer.

  • Houses: The top choice for travelers in Wilmington, offering spacious living and homey comforts ideal for families or groups.
  • Condos: A favored option for those seeking modern amenities and convenient locations, perfect for couples or small families.
  • Cabins: A popular retreat for nature lovers, providing cozy accommodations amidst Wilmington's scenic landscapes.
  • Apartments: A practical choice for visitors wanting a home-like environment, great for short or extended stays.
  • Cottages: Charming and quaint, these rentals offer a delightful escape, typically with a rustic feel.**

Top attractions in and around Wilmington

Wilmington, Vermont, is perfect for those seeking ski adventures and outdoor sports. With a variety of attractions such as national parks, nature reserves, and picturesque lakes, visitors can immerse themselves in nature and culture. Whether you're traveling solo, with family, or friends, Wilmington offers a range of activities to satisfy your adventurous spirit and provide a memorable experience.

  • Lake Raponda: A serene getaway with a beautiful beach, perfect for swimming and sunbathing. The picturesque scenery and romantic vibes make it ideal for couples and families looking to relax outdoors.
  • Molly Stark State Park: An adventurous destination featuring hiking trails that wind through stunning landscapes. The park is perfect for outdoor enthusiasts seeking scenic views and the thrill of nature.
  • Hogback Mountain Conservation Area: A nature reserve located 4 miles from Wilmington, offering breathtaking vistas and a variety of hiking trails. Ideal for wildlife watching and enjoying the tranquility of the mountains.

Things to do recommended for couples

For a romantic getaway in Wilmington, Vermont, explore Mount Snow for skiing thrills, visit Honora Winery for a delightful tasting experience, and take a ride on the Nitro Express Ski Lift for breathtaking views and adventure. Enjoy the perfect blend of romance and excitement in this charming town.

Things to do recommended for families

Families visiting Wilmington can have a blast at the Brattleboro Bowl, an arcade and adventure zone just 16 miles away, perfect for some family fun. For a more relaxing experience, the Trail Head Picnic Area, located 12 miles away, offers a serene spot for wellness and relaxation.

Things to do recommended for groups

Groups visiting Wilmington can enjoy a round of golf at Mount Snow Golf Course, explore local produce at the Brattleboro Farmers' Market, and shop for unique goods at the Vermont Marketplace. Each destination offers a blend of outdoor fun, vibrant city life, and family-friendly 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 Wilmington

When you're planning a trip—whether it's with friends, family, pets, or for an extended stay—be sure to prioritize the right features when filtering your search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Wilmington with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many others on Vrbo.
  • Traveling to Wilmington with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, thinking about your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Wilmington: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, take a look at Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wilmington: If you're in search of vacation rentals that offer discounts 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 options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Wilmington

Wilmington, Vermont, offers a delightful blend of adventure and charm, perfect for your vacation. Explore the nearby rolling valleys and quaint neighborhoods, where you'll find local shops brimming with unique treasures. The area's family-friendly atmosphere and friendly people make it ideal for exciting excursions and romantic getaways. Whether you're hitting the ski slopes or simply soaking in the scenic views, Wilmington promises a memorable travel experience.

  • Brattleboro: Located 16 miles from Wilmington, Brattleboro is a vibrant city known for its rich arts scene and outdoor adventures. Visitors flock here for skiing in the nearby mountains and a variety of outdoor sports. The area offers easy access to ski resorts and fields, perfect for both beginners and seasoned skiers. While exploring Brattleboro, don't miss the picturesque landscapes of lakes, valleys, and mountains that dot the region, providing stunning views and ample opportunities for photography and hiking.
  • West Dover: Just 5 miles from Wilmington, West Dover is a charming community that attracts adventure seekers and ski enthusiasts alike. The proximity to popular ski resorts makes it a prime destination for winter sports, while the surrounding natural beauty, including serene lakes and impressive mountain ranges, offers year-round outdoor activities. Whether you're hitting the slopes or enjoying a leisurely day by the water, West Dover provides a perfect getaway for nature lovers and thrill-seekers.
  • Whitingham: Located 6 miles away from Wilmington, Whitingham is a small town that embodies the spirit of outdoor adventure. Known for its skiing and outdoor activities, visitors can enjoy access to ski fields and resorts. The town is also home to scenic landmarks, including a beautiful dam and breathtaking mountain views. Whitingham is ideal for those looking to immerse themselves in nature, whether it's skiing down snowy slopes or exploring the nearby hiking trails during warmer months.

Best time to go to Wilmington

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.3°F (-6.5°C)Light RainMostly CloudyAverageSlightly High
February22.3°F (-5.4°C)Light RainMostly CloudyAverageSlightly High
March30.0°F (-1.1°C)Light RainMostly CloudySlightly LowAverage
April41.9°F (5.5°C)Light RainMostly CloudySlightly LowSlightly Low
May54.5°F (12.5°C)Light RainMostly SunnySlightly LowSlightly Low
June62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
August66.0°F (18.9°C)Light RainMostly SunnyAverageAverage
September59.2°F (15.1°C)Light RainMostly SunnySlightly HighSlightly Low
October48.0°F (8.9°C)Light RainMostly CloudySlightly HighAverage
November35.8°F (2.1°C)Light RainMostly SunnyAverageAverage
December27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some money on your upcoming trip? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best option for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly has its advantages. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board feature is designed to help you plan your travels seamlessly. It provides a convenient area to start new trips, pick up from where you last paused, or manage your existing plans. You can easily access the properties you've saved or booked, which are organized under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

If anywhere oozes literal charm, it's Wilmington

Nestled in Deerfield Valley on the edge of the Green Mountains, Wilmington features both a picturesque village, a stunning, rural countryside, and easy access to some of the region's best ski resorts. Whether you're looking to shop for locally made goods, experience the dining scene downtown, or simply take in the stunning natural beauty, it's unlikely you'll ever tire of the area's welcoming vibe and charming hospitality. With a Wilmington vacation rental to call your own, you might start planning your next visit before you've even left.

From the 3S's (skiing, shopping, spa-ing) to the 3R's

Situated on the edge of the Green Mountain and Finger Lakes National Forests, the top reason travelers flock to the area is pretty obvious: the great outdoors! From skiing to kayaking to hiking, the surrounding mountains and lakes offer hours of activities. But the town of Wilmington isn't short on cultural offerings, including art galleries, artisinal boutiques, and The Art of Humor gallery, dedicated to the cartoonist Skip Morrow. Families will also love the nearby petting zoo at Adams Farm, while the adults of the group can slip away to enjoy the local wineries.

Luxuriously putting the ski into apres-ski

Wilmington is a charming village full of shopping, galleries, and bars -- perfect for apres-ski. Purists know you can't apres-ski without actual skiing, but luckily, there's plenty of that, too. Visitors post-ski season can still enjoy the natural scenery, thanks to endless hiking and biking trails, plus campgrounds. If you tire of the outdoors, never fear. A Wilmington vacation rental awaits... or better yet, a selection of local spas. Annual events include the Deerfield Valley Blueberry Festival, the Vermont Wine and Harvest Festival, and an annual Turnip Festival, proving the old adage true. There's something for everyone, even turnip lovers.

It's every sleepy New England dream town, rolled into one

Winter is the obvious time to head north to Wilmington, but you really can't go wrong any time of year. Expect some snow from October through April or even May, but the warm breezes of spring and summer will quickly welcome in calmer days. Swimming, kayaking, and boating are all popular actitives when the temps finally climb, but, like much of New England, you'll find the locals most proud of the regional beauty in fall. Pack your best flannels for your Wilmington vacation rental, but please note: pumpkin spice (probably) not included.

Lovers of the great outdoors, we've found your true home

Thanks to its close proximity to the Green Mountain and Finger Lakes National Forests, as well as the Harriman Reservoir, Wilmington is surrounded on all sides by expansive natural beauty. It's easy to see what makes New England so popular among lovers of the great outdoors when some of the country's best skiing is just a short drive away. While there are plenty of organized activities available, true moments of zen can be found watching the sunrise or sunset from town, birdwatching on one of the hiking trails, or spotting wild deer slipping through the forest.

Transportation to and around Wilmington

The nearest airport is in Albany Intl. Airport (ALB), located 48.3 mi (77.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Springfield, VT (VSF-Hartness State), which is 37.2 mi (59.9 km) away.

Frequently asked questions

What is the best area to stay in Wilmington, Vermont, United States of America when booking a vacation rental?
When looking to book a vacation rental in Wilmington, Vermont, one of the best areas to consider is near the charming village center. This area offers a delightful mix of local shops, cozy cafés, and restaurants, making it convenient for visitors to explore the local culture and cuisine. You can easily access attractions like the picturesque Lake Whitingham, superb for swimming, kayaking, and enjoying nature. The nearby Mount Snow is a major draw for skiing enthusiasts in the winter months, offering excellent slopes and a vibrant après-ski scene.

In terms of vacation rentals, the village center features a variety of properties, from quaint cabins to more modern lodgings, suiting different tastes and group sizes. Staying here allows you to fully immerse yourself in the local vibe while being close to outdoor activities and scenic spots.
How much does it cost to rent a vacation home in Wilmington?
Prices for vacation rentals in Wilmington 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 Wilmington 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 Wilmington vacation house rentals?
You can find great discounts on house rentals in Wilmington 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 Wilmington ski resort rentals?
For the best ski resort rentals in Wilmington, Vermont, travelers should consider accommodations in the nearby area of Mount Snow, which is renowned for its skiing opportunities. This region offers a variety of vacation rentals that cater to different group sizes and preferences, ranging from cozy cabins to spacious chalets. Many properties feature amenities such as wood-burning fireplaces, ski storage, and hot tubs, providing a great retreat after a day on the slopes.

The area surrounding Mount Snow also includes picturesque neighborhoods like West Dover, where visitors can find more secluded options, including rustic lodges and contemporary condos. These rentals often come equipped with fully stocked kitchens, outdoor decks, and sometimes even game rooms, making them ideal for families or groups looking to relax together.

Additionally, the Wilmington area boasts access to local dining options and shops, enhancing the overall experience. For those interested in exploring beyond skiing, the nearby Green Mountain National Forest offers hiking trails and stunning winter scenery, with accommodations often providing easy access to these outdoor activities.
What is the most popular type of vacation rental accomodation in Wilmington?
In Wilmington, vacation houses are the most popular type of rental accommodation, with about 121 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, fully equipped kitchens, and often feature outdoor spaces like decks or gardens, great for enjoying the natural surroundings. Additionally, there are around 24 cottages, which provide a charming and cozy atmosphere, ideal for couples or small families seeking a more intimate setting. For those looking for a great experience, approximately 22 chalets offer a rustic feel with modern amenities, while 20 cabins provide a true getaway vibe, often located in the woods. Lastly, there are 10 condos available, which usually come with shared amenities such as pools or hot tubs, making them suitable for travelers wanting easy access to local attractions.
Are there any family house rentals in Wilmington?
In Wilmington, Vermont, there are a variety of family-friendly house rentals available, with around 127 options to choose from. This charming town is located in the Green Mountains, providing a picturesque backdrop for family getaways. Many properties feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can enjoy playing.

Visitors can find amenities such as cozy fireplaces, game rooms for entertainment, and sometimes even hot tubs for relaxation after a day of exploring. The town's proximity to attractions like Mount Snow and the scenic Harriman Reservoir makes it an excellent choice for families looking to engage in outdoor activities, from skiing in the winter to hiking and swimming in the warmer months.
Can I rent a vacation home with a pool or hot tub in Wilmington?
In Wilmington, Vermont, there are plenty of vacation homes available for rent that feature pools and hot tubs, with around 59 options to consider. This charming town, located in the Green Mountains, is an excellent choice for travelers seeking both relaxation and adventure. Many of these properties come with amenities such as private outdoor pools, inviting hot tubs, and spacious decks for enjoying the picturesque views.

Travelers can also expect fully equipped kitchens, cozy living spaces, and sometimes even game rooms, making them great for family gatherings or group retreats. The surrounding area offers outdoor activities year-round, including skiing in the winter and hiking in the warmer months, adding to the appeal of a vacation rental in Wilmington. Find your rental in Wilmington with a pool or a hot tub.
Can I find long-stay vacation rentals in Wilmington?
A long-stay vacation rental in Wilmington 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 Wilmington?
In Wilmington, Vermont, travelers can find a variety of pet-friendly house rentals, with around 83 options available. Many of these vacation homes come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like decks or patios where pets can enjoy the fresh air.

The area is surrounded by beautiful natural scenery, making it an ideal destination for outdoor activities with pets. Nearby, the Green Mountain National Forest offers trails for hiking and exploring, allowing visitors to enjoy the stunning landscapes while bringing their furry friends along. Additionally, Wilmington's charming village atmosphere provides local shops and eateries that may welcome pets, enhancing the overall experience for travelers with pets. See all pet-friendly rentals in Wilmington.
Are there any remote work vacation rentals in Wilmington?
In Wilmington, Vermont, there are numerous options for remote work vacation rentals, with around 190 available for travelers seeking to blend work and leisure. Many of these properties come equipped with essential amenities tailored for remote work, including free Wi-Fi, dedicated desk spaces, and comfortable desk chairs to ensure productivity during your stay.

The town itself offers a charming New England atmosphere, complete with beautiful scenery and outdoor activities. Nearby attractions include the stunning Lake Whitingham, where you can enjoy water sports and scenic walks, and the Mount Snow ski area, which is a short drive away for winter sports enthusiasts. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wilmington vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Wilmington 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 Wilmington?
In Wilmington, vacation rentals commonly feature a range of desirable amenities that enhance the guest experience. Most properties include fully equipped kitchens, allowing travelers to prepare their own meals and enjoy dining in. Many rentals also come with cozy fireplaces, superb for warming up after a day of exploring the outdoors or skiing in the nearby mountains. Guests can expect outdoor spaces like decks or patios, ideal for relaxing and taking in the fresh air. Onsite parking is typically available, making it convenient for visitors traveling by car. Additionally, many rentals provide coffee and tea makers, ensuring that guests can enjoy their morning beverage before heading out to enjoy Wilmington's charming downtown or the surrounding natural beauty.
When is the best time to visit Wilmington for a vacation rental?
The best time to visit Wilmington for a vacation rental is during the peak season from July to September. This period attracts families and outdoor enthusiasts eager to embrace the warm weather and vibrant local events. July stands out as the most popular month, offering visitors a chance to partake in various summer activities, from hiking in the nearby Green Mountains to enjoying water sports on Lake Whitingham.

Temperatures in Wilmington during this time typically range from the mid-60s to low 80s Fahrenheit, creating a comfortable environment for outdoor adventures and picturesque sightseeing. The lush greenery and blooming wildflowers enhance the region's natural beauty, making it ideal for leisurely strolls and capturing stunning photographs.

For those seeking a more budget-friendly option, April offers a quieter experience with fewer crowds. While the weather is cooler, ranging from the low 30s to mid-50s Fahrenheit, it is a fantastic time to explore Wilmington's charming downtown, visit local shops, and enjoy the tranquility of spring. The surroundings begin to awaken with new life, providing a different yet equally enjoyable perspective of this beautiful town.

Ultimately, your choice depends on whether you prefer the lively option of summer or the peaceful charm of spring.
How early should I book a Wilmington vacation rental?
Book your Wilmington 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 Wilmington, Vermont, United States of America?
In Wilmington, Vermont, visitors can enjoy a variety of attractions that highlight the area's natural beauty and charm. The town is situated near the scenic Lake Whitingham, where outdoor activities such as fishing, kayaking, and swimming are popular during the warmer months. Vacation rentals in this area often provide easy access to the lake and its surrounding trails.

The nearby Mount Snow Resort is a major draw for winter sports enthusiasts, offering skiing and snowboarding opportunities. In the summer, the resort transforms into a hiking and mountain biking destination, with trails that showcase the stunning Vermont landscape.

Wilmington's quaint downtown area features local shops, art galleries, and eateries that reflect the town's unique character. The historic Harris Hill Ski Jump, a prominent landmark, hosts annual competitions and offers visitors a glimpse into the region's winter sports heritage.

For those interested in local culture, the nearby town of Dover provides access to the picturesque Dover Town Hall, and the surrounding area is rich in history, making it a great spot for exploring Vermont's past.
Can I change or cancel my Wilmington home rental booking on Vrbo?
To find Wilmington 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 Wilmington 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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