Vacation rentals in Oakpark

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Top-rated vacation rentals in Oakpark

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Top guest favorite
An A-frame cabin is nestled in a green landscape, surrounded by lush trees. A welcoming front door is flanked by flower beds, while rolling hills rise in the background, suggested by the faint evening light. The property features a well-maintained lawn with visible pathways.
Cabin in Etlan
4.99 out of 5 average rating, 188 reviews

Mountain Cabin Getaway w/WiFi, TV, Fire Pit, Patio

Come escape to our cozy retreat amidst the stunning beauty of the Shenandoah National Park region. Our unique 400 sq ft tiny home offers all the modern amenities, fully equipped kitchen, private patio w/ fire pit, loft bedroom , and spacious bathroom. Only minutes from Old Rag Mountain, wineries, breweries, horseback riding, trout fishing, and more. Unwind & relax after a day of exploring on your spacious patio.Are your desired dates already booked? Check out our other listing, Bald Eagle Cabin

Guest favorite
The geodesic dome stands on elevated wooden stilts amidst a lush, green landscape. Softly lit from within, it contrasts with the surrounding trees, reflecting a sense of harmony with nature. A small pond is visible in the foreground, adding to the serene setting.
Dome in Luray
4.91 out of 5 average rating, 132 reviews

Zen Dome - Romantic Retreat + Wifi A/C + Hot Tub

Welcome to the Zen Dome! Our newly constructed geodesic dome is the perfect romantic getaway in the beautiful Shenandoah Valley. Enjoy all the amenities of home (wifi, A/C, kitchen, bathroom) all while being fully immersed in nature and a short 8 min drive to the National Park! The home includes a Queen bed, a 2nd level loft with a queen bed, 1 large bathroom, a dining area, full stocked kitchen, and an outdoor patio area with hot tub, outdoor dining table, and fire pit. You deserve some Zen!

Guest favorite
The exterior of La Petite Maison showcases a charming guest house with a large screened porch, surrounded by vibrant flower beds. A turquoise umbrella shades a lounge chair next to the seasonal in-ground pool, providing a relaxing outdoor space.
Guesthouse in Gordonsville
4.9 out of 5 average rating, 190 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

Top guest favorite
The guest house is framed by lush greenery and softly illuminated by hanging lights that create a welcoming ambiance. A spacious porch with potted plants invites relaxation, while the multi-gabled roof and cupola add character to the charming exterior. Gravel pathways lead to the entrance.
Guesthouse in Sperryville
4.99 out of 5 average rating, 119 reviews

Countryside getaway 5 min. from Old Rag parking!

Just 5 min away from Old Rag trailhead in Shenandoah National Park and merely minutes from wineries/breweries. Our guest house is close to White Oak Canyon, Skyline Drive, Three Blacksmiths, Washington, and Luray Caverns! Book here if you like: -Escaping the hustle and bustle, and relaxing in nature -Hearing birds sing while sipping coffee/tea/wine on the porch -Observing wildlife (including our chickens and bees) -Fishing on the Hughes River in our backyard -Stargazing and spotting fireflies

Top guest favorite
The entrance features double wooden doors that open to a welcoming interior. A 'hello' mat is placed on the threshold, and two stylish chairs are positioned on the balcony above, inviting guests to enjoy the view. Lush plants accentuate both sides of the entrance.
Apartment in Somerset
4.99 out of 5 average rating, 206 reviews

Cozy Farm Apt near Cville•wineries, mt. views

Come experience a relaxing getaway on our family’s dairy farm! Set in beautiful Orange County, We are close enough to Charlottesville (25 min) to fulfill all your shopping and eating needs, but have the privacy, calm and tranquility of the country, with beautiful majestic mountain views! This is a wonderful location for exploring all of wine country, unwinding from the hustle of busy life, and then taking in the sunset in this quiet country setting with rolling hills as your backdrop!

Top guest favorite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 204 reviews

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Top guest favorite
A charming green cottage is presented, featuring a small front porch with two chairs and potted flowers. Large windows allow natural light to fill the space, while the surrounding landscape includes grassy areas and trees, providing a peaceful rural setting.
Bungalow in Orange
4.99 out of 5 average rating, 467 reviews

Farm Cottage just outside town of Orange.

Charming 1920's cottage on a large farm just outside the town of Orange. Completely renovated and updated. Convenient to vineyards, battlefields, wedding venues and popular tourist destinations. Bucolic setting, very private. Spaces to enjoy the out of doors. Less than 2 miles to in-town wedding venues and Rounton Farm. Less than 4 miles to Inn at Willow Grove. 5 miles to Montpelier. Less than 7 miles to Grelen. 10 miles to Gordonsville. 12 miles to Barboursville. 19 miles to Mineral.

Top guest favorite
A rustic log cabin is surrounded by lush greenery in a serene wooded setting. The spacious front lawn is fenced, providing a safe area for pets. The porch features a swing, inviting relaxation amidst the natural landscape.
Cabin in Madison
4.97 out of 5 average rating, 119 reviews

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking

Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Top guest favorite
A private deck features wooden chairs positioned to offer views of the surrounding greenery, with trees visible in the background. Sunlight filters through the leaves, creating a serene atmosphere perfect for relaxation.
Cabin in Stanley
4.99 out of 5 average rating, 137 reviews

Modern 2BR cabin w/ sauna, mountain views, & pond

Welcome to our charming, modern log cabin nestled in the serene woods of Roundhead Mountain, just a stone's throw away from the breathtaking Shenandoah National Park. This two bedroom property offers an idyllic retreat for nature enthusiasts or anyone looking to escape the hustle and bustle of everyday life. Enjoy your private barrel sauna, quiet nights by the fire, picnics by the pond, lush views on your private deck, and the beauty of your surroundings in the Shenandoah Valley.

Top 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, 546 reviews

The Cottage At Liberty Mill Upgraded WI FI Pet $50

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. Upgraded WIFI

Guest favorite
An open-plan kitchen and living area is showcased with wooden beams and large windows, allowing natural light to illuminate the space. A kitchenette features wooden cabinetry, a microwave, and a small dining bar with three tall stools. A rocking chair is positioned beside a window overlooking the woodland.
Farm stay in Brightwood
4.94 out of 5 average rating, 158 reviews

Robinson River Cabin - Tri Creek Farm

If you spend most of your career glued to a computer and other screens, this place is for you. TriCreek Farm is a place for you to disconnect, reboot, and fuel your soul. This riverfront cabin is situated on ~100 acres, over 1/2 mile of Robinson River frontage, with breathtaking views. There are creeks, fishing, and hiking trails to explore and enjoy. The cabin is located in Brightwood, Virginia, a small town located in Madison County between Culpeper and Charlottesville Virginia.

Superhost
A serene view of a pond bordered by lush trees creates a peaceful natural landscape. The grassy area offers ample space for relaxation, while the reflections of the surrounding foliage shimmer on the calm water surface.
Farm stay in Boston
4.78 out of 5 average rating, 123 reviews

HB 2 at Spring Haven Farm

Don’t stay cooped up in a hotel or private room. Get your nature fix staying here at Spring Haven Farm. Enjoy a great view of the pond in all its wonder and night sounds. Above will be the beautiful night sky - with no street lights. Fully-equipped kitchen, or cook outdoors on the provided charcoal grill. Queen bed in bedroom, 2 futons in LR opens to sleep four and a queen air mattress can be called upon to sleep two more. Children under 12 years of age stay free.

Popular amenities for Oakpark vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Madison County
  5. Oakpark