Holiday houses in Gladstone

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Top-rated holiday rentals in Gladstone

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Top Guest favourite
The cabin's exterior is surrounded by lush greenery, featuring a spacious porch with seating and a hot tub nearby. The two-story structure is constructed of wood, with large windows allowing natural light to fill the interior. A picnic table is located in the yard.
Holiday home in Lovingston
4.96 out of 5 average rating, 271 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

Guest favourite
A private hot tub is set on a wooden deck, featuring multiple jets and a smooth, white surface. The surrounding area includes a wooden privacy screen and a chair positioned nearby, inviting relaxation amidst a serene outdoor environment.
Home in Gladstone
4.95 out of 5 average rating, 38 reviews

James River, 3 Kings, Hot Tub, Pool Table!

5 g wifi !Bring the whole family to this great place with lots of room for fun. Gameroom with PS4, full size pool table and family friendly board games is sure to keep everyone entertained. Large back deck with hot tub and outdoor shower overlooking Wreck Island Creek for relaxing. Outdoor grill and firepit for roasting marshmallows and telling ghost stories about this historic county of Appomattox. Then come in and relax by the fireplace and enjoy the large screen tv complete with movies.

Top Guest favourite
A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.
Cottage in Covesville
5 out of 5 average rating, 163 reviews

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

Guest favourite
Cabin in Gladstone
5 out of 5 average rating, 19 reviews

Riverfront Cottage & Tiny House, Hot Tub, Fire Pit

Escape to a unique private retreat on the James River! This listing includes two homes—a charming cottage and a modern tiny house rented together for your exclusive use. Perfect for a family or two couples, it features a large deck with a private hot tub, grill, and stunning river views. Enjoy fishing, floating, and total relaxation in a one-of-a-kind setting that comfortably accommodates your group. It's close to many breweries, wineries, & parks. It is about 30 mins from Lynchburg & Farmville.

Top Guest favourite
A comfortable living room is highlighted by a central coffee table positioned atop a patterned area rug. A light fixture hangs above, while windows allow natural light to fill the space. A cozy sofa and a pair of armchairs are arranged around the fireplace, enhancing the inviting layout.
Bungalow in Appomattox
4.98 out of 5 average rating, 209 reviews

Historic 3 BR Bungalow in the Town of Appomattox

Welcome to the Bingham House, a newly restored 1922 bungalow located on a quiet street in downtown Appomattox, VA. This historic home is only a short walk from the shops & restaurants on Main Street and just a few steps from Courtland Field. Only 5 minutes from Appomattox Historical Park, 25 mins to Lynchburg, and 1 hour from the Blue Ridge Parkway. Guests can relax & enjoy the rocking chairs & porch swing on the covered front porch. The home is stocked with games, books, TV's, wifi & more.

Top Guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton
4.99 out of 5 average rating, 106 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Top Guest favourite
A cozy cabin is nestled among trees, featuring a metal roof and a spacious front porch with black rocking chairs. The gravel driveway leads to the entrance, surrounded by neatly trimmed bushes and a lush landscape.
Cabin in Lovingston
5 out of 5 average rating, 114 reviews

Cabin Overlooking Vineyards of Lovingston Winery

Step off your spacious front porch to stroll through the vineyards of Lovingston Winery! Bring your friends and spend the weekend in a cozy cabin with modern amenities in the famous Monticello wine region. This 64 acre property includes pre-civil war oak trees, mountain views, and a pond with otters! We encourage you to explore the property and enjoy a glass of Lovingston Wine. There's a chance you could be greeted by a mini horse or two! Sleeps 6 comfortably, cot for 7, extra charge.

Top Guest favourite
A newly built cabin is presented with a covered front porch and a sturdy ramp leading to the entrance. The exterior features a blend of natural wood tones and green siding, surrounded by lush trees and an expansive lawn.
Cabin in Gladstone
5 out of 5 average rating, 64 reviews

"Paddlemore" James River riverfront property

Nestled in Appomattox County, Virginia, this newly built cabin offers uninterrupted views and direct access to the James River. Whether you seek escape from daily life or adventure on the river, our 2-bedroom, 1-bathroom cabin awaits. Enjoy an open-concept living space and all necessary amenities for a comfortable stay. Semi-private river access with a boat ramp. Don't miss the views from the covered front porch, or an evening under the stars complete with a bonfire. 2 kayaks included.

Top Guest favourite
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber
4.99 out of 5 average rating, 163 reviews

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

Top Guest favourite
The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.
Home in Lovingston
5 out of 5 average rating, 217 reviews

Ms Maria's Place - make yourself at home, relax!

Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

Top Guest favourite
Cabin in Vesuvius
4.99 out of 5 average rating, 374 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Guest favourite
A vibrant sunset casts shades of orange and pink across a panoramic view of rolling hills and valleys. Lush trees frame the scene, while distant mountains create a serene backdrop against the colorful sky, embodying the tranquility of the surrounding landscape.
Cabin in Buckingham
4.94 out of 5 average rating, 192 reviews

Lotus View Retreat in Yogaville/Chalet

Custom-Built Retreat with Breathtaking Views This beautifully custom-built, fully furnished 2-bedroom home offers stunning panoramic views of the James River, Lotus Temple, and Blue Ridge Mountains, all just one mile from the heart of Yogaville. Nestled in peaceful seclusion, this standalone home features a private wraparound deck, a grand great room with soaring cathedral ceilings, and a serene master bedroom with an en-suite bathroom—a perfect sanctuary for relaxation.

Popular amenities for Gladstone holiday rentals