Compare Cottages, Resorts, & Rentals in Winchester, Tennessee, USA
About Winchester Vacation Rentals
There are over 267 amazing vacation rentals available in Winchester. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Winchester.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Winchester, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Winchester. The average size of places to stay near Winchester is approximately 3613.22 ft², with prices averaging US $394 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Winchester. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Winchester, TN
Frequently Asked Questions About Winchester?
What are the top cottages, summer homes, and lake houses in Winchester?
- Tim's Ford Lake Home. Private Boat Dock with Jet Ski Port & 2 Kayaks
- Waterfront home just steps away from a quiet cove and a 2 slip dock
- Hickory Hideaway on Tim`s Ford Lake, Boat rental available
- Beautiful Lake Townhouse at Twin Creeks Resort
- Enjoy fireside sunset & walk to movies, shops, restaurants!
- Big Lake Views Tims Ford Lake! Lots of space and great for family get togethers
- Easy Peasy -lakefront home Tim’s Ford Lake -golf cart seats 6, in Twin Creeks
- Beautiful Lake Views at Twin Creeks!
- Waterfront Oasis On Tims Ford Lake: Pool/Kayak!
- Million Dollar Views + Luxury + Infinity Deck
How many rentals, hotels, or resorts are available in Winchester?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 267 properties listed by Vacation Cottage in the Winchester area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Winchester.
