Winona Lake holiday lettings

We found 87 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Winona Lake that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, including parking and a TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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The adventurous area of Winona Lake awaits your stay

The lake, riverfront and forests display a scene truly unique to Winona Lake. This city's hiking, cycling and sporting events draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Winona Lake

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winona Lake a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Wawasee Golf Club (14.5 mi / 23.4 km)
  • South Shore Golf Club (12.7 mi / 20.5 km)
  • Maxwelton Golf Club (15.1 mi / 24.3 km)

Exploring the natural landscape of Winona Lake

Whether you're an outdoor enthusiast or just want to take in the scenery, Winona Lake is a great spot to appreciate mother nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Winona Lake (0.5 mi / 0.8 km)
  • Big Chapman Lake (4.4 mi / 7.1 km)
  • Big Barbee Lake (7.2 mi / 11.6 km)
  • Tippecanoe Lake (7.6 mi / 12.2 km)
  • Webster Lake (9.9 mi / 16 km)
  • Dewart Lake (10.3 mi / 16.5 km)

Travelling to and around Winona Lake

The nearest airport is in Goshen, IN (GSH-Goshen Municipal), located 20.5 mi (32.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Fort Wayne, IN (FWA-Fort Wayne Intl.), which is 36.9 mi (59.4 km) away.

Frequently asked questions

What is the best area to stay in Winona Lake when booking a holiday rental?
When considering a holiday rental in Winona Lake, Indiana, the area around the lake itself is the best choice. This charming neighbourhood offers a picturesque setting with stunning views and easy access to the water, making it superb for those who enjoy outdoor activities. There are numerous properties available in this area, ranging from quaint cottages to modern homes, providing various options for visitors.

One of the top attractions nearby is the Winona Lake Limitless Park, which features walking trails, playgrounds, and beautiful picnic areas, ideal for families and nature lovers alike. Additionally, the nearby Grace College campus is a cultural hub, often hosting events and performances that can enrich your stay.
How much does it cost to rent a holiday home in Winona Lake?
Prices for holiday rentals in Winona Lake 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 Winona Lake 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 Winona Lake holiday house rentals?
You can find great discounts on house rentals in Winona Lake 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 Winona Lake?
In Winona Lake, holiday houses are the predominant type of holiday rental, with about 15 available throughout the area. These homes typically feature spacious interiors, multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, making them ideal for families or groups. Additionally, there are several cottages scattered around, which offer a charming and cosy atmosphere, often with unique decor and proximity to the lake.
Are there any family house rentals in Winona Lake?
In Winona Lake, Indiana, there are several family-friendly house rentals available, providing an excellent base for those looking to enjoy the area's outdoor activities and local charm. Many of these homes are located near the picturesque Winona Lake itself, where families can indulge in kayaking, fishing, or simply relaxing by the water.

The properties often boast amenities such as spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for barbecues or enjoying the natural surroundings. Additionally, some rentals may feature cozy fire pits or game rooms, creating an inviting space for family gatherings.

Visitors can explore nearby attractions like the historic Winona Lake Park and the scenic trails that wind through the area, offering opportunities for hiking and biking.
Can I find long-stay holiday rentals in Winona Lake?
A long-stay holiday rental in Winona Lake 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 Winona Lake?
In Winona Lake, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. These holiday homes often feature modern amenities such as fully equipped kitchens, open living spaces, and private outdoor areas, which can be superb for enjoying the scenic surroundings.

The area is particularly known for its lovely lakeside views and access to outdoor activities. Nearby, visitors can explore the picturesque Winona Lake Park, which offers walking trails and picnic spots, ideal for a day out with pets. Additionally, the charming town provides quaint shops and eateries, enhancing the overall experience for guests.
Are there any remote work holiday rentals in Winona Lake?
In Winona Lake, there are approximately 18 holiday rentals that cater to remote work needs, making it a suitable location for those looking to combine work and leisure. Many of these properties offer essential amenities such as free Wi-Fi, comfortable workspaces with desks and chairs, and access to high-speed internet, ensuring a productive environment.

The charming area is set against the backdrop of beautiful lakeside views, providing a serene atmosphere for working remotely. Nearby, visitors can enjoy local attractions like the picturesque Winona Lake Trail and various parks, superb for taking breaks or enjoying outdoor activities. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winona Lake holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winona Lake 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 Winona Lake?
In Winona Lake, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, as well as onsite parking for convenience. Many properties also feature a blender and a coffee/tea maker, suiting those who enjoy homemade beverages. Additionally, outdoor spaces such as decks or patios are common, providing a lovely area to relax and soak in the scenic surroundings.
When is the best time to visit Winona Lake for a holiday rental?
The best time to visit Winona Lake for a holiday rental is during the peak season from June to August. This vibrant period attracts families and outdoor enthusiasts alike, as the warm summer weather creates an inclusive setting for a variety of activities. With temperatures typically ranging from 20 to 30 degrees Celsius, visitors can comfortably enjoy the stunning lakeside views, partake in water sports, or explore nearby hiking trails.

July is particularly popular, as it features a range of community events and festivals that showcase the local culture, providing ample opportunities for both relaxation and adventure. The lively ambiance makes it easy to connect with fellow travellers and fully immerse yourself in the summer spirit.

For those looking for more cost-effective options, consider visiting in December. While this month falls into the low season, it offers a unique charm with the festive holiday decorations and a quieter environment, superb for a peaceful getaway. Enjoy winter walks by the lake and the cozy atmosphere of local cafes.

Ultimately, your choice depends on whether you prefer the bustling energy of summer activities or the tranquil beauty of a winter retreat.
How early should I book a Winona Lake holiday rental?
Book your Winona Lake 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 Winona Lake?
In Winona Lake, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. The picturesque Winona Lake itself is superb for outdoor activities such as kayaking, paddleboarding, and fishing, with scenic trails along its shores ideal for walking or cycling.

The nearby Grace College campus features lovely grounds and hosts cultural events throughout the year, making it a great place to explore local art and community activities. Additionally, the Village at Winona offers charming shops, restaurants, and a vibrant setting, where guests can enjoy local cuisine and quaint boutiques.

For those interested in history, the Winona History Centre provides insights into the area's past, while the surrounding parks, such as the picturesque Miller Sunset Park, offer picnic areas and playgrounds for family-friendly outings.
Can I change or cancel my Winona Lake home rental booking on Vrbo?
To find Winona Lake 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 Winona Lake 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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