Guesthouse vacation rentals in Shenandoah Valley

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Popular amenities for Shenandoah Valley guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Purcellville
4.81 out of 5 average rating, 273 reviews

Barn Apartment in VA Wine Country

CodyRating, 5 stars1 week ago
An extremely welcoming place that had many things to do and accommodating our autistic children very well! It was a shame we didn't get the chance to make s'mores! We would love to come back to this place sometime since it is so peaceful and homey! We watched older movies that we forgot about! Thanks for the DVDs!
Top guest favorite
Guesthouse in Farmville
4.98 out of 5 average rating, 293 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

DinoRating, 5 stars2 days ago
We love staying at Bill and Cindy’s place and enjoy the quiet and peaceful surroundings. The Alpacas are beautiful and make the visit special. We look forward to future visits.
Guest favorite
Guesthouse in Frederick
4.97 out of 5 average rating, 335 reviews

The Shady Bear Cabin

SteveRating, 5 stars1 month ago
Gerry’s place is just what I needed to disconnect. Close to some good hiking and outdoor activities. The place itself has everything you need for a short peaceful stay. Gerry himself was very welcoming and hospitable. I loved this place. I will definitely favorite to go back sometime.
Guest favorite
Guesthouse in Morgantown
4.95 out of 5 average rating, 482 reviews

Trillium Acres Guest House

GregRating, 5 stars1 week ago
if you stay here, and you should, please take the time to notice AND appreciate the detail, decore, and the detail that went into the renovation of this 'chalet'. I say this because I have spent a great deal of time in Bavaria and the Alps and this place is three different areas in one cohesive BnB. the photos and descriptions do not truly tell the story... this 'chalet' is AWESOME and it's within about 800 yards of a dozen great hikes with amazing Vistas...
Guest favorite
Guesthouse in Blacksburg
4.94 out of 5 average rating, 577 reviews

*Guest Cottage, *Hot Tub* Loft style sleeping

PatrickRating, 5 stars5 days ago
Amanda’s place was in a perfect location for our fishing trip! We’ll be back next year. She is a wonderful, friendly, responsive host.
Guest favorite
Guesthouse in Glen Allen
4.85 out of 5 average rating, 549 reviews

Private and Quiet Pool House Convenient Location

MelanieRating, 5 stars3 days ago
We had a wonderful stay! The hosts were so responsive and so friendly. They were very accommodating and very understanding that we had a small child there were children’s books and the environment was so clean. I would 100% stay again and I’m so happy with the experience that we had.
Top guest favorite
Guesthouse in Smithsburg
4.97 out of 5 average rating, 734 reviews

Jewel Vinsota Artist's Guesthouse

YiRating, 5 stars1 week ago
My partner, pup, and I had a lovely and cozy stay!! Lots of thoughtful touches, cool artwork, and supplies. We enjoyed using the fire pit right by the creek, our dog was obsessed with the sun room, and we loved exploring the sculpture garden!
Guest favorite
Guesthouse in Front Royal
4.89 out of 5 average rating, 261 reviews

"Cabbin" at Mountain Home B&B

MatthewRating, 5 stars6 months ago
This place was our best choice even before we realized there would be a freshly-prepared, multi-course gourmet breakfast. House is as advertised, clean, and well-located. Scott and Lisa are friendly, responsive, and fantastic cooks. Enjoy!

Guest house rentals with a patio

Top guest favorite
Guesthouse in Church Road
5 out of 5 average rating, 202 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

MichaelRating, 5 stars1 week ago
Once again we had a delightful stay at our VA happy place. Such beautiful surroundings and a charming house. Ann and Jim are wonderful hosts, Everytime we've been blessed to visit. If you're looking for a lovely place, on the lake, with exceptional accommodations and hosts, this is your place!
Top guest favorite
Guesthouse in Mount Crawford
4.96 out of 5 average rating, 154 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

KathyRating, 5 stars1 week ago
We only stayed for 1 night but would definitely have enjoyed more. Pretty much everything you needed was provided. The cabin was clean and cozy ! The bathroom was spacious and well stocked. Bed was comfy and big enough for our daughter to sleep with us. Surrounding area was simple and pretty farmland. We loved meeting Shea !
Top guest favorite
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!
Superhost
Guesthouse in Roanoke
4.86 out of 5 average rating, 111 reviews

Unique Historic Home

KarinRating, 5 stars1 month ago
This was a great place to stay with our two dogs. It was a 5 minute drive to town for restaurants, breweries, trivia, and music, and we found very nice hiking within a half hour or so. The place is very spacious and pleasant, easy for dog walking, and quiet at night. Elizabeth was very nice and always responded quickly, and self checkin using the code was simple.We would definitely stay here again
Guest favorite
Guesthouse in Grantsville
4.94 out of 5 average rating, 160 reviews

“The Loft” Guest House w/wifi workspace, gym etc

ElizabethRating, 5 stars1 week ago
A cozy getaway for our Anniversary. The perfect space for two adults to relax; spending the weekend reading, painting, and taking walks on the nearby trails.
Guest favorite
Guesthouse in Bluemont
4.97 out of 5 average rating, 146 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

MariannaRating, 5 stars3 weeks ago
We really enjoyed our stay at this adorable guest house! We had everything we needed and we found the stay to be cozy and clean. The directions we received for check in were clear and easy. We had a great weekend exploring local hikes and breweries. Would recommend this stay!
Guest favorite
Guesthouse in New Castle
4.94 out of 5 average rating, 144 reviews

Waterfront Cottage Retreat with Hot Tub

LeslieRating, 5 stars2 weeks ago
Jason and Jen were very responsive to our questions and requests. This space is spectacular for large groups that want to day hike. If some of your guests want to thru hike and others do not, this is a great place on the west side closer to the VA triple crown! I would highly recommend this place for hikers and family reunions. This is a gem on the west side of Roanoke!
Top guest favorite
Guesthouse in Woodstock
4.96 out of 5 average rating, 133 reviews

Cozy cottage nestled on 8 acres with mountain view

TylerRating, 5 stars1 week ago
This was a great place and location for our trip to Shenandoah. Brent was a great host and made us feel right at home. We had our 1 year old daughter with us and Brent was very kind to let her pet their horses. The cottage was a perfect size for our small family and there was nearby access to the Shenandoah river where you could go float, fish, or whatever water activities you like. We would definitely come back to stay at this awesome place. Thanks again to the hosts.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Charlottesville
5 out of 5 average rating, 167 reviews

Luxury tiny house 3 min from UVA

KaitRating, 5 stars1 week ago
Very responsive. Loved the mini porch and access to the backyard for when the weather is pretty.
Guest favorite
Guesthouse in Lynchburg
4.93 out of 5 average rating, 14 reviews

Go for a swim! Vacation in this cozy 2 bedroom!

TraceyRating, 5 stars1 month ago
Angelica is an excellent host, very clear with communications and quick to respond to questions. The space was perfect, well equipped, clean and comfortable. There’s a lot of love scattered throughout the space with snacks, drinks, pet treats and other little essentials. We will stay here again….
Guest favorite
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.
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 219 reviews

Historic Herndon In-law house, kitchen. By IAD.

JenniferRating, 5 stars4 months ago
I've stayed here multiple times; it's my go-to when I need solitude and space to work on projects. I'll be back!
Top guest favorite
Guesthouse in Richmond
4.97 out of 5 average rating, 443 reviews

A Place of Peace

RosalindRating, 5 stars1 week ago
A great little place. Very peaceful, lots of birds; bring your Merlin app! Walking distance to the Wetlands park which is adjacent to the James River. Grocery store and several restaurants nearby. The hosts spoil the customers with lots of snack goodies plus waters in the fridge! If I came to Richmond again I would stay here.
Top guest favorite
Guesthouse in Lovettsville
4.95 out of 5 average rating, 221 reviews

Cottage Escape in Virginia Wine Country

HelenRating, 5 stars2 months ago
This Airbnb was very welcoming and had beautiful surroundings. My dog loved running around! Everything was super clean and they had binders full of activities and recommendations for things to do in the area. I would stay here again 😊
Top guest favorite
Guesthouse in Earlysville
4.98 out of 5 average rating, 355 reviews

Cottage at Frog Jump- woodland privacy at its best

MelissaRating, 5 stars1 week ago
My friend and I had a great stay at Frog Jump. It was very clean and comfortable. The host, Gail, even left some snacks and muffins complimentary. The boat by the lake was the best part of the stay for me. We’re very satisfied with the experience and would recommend it anyone staying in the area over a hotel/motel, the property is a great bang for your buck.
Top guest favorite
Guesthouse in Harrisonburg
4.96 out of 5 average rating, 130 reviews

Hideaway Studio on Ashtree Lane

AmandaRating, 5 stars1 week ago
We found Heather’s place quite charming! It was the perfect size and had just what we needed for the two of us. Heather communicated details perfectly and answered all questions we had. The area around the apartment was also super walkable….great restaurants, shops and more(recommend Pale Fire Brewing and Magnolias Tacos and Tequila). The Farmers Market on Saturday was also wonderful to visit. We would definitely stay again if we were in the area.

Destinations to explore