Winchester vacation rentals

Why visit Winchester

1. Outdoor Adventures: Winchester is perfect for nature lovers with local parks, scenic lakes, and nearby national parks.
2. Unique Distillery Tours: Experience local flavors with engaging distillery tours showcasing Tennessee's rich heritage.
3. Picturesque Waterfalls: Discover stunning waterfalls that offer breathtaking views and great photo opportunities.
4. Barefoot Beach Experience: Enjoy a relaxing day at a unique beach where you can walk barefoot and unwind.
5. Charming Accommodations: Choose from cozy vacation homes, charming cottages, and rustic log cabins for a delightful stay.

Popular types of accommodation in Winchester

Planning a getaway to Winchester? You're in for a treat! Discover the charm of houses, cozy cabins, and quaint cottages that make this destination special. Whether you're seeking a rustic log cabin or a modern villa, Winchester offers a variety of vacation rentals to suit every taste. Start your adventure by exploring the inviting options available, including the unique Western Inn, and make your stay unforgettable!

• Houses: The top choice for travelers in Winchester, offering spacious and comfortable accommodations perfect for families or groups.
• Cabins: A popular option for those seeking a rustic experience, these charming retreats provide a cozy atmosphere surrounded by nature.
• Cottages: Ideal for couples or small families, these quaint homes offer a homely feel with a touch of charm.
• Apartments: A convenient choice for travelers wanting a modern living space with amenities, perfect for longer stays.
• Caravan Parks: Great for outdoor enthusiasts, these parks provide a unique camping experience with various facilities.**

Top attractions in Winchester

Winchester, Tennessee, is a perfect destination for outdoor enthusiasts and those seeking romance. Explore local parks, scenic lakes, and the nearby national and state parks for a family-friendly eco-adventure. Don’t miss out on distillery tours, picturesque waterfalls, and a unique barefoot beach experience. Whether you're traveling solo or with loved ones, Winchester offers a delightful blend of nature and charm for an unforgettable getaway.

1. Tim's Ford Marina: Experience adventure and outdoor fun at Tim's Ford Marina, where you can enjoy boating, fishing, and beach vibes in a picturesque setting right within Winchester.
2. Tims Ford Lake: A romantic getaway awaits at Tims Ford Lake, located 9 miles away, offering stunning scenery, outdoor activities, and a serene beach atmosphere perfect for picnics and relaxation.
3. Tims Ford State Park: Just 9 miles from Winchester, Tims Ford State Park invites you to explore its adventurous trails, breathtaking views, and abundant outdoor activities amidst nature’s beauty.

Things to do recommended for couples

For a romantic getaway in Winchester, consider visiting Great Stage Park, located 20 miles away. Enjoy a lively music concert that sets the perfect atmosphere for couples, filled with entertainment vibes and a chance to create lasting memories together.

Things to do recommended for families

In Winchester, Tennessee, families can explore the serene South Cumberland State Park, just 19 miles away, perfect for outdoor fun and relaxation. Additionally, the Short Springs Natural Area, located 15 miles from Winchester, offers beautiful scenery and a peaceful environment for a delightful family outing.

Things to do recommended for groups

Explore Hammers for unique finds, then venture to Jack Daniel's Distillery for a taste of local spirits and entertainment. Don't miss the Sewanee Golf and Tennis Club for outdoor sports fun with friends, just 11 miles away.

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

When planning your trip, whether you're traveling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

• Traveling to Winchester with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Winchester with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, thinking about your closeness to family-friendly attractions can be beneficial.
• Taking your pets with you to Winchester: For many families, a vacation wouldn't feel complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Winchester: If you're searching for vacation rentals that offer great deals for stays of a month or more, 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 options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Winchester

Winchester, Tennessee, is a delightful getaway that offers stunning views and a perfect blend of outdoor adventures and romantic scenery. Explore the family-friendly atmosphere and enjoy excursions in the heart of Middle Tennessee. Whether you're seeking a charming country escape or a recreational retreat, Winchester and its nearby regions promise a wonderful experience filled with friendly locals and rich history.

• Monteagle: Located 16 miles from Winchester, Monteagle is a charming city that invites travelers to immerse themselves in outdoor adventures and stunning natural scenery. Known for its recreational areas and hiking trails, Monteagle offers a perfect escape for nature lovers and adventure enthusiasts alike. Visitors can explore the nearby national state park and enjoy picturesque views around the local lake. With its tranquil parks and abundant opportunities for exploration, Monteagle is an ideal spot for those seeking both relaxation and activity.
• Sewanee: Just 11 miles from Winchester, Sewanee is a picturesque city renowned for its romantic atmosphere and outdoor experiences. The historic college university adds a unique charm to the area, making it a great destination for education and cultural exploration. Visitors can take advantage of the hiking trails and scenic spots around the local lake and national state park, providing ample opportunities for breathtaking views and memorable outings. Sewanee is perfect for couples and families looking to enjoy the beauty of nature while indulging in the area's rich history.
• Manchester: Situated 20 miles from Winchester, Manchester is a vibrant city known for its outdoor experiences and lively music scene. The area is filled with recreational opportunities, from exploring parks to attending music concerts. With its proximity to local lakes and a national state park, Manchester provides a wealth of activities for those looking to engage with nature. Whether you're hiking scenic trails or enjoying a community event, Manchester is a fantastic destination for travelers seeking adventure and memorable experiences.

Best time to go to Winchester

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	38.3°F (3.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	42.8°F (6.0°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	50.4°F (10.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
April	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Average
June	74.5°F (23.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
August	75.6°F (24.2°C)	Light Rain	Mostly Sunny	Average	Average
September	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Average	Average
October	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	48.9°F (9.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
December	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your needs!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you’ll earn OneKeyCash™ on your entire booking. Being the organizer certainly has its perks! Enroll in our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash™ on qualifying stays. Sign up today to start reaping the rewards!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can effortlessly create new trips, continue from where you last stopped, or organize your existing plans all in one place. Here, you’ll find your saved or booked properties neatly sorted into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, just visit: https://www.vrbo.com/trips.