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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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Guest favorite
A view from a covered porch swing overlooks rolling fields and distant mountains. The swing is framed by white latticework, while a cozy rug lies beneath. A figure is seen sitting quietly, enjoying the expansive natural scenery that stretches across the horizon.
Home in Glasgow
4.85 out of 5 average rating, 91 reviews

Firefly Inn-3 bedroom, 2.5 bath w/ mountain views

Hiking & nature lover’s dream vacation home. In the heart of the Shenandoah Valley enjoy views of the Blue Ridge Mtns from the back porch & the Allegheny Mtns from the front porch! This 3 bedroom, 2 1/2 bath mid-century home has had extensive renovations to include all the modern comforts you’ve come to expect in a vacation home. 10 min to grocery shopping or Natural Bridge. 15 min to historic Lexington, W&L and VMI universities & Horse Center. RV hookup (electrical and septic) attached to home

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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
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, 313 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 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 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 welcoming porch features several wooden rocking chairs positioned on a wooden floor, inviting relaxation. Planters with greenery enhance the outdoor space. In the background, a flag is displayed, and the surrounding lawn is lush, providing a serene setting.
Cottage in Buena Vista
4.87 out of 5 average rating, 208 reviews

The Farmhouse at Balcony Downs

This 1930s farmhouse is a hidden gem nestled on a historic estare at the foothills of the Blue Ridge. With an abundance of outdoor activities on site and nearby, Balcony Downs is a wonderland for the adventurous. Due to the age of this cottage, it has some quirks that you should consider before booking: 1. The bathroom is on the 2nd floor. 2. The stairs are steep, irregular & open on one side. 3. The shower is small and may be difficult for tall or larger individuals.

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Top guest favorite
The cabin exterior features a wooden porch with a welcoming sign and comfortable seating. A sloped roof with a metal finish complements the vibrant siding. Flower beds with colorful blooms and neatly arranged stones add charm, while lush greenery surrounds the property.
Cabin in Bedford
4.98 out of 5 average rating, 313 reviews

Rocreek Cabin at Little Stoney Creek

Located in Bedford ,VA three miles from the Blueridge Pkwy and Peaks of Otter; Rocreek is a “cabin in the woods”, adjacent to a peaceful pond and Little Stony Creek. If you’re looking for the peaceful sounds of a creek and waterfall outside your bedroom window and porch, quiet woods, great green space for your dog, and really fun hosts, this is your next vacation destination! Fishing, hiking, and outdoor fire pit are just a few things you’ll enjoy during your stay with us!

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Guest favorite
A bright living space is visible, featuring a well-equipped kitchen with white cabinets and a countertop. Soft natural light enters through multiple windows. A comfortable seating area includes a grey sofa and a ceiling fan, contributing to an inviting atmosphere.
Home in Buena Vista
4.89 out of 5 average rating, 207 reviews

A Blue Ridge Home

This beautifully remodeled Blue Ridge country home sits on the outskirts of the town of Buena Vista and minutes from Lexington. This is the perfect travel location to escape the big city, explore the beautiful National Parks and attractions, or visit for a weekend getaway. Access the Blue Ridge Parkway, visit Natural Bridge, or head over to the incredible Virginia Safari Park. Stay here for trips to W&L, VMI, or SVU. A perfect place for a quick stop or extended stay.

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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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Guest favorite
Home in Natural Bridge
5 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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Popular amenities for Glasgow vacation rentals