Guest house holiday rentals in Staunton

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Staunton

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest house 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 favourite

Guest house in Orange

5 out of 5 average rating, 232 reviews

Taj Garage Guesthouse

Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.

Guest favourite

Guest house in Lexington

4.95 out of 5 average rating, 261 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!

Guest favourite

Guest house in Gordonsville

4.91 out of 5 average rating, 181 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 favourite

Guest house 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 favourite

Guest house in Syria

4.96 out of 5 average rating, 368 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 favourite

Guest house in Schuyler

4.91 out of 5 average rating, 377 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 favourite

Guest house in Fort Valley

4.92 out of 5 average rating, 196 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 favourite

Guest house in Charlottesville

4.92 out of 5 average rating, 131 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 favourite

Guest house in Flint Hill

4.96 out of 5 average rating, 113 reviews

Summer kitchen guesthouse at Caledonia Farm 1812

Summer kitchen guesthouse built of stone in 1812 and located on a 115 acre free-range cattle farm on the National Register of Historic Places. The first floor is a living room with the original cooking fireplace and a kitchenette. Upstairs is a loft bedroom and bath. Housekeeping is provided on Monday and Friday mornings. Enjoy the peace and quiet, dark skies, scenic views, adventure, and culinary excellence of Rappahannock County.

Guest favourite

Guest house in Front Royal

4.89 out of 5 average rating, 261 reviews

"Cabbin" at Mountain Home B&B

The "Cabbin" of historic Mountain Home is cozy, comfortable space, 120 yards east of the Appalachian Trail, on Route 522 (Remount Road), 3 miles from Front Royal, VA. 6 beds, a bathroom, small kitchen and dining area. Reserve the whole "Cabbin" here. See "Mt. Home Cabbin" listings to reserve a floor. No TV in Cabbin, but we have WiFi. Dogs are welcome, but not other types of pets. Meals taxes are included in the listing price.

Guest favourite

Guest house 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.

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for guest house rentals in Staunton

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Superhost

Guest house in Buena Vista

4.96 out of 5 average rating, 72 reviews

Breathtaking views & cozy studio!

Guest favourite

Guest house in Charlottesville

4.91 out of 5 average rating, 146 reviews

The Cottage at Eastwood Farm and Winery

Guest favourite

Guest house in Crozet

4.86 out of 5 average rating, 298 reviews

Stylish Carriage House Suite near Crozet center

Guest favourite

Guest house in Charlottesville

4.91 out of 5 average rating, 568 reviews

Downtown studio, walk to corner/downtown mall/UVA

Guest favourite

Guest house in Boston

4.98 out of 5 average rating, 177 reviews

The Bunkhouse- simple & serene w/mountain views

Guest favourite

Guest house in Charlottesville

5 out of 5 average rating, 119 reviews

Hidden Gem near town and Monticello with a pool

Guest favourite

Guest house in Charlottesville

4.91 out of 5 average rating, 431 reviews

Hardpan Cottage

Superhost

Guest house in Charlottesville

4.84 out of 5 average rating, 43 reviews

Luxury 2BR Suite One Mile From UVa, Near Downtown

Show all

Guest house rentals with a patio

Guest favourite

Guest house in Massies Mill

4.99 out of 5 average rating, 73 reviews

Solar-powered Guesthouse at Peak Time Property

Guest favourite

Guest house in Mount Crawford

4.96 out of 5 average rating, 143 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Guest favourite

Guest house in Troy

4.99 out of 5 average rating, 161 reviews

Beaver Pond Farm - Near Charlottesville

Guest favourite

Guest house in Barboursville

4.98 out of 5 average rating, 42 reviews

Burnley Cottage

Guest favourite

Guest house in Staunton

4.98 out of 5 average rating, 42 reviews

Peaceful rural retreat with pool and spa

Superhost

Guest house in Keswick

5 out of 5 average rating, 4 reviews

3 Cottages on luxurious Keswick estate with pool

Guest favourite

Guest house in Rapidan

4.98 out of 5 average rating, 47 reviews

Romantic & Private Guest Cottage on a Lovely Farm

Guest favourite

Guest house in Woodstock

4.97 out of 5 average rating, 119 reviews

Cozy cottage nestled on 8 acres with mountain view

Show all

Guest house rentals with a washing machine and dryer

Guest favourite

Guest house in Charlottesville

5 out of 5 average rating, 152 reviews

Luxury tiny house 3 min from UVA

Guest favourite

Guest house in Harrisonburg

4.95 out of 5 average rating, 74 reviews

Swanky and Modern Downtown Guesthouse

Guest favourite

Guest house in Afton

4.92 out of 5 average rating, 555 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

Guest favourite

Guest house in Charlottesville

4.98 out of 5 average rating, 140 reviews

Delightful loft cottage in the heart of CVille

Guest favourite

Guest house in Charlottesville

4.98 out of 5 average rating, 46 reviews

Stony Point Cottage

Guest favourite

Guest house in Lexington

4.92 out of 5 average rating, 93 reviews

Guest House in the Valley

Guest favourite

Guest house in Earlysville

4.98 out of 5 average rating, 340 reviews

Cottage at Frog Jump- woodland privacy at its best

Guest favourite

Guest house in Cartersville

5 out of 5 average rating, 15 reviews

The Bright Spot Guest House

Show all

Quick stats about guest house rentals in Staunton

Total rentals
10 properties
Nightly prices starting at
$108 SGD 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

Guest house holiday rentals in Staunton

Top-rated guest house rentals in Staunton

Holiday rentals for every style

Houses

Flats

Cabins

Popular amenities for guest house rentals in Staunton

Family-friendly guest house rentals

Guest house in Buena Vista

Guest house in Charlottesville

Guest house in Crozet

Guest house in Charlottesville

Guest house in Boston

Guest house in Charlottesville

Guest house in Charlottesville

Guest house in Charlottesville

Guest house rentals with a patio

Guest house in Massies Mill

Guest house in Mount Crawford

Guest house in Troy

Guest house in Barboursville

Guest house in Staunton

Guest house in Keswick

Guest house in Rapidan

Guest house in Woodstock

Guest house rentals with a washing machine and dryer

Guest house in Charlottesville

Guest house in Harrisonburg

Guest house in Afton

Guest house in Charlottesville

Guest house in Charlottesville

Guest house in Lexington

Guest house in Earlysville

Guest house in Cartersville

Quick stats about guest house rentals in Staunton

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore