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Greencastle holiday lettings

We found 25 holiday rentals — enter your dates for availability

Discover a selection of 11 homes and other holiday rentals in Greencastle that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.

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Why visit Greencastle

  • Outdoor Adventures: Enjoy a variety of outdoor activities in Greencastle, perfect for nature lovers and families alike.
  • Historic Colleges: Visit the charming campuses of historic colleges that showcase the town's rich educational heritage.
  • Scenic Golfing: Play a round at the picturesque Greencastle Golf Club, surrounded by beautiful countryside views.
  • Local Attractions: Explore Fort Greencastle and other friendly local sites that reflect the area's unique history.
  • Comfortable Accommodation: Choose from a variety of holiday rentals, including cosy cabins and stylish apartments for a perfect stay.

Popular types of accommodation in Greencastle

If you're seeking the perfect getaway in Greencastle, look no further. Our selection of holiday rentals includes charming Houses, cosy Cabins, and stylish Apartments, ensuring there's something for everyone. With a focus on transparency and value, our Greencastle holiday rentals provide the ideal accommodation for your next adventure. Discover the beauty of Greencastle with comfort and reassurance in your chosen holiday home.

  • Houses: The top choice for accommodation in Greencastle, these homes offer a private and comfortable stay, perfect for families, friends, or couples seeking a home-like experience.
  • Cabins: A popular option for those looking to enjoy a rustic getaway, cabins in Greencastle provide a charming retreat surrounded by nature.
  • Apartments: Ideal for solo travellers or couples, apartments in Greencastle offer convenient amenities and a central base for exploring the area.**

Top attractions in Greencastle

Greencastle, Indiana, is an ideal destination for outdoor enthusiasts seeking adventure and picturesque scenery. Key attractions include urban parks, historic colleges, and fairgrounds, making it perfect for families and urban explorers alike. Don't miss Fort Greencastle and the friendly local attractions, as well as Greencastle Keep, which showcase the area's charm and history. Enjoy a delightful blend of nature and culture during your visit to this inviting town.

  • DePauw University: A prestigious institution with rich history and beautiful architecture, DePauw University offers a vibrant cultural atmosphere. Stroll through its picturesque campus, attend a performance, or explore its art galleries.
  • Putnam County Fairgrounds: This lively fairground hosts numerous events throughout the year, perfect for families. Enjoy outdoor activities, games, and local food while soaking up the cheerful community vibes.
  • Quarry Pond: A serene lake surrounded by nature, Quarry Pond is ideal for romantic strolls or quiet picnics. Revel in the scenic views and enjoy outdoor activities such as kayaking or fishing.

Things to do recommended for couples

For a delightful couple's getaway in Greencastle, explore the picturesque DePauw University campus, hand-in-hand. Enjoy a serene afternoon at the nearby Goose Pond Fish and Wildlife Area, perfect for a romantic picnic. In the evening, indulge in a charming dinner at a local eatery, embracing the warm atmosphere.

Things to do recommended for families

Families can explore the captivating DePauw Nature Park, featuring scenic trails and wildlife, or enjoy a fun-filled day at the Putnam County Museum, which offers engaging exhibits for all ages. Don't miss the local parks for picnics and playtime!

Things to do recommended for groups

Experience the thrill of motor racing at Lincoln Park Speedway or enjoy a scenic hike through DePauw Nature Park. For a cultural evening, catch a performance at the McAnally Center, perfect for families and couples alike.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Greencastle with a group: Think about how many bedrooms you require, along with facilities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Greencastle with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, 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 Greencastle: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Greencastle: If you're seeking holiday rentals that offer savings 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 accommodations. You might also want to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Greencastle

Greencastle, Indiana, offers a delightful blend of outdoor adventures and picturesque scenery, making it an ideal destination for families. Visitors can enjoy the scenic Greencastle Golf Club and explore the charming countryside views. The friendly atmosphere, coupled with sunny weather, creates a welcoming vibe perfect for creating lasting memories. Nearby regions also present opportunities for exploration, ensuring a fulfilling holiday experience in this lovely part of the United States.

  • Cloverdale: Cloverdale is a charming city located approximately 6.2km from Greencastle, offering a delightful mix of outdoor adventures and family-friendly experiences. Known for its recreational areas and an impressive arena entertainment facility, visitors can engage in various educational activities and enjoy the vibrant community spirit. Key attractions include a notable event conference venue and a historic college university, making it an ideal spot for those looking to blend leisure with learning. Whether you're enjoying a picnic in the park or attending a local event, Cloverdale promises an enriching travel experience.
  • Putnamville: Nestled in the vicinity of Greencastle, Putnamville is a quaint village that beckons outdoor enthusiasts and sports aficionados alike. With its proximity to a thrilling racetrack and scenic hiking trails, it provides ample opportunities for adventure and exploration. Visitors can immerse themselves in the local culture, with parks that encourage relaxation and recreation. The historic college university adds a touch of academic charm, making it a multifaceted destination. Whether you're racing through the tracks or taking a leisurely stroll in the park, Putnamville offers an engaging getaway.
  • Manhattan: Manhattan, another delightful village near Greencastle, is a haven for culture enthusiasts. Visitors can immerse themselves in the local heritage through its monuments and historic college university, which are significant landmarks in the area. The picturesque bridge adds a scenic touch, perfect for photography and leisurely walks. Although it may not have a myriad of activities, the village offers a serene atmosphere that fosters cultural appreciation and exploration. A visit to Manhattan allows tourists to enjoy a quieter side of Indiana while still being in close proximity to Greencastle's attractions.

Best time to go to Greencastle

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January28.4°F (-2.0°C)Light RainMostly CloudyAverageSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudyAverageSlightly Low
March42.6°F (5.9°C)Light RainMostly SunnySlightly HighSlightly Low
April52.3°F (11.3°C)Light RainMostly SunnySlightly HighAverage
May63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
June71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
July74.3°F (23.5°C)Light RainMostly SunnyAverageSlightly High
August72.9°F (22.7°C)Light RainMostly SunnyAverageAverage
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
October55.6°F (13.1°C)Light RainMostly SunnySlightly LowAverage
November43.0°F (6.1°C)Light RainMostly SunnySlightly LowAverage
December34.7°F (1.5°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient place to plan new adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily access the properties you've saved and booked, now categorised under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Greencastle awaits your stay

Enjoy the festivals and other features of Greencastle. This welcoming city attracts visitors thanks to its university setting and restaurants. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Exploring the natural features in Greencastle

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Greencastle is a great place to get out in nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • DePauw Nature Park (1.5 mi / 2.4 km)
  • Cataract Falls (14.4 mi / 23.1 km)
  • Lake Waveland (20.8 mi / 33.5 km)
  • Rockville Lake Park (21.1 mi / 34 km)
  • Old Quarry Lake (1 mi / 1.6 km)
  • Cagles Mill Lake Dam Recreation Area (11.2 mi / 18 km)

Transport to and around Greencastle

The nearest airport is in Indianapolis International Airport (IND), located 30.5 mi (49.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Greencastle when booking a holiday rental?
When considering a holiday rental in Greencastle, Indiana, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming small-town atmosphere with a variety of local shops and eateries, making it convenient for visitors to explore on foot. One of the top attractions nearby is DePauw University, known for its beautiful campus and cultural events, including art exhibitions and concerts. Additionally, the lovely Putnam County Courthouse, with its striking architecture, is a must-see landmark that adds to the area's historical charm.

Greencastle has a decent number of properties available for holiday rentals, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Greencastle?
Prices for holiday rentals in Greencastle 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 Greencastle 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 Greencastle holiday house rentals?
You can find great discounts on house rentals in Greencastle 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.
What is the most popular type of holiday rental accomodation in Greencastle?
In Greencastle, holiday houses are the most popular type of holiday rental, with around 22 available throughout the area. These houses typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups seeking a home-like experience. Additionally, there are several apartments, condos, and cottages available, each providing their own unique amenities. Most rentals feature outdoor spaces for relaxation, which is great for enjoying the pleasant Indiana weather after exploring the local attractions, such as DePauw University and nearby parks.
Are there any family house rentals in Greencastle?
In Greencastle, Indiana, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. Visitors can explore properties in various neighbourhoods, each offering unique amenities. Many homes come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play safely.

Additionally, the locale is close to DePauw University, which often hosts events and activities that families can enjoy together. For those interested in nature, nearby parks offer opportunities for outdoor activities like hiking and picnicking.
Can I find long-stay holiday rentals in Greencastle?
A long-stay holiday rental in Greencastle 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Greencastle?
In Greencastle, Indiana, there are several pet-friendly house rentals available, offering a comfortable stay for both travellers and their furry companions. Many of these properties feature spacious layouts with amenities such as fully equipped kitchens, outdoor spaces, and comfortable living areas, making them ideal for families or groups.

The area around DePauw University is particularly appealing, known for its picturesque campus and nearby parks. Pet-friendly points of interest include the scenic trails at the DePauw Nature Park, which offer ample opportunities for walks and exploration with pets. Additionally, the local community is welcoming to pet owners, with several parks and green spaces where you can enjoy time outdoors.
Are there any remote work holiday rentals in Greencastle?
In Greencastle, Indiana, there are approximately 26 holiday rentals available that are suitable for remote work. This charming town, home to DePauw University, offers a range of accommodations designed for guests who need to balance work and leisure. Many properties feature essential amenities such as reliable Wi-Fi, comfortable workspaces, and free in-room internet access, ensuring a productive environment.

Travellers can expect a variety of settings, from quaint cottages with garden views to spacious homes that can accommodate families or groups. The town itself boasts picturesque parks and walking trails, providing a lovely backdrop for breaks during the workday. Additionally, Greencastle's local cafes and restaurants offer a taste of the community, great for unwinding after hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greencastle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Greencastle 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 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 Greencastle?
In Greencastle, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Onsite parking is commonly available, providing convenience for travellers with vehicles. Many rentals feature decks or patios, which offer outdoor space for relaxation and enjoyment of the scenery. Additionally, amenities such as coffee and tea makers are provided for guests' comfort, along with essentials like paper towels, enhancing the overall convenience of the stay.
When is the best time to visit Greencastle for a holiday rental?
The best time to visit Greencastle for a holiday rental is during the peak season from February to April, with March being particularly popular. This period attracts visitors eager to experience the charm of Indiana in the spring, as the weather begins to warm up and the town comes to life with outdoor activities and events.

During these months, temperatures typically range from around 5 to 15 degrees Celsius, providing a comfortable climate for exploring the scenic beauty of the area. You can enjoy leisurely strolls through the vibrant parks, visit local attractions, or take part in nearby hiking trails, all while soaking in the blossoming surroundings.

For those seeking a more budget-friendly option, December offers a quieter time to visit Greencastle. This month allows for a more relaxed experience, where you can appreciate the festive atmosphere and perhaps enjoy the local holiday events without the crowds.
How early should I book a Greencastle holiday rental?
Book your Greencastle holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Greencastle?
In Greencastle, visitors can explore several popular attractions. DePauw University is a prominent institution in the area and features beautiful historic buildings and a vibrant campus atmosphere. The university's art gallery often hosts exhibitions that are open to the public, offering a taste of local culture and creativity.

For nature enthusiasts, the nearby McCormick's Creek State Park is a fantastic destination, providing hiking trails, picnic areas, and scenic views of waterfalls and limestone gorges. The park is a superb spot for outdoor activities like hiking and birdwatching.

The Greencastle Historic District showcases charming architecture and local shops, where travellers can experience the community's heritage and hospitality.
Can I change or cancel my Greencastle home rental booking on Vrbo?
To find Greencastle holiday 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 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 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, Vrbo 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 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 Greencastle holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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