Guesthouse vacation rentals in Montgomery County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Montgomery County

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

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Top guest favorite

A serene lake is framed by lush green trees and rolling hills. The water reflects the sky and surrounding landscape, creating a calm atmosphere. Mountains are visible in the distance, providing a natural backdrop to the scenic view.

Guesthouse in Collinsville

4.96 out of 5 average rating, 693 reviews

5 Star Apartment (1000sf) w/Garage(NoCleaningFees)

This 5 Star private guest suite located in Henry County, VA is separate from the main house. The apartment is 1000 square foot of living space. The new addition has beautiful granite countertops, ceiling fan, and a large bathroom with a ceramic walk-in shower. Great neighborhood, this in-law suite is about 40 miles from the Blue Ridge Parkway and 20 minutes from the Martinsville Speedway. Philpott Lake is 8 miles away. Industrial Park is less than 2 miles away. It is 8 minutes from SOVAH.

Top guest favorite

A vibrant display of fall foliage lines the shore, showcasing shades of orange and yellow against the greenery. The calm water reflects the colorful trees, creating a serene atmosphere. Clear blue skies with scattered clouds enhance the natural beauty of the scene.

Guesthouse in Dublin

4.96 out of 5 average rating, 47 reviews

Claytor Lake Pool House

Relax and unwind in our spacious guest house. Step out of the door onto the beautiful full size, in- ground pool deck, open late May to early September. Well appointed kitchen with everything you need to cook a full meal or just a quick snack. About 3 minutes to Claytor Lake State Park for hiking, swimming or boating with Mountain View's. We have parking for your boat on the property. We live in a log home on the property and are usually available by text or in person. Easy access to I-81.

Top guest favorite

Guesthouse in Floyd

5 out of 5 average rating, 76 reviews

Nestle Inn - The Blue Ridge meets the Crooked Road

This beautiful 2-bedroom guest house is a 12-minute walk to the famous Floyd Country Store and Jamboree! FloydFest, the Crooked Road Music Trail, Floyd EcoVillage, 5 Mile Mountain Moonshine Distillery, Buffalo Mountain Brewery, Chateau Morrisette, and Villa Appalachia are just a short drive from us as are Radford University and Virginia Tech. Recreational activities include Great Oaks Golf Course (see "Guest access"), the Blue Ridge Parkway hiking trails and kayaking on the Little River.

Guest favorite

A yellow kayak rests along the stone-lined bank of a tranquil creek. Lush green landscaping and trees with autumn foliage form a serene backdrop, reflecting softly on the water's surface. The cottage is visible in the distance, offering an inviting country retreat.

Guesthouse in New Castle

4.94 out of 5 average rating, 144 reviews

Waterfront Cottage Retreat with Hot Tub

"Refined with a Touch of Wild". Enjoy our country retreat minutes away from the East Coast's famous Blue Ridge Appalachian Trail & the Roanoke Valley's finest dining spots; or stay home for a home cooked meal adjacent to our unique waterfall patio. The Stonebridge Cottage is a private guest house offering the perfect mix of cozy & country with a resort-like finish. This property is part of the Sak's House Creek Retreat and can be reserved with the main house which sleeps up to 14 (9 beds).

Superhost

A spacious bathroom features a walk-in shower with white tile and decorative accents. A large mirror hangs above a metal sink, complemented by a simple wooden stool. A window provides natural light, and a toilet is positioned beside a small wall-mounted artwork.

Guesthouse in Roanoke

4.86 out of 5 average rating, 111 reviews

Unique Historic Home

Located across the street from a popular bakery and bistro and walking distance to downtown, you will be close to everything while able to enjoy a historic building that stands out from others in the area with its unique architecture and history. There are two good sized bedrooms, a well stocked kitchen, and pleasant living and working spaces. In addition you will have access to a shared space and backyard that includes various recreation options including a fire pit, hot tub, and sauna.

Guest favorite

The kitchen area is equipped with wooden cabinetry and modern appliances, including a refrigerator, stove, and microwave. A countertop with utensils and coffee maker is present, while a dark area rug adds comfort to the space. Natural light filters in from a nearby window.

Guesthouse in Christiansburg

4.92 out of 5 average rating, 12 reviews

Cozy small guesthouse!

This cozy tiny guesthouse is comfortable, peaceful and centrally-located less than 15 minutes from Virginia Tech and Radford University. It has one bedroom with a queen size bed, one full bathroom with a standup shower, and a pull out couch with a full size mattress if needed. There is a full kitchen, that has dishes and cookware available. The property also has a grill, fire, pit, and wood for those that like to be outside! The host is within close proximity to meet any needs!

Guest favorite

A landscaped outdoor patio is featured, showcasing a hot tub covered with a dark top and a wooden gazebo. A stone pathway leads through lush greenery and flowers, alongside a small pond with a decorative swan feature. Sunlight filters through the trees, illuminating the space.

Guesthouse in Roanoke

4.88 out of 5 average rating, 43 reviews

Cozy apartment close to the Blue Ridge Parkway

Cozy basement apartment with private entrance right off the Blue Ridge Parkway! Peaceful dead end street with Mountain View in the Beautiful Roanoke Valley! Close to downtown, restaurants, Mill Mountain Star, hiking trails and Mill Mountain Zoo. This space has two bedrooms, one full bath, one half bath, kitchenette, living room and kitchen bar. Private entrance, patio with a grill and space for eating outside. Come relax in this peaceful space while being close to everything!

Top guest favorite

A serene sunset is captured from a balcony view, showcasing warm hues of orange and pink illuminating the sky. A white wicker chair is positioned on the deck, overlooking expansive green fields and gentle hills in the distance.

Guesthouse in Blacksburg

4.99 out of 5 average rating, 97 reviews

Little Red Farm: Two Bedroom Guest House-Mt Views

Relax with family and friends on Little Red Farm. Situated on 4 acres with beautiful mountain views on a private country road. Morning walks will be greeted with nature's beauty surrounded by working farms. 1 mile from Prices Fork Rd and only 3 miles from VT Campus. Centrally located for local events, Little Red Farm provides the perfect space to relax and unwind. Owner's residence on site gives you the peace of mind of that you will have everything you need during your stay.

Guest favorite

A red front door with an arched window is framed by two outdoor wall sconces. A small side table stands beside two lounge chairs, leading to a spacious deck that offers views of the surrounding area.

Guesthouse in Blacksburg

4.89 out of 5 average rating, 289 reviews

Cottage in Blacksburg, Virginia

Cottage with one bedroom with king size bed, full bathroom, fully furnished kitchen with stove, refrigerator, dishwasher, microwave, dishes, pots and pans, etc. Living room with queen sleeper sofa with flat screen tv. Huge (450 sq. ft.) deck overlooking Ellett Valley, Approximately 3 miles from Blacksburg No smoking. Cats and dogs OK. Cottage and loft can be rented as a combination or separate as they are on the same unit but have separate entrances. NO barking dogs!

Guest favorite

The exterior of the guest house is presented, showcasing a two-story structure with a combination of wood and white siding. A front driveway leads to a garage with a large door. Seasonal trees surround the property, contributing to a natural, wooded environment.

Guesthouse in Blacksburg

4.94 out of 5 average rating, 577 reviews

*Guest Cottage, *Hot Tub* Loft style sleeping

*Open living, dining and lounge area! Smart TV and foosball! *Wooded setting in country neighborhood. *Hot Tub *15 minutes to VT, 25 to RU. *Large kitchen equiped to host 8-10 guests. *Open loft area with sleeping for 8. Also additional room with full bed for extra space/privacy. *2 Full baths *Main house next door available to book. *Brand new Hot tub available for $25 charge, see host for details! Absolutely no smoking or recreational drugs on the property!

Guest favorite

A serene lakeside view captures a wooden dock extending over calm waters, complemented by scenic greenery in the background. A nearby rustic structure with a metal roof is framed by trees, set against a gently rolling hillside enveloped in soft natural light.

Guesthouse in Willis

4.91 out of 5 average rating, 151 reviews

Hog Mt Retreat by Buffalo Mountain Getaway

This cozy retreat is the perfect retreat for two or even three. Situated less than a minute from the Blue Ridge Parkway, it's the perfect location to relax and enjoy the area. Floyd, VA and Mt. Airy, NC are less than 30 miles away. Please note that AT&T has limited service in our area. We provide a landline for your convenience. We always offer fresh, clean, commercially washed linens for your stay.

Top guest favorite

An elegant brick entrance features wrought iron gates leading to a stately manor surrounded by lush greenery. The well-maintained lawn is framed by mature trees, contributing to a serene and welcoming environment. The residential structure exhibits classic architecture with a covered porch and multiple windows.

Guesthouse in Roanoke

4.97 out of 5 average rating, 524 reviews

The Carriage House at Bent Oaks Manor

The Carriage House is a private, two-story guest house situated in a secluded courtyard at Bent Oaks Manor. Originally built in 1910, it was recently renovated to provide more contemporary comforts of living. The Carriage House is centrally located in Roanoke's historic Old Southwest District, only about a mile from the center of Downtown Roanoke.

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What guests are saying

Motel 7 and 3/4 @ GrumbleKnot

4.96 out of 5 average rating, 127 reviews6 months ago

The Motel 7&3/4 Grumble Knot cabin is wonderful! My wife is from the Philippines, and this was her first time seeing fall foliage -- and their place was absoluteky beautiful. The little cabin was great, we loved the food and amenities, plus the kitchenette was perfect. My wife & I agreed that this was the best AirBnB place we have stayed in!

Guesthouse in Stuart

What guests are saying

Sinkland Farms Cottage Suite

5 out of 5 average rating, 4 reviews4 months ago

This place is absolutely beautiful! The grounds are stunning, and the suite was wonderfully decorated, clean, and incredibly comfortable. Susan made everything so easy. The listing was spot-on; what you see is exactly what you’ll get. I couldn’t have been more pleased with the selection to stay here as I visited my son in Blacksburg. The scenery was truly unforgettable, and the location made it convenient to explore the surrounding areas. If you're looking for a relaxing and picturesque getaway, this is the place! Highly recommend! 🌟

Private room in Christiansburg

What guests are saying

YellowBird @ Chapman Knoll (Breakfast in Bed)

5 out of 5 average rating, 30 reviews20 months ago

There are truly no words to describe how amazing Kim’s place was, but I’ll try! The Nests at Chapman Knoll are peaceful, pretty, and unique. I have simply not had a better stay at an Airbnb! The food!!! Oh my word! She made me amazing breakfasts, out of this world charcuterie boards, and dinners that were simply wonderful! Homemade chocolate chip cookies were waiting for me in the kitchen and she even made me some homemade vanilla ice cream one night!!! Not to mention a few specialty cocktails! :) Her daughter provided me with some awesome Young Living essential oils to diffuse during the day which were amazing as well. The scenery, the animals, the decks, the beauty and the quiet relaxation—it was all what my soul so needed…. Thank you Kim for creating a little slice of heaven on earth!!!

Guesthouse in Woolwine