Compare Winchester Cabin Rentals

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Featured Winchester Cabins

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Winchester

    Best Western Inn

    Best Western Inn

    1602 Dinah Shore Boulevard, Winchester, TN
    The price is $125 per night from Apr 9 to Apr 10
    $125
    includes taxes & fees
    $110 per night
    Apr 9 - Apr 10
    8.6/10 Excellent! (593 reviews)
    Serenity Cove Cottage

    Serenity Cove Cottage

    Winchester
    The price is $399 per night from Apr 4 to Apr 5
    $399
    includes taxes & fees
    $349 per night
    Apr 4 - Apr 5
    9.4/10 Exceptional! (3 reviews)
    Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

    Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

    Winchester
    9.8/10 Exceptional! (14 reviews)

What is the price range for Winchester cabin rentals?


Cabins in Winchester cost from just $125 a night to $399 a night for that something truly special. Prices and availability are subject to change. Additional terms may apply.

What types of Winchester cabin are available?


You might fancy a luxury log cabin retreat for a romantic getaway. Maybe you’re after a family lodge in the woods or a rustic hideaway by the water. With a fantastic selection of 145 unique Winchester cabins to choose from, your perfect escape is just a click away.


How do I find cheap cabin rentals in Winchester?


To see the latest deals on Winchester cabins rentals, enter your travel details and hit search. Arrange your results by price to see the cheapest options first and use the budget filter, map, and ratings to compare cabins. We find prices are often lower during , so this could be the best time to find a cabin bargain.


Why should I choose a Winchester cabin rental?


Picture a cozy space full of personality, space, and privacy. A cabin booked through Orbitz is a place where you can escape the rat race, unwind, and make plans on your private deck, cocooned by trees, water, or views for days. Cook for yourself, just as you like it, share special moments, and build memories.






What amenities will I find in Winchester cabins?


Sink into your outdoor hot tub in a secluded cabin rental or let the kids splash around in a cabin resort’s indoor pool. Our amenities filters make it easy to find cabins in Winchester that deliver those special extras that make all the difference.


How do I find pet-friendly cabins in Winchester?


Click on our pet-friendly filter for woof-tastic Winchester cabins rentals, where your pooch can enjoy a vacation, too. Take walks to dog-happy cafés, explore nature together from sunrise to sundown, then snuggle together in front of a cozy log fire or under the twinkling stars on your deck.


Are there any luxury cabin rentals in Winchester?


To find those luxury cabins with the top-notch touches you’re looking for, use the budget filter, read customer reviews, and dip into the property listings for the details. You can then compare cabins and choose the best cabins for a truly luxurious experience.


How do I find some of the best cabins in Winchester on Orbitz?


Enter your travel details, hit search, and use the filters to see our best deals on cabins in Winchester. Easy! From luxury log cabin rentals to affordable weekend cabin getaways, Orbitz finds your dream cabin in just a few clicks. You can unlock Orbucks when you sign up for Orbitz RewardsOpens in a new window, too.


Winchester Cabin Rentals essential information

Accommodation
145 Cabin Rentals
Lowest Price
$125
Highest Price
$399
Popular accommodation
Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!, A very rustic converted pole barn unique cozy cabin , The Honeysuckle House - Tiny House, BIG Living!, Cast Iron Cabin - Hot Tub & Mountain View - Near Chattanooga, Stay Awhile-Cozy cabin with 1 king bed, futon, WiFi, AC, The Great Escape at The Retreat at Sunset Bluff, Breathtaking Bluff View Cabin. Come here for amazing views and solitude., Mini Manor on the Mountain at The Retreat at Water's Edge, Flat Branch Lodge - Tracy City, TN