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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A spacious living area features a large sectional sofa adorned with decorative pillows. A light-colored rug lays over the floor, complementing the neutral tones of the room. Natural light enters through two windows, and a wall-mounted television is visible above a wooden console.
Apartment in Buena Vista
4.92 out of 5 average rating, 121 reviews

The Nest

STAIR ENTRY REQUIRED Enjoy our newly renovated property in the heart of Buena Vista! Located 1 mile from Southern Virginia University. We hope you feel at home in the Blue Ridge Mountains. Ask about booking our downstairs unit to accommodate additional guests! 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

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
4.84 out of 5 average rating, 89 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

Top guest favorite
A bright living area features a cozy cream couch and an inviting small sofa surrounded by a decorative area rug. A wood-burning stove stands against a yellow wall, while a skylight allows natural light to brighten the space. A dining area with a table is accessible through a doorway.
Guesthouse in Lexington
4.96 out of 5 average rating, 338 reviews

Entire Country Cottage guesthouse / Very Private

Gloriously private without feeling secluded, this charming guesthouse was totally updated in 2019. Enjoy the peace and quiet. Go for a walk or bike ride on the 28 plus acres or pretty rural lanes. 2.5 miles away is Lake Robertson for activities . Sit on the porch too! On a snowy night, enjoy the wd-burning fireplace . (We will often leave fireplace prepared to light. Gas heating also). Get cozy with the full kitchen, washer/dryer, games and books. DirecTv in the living room and bedroom. too!

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 out of 5 average rating, 162 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!

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, 306 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.***

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, 158 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

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, 290 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.

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, 583 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.

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, 201 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.

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, 177 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.

Top guest favorite
The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.
Cottage in Rockbridge Baths
5 out of 5 average rating, 431 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse. This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen making it a true showstopper! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's dream, paddlers paradise or just a relaxing retreat! The true timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away!!

Guest favorite
Home in Natural Bridge
5 out of 5 average rating, 9 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.

Popular amenities for Glasgow vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Rockbridge County
  5. Glasgow