Boutique Hotels in Orange County

Chase Cottage Just outside of Gordonsville Va. Surrounded by green fields with white fencing, bucolic views, horses, and mountains. If you want a quiet romantic getaway or just a comfortable place to stay for a while to go vineyard hoping, horse showing, fox hunting, hot air ballooning or UVA events The Suite at Chase Cottage is perfect. Features a Queen Bedroom en suite with organic bedding, a luxury living room with a big couch to curl up on . TV, WiFi, French press coffee, fridge, microwave a bottle of wine on arrival. Private drive, private entrance, loads of parking for pickup, SUV's or 2 horse trailer, outdoor seating to enjoy your favorite beverage with an amazing view. Come stay with us !About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Adults only.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

Welcome to this sprawling 350 acre working angus farm in Somerset VA. This amazing vacation rental offers a fulfilling experience for guests with incredible views and soothing country silence. With 4 bedrooms, 4 baths and plenty of open space, there's room for everyone to unwind. In addition to the Manor House, High Point Farm boasts extravagant and spacious facilities, perfect for weddings, corporate events, and celebrations of all kinds. Our stunning views of the Blue Ridge Mountains, combined with our wide-open spaces, create an unforgettable backdrop for your memorable moments.Located just minutes from James Madison's Montpelier, the fourth President of the United States, our farm is steeped in history. Somerset Virginia is also the birthplace of whiskey legend Elijah Craig, adding to the area's rich heritage. Nearby, you'll find renowned distilleries and wineries, including the nationally ranked Barboursville Vineyards, offering a taste of the region's finest spirits.In addition to its historical significance and scenic beauty, Somerset Virginia offers a plethora of activities for visitors to enjoy. From exploring local distilleries and wineries to attending the famous Montpelier Hunt Races, there's something for everyone to enjoy in our quaint and charming town.Whether you're planning a wedding, corporate retreat, or a weekend getaway, High Point Farm promises to be the perfect destination for your next event. Come and experience the beauty, history, and hospitality of High Point Farm in Somerset Virginia.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:We do not own the property next door which is out the paved driveway gate to the right. They have outside dogs that aren't friendly but are fenced..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome to your lakeside retreat at Lake Anna, Virginia! This spacious home sits on 2 acres and is perfect for families, large gatherings, or a romantic getaway. With 4 bedrooms and 3 bathrooms, it comfortably accommodates up to 11 guests. Enjoy the expansive outdoor space, great for outdoor activities, while the interior is stocked with games and entertainment for all ages. Experience the best of lakeside living!**Sleeping Space:**- Master Suite: King bed with an en-suite bathroom.- Queen Bedrooms: Two queen bedrooms share a conveniently located bathroom.- Bunk Room: 4 twin beds.- Additional Sleeping: A pull-out couch in our basement TV room. The room has doors that enclose it to transform it into a private space for extra sleeping space.**Bedroom Amenities:**- Blackout curtains- Sound machines- Portable fans- Pack and play crib- Baby monitor- Scale**House Amenities:**- Hot tub- Fire Pit- Kayaks- Paddleboards- Life jackets- Pool table- Ping pong- Dart board- Foosball table- Interactive wall games- Fully equipped kitchen- Outdoor grill- Grill utensils- Boat slip for easy lake accessYou will have exclusive access to the entire house, including all the amenities listed above. With the lake just a short walk away, indulge in fishing, boating, and other water activities at your leisure.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.

Come enjoy this thoughtfully renovated historic home in beautiful central Virginia. Experience an equestrian’s paradise at The Clifton House! Nestled in the foothills of the Blue Ridge Mountains on a 240-acre private horse farm, The Clifton House sleeps up to 11 people across 4 expansive bedrooms in the beautifully renovated historic estate. Our hosts are available to coordinate the ideal equestrian experience you’re seeking — whether you’re planning a family getaway, or you’re an avid rider — we can accommodate all levels! Bring your horse with you, or let us pair you with one of our horses. Our property boasts a large outdoor arena, miles of wooded trails, and spacious boarding stalls. We can assist in scheduling lessons and trail rides during your stay. Spring, summer, fall or winter — we can help plan an unforgettable horse-centric holiday regardless of the season!About pets:Pets allowed: dogs (limit 3 total).Please DON'T feed the horses and keep dogs leashed.About children:Children allowed: ages 0-17.Play pen and high chair provided.About smoking:Smoking is not permitted.About events:No events allowed.

Sage Cottage is a beautifully renovated 100+ year old historic house that blends classic charm with modern comfort. Located in the heart of Gordonsville and steps away from restaurants and shops. With room for up to 7 guests, it's a convenient getaway for families and friends. Retreat to the fenced-in backyard for relaxation and games. Explore the Monticello Wine Trail with 30+ wineries nearby. Only 30 min from downtown Charlottesville, indulge in history, shopping, dining, & wine adventures!As you cross our threshold, you'll immediately feel the embrace of history, accompanied by an abundance of charm and intriguing quirks. Our dedication to preserving the past while providing modern comforts has transformed this house into a true gem.Imagine yourself on the covered front porch with a cup of coffee in hand, enveloped in the gentle awakening of the town. Our fully fenced backyard unfolds as a private oasis – a sanctuary where friends and furry companions can relax. Adorned with custom cornhole boards, inviting adirondack chairs, and twinkling string lights, this space beckons you to unwind and savor your vacation.Enter the living room, where the allure of a cozy leather couch and inviting accent chairs invites you to indulge in relaxation. Whether it's watching TV, getting lost in a good book, or engaging in lively board games, this space is thoughtfully designed for enjoyment. Above the couch, a captivating mural showcases the Monticello Wine Trail, complete with a QR code for planning your local winery adventures.Continue down the hallway to the dining room where a spacious table accommodates up to 6 guests, expandable to 8 with the additional leaf. The beautifully renovated kitchen underwent a modern transformation in 2023 and is fully equipped with pots, pans, cooking utensils, an induction cooktop, microwave, Keurig coffee machine, and a cocktail making station. There is also a full bathroom downstairs with a rain shower. Upstairs, discover a tranquil retreat housing 3 bedrooms, each with blackout curtains, plush mattresses, and an array of pillow options from soft to firm. Sleeping arrangements include a total of 5 beds - King Bed, Queen Bed, Twin Trundle Beds, and a Foldable Twin Bed. The bedroom with the queen bed includes an en-suite half bathroom. The second upstairs bathroom boasts modern touches and is generously stocked with amenities such as shampoo, conditioner, lotion, eucalyptus shower spray, and a hairdryer, ensuring your comfort throughout your stay. Upstairs also offers a flex room that can be used as a nursery with blackout curtains and an included travel crib or a peaceful yoga sanctuary. Indulge in the charm of Gordonsville, where history and modern comforts coalesce, creating a remarkable escape that promises restful nights and unforgettable days.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Your private, spacious farmhouse at Wildwood is less than 2 hours from DC and northern Virginia, less than 6 hours from NYC. 5 bedrooms, 3 and a half baths, on three stories, room for your entire tribe. FAST fiber optic internet with multiple work spaces and views! Skyline Drive, Shenandoah National Park and the Blue Ridge Mountains are close by, for peaceful hikes, relaxing drives, and spectacular sunsets. Staying a week? Pay for 5 nights, 2 are free! Can't fit in everything you want to see, taste and do? Turn a 2 night weekend into 3 with a low-cost Sunday night stay.Wildwood lies at the junction of history and hospitality in the Madison Barbour Historic District, a half-hour drive each to the University of Virginia or Woodberry Forest School. Barboursville Vineyards is ten minutes away. Imagine a spacious, well-equipped kitchen and dining room, plus outdoor deck dining and grill space, to allow you and those you love to relax and celebrate together indoors and out on this working family farm. A guest favorite: the council ring made of ancient stone benches with a firepit for your family to enjoy sunset, fire, moon and stars...all within view of the house. Upstairs in the master suite is a jetted tub for two with a skylight above, with a shower and a private stargazing or sunbathing deck adjacent. New: a play set with a swing for children. Enjoy holidays with family, walking the Big Woods and other trails on James Madison's Montpelier...Monticello...hiking The Shenandoah National Park, Massanutten, Wintergreen. Within easy reach of the Skyline Drive, Old Rag, White Oak Canyon Trail, Shenandoah National Park, Charlottesville, Monticello, Montpelier, vineyards and craft breweries, the Piedmont of central Virginia is your home at Wildwood.Take a short break for a change of work scenery with fast fiber internet.Please note there is no outdoor hot tub and NO pets are allowed in the house or on our working farm. Your events flow gracefully at Wildwood. Please let us know of any event involving more than the folks staying at the farm; separate event fees apply. Wildwood is your perfect base year-round: wineries, Montpelier, Monticello, hikes, graduations, weddings, and most importantly, reunions of friends and family. Here you are secluded, yet close to all the Piedmont has to offer. Follow on IG @farmstayva. Wildwood is your family home for reunions and new unions, new beginnings and old friends.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:Any event or gathering including guests beyond ten overnight guests incurs a taxable event fee for us to manage flows, parking, and event coordination.Open to longer stays. Stays of more than 14 nights/2 weeks incur an additional cleaning fee of $325 every two weeks, scheduled with you, plus deposit,Please mind, this is our housekeeper’s only job she is doing prior to retirement. She supports her whole family with your cleaning fees. Many thanks!!.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.Ask about our Event rental contract and fees!.