Vacation Homes in Winchester, TN
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Top Vacation Homes in Winchester

Trillium Ranch located Central to Campus 2 blocks from All Saints!

Caverns,Sewanee,Hikes,Waterfalls: Basecamp Tiny

Charming 125 Year Old Sewanee Home on Campus- Walk Everywhere!

Nesthaven: A cozy boho-chic tiny home with a deck, fire pit, & nearby waterfall

Charming 3 BR, 2 Bath cabin located in quiet Clifftops and close to Sewanee

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Time Well Wasted on the Lake

Enjoy the lake & mountain retreat at The Water & Woods Tiny Home

On the University of the South campus, Sewanee, TN.

Beautiful Monteagle Bluff Mountain Home Sleeps 12

The Bright House is a newly constructed house in the Sewanee Village District.
Top hotels in Winchester

Hook, Wine, & Sinker-Sleeps 28, Dock, Hot Tub, Kayaks/SUPs
Find the Best Vacation Homes in Winchester
Why book a vacation home in Winchester?
Vacation homes in Winchester make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Winchester?
Private Winchester rental homes range between $63 - $594 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Winchester vacation home rentals. You might look for Winchester rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Winchester offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Winchester?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Winchester. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Winchester hotels and vacation homes that best suit your stay. We also have deals for flights, and Winchester car rentals. You’ll save even more when you bundle your items into a Winchester vacation package!
How many vacation homes are available to book in Winchester?
There are 293 rental homes in Winchester. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Winchester?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Winchester Vacation Homes essential information
Accommodation | 293 Vacation Homes |
---|---|
Lowest Price | $63 |
Highest Price | $594 |
Popular accommodation | Trillium Ranch located Central to Campus 2 blocks from All Saints!, Caverns,Sewanee,Hikes,Waterfalls: Basecamp Tiny, Charming 125 Year Old Sewanee Home on Campus- Walk Everywhere!, Nesthaven: A cozy boho-chic tiny home with a deck, fire pit, & nearby waterfall, Charming 3 BR, 2 Bath cabin located in quiet Clifftops and close to Sewanee, Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall! , Time Well Wasted on the Lake, Enjoy the lake & mountain retreat at The Water & Woods Tiny Home, On the University of the South campus, Sewanee, TN., Beautiful Monteagle Bluff Mountain Home Sleeps 12, The Bright House is a newly constructed house in the Sewanee Village District., Secluded 2 Bedroom Retreat w/great family room on Sewanee Campus |
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