Vacation rentals in Oakpark

Taj Garage Guesthouse

Above garage guesthouse with private, self check-in entrance, off-street parking, among historic homes, 4 blocks to restaurants, shops, park, etc. in downtown Orange. Includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Custom heart pine furniture, EV charger, refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites. Four blocks from the railroad so you will occasionally hear "that lonesome whistle blow".

The Log Cabin at Ridgeview - Hiking, Wine, UVA

Entire main floor of quaint log cabin in the heart of Virginia's Wine Country. Close to Charlottesville airport, UVa campus, Shenandoah National Park, wineries, breweries, local restaurants. NOTE: Prices shown are for 2 bedrooms, 1 queen and 1 double, and 2 baths. For access to 3rd bedroom, at an additional fee which includes one double and one single, set number of guests to 5 or 6. Access to laundry. Cozy front porch, tons of parking, screened in porch out back for dining or relaxing.

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

Chic and comfortable downtown home. Many extras!

Located only 1.5 blocks from the center of Downtown Culpeper on the quietest hidden street in the area! Within 1-3 blocks of amazing restaurants, breweries, and interesting shops. This 1960s bungalow has been completely remodeled and professionally decorated to create a very luxurious and comfortable experience. Convenient distance from Blue Ridge Mountain hiking. This property is professionally cleaned and sanitized after each reservation. We are now accepting longer-term reservations!

Comfortable and unique 1790's log cabin

Recently restored 1790's log cabin with modern amenities on a 30 acre horse farm. Secluded wooded setting with pond view, less than 1,000 feet from main house and only 5 miles from downtown Culpeper with it's fine dining and quaint shops. Take a short drive to scenic Shenandoah hiking & biking trails, local vineyards and distilleries, Civil War sites, Commonwealth Equestrian Park, stroll around the farm or just unwind on the front porch or in front of the wood stove with a good book.

The Nest on Hawks Ridge

The Nest on Hawks Ridge is in the heart of all you want to do in Central Virginia! Newlyweds to families, everyone will love it here! The peace and quiet of the country, or the excitement of exploring new and different places all await you! Check out our Guidebook for local attractions, restaurants, nightlife and sightseeing. Enjoy the serenity of the country! Follow us: @nestonhawksridge

Fishback Cottage, Convenient Central location

Located in the country side of Madison, VA. With easy access to route 29 and closely located to local breweries, wineries and hiking. Speedy wifi makes it easy for a business trip or for a night of relaxation with Netflix. 7 Min Drive to Renback Barn or Early Mountain Vineyards 17 Mile Drive to White Oak Canyon or Old Rag trails 25-30 Min Drive to Charlottesville or Culpeper

Cozy 1 room cabin in the mountains.

In the heart of the Shenandoah mountains. 1 mile from White Oak Canyon and Old Rag for amazing hikes. Perfect for the fly fisherman (lots of local streams) or a nice quiet get-away for a couple. Once you park your car you can sit back and just listen to the river flowing in the back yard & enjoy a nice beverage next to the fire pit. The property is a very special place!