Winona Vacation Rentals, Hotels, & Places to Stay
About Winona Vacation Rentals
There are more than 56 places to stay that are available in Winona. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Winona.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Winona, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Winona. Places to stay near Winona are 734.73 ft² on average, with prices averaging US $253 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Winona. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Winona
| Type | Count |
|---|---|
| Vacation Homes | 27 |
| Holiday Apartments | 12 |
Use these Quick Filters to Find a Vacation Rental in Winona
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Winona today.
Weather in Winona, TN
View the weather forecast for Winona before booking your Winona Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Winona?
What are the top vacation rentals in Winona?
We have scoured the web to find you options in Winona. If you plan on staying near or in the Winona area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Winona:
- Mossy Ridge- Trail #4, 88 &95 access- 3 bedroom- 6 person home on Brimstone Road
- Luxury Lodge with Ride-In-Ride-Out Location - WiFi - Sweeping Mountain Views
- Lazy Bear Cottage-No Cleaning Fees & direct access to Brimstone
- TN, Royal Blue, TWRA, Brimstone, Windrock, Tackett Creek
- Trailway to Heaven Log Cabin - 1000 ft from Brimstone Trail #6
- 5 Star with Direct Access to Brimstone Recreation Game Room Comfortable Up to 4 Bedrooms Stylish
- Ride to many trails from our property.
- UTV/ATV PARADISE! A/C and heat
- Charming 3-bedroom house in Pioneer with WiFi and AC
- New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone
Which vacation homes in Winona are best for families?
If you are looking for a place to stay that is family-friendly in Winona, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Winona:
- The LaRue Cabin, Cabin #3 at Copper's Peak
- Huntsville Vacation Rental w/Fire Pit
- Spacious Brimstone Cabin w/ Hot Tub!
How many Varoom vacation rentals are available in Winona?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 56 in the Winona area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Winona.




















































