Winona holiday rentals

We found 35 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Winona 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 garden and pool. At the end of the day, 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 Winona

  • Scenic outdoor adventures: Enjoy picturesque natural landscapes, serene lakes and lush parks for both romantic escapes and family outings.
  • Rich cultural experiences: Wander charming streets and immerse yourself in the local community's warm atmosphere and history.
  • Historical landmarks: Discover the city's heritage through its significant sites and storied past.
  • Inviting community: Experience the friendly local vibe that makes Winona a welcoming Texan gem.
  • Versatile holiday options: Choose from a range of generic accommodation styles to suit your travel needs.

Popular types of accommodation in Winona

Welcome to Winona, Texas, a charming city offering a range of holiday rentals including private holiday homes, cabins, and cottages. Discover local attractions in Winona while exploring its scenic landscapes and historical landmarks. Whether you're looking for winona rentals, rent in winona tx, or a house in winona, enjoy a truly authentic experience in this delightful community. Find your perfect winona home and create lasting memories in this inviting Texan gem.

  • Private Holiday Homes: Enjoy the ultimate in privacy and comfort at a standalone residence, perfect for an intimate getaway.
  • Cabins: Escape to a cosy retreat in the woods, ideal for a rustic holiday experience.
  • Cottages: Delight in a charming, traditional dwelling, offering a quaint and homely atmosphere.
  • Apartments: Experience the convenience of a self-contained flat, suited for urban explorations.
  • Condos: Revel in a modern, communal space, providing both style and practicality for your stay.**

Top attractions near Winona

Winona, Texas, offers a charming blend of outdoor adventures and cultural experiences in its scenic settings. Ideal for romantic and family outings, visitors can explore national and urban parks alongside serene lakes. The local attractions cater to those seeking an immersive, outdoor holiday in a picturesque environment, ensuring a memorable visit full of natural beauty and cultural richness.

  • Tyler State Park: A national state park offering a blend of adventure and scenic beauty, located 11km from Winona. Its outdoor attractions provide ample opportunities for exploration and relaxation.
  • Brumley Lake: A picturesque lake 14km from Winona, ideal for enjoying beachside scenery and outdoor pursuits, creating a romantic retreat.
  • Tyler Museum of Art: An art museum with a rich cultural ambience, situated 21km from Winona and offering an insightful journey into artistic expression.

Things to do recommended for couples

Winona offers delightful experiences for couples. Stroll hand-in-hand through the scenic parks, enjoy a picnic by the tranquil lakes, or savour a candlelit dinner at a charming local eatery. Don't miss the picturesque sunsets that create the perfect backdrop for a romantic evening.

Things to do recommended for families

Families visiting Winona can explore local parks, enjoy interactive museums, and partake in community events perfect for children, ensuring a memorable family holiday in a welcoming atmosphere.

Things to do recommended for groups

Groups visiting Winona can experience the thrill of motor racing at Lonestar Speedway, located 24km away. This venue offers an exhilarating atmosphere perfect for adventure enthusiasts, making it an ideal choice for those seeking excitement during their holiday.

*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 Winona

Whether you're travelling with a group, as a family, with your pets, or seeking longer stays, ensure you filter using the appropriate priorities. Here are several Stayz booking tips for you.

  • Traveling to Winona with a group: Consider how many bedrooms you'll require, along with facilities such as a complete kitchen or an outdoor area suitable for group gatherings. Thankfully, you can refine your search on Stayz to include all these features and more.
  • Traveling to Winona with young kids: Traveling with young children can present its challenges. It is essential to guarantee their comfort and safety, and to have facilities suited to their age, such as a private swimming pool. Additionally, it is advisable to consider accommodation near family-friendly attractions.
  • Taking your pets with you to Winona: For some travellers, a family holiday simply isn’t complete without the company of their four-legged companion. If this resonates with you, be sure to explore Stayz properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Winona: If you are seeking holiday lets offering discounts for extended stays of a month or more, you’ve come to the right place. By utilising the appropriate filter, you can effortlessly discover and save on monthly rentals. Additionally, consider including a parking space, a well-appointed kitchen, or a private pool in your search criteria.

Where to stay near Winona

Winona, Texas, offers a delightful blend of outdoor activities and scenic views, making it an ideal destination for a romantic getaway or a family-friendly holiday. Stroll through its charming streets, explore local parks, and enjoy the warm atmosphere created by friendly residents. With opportunities for excursions and relaxation, Winona invites travellers to immerse themselves in its inviting community and experience the rich history and natural beauty that surrounds this quaint city.

  • Tyler: Tyler is a charming city situated 19km from Winona, offering visitors a blend of scenic beauty and a romantic atmosphere. The area invites nature lovers to enjoy its expansive recreational areas and picturesque landscapes, perfect for outdoor pursuits. Culture and education come together at the modern college university and local educational venues, while a vibrant shopping centre adds a dash of urban convenience. Explorers can also appreciate nearby natural landmarks including a serene lake and a national state park, making Tyler a well-rounded destination for a leisurely escape.
  • Hawkins: Hawkins is a quaint city located 11km from Winona, known for its captivating outdoor appeal and scenic vistas. It offers a range of activities from leisurely visits to recreational areas to rounds of golf in beautifully maintained courses. The presence of educational facilities adds a cultural touch to the city. Natural attractions such as a sparkling lake, a majestic national state park, and an impressive dam enrich the experience, providing a harmonious blend of nature and leisure for visitors seeking a romantic retreat.
  • Big Sandy: Big Sandy, also just 11km from Winona, presents a delightful combination of natural beauty and a relaxed, romantic ambience. Its recreational areas and golf courses offer plenty of opportunities for outdoor fun, while educational venues contribute to a well-developed local culture. The nearby scenic lake and national state park, along with the modern college university, ensure that visitors can enjoy both nature and intellectual pursuits. Big Sandy stands as an inviting destination for those aiming to explore the diverse attractions of the region.

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 Stayz is a breeze

Looking to cut costs on your upcoming journey? Adjusting your travel dates may prove beneficial, as prices can fluctuate. You could also achieve considerable savings by opting for a longer stay. To locate a Stayz property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides a convenient platform for you to plan new journeys, refine your existing arrangements, or assess and organise your bookings. The properties you have saved or reserved are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Winona getaway

Learn about the unique charm of Winona with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday 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 while you're in town? Venture out of your holiday home and experience everything that makes Winona a fun spot to go on holiday. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Caldwell Zoo (12.3 mi / 19.8 km)
  • Pine Springs Golf Course (7.1 mi / 11.5 km)
  • Santa Land (11.2 mi / 18 km)
  • Holly Lake Ranch Golf Club (15.8 mi / 25.4 km)

Exploring the natural landscape of Winona

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Winona. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Tyler Municipal Rose Garden Center and Museum (13.5 mi / 21.7 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)
  • Brumley Lake (9.1 mi / 14.6 km)
  • Lake Gladewater (13.5 mi / 21.7 km)

Transport to and around Winona

Fly into Tyler, TX (TYR-Pounds Regional), the closest airport, located 17.1 mi (27.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Longview, TX (GGG-East Texas Regional), which is 27 mi (43.5 km) away.

Frequently asked questions

What is the best area to stay in Winona when booking a holiday rental?
When considering a holiday rental in Winona, Texas, the area around the town centre is particularly appealing. This neighbourhood offers a charming small-town atmosphere with easy access to local amenities and attractions. One of the top points of interest nearby is the beautiful Lake Winona, which provides opportunities for outdoor activities such as fishing and picnicking. Additionally, the region is known for its lovely parks, great for a leisurely stroll or a family outing.Another great option is the vicinity of the East Texas Arboretum and Botanical Society, which showcases stunning gardens and walking trails, making it an excellent spot for nature enthusiasts. The abundance of properties available in these neighbourhoods caters to a variety of preferences and budgets, ensuring that visitors can find something that suits their needs.
What is the most popular type of holiday rental accomodation in Winona?
In Winona, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes typically offer spacious rooms, making them suitable for families or groups looking for a comfortable stay. Most holiday houses come equipped with essential amenities such as fully equipped kitchens, multiple bedrooms, and outdoor spaces for relaxation. This makes them a great choice for travellers seeking a home-like environment while enjoying the peaceful surroundings of Winona.
Are there any family house rentals in Winona?
In Winona, Texas, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area features spacious homes that often include amenities such as full kitchens, large living areas for family gatherings, and outdoor spaces great for kids to play. Many properties also come with essentials like Wi-Fi and air conditioning to ensure a comfortable stay.Visitors can enjoy the charm of this small town, with nearby attractions including scenic parks and local dining options that offer a taste of Texan cuisine.
Are there pet-friendly house rentals in Winona?
In Winona, Texas, there are several pet-friendly house rentals available for travellers looking to enjoy a stay in this charming area. Many of these holiday homes come equipped with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families and groups.The surrounding countryside provides a peaceful backdrop, superb for leisurely walks with pets. Additionally, the nearby Lake Fork Reservoir offers opportunities for outdoor activities, including fishing and hiking, which can be enjoyed with your furry companions.
Are there any remote work holiday rentals in Winona?
In Winona, Texas, there are several remote work-friendly holiday rentals available, making it an ideal location for those looking to combine work and leisure. Many of these properties are equipped with essential amenities for remote work, including dedicated desks, comfortable desk chairs, and high-speed Wi-Fi, ensuring a productive environment.The town itself is located in a picturesque setting, offering a peaceful atmosphere that can enhance your working experience. Additionally, the local area features charming parks and scenic spots great for taking breaks and enjoying the outdoors. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Winona?
In Winona, popular holiday rental amenities include essential features that enhance the comfort of guests. Most rentals come equipped with kitchens, allowing travellers to prepare their meals at their convenience. Additionally, amenities such as coffee and tea makers are commonly found, ensuring that guests can enjoy a warm beverage at any time. Onsite parking is also a popular feature, providing ease of access for those travelling by car. Many properties accommodate service animals, making them suitable for guests with specific needs. For those who enjoy cooking, blenders are often available, superb for preparing smoothies or other recipes.
When is the best time to visit Winona for a holiday rental?
The best time to visit Winona for a holiday rental is during the peak season from September to November, with November being particularly popular. This period attracts visitors who appreciate the charm of autumn in Texas, where the landscape transforms into a tapestry of vibrant fall colours.As the temperatures begin to cool, with highs averaging around 20 to 25 degrees Celsius, it's an ideal time for outdoor activities and sightseeing. You can take leisurely walks through the picturesque surroundings or explore local attractions at a comfortable temperature. The pleasant climate enhances the experience of enjoying the scenic beauty of the region, making it superb for family outings or romantic getaways.For those seeking a more budget-friendly option, December offers a quieter atmosphere and potential savings on holiday rentals. While the temperatures dip to around 10 degrees Celsius, the serene environment can be appealing for those looking to escape the hustle and bustle of peak tourist seasons.Ultimately, your choice of when to visit Winona will depend on whether you prefer the lively option of autumn festivities or the tranquility of the quieter winter months.
What are the top attractions in Winona?
In Winona, Texas, visitors can explore a range of attractions that showcase the area's charm and natural beauty. The Lake Winona area offers opportunities for fishing, boating, and picnicking, making it a popular spot for those looking to enjoy the outdoors. Nearby, the historic downtown area features quaint shops and local eateries, superb for a leisurely stroll.For a taste of local culture, the Winona Historical Museum provides insights into the town's history and heritage, while art enthusiasts may appreciate the local art installations and community events that take place throughout the year.
Are all fees included in the Winona holiday homes prices shown on Stayz?
Stayz 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.
Are there any Winona holiday homes with parking?
Stayz offers a wide selection of holiday homes in Winona 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 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.
Are there any discounts for Winona holiday homes?
You can find great discounts on holiday homes in Winona on Stayz, 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.
Can I change or cancel my Winona holiday home booking on Stayz?
To find Winona holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Winona?
A long-stay holiday home in Winona 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Winona holiday home?
Book your Winona holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Winona?
Prices for holiday homes in Winona 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Winona to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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