Cabin vacation rentals in Winchester

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Top-rated cabin rentals in Winchester

Guests agree: these cabins are highly rated for location, cleanliness, and more.

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Guest favourite

Cabin in Myersville

4.97 out of 5 average rating, 254 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Park the car & walk across the foot bridge to serenity along Middle Creek. Nestled between South Mountain State Park & Gambrill State Park, lies a beautiful & relaxed 9-acre private cabin retreat. Amazing place to unwind, de-stress & get away. Let the sound of the creek or rain on the tin porch roof put you to sleep at night. It has all the essentials of home. Enjoy the fire pit on cool evenings or take a dip in the stream on a warm day. The cabin offers a perfect peaceful or romantic setting.

Sep. 4 – 11

$177 CAD per night

Guest favourite

Cabin in Lost City

4.97 out of 5 average rating, 250 reviews

High View Hideaway - A Cozy Lost River Cabin

Nestled in the wooded hillsides of the GW National Forest, The Hideaway provides a retreat from the stresses of urban life and is the perfect base to enjoy all the Lost River area has to offer - hiking and fishing, cycling, and more. And blazing fast internet let's you work from here if you need. Completely refreshed in 2019, this cozy cabin offers a large queen bedroom and an open living/dining area, updated kitchen, large deck, and screened-in porch for taking in nature's sights and sounds.

Jul. 17 – 24

$171 CAD per night

Guest favourite

Cabin in Dayton

4.99 out of 5 average rating, 342 reviews

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Nov. 24 – Dec. 1

$290 CAD per night

Superhost

Cabin in Gerrardstown

4.88 out of 5 average rating, 184 reviews

Modern Treetop Cabin with Views and Nearby Creek

Our cabin in the treetops is the perfect place to rest, work remotely, or use as a basecamp for exploring the surrounding area. Our aesthetic is modern eclectic. We do our best to use only chemical/cruelty free products that are ethically and sustainably sourced. The cabin has many modern conveniences including an eco-friendly hot tub with epic views, high speed internet and chromecast for streaming your connected devices. Hot tub is available year round. Pellet stove is available Oct-March.

Jul. 15 – 22

$170 CAD per night

Superhost

Cabin in Berkeley Springs

4.87 out of 5 average rating, 134 reviews

Magical quiet cabin nestled in the woods

Lovely cabin tucked into the woods where you can relax in nature with complete privacy/seclusion while still close to downtown. 2 bedrooms - the second bedroom is part of a partially open loft. Fully equipped, AC, elec heat, deck, gas grill & view, wifi, DVD player and desk/work area. Loads of amenities and fun things for kids to explore around the property. 10 minutes to downtown Berkeley Springs, near Cacapon Park - for golf, beach/lake access, many fun day trips. 50 minutes to wineries.

Sep. 20 – 27

$234 CAD per night

Guest favourite

Cabin in Paw Paw

4.96 out of 5 average rating, 177 reviews

Easygoing

Tired of the chaos and need a place to unwind and relax ? We have the perfect place for you! A quaint, quiet cabin to let you clear your mind and spirit after a day of hiking, biking or kayaking since we are only five miles from both the Paw Paw tunnel and the Potomac river. The cabin is equipped with electric, heating, stove top, microwave, large deck, hammock chairs, horseshoe pit, 2 double size futons with lots more room to spare, indoor toilet but BEST of all is showering outside!

Jun. 19 – 26

$151 CAD per night

Guest favourite

Cabin in Front Royal

4.98 out of 5 average rating, 102 reviews

The Wizard's Chalet • Cozy nature escape • Hot Tub

Looking for a fun getaway in a relaxing, secluded spot? Come visit The Wizard's Chalet, a cozy & upgraded cabin located in the Shenandoah Valley just one mile from Shenandoah River access and a few miles from restaurants, wineries, basketball & volleyball courts, and more! With a fully stocked kitchen, three cozy bedrooms, high speed WIFI, hot tub, and several beautiful outdoor gathering spaces, this magical cabin is perfect for couples, friends, or the entire family!

Apr. 17 – 24

$453 CAD per night

Guest favourite

Cabin in Great Cacapon

4.96 out of 5 average rating, 138 reviews

Walk in the clouds Cabin

Amazing veiws! This cozy cabin over looks the Potomac river valley and Greenridge state forest. You can see mountain ranges from 3 different states. Enjoy the wilderness of West Virginia with only a short drive from, D.C. and Baltimore. Just 13 miles from Berkeley springs and famous PawPaw tunnel. Perfect couple getaway. Have a bigger family? Check out our sister cabin "Hummingbird Ridge" right down the road or book both. We look forward to having you on the mountain!

Apr. 8 – 15

$288 CAD per night

Guest favourite

Cabin in Sugar Grove

4.95 out of 5 average rating, 145 reviews

Ebenezer Cabin-Private Hot Tub, cozy Cabin w/ Loft

This rustic, countryside getaway has good views of the surrounding WV mountains with easy access to the quiet country road. It was constructed from timber grown, harvested and milled on the farm's antique sawmill. Wildlife is frequently sighted- from different species of birds to deer, squirrels and chipmunks. The road, though paved, is lightly traveled and great for walking, running and biking. Get lost from the distractions of technology; this cabin has noTV.

Oct. 16 – 23

$196 CAD per night

Guest favourite

Cabin in Unionville

4.95 out of 5 average rating, 134 reviews

Private Couples getaway with HOT TUB.

Welcome to the exquisite location, conveniently situated only 15 minutes away from Lake Anna. Our family has invested significant effort into creating this splendid, contemporary A-frame cabin, nestled on our 110 acre family farm. Strategically positioned to offer a breathtaking view of the creek that traverses our property, this private retreat is located just one hour from Washington, D.C. Immerse yourself in the tranquil ambiance and soothing sounds of nature.

Feb. 28 – Mar. 7

$220 CAD per night

Guest favourite

Cabin in Lost River

4.96 out of 5 average rating, 112 reviews

Rustic and stylish mountain getaway

The Little Black Cabin is everything you've been dreaming about for your cozy mountain getaway! Take in sweeping views, curl up by the fireplace, or make s'mores at the fire pit. Whip up a gourmet meal in the small but well-appointed kitchen. Three dining areas offer options for dinner -- or a remote office, thanks to wifi. Sample nearby hiking, yoga, and farmers' market. We're a little rustic (no TV, AC, microwave, laundry or dishwasher) and a lot stylish!

Mar. 12 – 19

$158 CAD per night

Guest favourite

Cabin in Luray

4.95 out of 5 average rating, 168 reviews

Dreamy Couples Cabin in the Shenandoah Forrest

A hidden gem by all means, The Madeline Cabin invites you in with the warmest regards. You'll be hosted by Ritter Stays, a young family-run company that believes in the magic of hospitality and what it can offer to those who are traveling. We hope that upon your stay you will be reconnected to nature and to the ones you came with. Simplistic, beautiful, and serene, your dreamy getaway awaits. We are so happy to host you.

Mar. 5 – 12

$248 CAD per night