
Guesthouse vacation rentals in Staunton
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Top-rated guesthouse rentals in Staunton
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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.

Mountain Cottage, Pool , Views, Wine / Brew Trail
Wake to gorgeous Mountain views & rolling green meadows bordering the Rockfish River on our family estate. Private attached unit with built in pool (mid April-mid Sept)in the Blue Ridge mountains of Nelson County Virginia on the center of the 151 Brew Ridge Trail. Much preparation has gone into making your stay beautiful, convenient and comfy. No need to physically interact if that’s your desire. Enjoy swimming, hiking, kayaking, horse back riding, skiing, snowboarding, and more! 3 nite minimum

Spacious Tiny Home Close to Wine, Beer & Mountains
A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

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!

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.

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 House in the Valley
Our guest house is only a few minutes away from Historic Lexington. The house has one master bedroom with a king size bed. We have a fully functional kitchen, washer and dryer, and full bathroom. We are also close to the Appalachian Trail, the Blue Ridge Parkway, the Virginia Military Institute, Washington and Lee University, and the Virginia Horse Center. The house provides great views and a place to relax either on the back porch, the front deck, or a walk through the surrounding area.

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.

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! UPDATE: New kitchen counters and new table and chairs

Luxury tiny house 3 min from UVA
La Casita is a new tiny home combining modern luxury with central location adjacent to UVA, central to wineries, and 10 minutes from Monticello. La Casita is design built to offer custom furnishings and luxurious touches. We are in the residential pedestrian-friendly neighborhood of Fry's Spring, near I 64. Walk to restaurants and Scott Stadium. Enjoy all amenities including a high-speed internet.

The Stable
Our guesthouse is located in the historic Tree Streets Neighborhood of Waynesboro, VA, an official Appalachian Trail town, located at the southern end of the Shenandoah National Park. We've aptly named the guesthouse "The Stable" because it was originally built and functioned as a stable. It has since been converted into a cozy cottage for guests.

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, 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.
Popular amenities for Staunton guesthouse rentals
Family-friendly guest house rentals

Clean, cozy guesthouse near historic downtown mall

Cavalier Suite | Near UVA | Amenities | Parking

Hall Guest House- Hot Tub- Sauna

Cozy Shenandoah River Cabin (10min to Nat’l Park!)

Three Meadows Farm, outdoor views, great location

Cozy cottage nestled on 8 acres with mountain view

Spectacular Mountain views

Modern Carriage House Near UVA
Guest house rentals with a patio

Solar-powered Guesthouse at Peak Time Property

Beaver Pond Farm - Near Charlottesville

Country Cabin near JMU/ Skyline Dr / Massanutten

Guesthouse with Massage Chair & GAME ROOM

Peaceful rural retreat with pool and spa

Taj Garage Guesthouse

Nona's Cottage-Waynesboro/Shenandoah Valley, VA

Historic HomeTract Cottage UVA/Charlottesville/Ivy
Guest house rentals with a washer and dryer

The Loft at St. George

Stylish Carriage House Suite near Crozet center

Downtown studio, walk to corner/downtown mall/UVA

Historic Cottage in Downtown Charlottesville

Delightful loft cottage in the heart of CVille

Katie's Shenandoah Kottage

Burnley Cottage

Hebron Valley Cottage
Quick stats about guesthouse rentals in Staunton

Total vacation rentals
Explore 10 vacation rentals in Staunton

Nightly prices starting at
Staunton vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Wi-Fi availability
10 of Staunton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Staunton rentals

4.9 Average rating
Staunton stays are highly rated by guests—averaging 4.9 out of 5!
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- Luray Caverns
- Early Mountain Winery
- Boonsboro Country Club
- Bryce Resort
- Ash Lawn-Highland
- Chisholm Vineyards at Adventure Farm
- Homestead Ski Slopes
- Massanutten Ski Resort
- Frontier Culture Museum
- Spring Creek Golf Club
- Car and Carriage Caravan Museum
- Wintergreen Resort
- The Plunge Snow Tubing Park
- Farmington Country Club
- Blenheim Vineyards
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Burnley Vineyards
- Meriwether Springs Vineyard and Brewery