Guesthouse vacation rentals in Staunton

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Popular amenities for Staunton guesthouse rentals

Family-friendly guest house rentals

Superhost
A charming cottage is framed by trees and shrubs, showcasing a welcoming porch with a couple of black rocking chairs. The structure features multiple windows, allowing natural light to brighten the interior. Green grass surrounds the cottage, enhancing the tranquil outdoor setting.

Guesthouse in Buena Vista

4.96 out of 5 average rating, 72 reviews

Breathtaking views & cozy studio!

JillRating, 5 stars16 months ago
Charming and adorable cottage! It has everything you need. The grounds are beautiful and Antonia was super responsive. I enjoyed my stay and will definitely return.
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, 146 reviews

The Cottage at Eastwood Farm and Winery

JosephRating, 5 stars6 months ago
Fantastic spot to enjoy a weekend in Charlottesville. There is a place to sit outside underneath two large holly trees, and the location is right next to a wonderful winery. It was well situated to wineries in the area, grocery stores in Charlottesville (Wegmans is 5 minutes down the road), and also near Monticello-Saunders Trails (5 minutes down the road). My only complaint is some of the dishes/utensils weren't cleaned, presumably by previous renters.
Guest favorite
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, 302 reviews

Stylish Carriage House Suite near Crozet center

JamesRating, 5 stars1 day ago
Described accurately. Cute unit. Right in a neighborhood which at first was a little bit of a surprise but the unit was really quiet. We heard kids a couple times, but nothing too early. Bed is a small full (as described) and is a bit wobbly — bulking that up would be good. Hot water seemed limited, one bath fill and we’d be out of hot water, not sure how to improve on that, but just good to know. Owner was very responsive and helpful - provided umbrella when we needed one, was quick with info also! Would recommend. Good price and amazing jumping off point for stuff in the area. 8min - King Family 6min - Mint Springs 2min - Crozet Pizza 4min - Star Hill 1min - Yellow Mug
Guest favorite

Guesthouse in Charlottesville

4.91 out of 5 average rating, 576 reviews

Downtown studio, walk to corner/downtown mall/UVA

EnidRating, 5 stars1 week ago
The place was super cute, comfortable and clean. Walkable to restaurants and to the mall. Owners were very responsive. Would stay there again.
A pebbled pathway is flanked by lush greenery and planters, leading the eye towards a large tree. A small metal table and chairs invite outdoor seating, nestled among the tranquil surroundings of the cottage.

Guesthouse in North Downtown

4.75 out of 5 average rating, 116 reviews

Historic Cottage in Downtown Charlottesville

JessicaRating, 5 stars15 months ago
Perfect location. Raul was very easy to work with. Would love to come again!
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, 182 reviews

The Bunkhouse- simple & serene w/mountain views

DeborahRating, 5 stars3 weeks ago
This beautiful location was perfect for our plans to read all weekend. The view was incredible, and the space was very relaxing. Daniel met us as we came in and offered to help us, but otherwise we were very secluded. The house was perfect for taking some time away from screens, but had good enough WiFi for us to watch a show with dinner. The kitchen was very well stocked- the local treats were delicious! Everything is exactly like the photos and descriptions, except better as you can’t feel the peace of that place without being there! I would definitely come back for another stay.
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, 122 reviews

Hidden Gem near town and Monticello with a pool

ElissaRating, 5 stars1 week ago
Such a cute spot! Very close to downtown Charlottesville and close to all the wineries! My husband and I had a great time here! Highly recommend and want to come back in the summer months!
Guest favorite
A landscaped front yard features a stone pathway leading to a white cottage. Green shrubs and newly planted flowers frame the path, providing a natural feel. A small porch can be seen in the corner, furnished with two chairs, perfect for outdoor relaxation.

Guesthouse in Charlottesville

4.91 out of 5 average rating, 432 reviews

Hardpan Cottage

EnricaRating, 5 stars3 weeks ago
Lovely place and nice location. There were a few issues but all were handled very promptly, which is great. Enjoyed the stay and meeting our hosts.

Guest house rentals with a patio

Guest favorite

Guesthouse in Massies Mill

4.99 out of 5 average rating, 73 reviews

Solar-powered Guesthouse at Peak Time Property

KanneshaRating, 5 stars3 months ago
My boyfriend and I thoroughly enjoyed our stay. The view is beautiful and area is very peaceful and quiet. The home is well kept.
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, 146 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

ZienaRating, 5 stars3 weeks ago
This stay was perfect for our needs, since we wanted somewhere close to JMU for my Ph.D program interview that was affordable and quiet. We had really nice breakfasts in the kitchen and enjoyed shopping and eating local with the recommendations from the host. Since we were staying in the winter, it was also very kind of the hosts to have salted the steps and the driveway. Finally, they had a wealth of great amenities available: amazing selection of books, a variety of snacks and coffees for every palate, quality shampoos and lotions, and comfortable blankets. One of our favorite activities was cozying up to the electric fireplace after a cold evening in the snow. Amazing work on the hosts' part to make this special!
Guest favorite
An aerial view showcases a serene property surrounded by lush trees, with vibrant autumn foliage. A tranquil pond is visible in the distance, reflecting the natural landscape, while the guest house sits nestled among the greenery.

Guesthouse in Troy

4.99 out of 5 average rating, 164 reviews

Beaver Pond Farm - Near Charlottesville

JohnRating, 5 stars1 week ago
The whole place was magnificent. It was a great value. Beautiful location and private. Very nice accommodations. Great value for the price.
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, 49 reviews

Stony Point Cottage

CassieRating, 5 stars1 month ago
We had a nice stay. It was comfy and private, even though main home was right behind the cottage. We all slept well, though there was some slight road noise at times. Road wasn't super busy but would hear occasionally. The cottage was clean, blankets were warm, and the details gave the cottage a homey and pleasant feel. Extra touches and thoughtfulness was greatly appreciated! The water did run cold quicker than anticipated, I believe, but was managed rather eaaily once we knew. overall great stay! Our daughter even asked to go back to that cottage the next time we come to Charlottesville!
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, 23 reviews

Guest House at Annandale

FrancesRating, 5 stars3 weeks ago
Peaceful, picturesque, and cozy location and everything was in perfect order. I was disappointed when where I've stayed in the area in the past was not longer available but wow this took my stay over the top. It's just minutes away from where I was visiting making while giving me time away to relax with some time to myself. I've already recommended to other family members and this will definitely be my go to place for future visits to Gordonsville. Thank you for sharing your property!!
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, 49 reviews

Burnley Cottage

BenjaminRating, 5 stars2 weeks ago
Absolutely great property and two week stay while in the area for work. Very quiet and safe place for my girls and had everything you could possibly think of needing!
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, 43 reviews

Peaceful rural retreat with pool and spa

ChristopherRating, 5 stars1 month ago
Cozy cottage, neat, comfy, and clean, with a nicely stocked kitchen and bathroom, all spotless. As vacationers who place a high value on privacy, we were surprised to find that the front of the cottage faces the main house directly across the patio, so the "private" description of the hot tub/patio/backyard does not mean "secluded." And a side note: we discovered that the only way to fill the bathtub with hot water was to fill it using the shower (the on-demand hot water heater wouldn't keep up with the tub faucet). We loved the quiet but not too remote location and the hot tub under the stars.
Superhost

Guesthouse in Keswick

5 out of 5 average rating, 4 reviews

3 Cottages on luxurious Keswick estate with pool

SusanRating, 5 stars4 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

Guest favorite

Guesthouse in Charlottesville

5 out of 5 average rating, 157 reviews

Luxury tiny house 3 min from UVA

StacieRating, 5 stars4 days ago
My stay at Laura’s tiny home in Charlottesville was perfect. The moment I walked in, I was amazed by how beautifully furnished & decorated it was. Every detail was thoughtfully considered, making it a true home away from home. The home was spotless, which put me at ease. Laura provided all the appliances, utensils, dishware, & other items one could need for comfort & convenience. It was clear that a lot of care was taken to ensure guests would want for nothing. Laura & her husband were fantastic communicators & very responsive to any questions. Their dedication to providing a great experience was evident, especially when they went above & beyond by shoveling a path to my car & scraping the snow off my windshield, windows, roof, & hood. This incredible gesture was deeply appreciated. My experience at Laura’s tiny home was exceptional, & I highly recommend it to anyone looking for a comfortable, well-equipped, & beautifully maintained place to stay in Charlottesville. 5 stars!!!
Guest favorite
The studio apartment features a spacious bed with white bedding, complemented by a brown leather futon. A flat screen TV is mounted on the wall opposite the bed. A modern kitchenette with dark cabinetry and light countertops is visible, along with polished wooden flooring.

Guesthouse in Harrisonburg

4.95 out of 5 average rating, 76 reviews

Swanky and Modern Downtown Guesthouse

SamuelRating, 5 stars1 month ago
Our stay could not be easier. The location and proximity to great food, coffee and interesting shops amidst the beautiful Shenandoah Valley made a personal visit special. Brad had incredible taste which took what could have been another in-law apartment to a different level in terms of decoration and quality of amenities. Great bathroom as well!
Guest favorite

Guesthouse in Afton

4.92 out of 5 average rating, 563 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

Amber-KayRating, 5 stars4 days ago
Review: This tiny house was an absolute treat! I arrived just a day before the snow hit, and the setting was absolutely beautiful. Jeremy was fantastic—super accommodating and even let me check in a little early since I was initially nervous about finding the location (which ended up being no problem at all). The spot is perfectly secluded while still being close to plenty of great breweries. The best part? It’s dog-friendly! My pup, Tank, had an absolute blast playing in the snow and running around the property. I even think I caught a glimpse of Jeremy’s dog, but I can’t say for sure! Everything was exactly as described, and despite the heavy snowfall, I never had to worry about losing power. I truly enjoyed my week here and would absolutely book again. Highly recommend!
Guest favorite
A bright living area features a tall ceiling with two large windows, allowing natural light to fill the space. A gray sectional sofa is accompanied by a wooden coffee table and an armchair. Artwork is displayed on the wall, enhancing the contemporary ambiance.

Guesthouse in Charlottesville

4.98 out of 5 average rating, 141 reviews

Delightful loft cottage in the heart of CVille

EllenRating, 5 stars2 months ago
I had an absolutely lovely time staying here and using this lovely space as a home base as I explored Cville! Very walkable to UVA and town proper!
Guest favorite

Guesthouse in Shenandoah

4.94 out of 5 average rating, 52 reviews

Guesthouse with Massage Chair & GAME ROOM

JessicaRating, 5 stars5 days ago
This place was amazing. The property is well thought out and the instructions and pictures were so helpful. The amenities were so fun we wanted to stay an extra night. There’s something for everybody. We will definitely be back ☺️
Guest favorite

Guesthouse in Broadway

4.98 out of 5 average rating, 100 reviews

Katie's Shenandoah Kottage

DavidRating, 5 stars1 month ago
We loved our stay at Katie's Kottage and highly recommend it for a relaxing visit in a great location. Katie is a wonderful host and the place is peaceful and cozy. We particularly liked her recycling station and beautiful yard.
Guest favorite
A spacious living area features a comfortable gray sectional sofa arranged around two circular tables. Natural light enters through large windows, complemented by a neutral-toned rug and a standing lamp nearby. A mirror adorns the wall, creating a sense of openness.

Guesthouse in Lexington

4.93 out of 5 average rating, 98 reviews

Guest House in the Valley

LouiseRating, 5 stars1 month ago
Sue's apartment was the perfect stop off for me and my dog on our 2 day journey. Great location - easy stop off from I-81 but beautifully rural with spectacular views. The apartment had everything we needed and was lovely and warm on a very cold night.
Guest favorite
A charming cottage is nestled among mature trees and vibrant landscaping, featuring a welcoming entrance. The rustic structure is complemented by lush greenery and seasonal foliage, emphasizing a serene, natural setting.

Guesthouse in Earlysville

4.98 out of 5 average rating, 347 reviews

Cottage at Frog Jump- woodland privacy at its best

LillyRating, 5 stars2 days ago
Gail was SO accommodating and helpful during our stay. The personal touches Gail included for us were so thoughtful. We loved our stay here, and will be back one day!

Quick stats about guesthouse rentals in Staunton

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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

Destinations to explore

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