Guesthouse vacation rentals in Staunton

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Top-rated guesthouse rentals in Staunton

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Guest favorite

Guesthouse in Hinton

4.96 out of 5 average rating, 680 reviews

StreamSide Guesthouse in Mountains/National Forest

Stream-side guest house with charming views in lovely mountain setting; just steps from trailhead into GW National Forest. Peaceful, private and all to yourself, this 720 sq ft loft is a stylish, comfy retreat. During the day go hiking, wading, or just relax on the deck overlooking the stream. At night let sounds of rushing water and the gentle voices of nature lull you to sleep. Only 11 miles to Harrisonburg. Fast wifi with Prime/Netflix. A meditative retreat from which to explore the valley.

Guest favorite

Guesthouse in Orange

5 out of 5 average rating, 228 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 favorite

Guesthouse in Harrisonburg

4.96 out of 5 average rating, 117 reviews

Hideaway Studio on Ashtree Lane

This renovated historic carriage house is 2 blocks from Harrisonburg’s vibrant downtown. The space is light and airy with gabled ceilings and sky-lights that open. It is located on a leafy residential back-alley, with private entrance and off-street parking. JMU’s bluestone campus is a 10 minute walk away. We’ve set-up this space for a range of guests: from JMU parents visiting their children to people traveling for business who are seeking a more textured experience with home comforts.

Guest favorite

Guesthouse in Crozet

4.97 out of 5 average rating, 155 reviews

Crozet Cottage | Close to Wineries & DT Crozet

Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

Guest favorite

Guesthouse in Syria

4.96 out of 5 average rating, 360 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

Guesthouse in Hinton

4.92 out of 5 average rating, 363 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

Guesthouse in Earlysville

4.98 out of 5 average rating, 337 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Guest favorite

Guesthouse in New Market

4.98 out of 5 average rating, 266 reviews

Stay in a piece of history! Private Entire Cottage

Built in 1797, this cottage sits next to the historic William Rupp House, and is #17 on the self-guided walking tour! Although you are staying in a piece of history, you still get the privacy you need to comfortably explore all Shenandoah Valley has to offer. 19.6 miles away from JMU, 5.2 miles away from Endless Caverns, right off Interstate 81, and within walking distance of local stores, coffee shops, and restaurants... buckle in for a load of fun with this convenient location.

Guest favorite

Guesthouse in Crozet

4.86 out of 5 average rating, 296 reviews

Stylish Carriage House Suite near Crozet center

Peaceful retreat walkable to downtown Crozet (coffee shops, galleries, restaurants, yoga.) One bedrm, large bathrm with clawfoot tub, stovetop kitchen with granite countertops, electric fireplace, reclaimed barn wood features, and private deck. (Access to main house yard w permission, each time.) One small non-shed dog on Nexgard with permission and fee. (Some other breeds with discussion and sweep on check-out.) Find us for winery tours at CrozetTrolley.

Guest favorite

Guesthouse in Weyers Cave

4.95 out of 5 average rating, 369 reviews

Little Cottage

Located in the Beautiful and historical Shenandoah Valley. If you enjoy outdoor activities, the Valley is the place to be. This 450 sq ft Studio is minutes from Jame Madison University, Bridgewater College, and Mary Baldwin University. Less than 2 miles from Blue Ridge Community College. 5 mins from Shenandoah Valley Regional Airport. Massanutten Resort is a short drive from this location. Located less than 1 mile from Interstate 81 exit 235.

Guest favorite

Guesthouse in Elkton

4.98 out of 5 average rating, 151 reviews

Carriage House private, 10 min to Shen. Nat'l Park

Private, well-appointed studio apartment. On same small farm property as main house, but separated with private entrance. Queen bed. View of the Massanutten Mountain range, grazing sheep, and beautiful sunsets. Centrally located just outside Elkton--15 minutes to Shenandoah National Park; 5 minutes to Massanutten Resort. Local restaurants, coffee shop, brewery, and town parks nearby. No smoking or pets.

Guest favorite

Guesthouse in Syria

4.89 out of 5 average rating, 616 reviews

Cozy 1 room cabin in the mountains.

In the heart of the Shenandoah mountains. 1 mile from White Oak Canyon and Old Rag for amazing hikes. Perfect for the fly fisherman (lots of local streams) or a nice quiet get-away for a couple. Once you park your car you can sit back and just listen to the river flowing in the back yard & enjoy a nice beverage next to the fire pit. The property is a very special place!

Vacation rentals for every style

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Popular amenities for Staunton guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest favorite

Guesthouse in Charlottesville

4.91 out of 5 average rating, 145 reviews

The Cottage at Eastwood Farm and Winery

Guest favorite

Guesthouse in Charlottesville

4.91 out of 5 average rating, 558 reviews

Downtown studio, walk to corner/downtown mall/UVA

Guest favorite

Guesthouse in Boston

4.98 out of 5 average rating, 173 reviews

The Bunkhouse- simple & serene w/mountain views

Guest favorite

Guesthouse in Madison

4.97 out of 5 average rating, 240 reviews

Hebron Valley Cottage

Guest favorite

Guesthouse in Charlottesville

4.92 out of 5 average rating, 422 reviews

Hardpan Cottage

Guest favorite

Guesthouse in Ruckersville

4.99 out of 5 average rating, 270 reviews

Mountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP

Guest favorite

Guesthouse in Schuyler

4.91 out of 5 average rating, 374 reviews

Homestead at HeartRock

Guest favorite

Guesthouse in Lexington

5 out of 5 average rating, 245 reviews

Spectacular Mountain views

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Guest house rentals with a patio

Guest favorite

Guesthouse in Massies Mill

4.99 out of 5 average rating, 71 reviews

Solar-powered Guesthouse at Peak Time Property

Guest favorite

Guesthouse in Troy

4.99 out of 5 average rating, 156 reviews

Beaver Pond Farm - Near Charlottesville

Guest favorite

Guesthouse in Mount Crawford

4.96 out of 5 average rating, 139 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

Guest favorite

Guesthouse in Harrisonburg

5 out of 5 average rating, 18 reviews

Smith Suite at The James Morgan

Guest favorite

Guesthouse in Barboursville

4.98 out of 5 average rating, 40 reviews

Burnley Cottage

Guest favorite

Guesthouse in Staunton

4.98 out of 5 average rating, 42 reviews

Peaceful rural retreat with pool and spa

Guest favorite

Guesthouse in Waynesboro

4.9 out of 5 average rating, 63 reviews

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Guest favorite

Guesthouse in Cumberland

4.96 out of 5 average rating, 45 reviews

Lucid Dreams little house

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Guest house rentals with a washer and dryer

Guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 150 reviews

Luxury tiny house 3 min from UVA

Guest favorite

Guesthouse in Harrisonburg

4.96 out of 5 average rating, 71 reviews

Swanky and Modern Downtown Guesthouse

Guest favorite

Guesthouse in Afton

4.92 out of 5 average rating, 549 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

Guest favorite

Guesthouse in Charlottesville

4.98 out of 5 average rating, 136 reviews

Delightful loft cottage in the heart of CVille

Guest favorite

Guesthouse in Shenandoah

4.88 out of 5 average rating, 26 reviews

Guesthouse with Massage Chair & GAME ROOM

Guest favorite

Guesthouse in Culpeper

4.97 out of 5 average rating, 37 reviews

The Wheelhouse at Mount Airy

Guest favorite

Guesthouse in Lexington

4.92 out of 5 average rating, 88 reviews

Guest House in the Valley

Guest favorite

Guesthouse in Gordonsville

4.91 out of 5 average rating, 179 reviews

La Petite Maison at Hedgeapple Hollow

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Quick stats about guesthouse rentals in Staunton

Total rentals
10 properties
Nightly prices starting at
$80 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

Houses

Apartments

Cabins

Popular amenities for Staunton guesthouse rentals

Family-friendly guest house rentals

Guesthouse in Charlottesville

Guesthouse in Charlottesville

Guesthouse in Boston

Guesthouse in Madison

Guesthouse in Charlottesville

Guesthouse in Ruckersville

Guesthouse in Schuyler

Guesthouse in Lexington

Guest house rentals with a patio

Guesthouse in Massies Mill

Guesthouse in Troy

Guesthouse in Mount Crawford

Guesthouse in Harrisonburg

Guesthouse in Barboursville

Guesthouse in Staunton

Guesthouse in Waynesboro

Guesthouse in Cumberland

Guest house rentals with a washer and dryer

Guesthouse in Charlottesville

Guesthouse in Harrisonburg

Guesthouse in Afton

Guesthouse in Charlottesville

Guesthouse in Shenandoah

Guesthouse in Culpeper

Guesthouse in Lexington

Guesthouse in Gordonsville

Quick stats about guesthouse rentals in Staunton

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

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