Compare Winchester Cabin Rentals

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Featured Winchester Cabins

Canal Cabins

Canal Cabins

3 out of 5
143 Louie's Ln, Paw Paw, WV
$120 nightly
The price is $136 total per night
$136 total
Nov 10 - Nov 11
Total with taxes and fees
At Canal Cabins, guests have access to free WiFi in public areas, express check-out, and laundry facilities. If you drive, take advantage of free parking. Staff members can answer questions about accommodations, and also provide luggage storage. Additional amenities include a picnic area and barbecue grills.
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

$286 nightly
The price is $318 total per night
$318 total
Nov 16 - Nov 17
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Hidden Gem in the woods with hot tub

Hidden Gem in the woods with hot tub

This cabin features a hot tub and barbecue grills.
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

$253 nightly
The price is $292 total per night
$292 total
Nov 5 - Nov 6
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This smoke-free cabin also has barbecue grills.
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

$248 nightly
The price is $286 total per night
$286 total
Oct 29 - Oct 30
Total with taxes and fees
Guests staying at this cabin enjoy a hot tub, laundry facilities, and a garden. This smoke-free cabin also has barbecue grills.
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

At this cabin, guests have access to barbecue grills.
Star view cabin-Riverfront

Star view cabin-Riverfront

Guests staying at this cabin enjoy a hot tub, laundry facilities, and barbecue grills.
Private, light filled retreat space... with your own pickleball court!

Private, light filled retreat space... with your own pickleball court!

At this cabin, guests have access to barbecue grills.
❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River

$99 nightly
The price is $110 total per night
$110 total
Nov 4 - Nov 5
Total with taxes and fees
This cabin offers a garden, a water dispenser, and barbecue grills.
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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

    Hampton Inn Winchester-University/Mall Area

    Hampton Inn Winchester-University/Mall Area

    640 East Jubal Early Drive, Winchester, VA
    $114 nightly
    The price is $129 total per night from Oct 26 to Oct 27
    $129 total
    Oct 26 - Oct 27
    Total with taxes and fees
    9/10 Wonderful! (1,019 reviews)
    La Quinta Inn & Suites by Wyndham Winchester

    La Quinta Inn & Suites by Wyndham Winchester

    1055 Millwood Pike, Route 50 East, Winchester, VA
    $103 nightly
    The price is $112 total per night from Nov 2 to Nov 3
    $112 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (2,190 reviews)
    Comfort Inn & Suites Winchester

    Comfort Inn & Suites Winchester

    195 Kernstown Commons Blvd, Winchester, VA
    $97 nightly
    The price is $105 total per night from Oct 20 to Oct 21
    $105 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9.4/10 Exceptional! (1,025 reviews)

What is the price range for Winchester cabin rentals?


Cabins in Winchester cost from just $105 a night to $318 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 533 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
533 Cabin Rentals
Lowest Price
$105
Highest Price
$318
Popular accommodation
Canal Cabins, Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek. , Hidden Gem in the woods with hot tub , "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub , "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA., Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River, Star view cabin-Riverfront , Private, light filled retreat space... with your own pickleball court!, ❤️ Secluded 1940s Romantic Tiny House on the River

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