Winchester Hotels, Resorts, and Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
Best Hotels in Winchester & Best Resorts
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Pet Friendly
- Bedding/Linens
Book a Last Minute Place to Stay in Winchester
About Winchester Vacation Rentals
There are more than 10 places to stay in Winchester that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Winchester.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Winchester, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Winchester. Places to stay near Winchester are 203.68 ft² on average, with prices averaging AU $179 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winchester with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Winchester
| Type | Count |
|---|---|
| Cabin Rentals | 3 |
| Vacation Homes | 3 |
Use these Quick Filters to Find a Vacation Rental in Winchester
- Pool
- |
- Pet Friendly
- |
- Eco-friendly
- |
★ Pro Tip: Hotala.com.au has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Winchester.
Weather in Winchester, IL
View the weather forecast for Winchester before booking your Winchester Vacation Rentals to confirm your best time to go.
Stay Near Winchester's Top Attractions
Hotala.com.au can help you find hotels, resorts, and rentals near many of Winchester's top attractions, neighborhoods, and points of interest.
Frequently Asked Questions About Winchester?
What are the top hotels or resorts in Winchester?
You have a lot of choices in or near Winchester. If you need a hotel in the Winchester area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Winchester:
- Hampton Inn Jacksonville
- Best Western Jacksonville Inn
- Hampton Inn Jacksonville
- Best Western Jacksonville Inn
- COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!
- Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, ILn
- Audrey's Abode - Restored log cabin, country setting, minutes from Jacksonvillen
- Beautiful secluded lodge with a breathtaking view!
- Charming 3-bedroom house in Winchester with WiFi and AC
- River Cottage Along the Illinois River.
How many hotels, resorts, or rentals are available in Winchester?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 10 in the Winchester area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winchester.
