Orange Vacation Rentals
Compare 6 vacation rentals.
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Orange, VA, is a picturesque town that beautifully blends historical significance with Southern hospitality, making it a standout vacation destination. With its rolling hills, rich heritage, and an array of attractions, this Virginia gem is perfect for both family vacations and romantic escapes. Many of our Orange vacation rentals offer a cozy, home-away-from-home experience, conveniently located near the heart of town and just a short distance from all the local activities and sights.
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Yes, 16 of our Orange homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 28 of our Orange vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Orange team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >Nestled in the heart of Virginia's Piedmont region, Orange offers a serene countryside escape. It’s about 40 miles northeast of Charlottesville and 75 miles southwest of Washington, D.C. This prime location allows visitors to enjoy the peaceful ambiance of a small town while having easy access to the amenities and attractions of nearby cities.
History enthusiasts will be captivated by Orange's historical sites, such as James Madison's Montpelier, the lifelong home of the fourth U.S. President. This beautifully preserved estate offers guided tours, exhibitions, and breathtaking gardens. Our Orange vacation rentals, ranging from historic homes to charming cottages, reflect the town's unique architectural styles and historical significance.
For outdoor lovers, Orange offers a variety of activities. Explore the scenic trails of the Rapidan River or enjoy a relaxing day of fishing and kayaking. Take a leisurely drive along the Blue Ridge Parkway, where you can take in stunning vistas and visit local wineries like Barboursville Vineyards and Horton Vineyards, known for their exceptional Virginia wines.
Orange also boasts excellent dining and entertainment options. Savor farm-to-table cuisine at The Inn at Willow Grove's Vintage Restaurant or enjoy a casual meal at The Light Well. After dinner, take a stroll through the historic downtown area, where you'll find charming shops, galleries, and live music.
With its blend of natural beauty, historical richness, and Southern charm, Orange is an ideal destination for a memorable vacation. Whether you're seeking outdoor adventures, historical exploration, or simply a relaxing countryside retreat, Orange has something for everyone.
