Vacation rentals in Glasgow

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Top-rated vacation rentals in Glasgow

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A rustic cabin is nestled among trees, displaying a welcoming front porch and a gabled roof. A gravel path leads to the entrance, with a manicured lawn and scattered greenery in the foreground. Scenic mountains rise in the background, enhancing the serene setting.
Tiny home in Big Island
4.94 out of 5 average rating, 232 reviews

Relaxin Retreat near the Blueridge Parkway

You won’t forget the peaceful surroundings of this rustic destination. Our cabin is close to the Blue Ridge Parkway, Appalachian Trail, and the James River with many outdoor activities within minutes. Our cabin will accommodate 2 people based upon septic system and rules and regulations set by Bedford County . Our cabin is not kid friendly (infant-10 y). Please message us with any questions. Come back from sightseeing or from a hike and relax in the hammock, 6 person hot tub, or by fire pit.

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Top guest favorite
An open-plan interior features a king size bed with a light-colored bedspread in the foreground. A cozy seating area with a loveseat and coffee table is situated next to the kitchenette, which includes modern appliances and a window allowing natural light to fill the space.
Treehouse in Bedford
5.0 out of 5 average rating, 169 reviews

Cross Creek Luxury Couples Cabin

Cross Creek Luxury Couples Cabin is a one of a kind, romantic, get-away for two just 3 miles from the Blueridge Parkway. From its uniquely designed suspension over top of a creek, lighted boardwalk path through the woods that ramps up to the cabin amongst the trees giving it a true tree-house feel, 3 spacious decks for lounging and enjoying nature and the sounds of the roaring creek beneath you, to luxurious amenities galore inside and out. All in a secluded, private setting minutes from town!

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Top guest favorite
A wide grassy area is framed by trees as golden sunlight bathes the landscape. Sharp Top Mountain rises in the distance, its silhouette contrasting against a clear sky. The tranquil scene offers an expansive view, highlighting the natural beauty of the surrounding area.
Tiny home in Bedford
4.97 out of 5 average rating, 309 reviews

Tiny house & hot tub, w/gorgeous mountain views!

Peaceful tiny house with amazing view of Sharp Top Mountain! Features: hot tub, outdoor dining area, small kitchenette amenities, and smart-tv w/firestick (must use your hotspot to stream). 10 min to BR Parkway, Peaks of Otter, and Claytor Nature Center. Wineries, orchards, and hiking nearby. Friendly dogs may occasionally visit from my mother’s house next door. (Look for Wind Tides Farm sign). ***If booking in winter months, keep in mind the wind tends to be heavy, depending on weather.***

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Top guest favorite
Home in Buena Vista
5.0 out of 5 average rating, 18 reviews

Lux RiverRetreat 5BR/5B HotTub, float, W&L SUV vmi

Escape to your own private river retreat, secluded and peaceful, just a short drive to Lexington, W&L, VMI, and SVU. Spend days floating, swimming, and relaxing by the water—and evenings in the hot tub, grilling around one of 2 firepits under the stars. 1870's house has been thoughtfully restored to combine historic charm with modern comforts. The property sits on 4 acres with 500 feet on the Maury River. With multiple gathering areas both inside and out, this home has space for everyone.

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Guest favorite
A comfortable living area features a dark leather sofa adorned with patterned throw pillows, accompanied by a recliner. A light wooden side table stands beside the recliner. Natural light filters through two windows covered with light curtains, complementing the soft area rug.
Home in Buena Vista
4.95 out of 5 average rating, 166 reviews

“Be Our Guest” House

Kick back and relax in this calm, classy, newly renovated space. Enjoy the quiet neighborhood and private location. You won’t want to leave! It feels like home, only better. There is no stress when you stay here. Come put your feet up and enjoy the cozy. Popular Locations Nearby Southern Virginia University 1 mi Virginia Military Institure 8.5 mi Washington & Lee University 8.5 mi Safari Park & Zoo 14 mi Natural Bridge State Park 16 mi

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Top guest favorite
The exterior of the log cabin features a stone chimney and a covered porch with seating, surrounded by a grassy area. Large windows allow natural light to enter, while wooden siding enhances the rustic charm, framed by trees in the tranquil setting.
Cabin in Covington
5.0 out of 5 average rating, 305 reviews

Cabin On The Creek

Set in the beautiful Alleghany Mountain Range, the Cabin On The Creek is a custom-built luxury cabin with amazing views and access to Potts Creek on a private wooded property. Multiple outdoor areas to enjoy the sights and sounds of the creek include the back porch, observation deck with Adirondack chairs, and walking path that leads to a stunning view of the Potts Creek “Sinks.” Enjoy the tranquil natural environment as you make use of the outdoor grill, picnic area, fire pit, and hot tub.

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Top guest favorite
The cabin is surrounded by lush greenery, prominently featuring a welcoming deck and a circular hot tub. A spacious lawn extends in front, bordered by trees, providing a serene mountain retreat.
Cabin in Amherst
4.99 out of 5 average rating, 292 reviews

Dee's Cozy Haven~Mountain Views, HOT tub

Need a quiet get-away? You've got the it!!! Enjoy the deck, HOT TUB, gorgeous mountain view and lovely night music. This home has a living room, furnished kitchen, bathroom, & bedroom with a queen bed on the main floor, 2 loft floor mattresses; basement has a full bed and bathroom. A gas grill and fire ring are provided. You will have Wifi, Roku TV screens, puzzles, card games, and corn hole. The Blue Ridge Parkway is nearby. This cabin is 15 min from the AT at mile marker 809.1.

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Guest favorite
An open living space is highlighted by a black wood stove, promoting warmth. Light hardwood flooring complements the walls, which are adorned with white paneling. A gray sofa and a wooden table with chairs offer seating options, while large windows let in natural light.
Cabin in Big Island
4.95 out of 5 average rating, 588 reviews

Modern cabin nestled in the Blue Ridge Mountains

Nestled in the heart of the Blue Ridge Mountains of Virginia and featured in Savor Magazine as one of the "Best Places to Go Glamping in Virginia," this cabin is a respite from the busyness of life. Located on 2.5 acres backing onto a mountain stream, our cabin is minutes from the Blue Ridge Parkway, Appalachian Trail, Glenwood Horse Trail, countless hikes, and several ultramarathon courses. Our cabin is ideal for outdoor enthusiasts and people from all backgrounds are welcome.

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Top guest favorite
A charming gray cottage is framed by lush green hills and fields. The building features four windows with white trim and a decorative emblem above the door. A patch of yellow wildflowers is visible in the foreground, adding a touch of color to the serene landscape.
Cottage in Natural Bridge Station
4.95 out of 5 average rating, 178 reviews

Little Gallery House Near Natural Bridge

The Little Gallery House, near Natural Bridge, is part of an old Civilian Conservation Corps Camp, then juvenile detention center, now a campground and artist community, called Thunder BRidge. There are 100 acres to explore, bordering the Jefferson National Forest, with hiking trails and just 2 miles from the James River. This would be an ideal place for family to meet if some of you want to camp and others would like a real house. There is a queen bed and a day bed.

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Top guest favorite
Farm stay in Bedford
4.99 out of 5 average rating, 431 reviews

Unplugged Getaway | Stunning Views + Hiking

Unplug. Unwind. Refresh & retreat from the everyday. •17 acre farm that boasts stunning sunset views of the iconic Peaks of Otter •Meticulously clean couples' suite with private entrance + cozy farmhouse environment •Fire pit, stocked pond, gazebo, hammock, full kitchen •5 min to town (Bedford), 10 min to great hiking in the Blue Ridge Mtns, 25-30 min to Lynchburg Perfect for vacation, romantic getaway, or personal retreat with option for on-site life coaching.

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Guest favorite
Home in Natural Bridge
5.0 out of 5 average rating, 11 reviews

Landors cottage

NEW!! Relax with the whole family at this beautiful cottage that was built in 1949 and was thoughtfully renovated in 2025. It is located close to Natural Bridge State Park (1/2 mile), the Virginia Safari park (5 miles), Lexington (14 miles), and many hiking trails. There are 2 bedrooms, one with a queen bed and the other 2 twin beds and a pull out couch. The kid's bedroom has books, blocks, puzzles and games. Come enjoy our beautiful home.

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Top guest favorite
A spacious living area features a spiral staircase leading to a loft, complemented by large glass doors that invite natural light. Comfortable seating arrangements include a leather sofa and two white chairs, set against a light wooden ceiling and neutral walls.
Cabin in Lexington
4.98 out of 5 average rating, 209 reviews

Cabin Retreat at Stillhouse Farm *Sunset *Private

The cabin at Stillhouse Farm offers a secluded getaway with Blue Ridge Mountain sunset views less than 5 miles from W&L, VMI, and Lexington. The expansive porches and wide glass feature the beauty of Rockbridge Co. No neighbors in sight or sound! Stars shine bright in the certified dark skies. Check out our guidebook for local hikes and our other listing *Stillhouse Farm Yurt*

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Popular amenities for Glasgow vacation rentals