Sherwood vacation rentals

We found 61 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in Sherwood to find one that's perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the amenities you expect and more, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Sherwood

Showing deals for:Dec 4 - Dec 11

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Find out more about Sherwood

Find the perfect vacation rental for your Sherwood getaway

Learn about the unique charm of Sherwood with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Sherwood

Are you hoping to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Sherwood a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sewanee Golf and Tennis Club (9.2 mi / 14.8 km)
  • Hammers (13.1 mi / 21 km)

Exploring the natural landscape of Sherwood

Whether you're an active traveler or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Sherwood. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Clifftops Lake (9 mi / 14.5 km)
  • Walls of Jericho Hiking Trailhead (11.2 mi / 18.1 km)
  • Fiery Gizzard Grundy Forest Trailhead (15.7 mi / 25.3 km)
  • Foster Falls (15.8 mi / 25.4 km)
  • Tims Ford Lake (22.1 mi / 35.6 km)
  • Abbo's Alley (9 mi / 14.5 km)

Frequently asked questions

What is the best area to stay in Sherwood, Tennessee, United States of America when booking a vacation rental?
When considering a vacation rental in Sherwood, Tennessee, the area surrounding the scenic landscape of the region stands out as an excellent choice. This neighborhood offers a charming, peaceful atmosphere that is great for those looking to unwind and enjoy nature. The nearby attractions, such as the breathtaking views from the surrounding hills and the tranquil hiking trails, provide a wonderful opportunity to explore the great outdoors.

Additionally, you're not far from the historic sites and local culture that the area has to offer. The proximity to parks and recreational activities makes it easy to enjoy leisurely afternoons or adventurous outings. With various vacation rental options available, you can find a cozy spot that suits your needs while immersing yourself in the beauty of Sherwood.
How much does it cost to rent a vacation home in Sherwood?
Prices for vacation rentals in Sherwood 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Sherwood to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Sherwood vacation house rentals?
You can find great discounts on house rentals in Sherwood on Vrbo, 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 find long-stay vacation rentals in Sherwood?
A long-stay vacation rental in Sherwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Sherwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Sherwood with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
How early should I book a Sherwood vacation rental?
Book your Sherwood vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Sherwood, Tennessee, United States of America?
In Sherwood, Tennessee, visitors can enjoy a variety of attractions that showcase the area's natural beauty and outdoor activities. The surrounding landscapes are superb for hiking and exploring, with areas like the nearby South Cumberland State Park offering breathtaking trails and scenic views, including the stunning Foster Falls. This park is known for its waterfalls and rock formations, making it a popular destination for nature enthusiasts.

Additionally, the quaint downtown area of Sherwood features local shops and eateries where visitors can experience the charm of small-town Tennessee. The community often hosts events and festivals that highlight local culture and traditions, providing a great way to engage with the residents and learn more about the area.

For those interested in history, the nearby town of Winchester offers attractions such as the Old Jail Museum, which provides insights into the region's past.
Can I change or cancel my Sherwood home rental booking on Vrbo?
To find Sherwood vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Sherwood vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.