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.

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Top guest favorite
A charming guest house is nestled among lush green trees, showcasing a steeply pitched roof and large windows. A wooden staircase leads up to the entrance, which features a small deck surrounded by vibrant foliage.
Guesthouse in Hinton
4.96 out of 5 average rating, 748 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
A well-lit kitchen area features a blend of modern and rustic elements, including a farmhouse-style island with seating. Light streams through the double French doors, leading to a small dining space with two chairs and a circular rug on the floor.
Guesthouse in Crozet
4.86 out of 5 average rating, 325 reviews

Stylish Carriage House Suite near Crozet center

Peaceful retreat walkable to downtown Crozet (cafes, galleries, restaurants, yoga, spa.) One bedrm, now with Queen, clawfoot tub, stovetop, granite countertops, reclaimed barn wood features, visual electric "fireplace" focal point, 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.) We give winery tours thru CrozetTrolley. Main house next door for large groups

Guest favorite
An interior view showcases a cozy living space with wooden walls and ceiling, abundant natural light from large windows, and a ceiling fan. A gray sofa is complemented by a colorful throw blanket, while a small dining area with bright chairs is positioned nearby.
Guesthouse in Afton
4.92 out of 5 average rating, 619 reviews

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.

Top guest favorite
A bright living area features a cozy cream couch and an inviting small sofa surrounded by a decorative area rug. A wood-burning stove stands against a yellow wall, while a skylight allows natural light to brighten the space. A dining area with a table is accessible through a doorway.
Guesthouse in Lexington
4.96 out of 5 average rating, 308 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!

Top 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, 107 reviews

Historic HomeTract Cottage UVA/Charlottesville/Ivy

Hometract Cottage is a historic one bedroom home (NRHP, circa 1800) centrally located 15 minutes or less from Charlottesville, UVA, Crozet, Monticello, wineries and more. The cottage features ensuite bath, fully stocked kitchen, living/workspace with comfortable sleeper sofa, mature landscaping for privacy, and covered front porch. Hometract is a quiet 3-acre property with terraced garden views. Visit our chicken coop, relax in the hammock, or walk to the garden shop or Duner's restaurant.

Top guest favorite
A cozy interior space features a comfortable sofa and a spacious bed adorned with a quilt. A dining area with four chairs is visible, along with a wooden cabinet and a mounted television. Natural light streams in through the windows, complemented by warm wooden accents.
Guesthouse in McGaheysville
4.97 out of 5 average rating, 336 reviews

Peaceful Oak Cottage

This peaceful cottage has a rustic, yet modern feel to it. It is set on the edge of a wooded area with plenty of wildlife to enjoy, near Massanutten Resort. Enjoy the ambiance of the small electric fireplace, well-equipped kitchenette and dining area, or the front porch swing. The bathroom features an old-fashioned claw foot tub, fitted with a shower head. Enjoy a complimentary bottle of sparkling cider and a basket of snacks with your stay. We look forward to extending our hospitality to you.

Top guest favorite
The exterior of a tiny guest house is displayed, featuring a covered porch with string lights illuminating the entrance. Two windows with shutters are visible on either side of the door, set against a natural backdrop of trees. A gravel path leads to the entrance.
Guesthouse in Hinton
4.92 out of 5 average rating, 446 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.

Top guest favorite
A spacious studio features a quilted bed topped with a decorative pillow. A light-colored armchair is positioned nearby. Soft natural light filters through a window adorned with sheer curtains, while a wooden dresser and wall art add to the inviting decor.
Guesthouse in Weyers Cave
4.95 out of 5 average rating, 420 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
A small, rustic cabin is set amidst a lush green landscape, framed by trees. The cabin features a front porch with a green door and a chimney, surrounded by a well-maintained grassy area. Natural light filters through the foliage, creating a serene atmosphere.
Guesthouse in Syria
4.87 out of 5 average rating, 689 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! UPDATE: New kitchen counters and new table and chairs

Top guest favorite
A bright dining space is showcased, featuring a white table surrounded by wooden chairs. Natural light filters through large windows, highlighting the modern decor. A stylish pendant light hangs above the table, complemented by a decorative centerpiece of fresh flowers.
Guesthouse in Fry's Spring
5 out of 5 average rating, 185 reviews

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.

Top guest favorite
A wooden sign painted in soft colors displays the name 'The Stable' in a flowing, artistic script. The background is a light gray with hints of gold, while the lettering features a warm rust tone, prominently positioned against a red door.
Guesthouse in Waynesboro
4.92 out of 5 average rating, 434 reviews

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.

Top 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, 692 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, 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

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 G$18,830 GYD 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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