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Vacation rentals in Delaplane

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Top-rated vacation rentals in Delaplane

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

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Top guest favorite
The interior of the tiny home features warm wooden walls and a skylight, providing natural light. A compact kitchenette is visible, along with a seating area that includes two metal chairs. A sliding door offers a view into the outdoor space.
Home in Harpers Ferry
4.94 out of 5 average rating, 159 reviews

Spectacular View, PET FREE, Skylight and Hot Tub

Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

Guest favorite
A spacious deck offers unobstructed views of rolling hills and valleys, accented by vibrant autumn foliage. The sky is expansive, displaying soft clouds and blue tones. A sleek railing encircles the deck, enhancing the serenity of the natural landscape.
Cottage in Markham
4.96 out of 5 average rating, 173 reviews

Sunrise Cottage in Wine Country

The place for nature lovers and the audiophile! Newly renovated cottage with queen bed and queen sleeper sofa! Situated on five acres, at Sunrise Cottage you can see no other dwellings except those in the valley far below. Lay in bed and watch the sun rise from the East. 60 mile views with a monarch waystation off the deck. Relax in the hot tub or sit around the fire pit. Bathroom has a spa feel with rainfall showerhead. Close to Marriott Ranch for horse trail rides and surrounded by wineries!

Top guest favorite
The recently renovated stone cottage features rustic charm with a modern metal roof. Large windows invite natural light, and the outdoor patio area is equipped with seating and an umbrella for shade, surrounded by greenery and trees.
Guesthouse in Middleburg
5 out of 5 average rating, 111 reviews

18th Century Middleburg Cottage

This recently renovated 2-story 18th Century stone cottage is the perfect blend of rustic and luxury, featuring stone walls, exposed beams, wood floors, a stone patio and outdoor fireplace, as well as Mountain views. Property includes kitchen, bathroom, and a living space with wood stove and dining table. Upper floor features bedroom and additional reading room. Cottage is just minutes from historic Middleburg in the heart of horse and wine country, perfect for relaxing or recharging getaways.

Top guest favorite
A spacious guest suite is shown, featuring a queen bed with a patterned gray and white duvet. A modern chair and a small plant are placed nearby. Light-colored walls and carpet create a soft ambiance, while a framed artwork of a goat hangs above the bed.
Guest suite in Warrenton
5 out of 5 average rating, 123 reviews

The Acorn: Private loft in Horse Country

Take it easy at a tranquil getaway on Fauquier County's historic Springs Road. Enjoy a glass of wine and watch the sunset from the deck. Take in the local wineries or some Civil War history. Catch the Gold Cup Races at Great Meadows, or travel to Skyline Drive to hike in the beautiful Blue Ridge. Fresh eggs are available at Whiffletree Farm right down the road. We're 40 minutes from the Metro and all DC has to offer! Full kitchen. Veteran owned. (Sadly, all our beloved goats have passed 🐐 )

Top guest favorite
A porch view captures rolling hills and lush greenery, with fencing enclosing a vast open space. A small table is set for two, featuring glasses filled with a beverage and a propane firepit nearby, inviting relaxation amidst nature.
Guest suite in Markham
5 out of 5 average rating, 120 reviews

The Love Nest

The Love Nest overlooks the Shenandoah Valley and perches high on a mountain with thousands of acres on all sides including the Thompsons Wildlife Reserve & Appalachian Trail. Wake up watching a beautiful sunrise while sipping coffee from your porch with glorious mountain views. The Love Nest is a great place to rest, relax, and recharge in a quiet, tranquil setting. Located just 3 miles off Rt. 66, it is centrally located near wineries, hiking, sightseeing, events, restaurants, and more!

Top guest favorite
A spacious basement area is shown, featuring a large, comfortable couch arranged around a coffee table. An exercise treadmill is positioned nearby. A ping pong table adds activity options, while windows provide natural light. The decor includes framed artwork on the walls.
Home in Bristow
4.97 out of 5 average rating, 122 reviews

Big Basement in Bristow, Virginia

Spacious private basement just minutes from Jiffy Lube Live, 30 miles from D.C., and an hour from Shenandoah. Nearby, enjoy movie theaters and great restaurants. The basement features a private entrance, cozy bed, couches, a private bathroom, a kitchenette with a microwave and fridge (no kitchen sink, stove, or oven), plus a game/exercise area. Whether you're unwinding after a concert, watching TV, playing games, or working out, this space offers comfort and convenience for a relaxing stay.

Top guest favorite
A wooden staircase leads to the cabin entrance, framed by lush greenery. Railings provide support along the steps, which are surrounded by natural landscaping. A covered porch can be seen in the background, inviting guests to explore the welcoming outdoor area.
Cabin in Front Royal
4.99 out of 5 average rating, 146 reviews

Beautiful mountain cabin, lake, recreational areas

Blue Mountain Cabin is situated at 1,700 feet. Fish, swim, walk to nearby private Deer Lake. Located in Front Royal on Blue Mountain near Skyline Drive, Skyline Caverns, Wildlife Management Area, Appalachian Trail, G.W. National Forest, Fox Meadow Winery. Horseback riding nearby. Near the town of Front Royal, city of Winchester and outdoor movie theatre in Stephens City. Element on Main Street, Spelunker's and Melting Pot Pizza, local favorites. We offer wi-fi, landline phone, TV, views!

Guest favorite
The living area features large triangular windows that provide ample natural light and views of surrounding greenery. A comfortable sofa and armchairs are arranged around a modern coffee table on a textured area rug, with a dining area visible in the background.
Home in Front Royal
4.94 out of 5 average rating, 129 reviews

Hot tub, prime leaf peeping and more! Gorgeous 4BR

This gorgeous chalet perched on a high hill is surrounded with trees and features an enormous wrap-around deck, HOT TUB, wood-burning fireplace, huge smart TVs and a GAME ROOM for adults and kids with every fun game you can imagine- pool, ping pong, PacMan video arcades, darts and more. Each bed is new and there are king beds and trundle beds to accommodate visitors of all ages. Please note there is an extra charge of $75 for first dog, $25/ea for 2nd/3rd (2nd/3rd dog fees charged later).

Top guest favorite
A spacious bedroom features a queen-size bed adorned with decorative pillows. Natural light enters through a skylight and windows. A television is positioned against a wall, accompanied by a combination of vintage and modern furniture pieces, creating a cozy and inviting atmosphere.
Apartment in The Plains
4.98 out of 5 average rating, 658 reviews

Rose End

Need to social distance? Our quiet country studio is far enough from Washington DC to get away without being gone. Ideal for grabbing some space, a long run, a bike ride, or visiting local wineries. The Appalachian Trail is just a stone's throw away. We respect your privacy. No smoking is allowed and internet access is from your own hot-spot. The studio includes a satellite TV, refrigerator, microwave, and coffee maker. The queen-size bed and skylight make Rose End a cozy escape.

Top guest favorite
A warm interior features a spacious bed dressed in a rich, burgundy coverlet, complemented by wooden wall panels and exposed beams. A cozy seating area is provided next to the bed, with light streaming in from a window adorned with wooden shutters.
Cabin in Delaplane
5 out of 5 average rating, 148 reviews

Herb Cottage-Elegant Cabin plus Optional Farm Tour

Our beautifully restored cabin is the perfect place to relax and enjoy the unique setting of our regenerative conservation farm and the local countryside and vineyards. This elegant cabin offers a charming kitchenette and accessible bathroom while retaining its pre-Civil War character with original wood floors and beams. Curl up in front of the wood stove or enjoy sundowners on the covered deck looking out on our lush pastures or next to the firepit and shared pool and hot tub.

Guest favorite
A spacious deck is presented, featuring a fire pit surrounded by several outdoor chairs. The setting sun casts warm light through the trees, creating a peaceful atmosphere complemented by string lights along the railing.
Cabin in Front Royal
4.94 out of 5 average rating, 127 reviews

Shenandoah Twilight | Cozy Cabin w/ hot tub

Escape to "Shenandoah Twilight," a cozy cabin retreat perfect for couples or small families in the heart of the Shenandoah Valley. Relax in the cozy living room with a 50" TV, electric fireplace, and plush seating. Unleash your culinary creativity in the fully equipped kitchen, and dine indoors or on the patio, where breathtaking sunsets await. Unwind in the outdoor hot tub surrounded by nature’s beauty, making this cabin the ultimate serene getaway.

Top guest favorite
The Alton Cottage showcases a quaint exterior featuring a wooden deck and stone steps leading up to the entrance. Surrounded by green grass and trees, the weathered stone chimney from the original structure is partially visible, adding a historic touch to the peaceful landscape.
Guesthouse in Warrenton
4.97 out of 5 average rating, 347 reviews

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Popular amenities for Delaplane vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Fauquier County
  5. Delaplane