Holiday rentals in Drakes Branch

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Top-rated holiday rentals in Drakes Branch

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Top guest favourite

Cabin in Blackstone

Rustic Forest Cabin at Whetstone Creek Farm

Unwind in your own private mini retreat- enjoy waking up in the king size bed to forest views, birdsong, and a front porch made for sitting! Listen to rain on the tin roof or enjoy a bonfire in the fire pit after taking a stroll down our private wooded trails or wading in the creek. Stay connected with WiFi, or just cozy up with a book or a game. Wildlife abounds on this woodland plant farm. Approximately 15 minutes from downtown Blackstone and Ft. Pickett, this is the perfect place to get away!

ValueLocationGrill

4.96 out of 5 average rating, 296 reviews

Guest favourite

A wooden dock extends over calm water, featuring a picnic table shaded by a large umbrella. A gentle slope leads to the dock, surrounded by a serene lake landscape and distant tree-covered hills under a partly cloudy sky.

Home in Clarksville

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.

LocationFamilyIndoor spaces

4.93 out of 5 average rating, 147 reviews

Top guest favourite

The kitchen and dining area features wooden walls and ceiling, complemented by natural light from a window. A spacious kitchen island with bar stools is visible, alongside a dining table surrounded by black chairs. Decor includes mounted deer heads, enhancing the rustic ambiance.

Cabin in Clarksville

Spacious Woodland Cabin | Hot Tub | Lake Access

Calling all nature lovers, outdoors men, women, & families looking for adventure! Take a hike or enjoy the hot tub. Wooden Cabin close to Clarksville & Bluestone Landing. Take a walk or a golf cart ride to reach the property’s dock or sit on the porch & unwind. Close to everything, yet far away. Enjoy a beautiful cabin w/ modern amenities such as Starlink Internet & smart TVs throughout. Best Wi-Fi you can get -2 bedrooms, 2 full baths, rec room & loft w/4 beds. The perfect place to disconnect.

ValueLocationGrill

4.96 out of 5 average rating, 116 reviews

Top guest favourite

A gravel driveway leads toward a scenic countryside view, framed by trees on either side. At the entrance, two large tree stumps stand prominently, while a mailbox and a signpost indicate the property location. A soft sunset glow is visible in the distance.

Home in Farmville

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.

ValueFamilyHiking

5.0 out of 5 average rating, 158 reviews

Top guest favourite

A charming cottage is set amidst a neatly manicured green lawn, framed by mature trees and shrubs. The front porch, adorned with white railings, invites relaxation, while the house features a light exterior with dark shutters. A scenic pathway leads up to the entrance.

Home in Keysville

The Southern Magnolia Guesthouse

Come relax with the whole family at this peaceful, country setting. Enjoy the side porch and patios overlooking a beautiful boxwood garden! Great weekend getaway! Property is located only 2 minutes from Food Lion, Burger King, Subway and other local restaurants, including a hometown favorite Ethel’s. Less than 30 minutes from Hampden Sydney, Longwood, and Greenfront Furniture! Less than 5 miles from the wedding venue, The Barn at Pine View. Come enjoy the serenity of our quaint cottage.

FamilyLocationWifi

4.95 out of 5 average rating, 40 reviews

Top guest favourite

Farm stay in Farmville

Lewis Estate Farm

Where luxury meets the natural elements. Reconnect with nature at this nearly 300 acre unforgettable escape. Create experiences and memories. Whether you’re a busy professional looking for an escape from city life, a family looking for a meaningful time away with your kids or a large group wanting to celebrate with a family reunion in mind, we believe our location is the perfect place for you, providing comfort, relaxation and an inspiring stay. Sip on a glass of wine while star gazing.

FamilyLocationAir conditioning

5.0 out of 5 average rating, 25 reviews

Top guest favourite

A circular firepit made of natural stones is surrounded by a gravel and mulch base, with a crackling fire at its center. The rustic cabin with a metal roof and large windows can be seen in the background, framed by lush greenery.

Home in Farmville

The Inn at Hampden-Sydney

A peaceful, quiet, and cozy home on 36 acres of beautiful land that rests just 5 minutes from Hampden-Sydney College and 10 minutes from Longwood University. We want your stay to be comfortable and relaxing, which is why each bed is comfortable and topped with luxurious linens. The house is equipped with 3 big screen tv's. You can also watch the deer from the enclosed front porch or open back deck. Enjoying sitting around the firepit or walking along one of the many paths on the property.

ValueFamilyDecor

4.91 out of 5 average rating, 242 reviews

Top guest favourite

A charming sunlit cottage nestled on a green lawn, framed by trees. The structure features large windows, maximizing natural light. A patio with a gazebo is visible in the foreground, providing a relaxing outdoor space. The backdrop includes serene surroundings and hints of Kerr Lake.

Cottage in Clarksville

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+).

ValueLocationBeach

4.94 out of 5 average rating, 214 reviews

Guest favourite

A rustic cabin is seen set against a bright blue sky, surrounded by lush greenery. A small deck leads to the entrance, with an outdoor seating area featuring wooden chairs. An open lawn area extends beyond the cabin, inviting outdoor activities.

Cabin in Brookneal

Rustic Cabin on 350+ acres at Hat Creek

This charming rustic cabin is located at Hat Creek Camp, a 350+ acre camp with over 7 miles of hiking trails and two lakes. The cabin has three rooms, a bedroom, bathroom, and common space/kitchen. The kitchen includes a stove, fridge, blender, coffee maker, and microwave. The bedroom has a Queen bed, and the bathroom has a spacious shower. This cabin is small but very personable, around the camp it is affectionately known as The Pickle. Perfect for quiet getaways in the country.

LocationValueGetting around

4.9 out of 5 average rating, 230 reviews

Guest favourite

A tranquil lake scene is depicted, surrounded by lush green grass and bordered by trees. The water reflects the clear blue sky dotted with soft clouds, creating a peaceful natural setting. A small, unoccupied dock is visible in the distance along the shoreline.

Farm stay in Meherrin

Lakeside Farm Retreat

Quaint mobile home with remodeled interior on 270 acre family farm. This property stretches the length of a 20 acre private lake(we own the side the rental site) boasting great fishing and swimming opportunities, kayaks for use with your rental, and amazing star gazing away from the city lights! So, whether you are looking to escape the bustle of everyday life or you're just passing though, let our rustic farm help you disconnect and relax! Not the Hilton, but has character.

ValueFamilyDecor

4.86 out of 5 average rating, 149 reviews

Top guest favourite

A spacious white house is set against a clear blue sky, surrounded by lush green grass. A covered porch is visible at one end, enhanced by a flowering window box. Trees are seen in the background, contributing to the serene rural environment.

Home in Prince Edward County

Wellpaws Guest House -a well-lit, peaceful place

Forget your worries in this spacious and serene space. Rural peace and quiet, dark sky, natural light and high-speed internet make it easy to relax and stay connected. Location near the geographic center of Virginia invites exploration of 5 nearby Virginia State Parks and Appomattox Courthouse National Historic Park. The home is air-conditioned, wheelchair-accessible and pet-friendly. The parking lot is suitable for RVs. A kitchenette is provided for your convenience.

ValueLocationQuiet

4.94 out of 5 average rating, 100 reviews

Top guest favourite

A charming two-story farmhouse is set amidst greenery, featuring a metal roof and classic white siding. A covered front porch is showcased, adorned with red chairs, while seasonal foliage adds color to the serene landscape. The spacious yard is littered with fallen leaves.

Home in Charlotte Court House

Couples retreat, family getaway, spacious, private

The farmhouse is a wonderful destination for those looking for a quiet place to stay in a farm setting. Surrounded by hayfields, cow pastures, and mature hardwood trees, this third generation home, dating back to 1919, provides ample space for guests to relax and enjoy themselves. Recently renovated using wood cut from the property and farmhouse style decor (Joanna Gaines inspired), this home is the perfect place to get away from the hustle and bustle of everyday life.

FamilyLocationGetting around

4.99 out of 5 average rating, 124 reviews