Vacation rentals in Middleburg

TDF Retreat on Kerr Lake

Come enjoy your own space at your own pace, directly on Kerr Lake. Quaint two bdrm/1 bath house on the Lake. 90 minutes from Raleigh or Richmond. This charming home, sleeps five, and is just steps to the dock which you can tie your boat up to. Longwood State Park is the closest boat ramp, and a mere 10 minute boat ride from there. Spend nights watching the sun set and sitting around the firepit making smores. Nonsmoking property. No vehicles on the back lawn. Please review cancellation policy

A-FRAME Lake Cabin. Private Boat Dock, Kayaks, SUP

BRAND NEW (2022) custom lakefront A-Frame Cabin. Mid-Century Modern. You'll love the stylish cottage & all the outdoor living/playing. Close walk to your own private dock (2 boat slips) and boat ramps close by. Located right on Kerr Lake (aka Buggs Island). NEW for 2024; ALL NEW BATHROOM, NEW stable internet, concrete sidewalk, Solostove firepit patio, NEW hot tub, patio lights, gas grill, outdoor shower. Toys left out; wagon for hauling, kids kayak, adult kayak, paddle board, and beach chairs.

Kerr Lake Amazing Views, Private Dock, Quiet

Peaceful lakefront retreat: Private dock, table, and new solar-lit umbrella (7/28/25). Amenities include a new gas grill (7/28/25), paddleboard, canoe, kayak, cornhole, hammock, firepit, puzzles, books, and games. Enjoy a large deck with two tables and a screened porch with couch—perfect for morning coffee. The home features 3 bedrooms, a loft, 3 full baths, and a dedicated workspace. Ideal for families, friends, or fishing trips. Driveway fits 5 trucks with trailers; boat launch 2 miles away.

Make Casa Cabina Your Next Vacation Rental

Quiet, cozy and rural 1,238 sq ft cabin, 6.4 miles from Kerr Lake, major shopping & i85. Master bed and bath on the main level. Laundry too. Private back deck surrounded by wooded area and fenced in yard for your fur baby. Serene atmosphere for those looking to retreat from the every day hustle & bustle and/or vacation with their loved ones. One FREE NC Parks pass provided during your stay for use at Kerr, Falls, and Jordan Lakes. Now with wifi 6 internet fiber. Keurig machine now available.

Mary's Place ❤ Bright 3BR with deck/private yard

Mary's Place, a charming cottage renovated in 2022, is nestled in the historic walkable town of Warrenton. With all the comforts of home, this peaceful haven is ideal for any traveler-couples, families, or singles. Complete with extras, like a coffee station, a king sized bed and cozy fireplace in the master suite, and a deck that wraps around to the spacious backyard. The oak tree shaded back deck is perfect for taking in that sweet southern breeze with a cup of coffee or a glass of wine.

Historic Warrenton Small Cabin

Beautiful guest house, located steps from the main house, hidden from public. The cabin is tucked away in our manicure backyard. Spacious fenced in yard where your fur babies can run free. Enjoy the large pergola with comfy seating for nighttime relaxation or dining. The house offers a living room, kitchenette (NO STOVE) and spacious bathroom. The second floor is a large LOFT with a dividing wall separating the two sleeping areas. There are 13 steps to the second floor. ABSOLUTELY NO PARTY!

Lovely Stay By Kerr Lake

Welcome to your home away from home! This spacious 3-bedroom, 2-bathroom house is perfect for families and groups looking for comfort and convenience. With plenty of room for everyone to relax, the home features a fully equipped kitchen, cozy living areas, and all the essentials you need for a stress-free stay. Whether you’re gathering for a family getaway, celebrating a special occasion, or just enjoying time together, this home offers the space and amenities to make your trip memorable.

Lakefront Cottage w/ great view and use of dock

The sunlit cottage is perfect place to enjoy the largest lake in Virginia, exploring nearby state parks, the quaint town of Clarksville, or nearby breweries/wineries. The cottage offers an open view of the lake and use of a dock (150 yds from house) for fishing, swiming, docking watercraft or watching the sunset. A great retreat for a small family of 4 or 2 couples. Please indicate the number of guests; parties over 4 must be pre-approved. Reservation must be by an adult (age 21+).

Cheerful 3-bedroom Cottage in lakeside community

Enjoy family time at the lake and relax in this peaceful cottage that is walking distance to the community beach with a sand volleyball court, basketball court, picnic and playground area. If you have a boat bring it. You will have access to the beach boat ramp. The home has 3 Bedrooms and 2 bathrooms. If you love golf , no problem..the property is part of a country club with a 9 hole golf course (daily fees apply). If you like tennis, tennis courts are also available for a daily fee.

Water Front Lake House!

Waterfront home on MAYO LAKE. 2 Bd, 1.5 bath fully furnished . Wi-fi, Smart TVs, Alexa, frig, stove washer/dryer, microwave. Queen-size bed, sleeper sofa and bunk bed. Wrap around porch w/ rocking chairs, swing and 2 picnic tables. Large yard for playing, just feet away from the water and dock, hammock and fire pit. Lots of fishing, single kayak, 2 person kayak, canoe and 2 paddle boats available. PERFECT FOR ANY SEASON LONG OR SHORT STAY. Located on Mayo Lake in Roxboro, NC

Charming Cabin at Seven Springs Farm and Vineyard

Kick back and relax in this calm, charming cabin on Seven Springs Farm and Vineyard. You'll experience tranquility the moment you step into the space with a breathtaking view overlooking the vines during the day and awe inspiring sunsets at night. Put your feet up and enjoy the scenery while lounging on the porch, or explore and walk with a glass of Seven Springs Farm and Vineyard wine. Either way, you're sure to have a memorable first-class adventure. Wifi available.

The Peete House and Garden- Entire House

Welcome to the Peete House, a 1911, 4700 sq. ft. neoclassical home in downtown Warrenton. Two blocks from restaurants, bars, the library, antique stores and more. Architectural and gardening interests flourish here. Come explore the large koi pond, two acre garden, and the additional two antebellum houses that reside on property. This home is unique in that it can host a family with 5 bedrooms; 3 are King Suites. Small parties are possible for an additional fee.