Leesburg vacation rentals

We found 129 vacation rentals — enter your dates for availability

Select from 13 homes, 10 cottages, and other vacation rentals in Leesburg to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for spending time at your vacation home, which might include a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Leesburg

Showing deals for:Sep 26 - Oct 3
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Find out more about Leesburg

Find out more about Leesburg

Why visit Leesburg

  1. Outdoor Adventures: Enjoy activities at beautiful lakes and urban parks, perfect for nature lovers and families.
  2. Charming Downtown: Explore quaint shops and eateries in the vibrant heart of Leesburg, where friendly locals welcome you.
  3. Picturesque Tippecanoe Lake: Experience stunning views and recreational fun at this scenic lake.
  4. Historical Landmarks: Discover the rich history of Leesburg through its notable sites and colleges.
  5. Cozy Accommodations: Stay in charming vacation rentals, from cottages to apartments, for a comfortable getaway.

Popular types of accommodation in Leesburg

Planning a getaway to Leesburg? You're in for a treat! Discover the charm of this vibrant town by choosing from a variety of vacation rentals. Whether you prefer a private vacation home, a cozy cottage, or a stylish apartment, Leesburg has the perfect accommodation for you. Explore our selection of homes for rent and find your ideal stay in this beautiful destination. Start your adventure today with amazing options in Leesburg!

  • Houses: These spacious rentals are the top choice for travelers seeking comfort and flexibility, perfect for families or groups gathering in Leesburg.
  • Apartments: Ideal for solo travelers or couples, apartments offer a modern and convenient base for exploring the area.
  • Cottages: Quaint and inviting, cottages provide a cozy atmosphere for a relaxing getaway.
  • Cabins: Embrace nature in one of our rustic cabins, perfect for a peaceful retreat.
  • Condos: Offering modern amenities, condos are a great option for those looking for a home-away-from-home experience.**

Top attractions in Leesburg

Leesburg, Indiana, is perfect for outdoor enthusiasts and those seeking romantic getaways. Explore beautiful lakes, urban parks, and historic colleges and universities. Whether you're traveling with family or looking for a cultural experience, Leesburg offers a variety of attractions that cater to every kind of traveler. Enjoy the scenic views and create unforgettable memories in this charming community.

  1. Tippecanoe Lake: Experience the romance of this picturesque lake, perfect for beach outings and outdoor adventures. Its scenic views provide a tranquil escape for relaxation and recreation.
  2. Grace College: Situated 7 miles from Leesburg, this modern college offers a vibrant city atmosphere. Explore its beautiful campus and engage with the lively community around it.
  3. Lakeside Park: Located 9 miles away, this urban park is ideal for families. Enjoy outdoor activities amidst a city vibe, making it a great spot for picnics and leisure.

Things to do recommended for couples

For a romantic getaway in Leesburg, consider dining at Amish Acres, a charming restaurant 12 miles away. Enjoy the cozy atmosphere that blends city vibes with romance, perfect for couples looking to savor a delightful meal together.

Things to do recommended for families

Families visiting Leesburg can enjoy a day filled with sports at the City-County Athletic Complex, located 6 miles away. This venue offers a vibrant atmosphere perfect for kids to engage in various athletic activities and enjoy the thrill of competition.

Things to do recommended for groups

Experience the vibrant arts at Wagon Wheel Theatre, only 7 miles away, or enjoy a round of golf at South Shore Golf Club, 9 miles from Leesburg. For a fun shopping trip, visit Coppes Commons, situated 11 miles away, offering entertainment and local charm for the whole group.

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

When planning your trip, whether you're traveling with a group, family, pets, or looking for extended stays, be sure to prioritize your preferences in the filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Leesburg with a group: Think about how many bedrooms you'll require and whether you'll need amenities like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Leesburg with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private pool. Additionally, it's wise to think about how close you are to attractions that are friendly for families.
  • Taking your pets with you to Leesburg: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Leesburg: 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 as well.

Where to stay in Leesburg

Leesburg, Indiana, offers a delightful blend of outdoor adventures and charming scenery perfect for a romantic getaway or family vacation. Explore the vibrant downtown Leesburg, where friendly locals welcome you to quaint shops and eateries. Don't miss the picturesque Tippecanoe Lake for stunning views and recreational activities. The heart of Leesburg boasts historical landmarks, while the desirable neighborhoods invite you to relax and enjoy the community atmosphere. Embrace the adventure and charm of this hidden gem!

  • Elkhart: Located 25 miles from Leesburg, Elkhart is a vibrant city known for its beautiful outdoor scenery and recreational opportunities. Visitors can enjoy a mix of cultural and natural attractions, including the picturesque lakes and historic college campuses. Elkhart also boasts a variety of entertainment options, such as casinos and festivals. Whether you’re exploring the serene parks or catching a game at the local stadium, Elkhart offers a romantic backdrop and a wealth of activities that cater to nature lovers and adventure seekers alike.
  • Warsaw: Just 7 miles from Leesburg, Warsaw is a charming city that emphasizes outdoor experiences and scenic beauty. The area is perfect for those looking to engage with nature, with access to lovely lakes and nearby national state parks. Visitors can explore recreational areas or attend events at the local fairgrounds. Warsaw’s inviting atmosphere makes it an ideal spot for romantic getaways or family outings, providing ample opportunities for relaxing strolls and outdoor activities that showcase the region's natural splendor.
  • Shipshewana: Approximately 27 miles from Leesburg, Shipshewana is a delightful destination that offers a unique blend of outdoor charm and cultural experiences. Known for its bustling markets and community theaters, this town invites travelers to immerse themselves in local traditions. Nature enthusiasts will appreciate the nearby lakes and national parks, perfect for hiking or picnicking. Shipshewana's quaint ambiance and vibrant public market make it a must-visit for those seeking romance and scenic beauty, ensuring a memorable experience for all visitors.

Best time to go to Leesburg

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.2°F (-3.8°C)Light RainMostly CloudyAverageAverage
February27.5°F (-2.5°C)Light RainMostly CloudyAverageSlightly Low
March38.8°F (3.8°C)Light RainMostly CloudySlightly HighSlightly Low
April48.7°F (9.3°C)Light RainMostly CloudyAverageSlightly Low
May60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
June69.4°F (20.8°C)Light RainMostly SunnySlightly HighAverage
July72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageAverage
September64.9°F (18.3°C)Light RainMostly SunnyAverageSlightly High
October53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowSlightly High
December31.8°F (-0.1°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the organizer truly has its perks! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, manage your existing itineraries, or review your bookings. Your saved or booked properties are neatly organized into categories: Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Choose a vacation rental for your Leesburg getaway

Experience the unique character of Leesburg with a stay in a vacation home rental. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Leesburg

Are you looking for things to do in the city? Venture out of your vacation home and experience everything that Leesburg has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • South Shore Golf Club (8.6 mi / 13.9 km)
  • Wawasee Golf Club (9.9 mi / 16 km)
  • Wine Cellar Supply Winery (17.6 mi / 28.3 km)
  • Maxwelton Golf Club (9.4 mi / 15.1 km)
  • McCormick Creek Golf Course (11.1 mi / 17.8 km)
  • New Paris Speedway (11.9 mi / 19.2 km)

Exploring the natural landscape of Leesburg

Whether you're an active traveler or just want to spend some time taking in the scenery, Leesburg is a great place to get out in nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Chapman Lakes (4.5 mi / 7.2 km)
  • Hidden Lake (4.6 mi / 7.4 km)
  • Tippecanoe Lake (4.7 mi / 7.5 km)
  • Dewart Lake (4.8 mi / 7.8 km)
  • City-County Athletic Complex (6.4 mi / 10.3 km)
  • Winona Lake (7.4 mi / 12 km)

Traveling to and around Leesburg

The nearest airport is in Goshen, IN (GSH-Goshen Municipal), located 13.6 mi (21.9 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into South Bend Intl. Airport (SBN), which is 35 mi (56.3 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Leesburg?
The average price for a vacation rental in Leesburg can vary based on factors like length of stay, season and property type. Whether you're searching for a villa with space for extended family or a cozy cabin just enough for two, just add your travel dates to see stays with fantastic value.
How much does it cost to rent a beach house in Leesburg?
The average price for a vacation home near the beach in Leesburg will depend on when you'll be there and the style and size of property you want. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our filters to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.
What are the top attractions for families in Leesburg?
Tippecanoe Lake will keep the kids happy during your Leesburg break. This family-friendly attraction is located within close proximity of the center.
How old do you have to be to rent a vacation rental in Leesburg?
We advise checking with the Leesburg vacation home you want on Vrbo as age restrictions vary. However, it's typically 16, 18 or 21.
How long can I rent a vacation rental in Leesburg for?
The amount of time you can rent a Leesburg vacation rental for is down to each property. Simply put in your dates of travel to browse options that offer long-term stays. They include everything you need to make your extended getaway more comfortable and enjoyable, such as kitchens and yards. Some vacation rentals may also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Leesburg?
In Leesburg, you'll find amazing discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a mini escape or a couple of weeks away, we've got a host of options that'll suit your style.

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