Guesthouse vacation rentals in Staunton

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Popular amenities for Staunton guesthouse rentals

Family-friendly guest house rentals

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, 147 reviews

The Cottage at Eastwood Farm and Winery

MichaelRating, 5 stars4 months ago
We appreciated being close to family for our Thanksgiving holiday. The proximity to the winery was an added bonus. Would definitely stay again!
Superhost
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, 308 reviews

Stylish Carriage House Suite near Crozet center

JaniceRating, 5 stars4 weeks ago
I booked a last minute spontaneous mental health getaway to the mountains of Virginia. I loved the apartment and the hosts were so accommodating. I had everything I needed and more during my stay. My favorite part was the claw leg tub and the deck. Both perfect for winding down. The location is great because there is a lot to do nearby. You can be in Charlottesville or the Shenandoah National Park south entrance in about 20 mins. My only regret is that I didn’t stay longer to enjoy the Airbnb and more of the area.
Superhost
Guesthouse in Charlottesville
4.91 out of 5 average rating, 583 reviews

Downtown studio, walk to corner/downtown mall/UVA

LisaRating, 5 stars1 month ago
From the outside, the property may not look like much, but the inside was a lovely, pristine place to stay. Great location-- I walked to the Downtown Mall a couple of times and a short drive to anywhere else. I loved it and would definitely go back!
Top guest favorite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guesthouse in Boston
4.98 out of 5 average rating, 189 reviews

The Bunkhouse- simple & serene w/mountain views

MaggieRating, 5 stars1 week ago
Came here for our anniversary and it was a great stay! Jenn & Daniel were very kind and responsive. We loved the local food and goods they stocked the kitchen with. It exceeded our expectations, 10/10 would stay again if we did another Shenandoah trip.
Top 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, 123 reviews

Hidden Gem near town and Monticello with a pool

GarrettRating, 5 stars2 months ago
Hidden Gem definitely deserves its name! Beautiful views with things to do in the area. My girlfriend and I enjoyed our weekend getaway!!
Superhost
A spacious living area features a light-colored sofa and a wooden coffee table. Bright lighting illuminates the room, which opens to a modern kitchen with bar seating. A large mirror with a colorful frame enhances the sense of space, while plush carpet adds comfort.
Guesthouse in Charlottesville
4.84 out of 5 average rating, 44 reviews

Luxury 2BR Suite One Mile From UVa, Near Downtown

Rich Rating, 5 stars2 weeks ago
This was our second unit we had with Matt at the same time! A truly great stay in Charlottesville with him, we really enjoyed our short stay – the house was a clean and very welcoming for sure! It was truly Awesome location - seemingly 1mile everywhere, and always great comms with Matt always, nice to have in a host for sure. Definitely one of our better picks we have had in that area ! Many thanks again, we will certainly try and stay here again with Matt, if and when the opportunity arises!
Guest favorite
The guesthouse exterior features a rustic wooden façade with a shingled roof. A spacious deck enhances the entryway, adorned with potted plants and grass arrangements. An umbrella stands in a seating area, providing shade for outdoor relaxation, amid a backdrop of trees.
Guesthouse in Ruckersville
4.98 out of 5 average rating, 280 reviews

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

MyrandaRating, 5 stars2 weeks ago
The place was super cute and clean! Not only are the surroundings absolutely gorgeous, there was a place to sit and enjoy it. The hot tub was a small walk and felt really private. The robes were such a nice touch! Close enough to restaurants, wineries, and Charlottesville without feeling like you’re staying in the city. I would definitely stay here again if I was coming to the area!
Guest favorite
A covered porch area features a comfortable seating arrangement adorned with a yellow throw blanket, surrounded by greenery. Natural stone landscaping and wooden elements provide a warm, rustic charm, inviting relaxation in a serene outdoor setting.
Guesthouse in Schuyler
4.91 out of 5 average rating, 387 reviews

Homestead at HeartRock

KacieRating, 5 stars1 month ago
My man and I had a wonderful time having a quiet and private weekend getaway. The place is so cozy and the hosts are so welcoming. It’s a beautiful view off the back porch. One of the highlights of my weekend was getting to spend time with Bilbo the cat. He was so snuggly and gave us a warm welcome as soon as we arrived! Would love to come back here again!

Guest house rentals with a patio

Top guest favorite
Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.
Guesthouse in Massies Mill
4.99 out of 5 average rating, 77 reviews

Solar-powered Guesthouse at Peak Time Property

MeganRating, 5 stars1 month ago
We loved our stay!! Such a beautiful home with everything we needed in absolutely gorgeous surroundings. It was so nice to unplug and enjoy the fire pit and hot tub at the house. We also enjoyed a hike at Crabtree Falls and dinner at Basic Necessities based on recommendations from the host- great choices!
Top 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, 152 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

LanaRating, 5 stars1 month ago
I’ve been to Nick’s place multiple times and will continue to go back any time I am in Harrisonburg. It’s serene, peaceful and exactly what I needed! It’s still convenient to everything, and Nick has always been a wonderful host!
Top guest favorite
An aerial view captures a spacious guest house nestled among trees displaying vibrant autumn foliage. The surrounding landscape features a mix of green and colorful leaves, with an open area visible beside the property. Outdoor amenities are discernible, blending harmoniously with the natural setting.
Guesthouse in Troy
4.99 out of 5 average rating, 170 reviews

Beaver Pond Farm - Near Charlottesville

AlexRating, 5 stars1 week ago
Scott’s place was absolutely beautiful and peaceful. Having a place to stay outside of the busy city was perfect. My partner and I loved having an Airbnb versus a hotel room. We had a hotel room for our last trip to Charlottesville and it felt so cramped and stuffy. Scott’s home was very well set up and laid out. The beautiful farm animals and cute fluffy dogs were a HUGE plus!
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, 53 reviews

Stony Point Cottage

ErinRating, 5 stars2 weeks ago
This was an excellent choice for our stay in Charlottesville! I appreciated that every detail about the cottage was thoughtful and accentuated the stay. It seemed like the hosts thought of every detail to improve the quality of our visit.. from the snacks to the roll-out bed to the baby highchair. Everything was easy and comfortable, our whole group (to include dogs and kids) enjoyed it! A+
Top 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, 26 reviews

Guest House at Annandale

IsabelRating, 5 stars1 week ago
This cottage was everything we hoped for from the cottage itself, the grounds and the beautiful horses. Best part was being able to pet and feed the horses. Thank you Louis for a memorable stay.
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, 52 reviews

Burnley Cottage

CoryRating, 5 stars1 month ago
I can’t say enough positive things about the cottage, the property, and the booking experience start to finish. My husband and I were visiting the area for a couple days for a wedding, and we were just happy to find something so close to the venue that allowed dogs and wouldn’t break the bank. It turned out to be all that and more! Josh and Megan let us know when the cottage was ready and their directions were perfect. The property is secluded, but it’s not too far from civilization if you need groceries/supplies. We watched birds from rocking chairs on the front porch, the WiFi held up beautifully, the TV/Roku had everything we wanted, and the kitchen was fully equipped (and gorgeous!). The surrounding area was ideal for walking our 16-year old pup. We also slept like babies. If we had more time, we’d definitely have enjoyed the local attractions (restaurants, wineries, breweries, parks, museums, etc.). So much to do! We’d happily return!
Top 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, 48 reviews

Peaceful rural retreat with pool and spa

PrasadRating, 5 stars1 week ago
Karen was an excellent host! Very responsive to my questions about the trip. Guesthouse was very clean and nicely stocked. Felt very peaceful and safe the whole time we were on the property. She gave great suggestions for local restaurants and things to do. Highly recommend staying at the guesthouse and enjoy the warm hospitality!!!
Superhost
Guesthouse in Keswick
5 out of 5 average rating, 4 reviews

3 Cottages on luxurious Keswick estate with pool

SusanRating, 5 stars7 months ago
Our group was 3 couples for a wedding at nearby Keswick. It was extremely convenient to the celebration. Everything we needed was on hand in the kitchen including coffee. There was also a bottle of wine to welcome us! We thoroughly enjoyed the lovely pool and the beds were very comfortable. We stayed in the Doctor’s Cottage. It had a king bed; generous living room and was quaint and cozy. The couple in the Smokehouse felt the Air conditioning system could have been better and the couple in the Tavern thought it was overall a little dark inside. We could not have been happier with the accommodations and location was key!

Guest house rentals with a washer and dryer

Top guest favorite
The exterior of La Casita features a modern design with smooth gray siding and large windows. A manicured green lawn surrounds the home, with blooming trees providing shade. A small patio area with chairs is visible, inviting outdoor relaxation.
Guesthouse in Charlottesville
5 out of 5 average rating, 166 reviews

Luxury tiny house 3 min from UVA

NickRating, 5 stars1 week ago
Laura’s place was perfect for our few nights in Charlottesville. We were there for a concert and to enjoy all the town has to offer. The home was perfectly situated in a pleasant neighborhood and was so close to so much. Whether it was shopping, dining or entertainment, we were always just a short drive/uber away. Laura provides a lot of great recommendations which is really helpful. The home itself was perfect for us. We arrived to find it clean and comfortable, while providing everything we needed. The parking was convenient and the yard beautiful. We cannot recommend this place enough!
Guest favorite
A corridor links the bathroom and living area, featuring a glass shower and a dual sink vanity with dark cabinetry. A stylish futon is positioned in the living space, with natural light coming from a nearby window. The floor is adorned with wooden planks.
Guesthouse in Harrisonburg
4.93 out of 5 average rating, 83 reviews

Swanky and Modern Downtown Guesthouse

KarenRating, 5 stars4 days ago
Loved the place...well lit with all we needed! Very walkable in a lovely community. Walked to a live show on Friday evening and great farmers market on Saturday morning. Very relaxing and clean space! Would definitely stay again!
Guest favorite
Guesthouse in Afton
4.92 out of 5 average rating, 572 reviews

Elegant Tiny Home Close to Wine, Beer & Mountains

CorinneRating, 5 starstoday
Such a perfect cozy stay! Close to Nelson 151 craft beverage trail and the Rockfish Gap entrance to Shenandoah/Skyline Dr. There was so much to do we honestly wished we stayed longer. We will be back!
Guest favorite
The exterior of the guest house features a clean, modern design with large windows that allow natural light to fill the interior. A well-maintained grassy area surrounds the structure, complemented by lush greenery and a small covered entryway.
Guesthouse in Charlottesville
4.98 out of 5 average rating, 145 reviews

Delightful loft cottage in the heart of CVille

DivyaRating, 5 stars1 week ago
Freeman's little guest house was a perfect place for my academic work trip. The space is so well appointed I could focus to edit my lecture and other writing, dress to feel confident for various meetings with new colleagues across the university (with mirrors in all the right places), and hang out with friendly colleagues for a drink "at my place." Truly a versatile and beautiful space that feels like a home without distractions / a great boutique hotel / and a place to host friends all bundled into one architectural gem with beautiful details.
Guest favorite
A serene pond scene is illuminated by a water fountain, creating reflections on its surface. Surrounding trees provide a natural frame, while soft lighting enhances the peaceful atmosphere. A blue paddle boat is visible along the shoreline, contributing to the tranquil setting.
Guesthouse in Shenandoah
4.96 out of 5 average rating, 71 reviews

Guesthouse with Massage Chair & GAME ROOM

GennaRating, 5 stars4 days ago
We had a quick one night stay that was a perfect way to end our family vacation as we made our way back to NY from NC. The kids had a blast in the game room and the spaceball was a hoot! The hot tub and sauna was a real treat for mom and dad, too!
Top guest favorite
Guesthouse in Cumberland
4.97 out of 5 average rating, 68 reviews

Lucid Dreams little house

VictorRating, 5 stars1 week ago
Victor, Texas My wife and I, stayed 5 nights at this nice little house. Dale was friendly and helpful. She provided my wife a pajamas because for the first night our baggage didn't arrive at the airport. Also, she gave me information to find a good restaurant and store to buy our groceries. I highly recommend this place to enjoy a good vacation. It's surrounded by the beauty of nature. You can really live a romantic experience.
Superhost
Double doors open to reveal a covered patio space overlooking lush greenery and distant mountain views. A welcoming mat lies at the entrance, enhancing the connection between indoor and outdoor living.
Guesthouse in Middletown
4.9 out of 5 average rating, 39 reviews

Riverfront Oasis with Mountain Views, Near Town

KimberlyRating, 5 stars5 days ago
Loved our stay! We were here from DC mainly to hike and relax and the space was perfect for both! Location is close to the north entrance of Shenandoah National Park which was wonderful. We cooked most meals in the unit and it was well equipped for basic meals. Beds were comfy, AC/heaters worked great, and the views were spectacular. Host was lovely and quick to respond. Would definitely stay again!
Top guest favorite
A tranquil pond is surrounded by wooded areas, with autumn foliage visible in the background. Tall grasses with feathery tops frame the water's edge, and a canoe rests on the shore. The peaceful setting reflects nature's serenity.
Guesthouse in Earlysville
4.98 out of 5 average rating, 354 reviews

Cottage at Frog Jump- woodland privacy at its best

RichardRating, 5 stars6 days ago
This was my 5th stay at Frog Jump, so clearly this is a fabulous place!! Gail is the BEST host -- always available but never intrusive! From the moment one enters the cottage, one feels very warmly welcomed (back) -- the sign board, plentiful snacks on the counter and in the frig, a cozy interior, and peaceful woods surrounding! There are LOTS of places to go and things to do nearby, but the main reason I go to Frog Jump is to BE STILL (Psalm 41:10) and get away from the activity and noise. My soul is always refreshed by the birdsong, a walk in the meadow, reading a book and sipping coffee on the swing ... delightful!! The only negative is that time seems to fly faster at Frog Jump! LOL My stays always end too quickly!

Quick stats about guesthouse rentals in Staunton

  • Total rentals

    10 properties

  • Nightly prices starting at

    $90 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

    Walmart Supercenter, Cracker Barrel Old Country Store, and Frontier Culture Museum

Destinations to explore

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