House vacation rentals in Orange County

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Top-rated house rentals in Orange County

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Top guest favorite
A spacious outdoor area features a built-in firepit surrounded by ten Adirondack chairs, set among trees. Inside, an open living space includes a dining area, cozy seating, and natural light. A hot tub is positioned on a patio overlooking the dock and lake.
Home in Mineral
4.99 out of 5 average rating, 175 reviews

The Lake Lodge: Private Slip, Lake Access, Hot Tub

Welcome to the Lake Lodge! You're invited to this peaceful retreat among a canopy of trees. The home is a 3 minute walk to the lake (public side), with a private slip, HOA sitting area, & boat ramp. When you aren't admiring the lake views from the HOA dock, savor the forested yard with built in firepit, cozy hot tub, & high speed WIFI. After a long day of fishing, boating, or hiking, the home welcomes you with a stocked kitchen, outdoor grill, TVs in each room & a soaking tub. Relaxation awaits!

Top guest favorite
A single-story ranch-style home is showcased with a well-maintained lawn and manicured landscaping. The exterior features a combination of grey brick and white trim, highlighted by large windows and an inviting porch. A tree stands nearby against a clear blue sky.
Home in Gordonsville
4.97 out of 5 average rating, 120 reviews

The Ranch at Wine Country - Complimentary bottle

Welcome to The Ranch at Wine Country located in the heart of charming historic Gordonsville, VA. The Ranch provides all the essential amenities (condiments, tea & coffee, blow dryer, towels & much more) and some to enjoy your time away whether it be for work or play! The Ranch is pet friendly w/ a large comfy dog bed and water & food bowls. The Ranch is just minutes from UVA, Monticello and Fork Union Military Academy. Enjoy private parking, eye catching décor and a complimentary bottle of wine!

Superhost
A wooden cabin with dark siding is positioned amidst greenery, surrounded by trees. A deck extends from one side, providing outdoor space. Large windows invite natural light into the interior, visible through the windows. A gravel path leads to the entrance, enhancing accessibility.
Home in Madison
4.94 out of 5 average rating, 119 reviews

Designer cabin in the woods at Shennadoah NP

Come relax at our scandi inspired cabin in the woods. Five acres of pristine woods are the perfect backdrop for our renovated house, making it an ideal weekend retreat away from the busy city life. Discover the best spots in the area, including wineries and breweries, caverns and trails, antique shops and local makers, only a few miles from the house. Whether you are looking for a restful getaway, a source of inspiration, or a place to stay while you discover Virginia, this is the place for you.

Superhost
The Ordinary is surrounded by a spacious lawn, framed by trees and greenery. A small outbuilding is visible to the left, while the house features a welcoming porch and a pitched roof. Natural light brightens the exterior, emphasizing its classic Virginia charm.
Home in Barboursville
4.94 out of 5 average rating, 132 reviews

Historic 1790 House Near Charlottesville

Originally a tavern built 1790 in the Williamsburg style, the Ordinary sits 6/10 mile off the main road--no other house in sight. 22 miles from Shenandoah National Park, convenient to local vineyards, the Ordinary is set on 650 acres in conservation easement; solar energy; generator in event of power outage; outdoor fire pit; 2 great fireplaces; wood provided by owner. The house is over 200 years old with narrow, steep steps and may not be suitable for children and people with mobility issues.

Guest favorite
A charming cabin with light-colored wood siding is set against a snowy landscape. A welcoming wreath adorns the front door. The surrounding area features tall trees blanketed in white snow, with steps leading up to the porch where a rocking chair is placed.
Home in Montpelier Station
4.93 out of 5 average rating, 532 reviews

The Cottage At Liberty Mill. Pets allowed $25

Brand new charming cabin with views of the Blue Ridge Mountains. Two bedrooms, Loft with 2 twin beds, two large bathrooms and a spacious common area. Exposed chestnut beams, working gas fireplace make this cabin a perfect getaway. All the amenities you could want. Located minutes from James Madisons' Montpelier, 5 minutes from Historic Orange, 30 minutes to Charlottesville, 20 minutes to Culpeper and less than 2 hours to Washington, DC. A loft area with 2 twin beds. Great for kids. Beautiful.

Top guest favorite
A modern black exterior structure is set amidst a wooded landscape, featuring large windows that illuminate the interior. A hot tub and fire pit are positioned on a patio, with a seating area composed of wooden chairs inviting outdoor relaxation. Gentle dusk light enhances the serene atmosphere.
Home in Culpeper
5 out of 5 average rating, 27 reviews

The Reserve

Need to get away and enjoy a quiet retreat? Star gaze at night via hot tub, roast marshmallows from the fire pit and take in the mountainside ambiance from the porch. The Reserve is conveniently located between Charlottesville and Culpeper, Va. Newly constructed, this mid-century modern design delivers luxurious amenities with a breathtaking "tree house" feel, featuring an open concept living area surrounded with panoramic views. Seeing is believing in this one of a kind getaway in the woods.

Top guest favorite
The exterior of Sunset Retreat features a welcoming entrance with a decorative sign and a covered porch. Lush shrubs frame the doorway, and a stone pathway leads to the steps. A warm, neutral color palette complements the nature surrounding the home.
Home in Aroda
4.98 out of 5 average rating, 101 reviews

Sunset Retreat a cabin off the beaten path

Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

Top guest favorite
The image showcases a charming brick home set against a backdrop of gently rolling farmland. A group of cattle is seen grazing in the distance, while a large tree provides shade in the foreground. The clear blue sky enhances the serene countryside view.
Home in Orange
5 out of 5 average rating, 68 reviews

Tatums Farmside Escape a country jewel Sleeps 10

Relax & enjoy gorgeous views of farmland, mountains and grazing cattle. Perfect for multifamily stays, wedding parties, vacations.. Short drive to Orange & Culpeper. Near wineries such as Early Mtn , Prince Michelle, Barboursville etc. Historic areas near such as Montpelier. Visit local breweries Bald Top and Iron Pipe. Madison County borders the Shenandoah Nat Park where you can hike, fish & site see. Your stay includes coffee, toiletries, firewood, linens and towels. STARLINK INTERNET!

Superhost
A single-story home is surrounded by trees, featuring a spacious wooden deck with seating arrangements. The exterior is painted in soft tones, complemented by maroon shutters. Natural light illuminates the scene, creating a calm atmosphere amidst the wooded environment.
Home in Gordonsville
4.81 out of 5 average rating, 149 reviews

Cox Mill House at Wolftrap Farm: Escape the City!

Get outdoors on our 600 acre horse & cattle farm, which is just across a country backroad from this house. Great for families visiting Monticello, UVA, attending weddings, or for groups coming to enjoy the local wineries and other Charlottesville area attractions. This makes our seventh vacation home at Wolf Trap Farm. Guests may visit the horses and cattle, hike the farm roads and woodland trails, swim in our creek, fish in our ponds, use our Game Barn, and book our hot tub patio.

Guest favorite
Two kayakers are seen on calm water, paddling against a vibrant sunset backdrop. The sky is filled with shades of orange and purple, reflecting softly on the lake’s surface. Dark silhouettes of trees line the horizon, creating a peaceful and serene atmosphere.
Home in Mineral
4.94 out of 5 average rating, 162 reviews

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Top guest favorite
The exterior of a two-story house is viewed, featuring a light-colored façade and green shutters. Two wooden chairs are positioned on the porch, accompanied by blooming planters. A star decoration is mounted above the door, adding a simple yet distinct touch.
Home in Culpeper
4.98 out of 5 average rating, 164 reviews

Cozy Farmhouse Getaway

Life is good on the farm! The 3-bedroom house is a home-away-from-home where cows are your neighbors. You’ll be surrounded by rolling fields & open skies with beautiful sunrises and sunsets. Only 11 mi. to downtown Culpeper with MANY wineries, breweries and historical sites close by. Easy driving distance to the Shenandoah Mtns, Lake Anna, Fredericksburg, Charlottesville and DC. History buffs will enjoy knowing the farm was the site of the Civil War Battle of Morton's Ford.

Guest favorite
A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.
Home in Madison
4.95 out of 5 average rating, 433 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

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