Vacation rentals in Orlean

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Top-rated vacation rentals in Orlean

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Top guest favorite

A well-maintained driveway curves through a landscaped area, leading to a spacious home surrounded by trees displaying autumn foliage. The front lawn features patches of grass and scattered fallen leaves, contributing to a serene and inviting atmosphere.

Guest suite in Nokesville

4.98 out of 5 average rating, 538 reviews

Horse farm near Manassas Battlefield.

Comfortable accommodations for horses and the people traveling with them. Private suite, private entrance (bedroom, bath, kitchenette) + 2 RV hookups water/electric. 6 stalls - nice paddock turnout. Lighted arena. Close to: Manassas Battlefield (25 mile trail); Skymeadow State Park (nice trails); several hunt clubs; VRE connections - to METRO; 3 miles to Manassas airport. Not accepting pets for the time being. Several wineries and breweries within 12 miles - ONLY 6 miles to Jiffy Lube Live.

Top guest favorite

A compact coffee station features a red Keurig machine on a wooden table, accompanied by a selection of coffee supplies. Four white mugs hang above the table, and a small sign reading 'Welcome' adds a friendly touch to the area. A trash can is positioned nearby.

Guesthouse in Flint Hill

4.96 out of 5 average rating, 171 reviews

Three Meadows Farm, outdoor views, great location

As you approach the driveway on the private lane, you'll be welcomed by beautiful meadows and rolling hills. Set on 10 acres in a shaded, forest of mature trees it's comfortable year round. There are beautiful mountain views from several locations on the property. It's peaceful and quiet here most of the time. We're conveniently located just minutes from Flint Hill, not much farther to Washington VA, Sperryville and Front Royal. It's a two bedroom/one bathroom apartment above a detached garage.

Guest favorite

A welcoming indoor space features a wooden dining table with a bench and a chest of drawers. Large glass doors offer expansive views of the surrounding landscape, inviting natural light and showcasing the serene horizon beyond.

Cottage in Markham

4.96 out of 5 average rating, 147 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

A wooden deck is presented with outdoor seating, including a round table and several chairs under a bright red umbrella. A patterned rug is placed on the deck, while lush greenery and a pond are visible in the background, contributing to a peaceful setting.

Guest suite in Warrenton

5 out of 5 average rating, 113 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 clearing in the woods features three wooden Adirondack chairs arranged around a fire pit, surrounded by fallen leaves. String lights are draped overhead, contrasting with the natural setting of tall trees and a softly flowing creek in the background.

Campsite in Front Royal

4.98 out of 5 average rating, 194 reviews

Blue Mountain Hideaway • Enchanting Glamping Stay

Unplug and unwind at Blue Mountain Hideaway, a boutique glamping tent nestled in the woods near Shenandoah National Park and the Shenandoah River. Enjoy a real bed, a fully equipped outdoor kitchen, and complimentary firewood—no WiFi, no distractions, just the sounds of nature. Cozy up by the fire, savor slow mornings, and reconnect with what matters most. Just bring your cooler and clothes—we’ll handle the rest. Perfect for couples, solo travelers, and anyone craving a quiet place to reset.

Top guest favorite

Guesthouse in Marshall

4.99 out of 5 average rating, 128 reviews

Moon Hold Cottage - Retreat, Refresh, Recharge

Unplug from city life and venture out to our small organic farm. Spend a night or two in the private guest cottage while enjoying nearby vineyards and restaurants. Spend the day browsing in the local antique shops or relax on the farm and watch nature's display (butterflies, birds, an occasional critter.) We may be working in the garden or putting up hay. We're always glad to share a bit of the harvest when the vegetables are ripe, so you can take some home to enjoy. All are welcome here!

Top guest favorite

The compact kitchen area features a retro blue refrigerator, wooden cabinets, and a small sink. Natural light floods through the windows, illuminating the warm wood flooring. Essentials such as a coffee maker and utensils are visible, creating a functional and inviting cooking space.

Apartment in The Plains

4.98 out of 5 average rating, 578 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 chicken stands amongst the green grass, near a wooden fence. The bird has reddish-brown feathers with a white tail, and it is surrounded by small plants and foliage, creating a natural farm environment.

Farm stay in Warrenton

4.98 out of 5 average rating, 636 reviews

Winters Retreat Farm Cottage - Entire house

Need a change of view? Unplug, and relax in this independent private cottage on the homestead. Watch for deer, turkeys and birds in the field from the sunroom or take a hike around the farm. Centered in Fauquier's wine country it is ideal for the weekend escape, or day trips West to the mountains, East to DC or points south. Also, a perfect solution for accommodating family at get-to-gathers, wedding guest, or your "Halfway overnight stay" traveler North/ South or to the beach.

Guest favorite

A cozy bedroom corner features a spacious bed adorned with patterned pillows and a textured throw, offering comfort and style. A bedside table holds a simple lamp, while large windows provide a glimpse of the lush wooded surroundings.

Cabin in Front Royal

4.95 out of 5 average rating, 211 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!

Top guest favorite

An outdoor seating area features a round table surrounded by four chairs, all positioned near a fire pit. The area is set against a backdrop of trees and an open field, creating a calm atmosphere during twilight.

Cottage in Warrenton

4.97 out of 5 average rating, 324 reviews

The Soper House-A Quaint & Lovely Country Getaway

The Soper House is a 1,000 sq.ft. ranch-style home with 3 bedrooms & 1 bath perfectly situated on a 5 acre farmette. Located in Fauquier County, VA. also known as Hunt, Horse & Wine country, each of the bedrooms uniquely displaying these historical themes. This charming cottage has a fully functional eat-in kitchen, a living room & a mudroom with W/D for your use. There are a few neighbors that are visible & we live in the adjacent property & can be easily available.

Top guest favorite

A rustic exterior of Alton Cottage is framed by leafless trees, with a stone foundation and wooden steps leading up to the entrance. Rolling green fields extend into the distance, illuminated by warm sunlight, creating a serene rural landscape.

Guesthouse in Warrenton

4.97 out of 5 average rating, 325 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.

Guest favorite

The stone fireplace serves as a focal point in the living room, showcasing original cooking tools and pots arranged above and beside the hearth. A sturdy wooden mantel rests above, and the rustic texture of the surrounding walls contributes to the historical ambiance.

Guesthouse in Flint Hill

4.96 out of 5 average rating, 129 reviews

Summer kitchen guesthouse at Caledonia Farm 1812

Summer kitchen guesthouse built of stone in 1812 and located on a 115 acre free-range cattle farm on the National Register of Historic Places. The first floor is a living room with the original cooking fireplace and a kitchenette. Upstairs is a loft bedroom and bath. Housekeeping is provided on Monday and Friday mornings. Enjoy the peace and quiet, dark skies, scenic views, adventure, and culinary excellence of Rappahannock County.