Holiday houses in Cumberland County

Cozy Farm Cottage near Farmville Virginia

Our cozy guest house is situated on a 36 acre working farm where you will enjoy privacy and pastoral views. Our posted rate is for 2 guests. The town of Farmville is an easy drive 10 miles south of us, where you will find Longwood University, Hampden-Sydney College, Green Front Furniture, the High Bridge Trail, and activities on the Appomattox River. Charlottesville, Richmond and Lynchburg are less than an hour away. Cottage has one bedroom with two twin beds, and one bedroom with a double bed.

Absolute heaven for outdoor enthusiasts!

If you love the outdoors and seclusion, Hooper's Rock Farm is for you. 1.5 miles of James River frontage in Cumberland Co, VA, 30-acre private lake, and 650 acres of fields, woods, and hills to explore and hike. Two living areas - one with large stone fireplace. Full kitchen. Screened porch overlooking lake. Sat TV. 2 John boats with trolling motors available for bass and crappie fishing in the lake. Entrance is 1 mile from public boat landing for James River access. Near many VA vineyards.

The Hide-A-Way

Follow a long gravel driveway before you can view this comfortable house in the country. This house is 12 easy miles from the Town of Farmville and all it has to offer. Longwood University and Hampden-Sydney College is near by. Visit High Bridge State Park for hiking and Greenfront is a shopping destination. Lots of dining options will appeal to every taste and plenty of other activities to enjoy in this area. There is no phone-internet or satellite at The Hide-A-Way, Cell phones do work.

Trailside 2BR Cottage | Walk Downtown + Greenfront

Welcome to Trailside Cottages—your brand new cozy 2BR retreat in Farmville. Step onto the Rails-to-Trails path for an easy walk to Greenfront and Historic Downtown shops, dining, and events. Enjoy quick access to the Appomattox River for scenic floats, then unwind with fast Wi-Fi, comfy beds, a stocked kitchen and easy parking. Bright, clean, and quiet—ideal for weekend escapes, visits to Longwood, Hampden Sydney or a relaxed work-from-anywhere stay. Enjoy the outdoors and recharge.

Cedar Ridge Lodge | Hot Tub + Fire + Trail Access

Gather your crew and escape to Cedar Ridge Lodge! A timber-frame log lodge tucked into 27 private wooded acres in Virginia, just 3 hrs from DC and 1 hr from Richmond. Spend your days biking/hiking High Bridge Trail, your evenings around the fire ring, and your nights soaking in the private hot tub on the wrap-around porch. Wood-burning fireplace, game loft with board games, full kitchen, and WiFi when you need it. Downtown Farmville is just minutes away. Come relax and unwind!

Boxcar with floor to ceiling glass doors

Guests staying in the Boxcar have access to the shared amenities of Rassawek Station including the patio “Flat Car” and our Lodge Cabin. Guests also have access to our ponds and 5+ miles of private country roads for hiking, running and biking. The boxcar living area has a sofa and coffee table and small area with table, two chairs and a mini fridge/freezer with a Keurig. The bedroom has a queen bed and dresser and there is a full bathroom with shower, sink and toilet.

Riverview Cabin on the James

VERY secluded with PRIVATE River access, STUNNING views, and a Hot Tub! A unique property offers modern amenities with a cabin feel. Granite countertops and upgraded appliances, custom tile showers, high quality mattresses, leather reclining couch. But the best part is the covered porch overlooking the James River! With your own private river access, you can enjoy a cool dip in the water or just the serenity of the peace and quiet. Lots of wildlife and stunning views.

Historic home near Farmville with Modern Comforts

Built in 1797, the Eppes House holds a special place in history—with connections to Thomas Jefferson—and offers the perfect blend of old-world charm and modern comfort. Nestled in the peaceful countryside of Dillwyn, VA, you're just 9 miles from Farmville, where you can explore local dining, charming shops, and the seasonal farmers market. Whether you're here to unwind in nature, sip local wine, or dive into Virginia’s rich history, this home is the perfect base.

Private Riverfront Lodge on 40 Acres Pets Fire Pit

Escape to The Retreat at Timber Lodge, a peaceful 40-acre Virginia getaway with riverfront access, fire pit, porches, and room for the whole family. Perfect for family vacations, couples, book clubs, small retreats, wedding guests, and outdoor lovers. Enjoy Bear Creek Lake State Park nearby for swimming and hiking then come back to relax in comfort with 3 bedrooms, 3 full baths, a steam shower, soaking tub, full kitchen, Wi-Fi, and pet-friendly space.

Charming Home Near Longwood & Hampden-Sydney

Welcome to our charming two-story Federal style brick home in the heart of Farmville. This thoughtfully updated space features three private bedrooms with queen beds and one and a half bathrooms, offering comfort and room to unwind. Enjoy an easy walk to downtown shops, restaurants, and cafes, with Longwood University and campus events just minutes away. Ideal for weekend visits or extended stays, with weekly and monthly discounts available.

The Lake House

Enjoy nature in this lakefront 3 bed/1.5 bath retreat. This house is set off the road in a very serene and rural area, yet you are only a short drive away from many conveniences. Less than 5 miles from Downtown Farmville, restaurants, GreenFront, and Longwood University. About a 20 min to Hampden Sydney. This is the perfect place to disconnect from the outside world and relax dockside. *Please read all details below*

Vinca House

Designed to be a comfortable place to rest...or work. Easily accessible on State Route but set in a wooded lot in southern Buckingham County, fifteen minutes from Farmville and ten minutes from Dillwyn. Broadband internet for work or recreation. Sit outside and see the neighboring farm animals or the occasional wildlife activity. Our posted rate is for up to 2 guests.