
Holiday houses in Gladstone
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Top-rated holiday rentals in Gladstone
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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!

Cozy Mountain Cottage on Brew/Wine Trail-King Bed
Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

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.

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.

Happy Farm with Views & Hot Tub!
Enjoy the sunrise over a horse pasture, the sounds of nature, and the brightest stars in Virginia. Our Non-Functioning Family Farm is on the side of a mountain with fresh spring water. On the grounds you have a Hot Tub, Barn, Private Gym, Playground, Fire-pit, Hammock, Acres to Roam, Multiple Decks, etc. A quick ~10 minute walk to the Falling Rock Bridge on the Tye River for fishing, kayaking, tubing, or looking for Otters! Nelson lake has a boat ramp and public fishing just 5 miles away.

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.

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.

"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.

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.

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!

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!

Crestvue Cottage
Take it easy at this unique and tranquil getaway. Originally the summer kitchen to the 1904 farmhouse, and surrounded by 111 acres of pasture and woods with almost 2 miles of hiking trails, this detached cottage has been completely renovated and is the perfect place to hang your hat while visiting all of the attractions Nelson County has to offer. 5 minutes from Oak Ridge Estate, less than 10 minutes from wineries and breweries and less than 30 minutes from Wintergreen.
Popular amenities for Gladstone holiday rentals
Other great holiday rentals in Gladstone

Creekside Cabin | Unplugged Getaway

Luxe Silo w/ River Views <.5 mi to Downtown

Private, Breathtaking Mountain Views, dogs welcome

Historic Lilac Cottage with firepit, river access

Hallelujah Hideaway Cabin

Sleepy Fox Cottage

Bella Vista ~ Peaceful, secluded getaway

Roby’s Cave-Riverfront Underground House
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- University of Virginia
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Virginia Horse Center
- Natural Bridge State Park
- The Rotunda
- Liberty Mountain Snowflex Centre
- Frontier Culture Museum
- Downtown Mall
- National D-Day Memorial
- Amazement Square
- James Monroe's Highland
- John Paul Jones Arena
- Grand Caverns
- IX Art Park
- James River State Park
- Appomattox Court House National Historical Park
- Percival's Island Natural Area
- The Plunge Snow Tubing Park
- Chisholm Vineyards at Adventure Farm





