Winona vacation rentals

We found 28 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Winona that are perfect for your trip. Vacation homes provide the amenities you need and want for your family, friends, or furry companion, such as a hot tub and a washer and dryer. At the end of the day, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Winona

Showing deals for:Nov 14 - Nov 21
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Find out more about Winona

Find out more about Winona

Why visit Winona

  1. Outdoor Adventures: Winona is perfect for nature lovers, offering beautiful parks and recreational activities.
  2. Charming Accommodations: Enjoy a variety of vacation rentals, from cozy cabins to delightful cottages, enhancing your stay.
  3. Rich History: Explore the local heritage through museums and historical sites that showcase Winona's unique past.
  4. Welcoming Atmosphere: Experience the hospitality of friendly locals in inviting neighbourhoods.
  5. Romantic Getaways: Winona provides idyllic settings for couples seeking a peaceful retreat amidst charming scenery.

Popular types of accommodation in Winona

Looking for the perfect getaway in Winona? You're in the right place! Our selection of vacation rentals includes popular options like houses, charming cabins, and delightful cottages. Whether you're after cozy apartments in Winona or the best vacation rentals the area has to offer, we’ve got something for everyone. Explore new Winona apartments and beautiful homes to make your stay unforgettable!

  • Houses: A favourite among visitors, these accommodations offer a spacious and comfortable stay for families or groups of friends.
  • Cabins: Perfect for those seeking a rustic getaway, our cabins provide a serene escape amidst nature.
  • Cottages: These delightful hideaways offer a quaint and inviting atmosphere for a relaxing retreat.
  • Apartments: Ideal for solo travellers or couples, these rentals provide convenient amenities in a home-like setting.
  • Condos: A modern option that combines comfort and style, great for a more urban experience.**

Top attractions in Winona

Winona, Texas, is a charming destination perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore a variety of attractions, including modern colleges and universities, national and state parks, and art museums. The area offers a diverse range of experiences suitable for families and those looking to enjoy the beauty of nature and the vibrancy of city life.

  1. Tyler State Park: A beautiful national park showcasing adventure and stunning scenery. Enjoy hiking, fishing, and picnicking amidst towering pines and tranquil lakes, perfect for outdoor enthusiasts.
  2. Jarvis Christian College: A vibrant modern college that embodies city vibes. Explore its campus and engage with the local community, appreciating the blend of education and cultural experiences.
  3. Mrs. Lee's Daffodil Garden: A delightful flower garden in Winona, ideal for families. Wander through vibrant blooms in a serene outdoor setting, perfect for relaxation and family bonding.

Things to do recommended for couples

If you're seeking a romantic getaway in Winona, Texas, consider visiting Kiepersol Estates Winery and Grand Oaks Vineyard & Winery for a delightful wine tasting experience. Don't miss the Gladewater Saturday Night Opry for live music, adding a touch of entertainment to your couple's retreat.

Things to do recommended for families

Experience the wonders of the Center for Earth and Space Science Education, a family-friendly planetarium just 20.9km from Winona. Enjoy relaxation at Rose Rudman Park, 24.1km away, or get active at the Lindale Baseball-Softball Complex, located 22.5km from Winona.

Things to do recommended for groups

Your group vacation in Winona, Texas, can include a round of golf at Pine Springs Golf Course, a shopping spree at Broadway Square Mall, and an evening of culture and entertainment at Liberty Hall, all offering delightful local experiences to make your trip memorable.

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

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

  • Traveling to Winona with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Winona with young kids: Traveling with young children can present its challenges. It’s important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your distance from family-friendly attractions can enhance your experience.
  • Taking your pets with you to Winona: For many families, a trip isn't truly finished without their furry companion. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly homes come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at ease.
  • Planning for a long term stay visiting Winona: If you're in search of vacation rentals offering discounts for stays of a month or longer, 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 parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Winona

Winona, Texas, offers a delightful blend of outdoor adventures and charming scenery, perfect for a romantic getaway or family-friendly vacation. Explore the welcoming atmosphere of nearby neighborhoods, where friendly locals enhance your experience. Discover the rich history and relaxation opportunities that the region presents, from picturesque parks to quaint excursions. Whether you're seeking the perfect spot for a peaceful retreat or vibrant island city living, Winona has something special waiting for you.

  • Tyler: Located 19.3km from Winona, Tyler is a vibrant city known for its outdoor adventures and scenic beauty. Visitors are drawn to its lush parks and recreational areas, perfect for hiking, picnicking, and enjoying the great outdoors. The city’s charming shopping centres offer a variety of local boutiques and eateries. Key attractions include the picturesque Lake Tyler, the stunning Tyler State Park for nature enthusiasts, and the educational experience at the modern Tyler Junior College. Whether you're seeking romance or family-friendly activities, Tyler provides a delightful mix of experiences.
  • Hawkins: Just 11.3km away from Winona, Hawkins is a small city that beckons those in search of outdoor activities and scenic landscapes. Known for its welcoming atmosphere, this city is ideal for golf enthusiasts with access to private clubs and beautiful fairways. Visitors can enjoy the tranquil surroundings of nearby lakes and the stunning national state park, which is perfect for hiking and wildlife watching. The Hawkins Dam is another local landmark that offers breathtaking views, making it a great spot for photography and a peaceful escape into nature.
  • Big Sandy: Also situated 11.3km from Winona, Big Sandy is a quaint city that offers a serene getaway for those who love nature and outdoor activities. The area is known for its recreational facilities and golf options, making it an excellent spot for both relaxation and play. Visitors can explore the scenic landscapes of nearby lakes and national state parks, where hiking and outdoor exploration await. The local dam adds to the picturesque scenery, providing a perfect backdrop for a romantic picnic or a leisurely stroll in the fresh air.

Best time to go to Winona

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January46.6°F (8.1°C)Light RainMostly SunnyAverageSlightly Low
February49.6°F (9.8°C)Light RainMostly SunnyHighSlightly Low
March58.3°F (14.6°C)Light RainMostly SunnyAverageSlightly Low
April64.8°F (18.2°C)Light RainMostly SunnyHighAverage
May73.0°F (22.8°C)Light RainMostly SunnyLowAverage
June81.1°F (27.3°C)Light RainMostly SunnyLowSlightly High
July84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly High
August84.7°F (29.3°C)Light RainMostly SunnyAverageSlightly High
September78.6°F (25.9°C)Light RainMostly SunnyAverageAverage
October67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
November56.3°F (13.5°C)Light RainMostly SunnyHighAverage
December50.0°F (10.0°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can easily create new trips, resume planning from where you left off, or keep track of your travel arrangements. You'll find your saved or booked properties neatly organized under categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Winona getaway

Learn about the unique charm of Winona with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Winona

Are you hoping to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Winona has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Pine Springs Golf Course (7.1 mi / 11.5 km)
  • Caldwell Zoo (12.3 mi / 19.8 km)
  • Kiepersol Estates Winery (13.6 mi / 21.9 km)
  • Holly Lake Ranch Golf Club (15.8 mi / 25.4 km)
  • Grand Oaks Vineyard & Winery (19 mi / 30.6 km)
  • Santa Land (11.2 mi / 18 km)

Exploring the natural landscape of Winona

Whether you're an outdoor enthusiast or just want to take in the scenery, Winona is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Lake Gladewater (13.5 mi / 21.7 km)
  • Tyler Municipal Rose Garden Center and Museum (13.5 mi / 21.7 km)
  • Hide A Way Lake (17.1 mi / 27.6 km)
  • Lake Tyler (18.5 mi / 29.7 km)
  • Faulkner Park (18.5 mi / 29.8 km)
  • Lear Park (22.6 mi / 36.3 km)

Transportation to and around Winona

Fly into Tyler, TX (TYR-Pounds Regional), the closest airport, located 17.1 mi (27.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Longview, TX (GGG-East Texas Regional), which is 27 mi (43.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Winona?
The average price for a vacation home in Winona is based on a number of factors, including season, length of stay and property type. Whether you'd like a villa with space for extended family or a cozy cabin ideal for just you and the kids, just enter your dates of travel to see stays that offer great value.
How much does it cost to rent a beach house in Winona?
The average price for a vacation home near the beach in Winona depends on when you're going and the size and style of property you want. Find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use our handy filter tool to choose the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.
What are the top attractions for families in Winona?
Keeping the kids happy during your vacation in Winona is child's play with these awesome family-friendly attractions:

  • Tiger Creek Wildlife Refuge
  • Tyler State Park
  • Pine Springs Golf Course

How old do you have to be to rent a vacation rental in Winona?
The minimum age is usually 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your preferred Winona vacation rental before making a booking.
How long can I rent a vacation rental in Winona for?
The amount of time you can rent a Winona vacation home for depends on the property. Just tap in your travel dates to find available options that offer extended stays. They have all you need to make your extended break more convenient and enjoyable, such as kitchens and laundries. Some properties might also offer weekly or monthly discounts, so you can stay even longer for less.

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