Guesthouse vacation rentals in Staunton

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Staunton

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Broadway

4.98 out of 5 average rating, 100 reviews

Katie's Shenandoah Kottage

The guest cottage is "attached" to the back side of the 1880's farm house and shares an acre of land. The property is located In the heart of the Shenandoah Valley, in the small town of Broadway. It is just a short drive from all the valley has to offer: hiking, Civil War battlefields, wineries, breweries, cavern tours, skiing, golfing, Shenandoah National Park, James Madison University, antique shopping, and Mennonite markets. You must be 25 or older to rent. There is a two night minimum stay.

Guest favorite

A light-filled living area features large windows that overlook a serene outdoor space. A cozy sofa with cushions is positioned beside a standing lamp, while a decorative rug lies on the polished wooden floor. A potted plant adds a touch of greenery to the inviting atmosphere.

Guesthouse in Charlottesville

5 out of 5 average rating, 105 reviews

Honey House-modern loft near UVA/Monticello

Modern loft style 800sqft guesthouse. Lots of light and privacy in a quiet neighborhood, just 7-10 minutes to Scott Stadium/UVA/restaurants/downtown mall and Thomas Jefferson’s Monticello. Central to many wineries/breweries. You are in nature but close to everything Charlottesville. With a comfortable Queen size bed, and sleeping cot available if necessary. It is clean, comfortable and spacious. A great place to unwind for a good night’s sleep and sweet dreams. (discount apply to weekly/monthly)

Guest favorite

The exterior of La Petite Maison showcases a charming guest house with a large screened porch, surrounded by vibrant flower beds. A turquoise umbrella shades a lounge chair next to the seasonal in-ground pool, providing a relaxing outdoor space.

Guesthouse in Gordonsville

4.91 out of 5 average rating, 182 reviews

La Petite Maison at Hedgeapple Hollow

La Petite Maison (our guest house) is the perfect place to simply get away from the hustle and bustle and relax! Sit in the private screen porch and watch the sun melt into the mountains. Deer, hummingbirds, bluebirds, and the occasional turkey like to hang out on the 8 acres of the property, perfect for any wildlife lover. Enjoy the fenced in common area featuring a seasonal in-ground pool. Conveniently situated near award-winning wineries, Montpelier, and historic downtown Gordonsville.

Guest favorite

A scenic landscape features a herd of cattle grazing in a lush green field, framed by rolling hills and distant mountains. A rancher is seen overseeing the cattle near a water trough, with a partly cloudy sky providing a backdrop of natural beauty.

Guesthouse in Lexington

5 out of 5 average rating, 246 reviews

Spectacular Mountain views

Enjoy the breathtaking scenery when you stay in this beautiful, brand new space. A transformed outbuilding has become a quaint guest cottage with all of the amenities of home. Full kitchen w/all cooking essentials, K-cup coffee machine, new appliances, granite counter tops, full bath w/private shower and a jacuzzi tub with mountain views. Wake up in your master bedroom to spectacular mountain views. Living room w/electric fireplace, large screen TV. Your own private deck/pergola/gas grill.

Guest favorite

A charming cottage is framed by lush greenery, with a covered porch extending across the front. Colorful flowering bushes add vibrancy to the landscape, which features well-maintained garden beds and a birdbath. The cottage is situated on a grassy area that leads to a secluded wooded backdrop.

Guesthouse in Syria

4.96 out of 5 average rating, 373 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Guest favorite

A charming tiny guest house is surrounded by greenery, featuring a welcoming porch with comfortable seating. A grill is placed nearby, while colorful flowers border the stone walkway leading to the entrance. Tall trees provide a natural backdrop, enhancing the serene setting.

Guesthouse in Hinton

4.92 out of 5 average rating, 380 reviews

Adorable Tiny House in Rawley Springs

Enjoy a stay at our efficient 10’x14’ tiny guest house on our “hobby farm” in Rawley Springs. If you’re looking to experience tiny living and for a nice place to rest after a day of hiking or exploring the beautiful Shenandoah Valley, we welcome you to our tiny house. It’s fully equipped with a comfortable and stylish pull out trundle bed, A/C, refrigerator with freezer, keurig, microwave, hot plate, and outdoor grill. WiFi and streaming services complimentary. Farm fresh eggs provided.

Guest favorite

A natural stone patio is surrounded by trees, featuring a vintage cast iron tub as a focal point. The space is complemented by two planters filled with colorful flowers and an adjacent wooden table, enhancing the outdoor setting.

Guesthouse in Schuyler

4.91 out of 5 average rating, 380 reviews

Homestead at HeartRock

Welcome to HeartRock Homestead. Our sweet spot offers rustic charm and modern comfort. Come for a private grownup nature camp! A getaway for couples, friends and families. Really, there is something for everyone. AND we have great check in and check out times to maximize your stay! Have you ever heard the whippoorwill sing while watching the stars or grazed organic cut flowers amongst the morning dew or felt a seasoned sunset kiss your heart? We hope to see you soon!

Guest favorite

A spacious hot tub is surrounded by a stone patio, offering views of the lush green landscape. Nearby, two outdoor chairs are positioned for relaxation, while a grill is situated in the corner. The soothing water reflects the cloudy sky above.

Guesthouse in Fort Valley

4.92 out of 5 average rating, 205 reviews

Romantic Mountain Getaway⛰ hot tub*king bed*sauna

This newly renovated guesthouse is the perfect place to relax and refresh. This 10 acre property is nestled in the heart of the Shenandoah Valley!! Close to hiking, wineries, the river! Soak in the hot tub overlooking the mountains, relax in the dry sauna, take in the nature as you paddle on the private pond or lounge on the dock. Rest well in the new memory foam king bed. This is the perfect place to return after a day of exploring or simply spend the day relaxing.

Guest favorite

A charming exterior of a two-story building features a light-colored facade with decorative elements. A welcoming door in soft green is flanked by large windows. A sign indicating 'Riverside Guest Parking' stands in front, surrounded by landscaping that includes potted flowers.

Guesthouse in Sperryville

4.97 out of 5 average rating, 399 reviews

River Side Tourist Room and Bath Loft-5 min to SNP

Nestled in the foothills of the Blue Ridge Mountains and just two miles outside of Shenandoah National Park , we are located just off main street in Sperryville. Our cozy efficiency apartment is close to a variety of attractions including first class dining and nearby hiking trails. The unit is fully furnished with a full bath, full kitchen, off street parking, and private deck and entrance. We are a short drive to the park or a short walk to downtown Sperryville.

Guest favorite

A well-appointed sleeping area features a dual-purpose bed with a dark blue coverlet and neatly arranged towels. A large window allows natural light to illuminate the space, complemented by a chair and colorful area rug that adds warmth to the wood floors.

Guesthouse in Charlottesville

4.92 out of 5 average rating, 132 reviews

Cavalier Carriage House Suite | Near UVA

Small yet mighty. This carriage house is the perfect retreat for UVA games, special events, and those exploring Charlottesville. Conveniently located within walking distance to Scott Stadium, and a short distance to UVA, Downtown Charlottesville, and 5th Street Station Shopping Center. Hosts have 2 small, friendly dogs (Mac and Pippie) in the main house which may be seen in the patio entrance area. Guests have access to patio and grill.

Guest favorite

A covered porch area is visible, featuring several outdoor chairs and a table. The porch is bordered by a gravel path and landscaped with stones and flowers. The expansive grassy field extends beyond the structure under a clear blue sky.

Guesthouse in Madison

4.97 out of 5 average rating, 245 reviews

Hebron Valley Cottage

Nestled in the scenic Hebron Valley, this 2 bedroom 1 bath cottage is the perfect getaway from busy, city life. The cottage offers panoramic views of the Blue Ridge Mountains, including Old Rag and is located near several wineries, breweries, restaurants, antique shops, hiking trails and historic sites. The cottage is 3 miles from the town of Madison and is convenient to Charlottesville, Culpeper and Orange.

Guest favorite

A spacious room features a comfortable queen bed with crisp linens. A small table and two chairs occupy one corner, while a cozy seating area is arranged beside a window. Natural light filters through sheer curtains, highlighting wooden floors and rustic ceiling beams.

Guesthouse in Staunton

4.93 out of 5 average rating, 620 reviews

The Firefly Springhouse

Private cabin, with bath, located in a quiet country setting, close to town and easy access to two Interstate highways. Comfy queen bed, 400 ct sheets. Climate control with state of the art Trane system. Mini-fridge, microwave, and Keurig coffee maker are included. High speed wireless internet and basic cable TV. All varieties of people are welcome here.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Staunton guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Superhost

A charming cottage is framed by trees and shrubs, showcasing a welcoming porch with a couple of black rocking chairs. The structure features multiple windows, allowing natural light to brighten the interior. Green grass surrounds the cottage, enhancing the tranquil outdoor setting.

Guesthouse in Buena Vista

4.96 out of 5 average rating, 72 reviews

Breathtaking views & cozy studio!

Guest favorite

A charming brick cottage features a sloped metal roof and white-trimmed front door, framed by vibrant greenery and flowering bushes. A grassy area leads to the entrance, creating a welcoming exterior. Soft clouds drift above, adding to the serene outdoor setting.

Guesthouse in Charlottesville

4.91 out of 5 average rating, 146 reviews

The Cottage at Eastwood Farm and Winery

Guest favorite

A bright living area features a cozy sofa adorned with decorative pillows. A vibrant piece of wall art adds color, while a rustic sliding barn door leads to another room. A wooden bar with metal stools offers a casual dining space.

Guesthouse in Crozet

4.86 out of 5 average rating, 302 reviews

Stylish Carriage House Suite near Crozet center

Guest favorite

Guesthouse in Charlottesville

4.91 out of 5 average rating, 577 reviews

Downtown studio, walk to corner/downtown mall/UVA

A pebbled pathway is flanked by lush greenery and planters, leading the eye towards a large tree. A small metal table and chairs invite outdoor seating, nestled among the tranquil surroundings of the cottage.

Guesthouse in North Downtown

4.75 out of 5 average rating, 116 reviews

Historic Cottage in Downtown Charlottesville

A charming two-story house is situated among trees, featuring a red metal roof and light yellow siding. Front steps lead to a welcoming entrance adorned with wreaths. Leafy landscaping surrounds the home, contributing to the serene rural atmosphere.

Guesthouse in Madison

4.8 out of 5 average rating, 81 reviews

Madison Farmette Guest House

Guest favorite

A serene landscape showcases expansive green fields, framed by rolling hills and colorful autumn foliage. Majestic mountains rise in the distance under a clear blue sky, creating a peaceful and inviting natural setting.

Guesthouse in Charlottesville

5 out of 5 average rating, 122 reviews

Hidden Gem near town and Monticello with a pool

Guest favorite

A landscaped front yard features a stone pathway leading to a white cottage. Green shrubs and newly planted flowers frame the path, providing a natural feel. A small porch can be seen in the corner, furnished with two chairs, perfect for outdoor relaxation.

Guesthouse in Charlottesville

4.91 out of 5 average rating, 432 reviews

Hardpan Cottage

Show all

Guest house rentals with a patio

Guest favorite

Guesthouse in Massies Mill

4.99 out of 5 average rating, 74 reviews

Solar-powered Guesthouse at Peak Time Property

Guest favorite

A welcoming living area features a large area rug with floral patterns. Two couches provide comfortable seating, and a flat-screen TV is mounted on the wall. The open layout allows views into the kitchen and dining space, enhancing the connection between areas.

Guesthouse in Mount Crawford

4.96 out of 5 average rating, 147 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Guest favorite

An aerial view showcases a serene property surrounded by lush trees, with vibrant autumn foliage. A tranquil pond is visible in the distance, reflecting the natural landscape, while the guest house sits nestled among the greenery.

Guesthouse in Troy

4.99 out of 5 average rating, 166 reviews

Beaver Pond Farm - Near Charlottesville

Guest favorite

The exterior of a light blue house is showcased, featuring a spacious deck with seating and a grill. A landscaped garden with small plants borders the yard, while green hills and trees are visible in the background under a partly cloudy sky.

Guesthouse in Charlottesville

4.98 out of 5 average rating, 50 reviews

Stony Point Cottage

Guest favorite

A charming white house is framed by a vibrant tree with red foliage, set against a clear blue sky. A gravel path leads toward the home, which features a black roof and a welcoming front porch, surrounded by well-maintained grass and shrubs.

Guesthouse in Gordonsville

5 out of 5 average rating, 24 reviews

Guest House at Annandale

Guest favorite

An open kitchen features a spacious wooden island with black bar stools. Modern appliances are visible, along with open shelving displaying kitchenware. Light grey walls provide a neutral backdrop, while a doorway leads to adjacent areas, enhancing the layout's flow.

Guesthouse in Barboursville

4.98 out of 5 average rating, 49 reviews

Burnley Cottage

Guest favorite

A welcoming kitchen space is displayed with vibrant yellow walls. Stainless steel appliances include a refrigerator and an oven with a hood. A wooden dining table is set with placemats, and natural light filters through the window above the sink.

Guesthouse in Staunton

4.98 out of 5 average rating, 44 reviews

Peaceful rural retreat with pool and spa

Superhost

Guesthouse in Keswick

5 out of 5 average rating, 4 reviews

3 Cottages on luxurious Keswick estate with pool

Show all

Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 158 reviews

Luxury tiny house 3 min from UVA

Guest favorite

A bright and airy living space features a modern kitchenette with white cabinetry and a dining area with a round table. Cozy seating is presented in red and gray tones, while large windows allow natural light to fill the room. A neutral area rug enhances the inviting atmosphere.

Guesthouse in Charlottesville

4.98 out of 5 average rating, 51 reviews

Charming one room cottage with parking.

Guest favorite

The studio apartment features a spacious bed with white bedding, complemented by a brown leather futon. A flat screen TV is mounted on the wall opposite the bed. A modern kitchenette with dark cabinetry and light countertops is visible, along with polished wooden flooring.

Guesthouse in Harrisonburg

4.95 out of 5 average rating, 76 reviews

Swanky and Modern Downtown Guesthouse

Guest favorite

Guesthouse in Afton

4.92 out of 5 average rating, 565 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

Guest favorite

A bright living area features a tall ceiling with two large windows, allowing natural light to fill the space. A gray sectional sofa is accompanied by a wooden coffee table and an armchair. Artwork is displayed on the wall, enhancing the contemporary ambiance.

Guesthouse in Charlottesville

4.98 out of 5 average rating, 141 reviews

Delightful loft cottage in the heart of CVille

Guest favorite

Guesthouse in Shenandoah

4.94 out of 5 average rating, 54 reviews

Guesthouse with Massage Chair & GAME ROOM

Guest favorite

A covered front porch features a mix of seating options, including wicker chairs and a small table. Hanging planters add greenery, while potted plants contribute to the inviting setting. The porch overlooks mature landscaping, providing a serene outdoor environment.

Guesthouse in Charlottesville

5 out of 5 average rating, 64 reviews

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Guest favorite

A spacious living area features a comfortable gray sectional sofa arranged around two circular tables. Natural light enters through large windows, complemented by a neutral-toned rug and a standing lamp nearby. A mirror adorns the wall, creating a sense of openness.

Guesthouse in Lexington

4.93 out of 5 average rating, 99 reviews

Guest House in the Valley

Show all

Quick stats about guesthouse rentals in Staunton

Total rentals
10 properties
Nightly prices starting at
€ 76 before taxes and fees
Total number of reviews
1.1K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Frontier Culture Museum, Gypsy Hill Park, and Walmart Supercenter

Guesthouse vacation rentals in Staunton

Top-rated guesthouse rentals in Staunton

Vacation rentals for every style

Cabins

Cottages

Apartments

Popular amenities for Staunton guesthouse rentals

Family-friendly guest house rentals

Guest house rentals with a patio

Guest house rentals with a washer and dryer

Quick stats about guesthouse rentals in Staunton

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore