
Guesthouse holiday rentals in Staunton
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Top-rated Guesthouses in Staunton
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Popular amenities for Staunton guesthouses
Family-Friendly guesthouses

The Cottage at Eastwood Farm and Winery
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.

Stylish Carriage House Suite near Crozet center
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

Downtown studio, walk to corner/downtown mall/UVA
This is a great location, walking distance from a downtown area with lots of restaurants, a cute little park, and in a very quiet neighborhood. The studio is very spacious with a deep soaker tub, king bed, and smart tv. All necessary amenities included and overall a very comfortable stay. Would recommend this location and host.

The Bunkhouse- simple & serene w/mountain views
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.

Hidden Gem near town and Monticello with a pool
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!

Hardpan Cottage
This was a perfect location for our weekend vacation to visiting Monticello, Charlottesville, and breweries, distillery’s, ciderys in the surrounding areas. Very peaceful location to stay. Very clean and comfy. Erin was so nice in asking if we needed anything during our stay. There was a storm the last night of our trip and Erin kept in touch to see how we were and to update us on lost power. Would definitely stay again if we come to the area.

Luxury 2BR Suite One Mile From UVa, Near Downtown
Our stay was exactly what we had hoped for - easy, peaceful, and central to all things wanted (wineries, downtown Charlottesville, Crozet). Matt made sure that everything was easily accessible (from directions on how to find the location to how to work the T.V.), and was a great host to stay with. We found that this location was perfectly tucked in the middle of almost everything, and provided us with a lot of privacy! It has wonderful amenities near it, and there is even a game of scrabble for guests to use (we played every night!)

Mountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Jen’s place was clean and spacious. Good location and quiet surroundings. She was a very flexible and accommodating to extend our checkout due to reasons on our side. Big ups to the hosts and highly recommend this place!
Guesthouses with a patio

Solar-powered Guesthouse at Peak Time Property
Dreamy getaway in the Shenandoah Valley for stargazing and relaxation. Would recommend to anyone and return again!

Country Cabin near JMU/ Skyline Dr / Massanutten
This was my third time at the Country Cabin and it was thrice as nice! The space is ideal for an extended stay. Nick and Abby are terrific hosts who make their guests feel special and ensure the Cabin is always a welcoming home away from home. Thank you!

Beaver Pond Farm - Near Charlottesville
This home was great! The Beaver Ridge Pond Farm was beautiful and was really peaceful. My daughter loved the animals and being able to look right out of the window and see them anytime was an awesome bonus! Would definitely recommend and would stay here again. Christi and Scott were so kind and excellent to rent from.

Guest House at Annandale
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!!

Burnley Cottage
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!

Peaceful rural retreat with pool and spa
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.

3 Cottages on luxurious Keswick estate with pool
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!

Romantic & Private Guest Cottage on a Lovely Farm
This is our absolute favorite romantic getaway close to DC! We have such a wonderful time every time we visit. Thank you for being such wonderful hosts and for sharing your beautiful property. We love your farm and the animals so much!
Guest house rentals with a washing machine and dryer

Luxury tiny house 3 min from UVA
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!!!

Swanky and Modern Downtown Guesthouse
Enjoyable little room for a quick stay in downtown Harrisonburg, I would stay here again if we end up passing through again!

Tiny House Bliss on Brew Ridge Trail. Wintergreen
Jeremy was great at communication and was able to let me check in early during a winter storm. The unit was able to stay comfortably warm even when the temps at night were in the upper teens; if you tend to have cold feet make sure to bring an extra pair of socks :D

Delightful loft cottage in the heart of CVille
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!

Guesthouse with Massage Chair & GAME ROOM
I booked this for a date night with my husband. The property was amazing me and my husband we entered all night with so many great things to do on the property. We had a wonderful romantic night.

Stony Point Cottage
Gretchen’s place is certainly one of the most well furnished Airbnbs at which I have ever stayed! The place had everything you could need for a lovely visit to Charlottesville or even to work remotely for a couple days! The kitchen was fully stocked with coffee, creamers, snacks, and the bathroom had everything from Q-tips to lots of towels to a hair blow dryer. The location was perfect for our stay for a wedding over the weekend. Gretchen was responsive to any questions or requests and very kind! 100% recommend.

Lucid Dreams little house
Absolutely magical The property was so beautiful with horses cows and other farm animals Although we did not have an opportunity to meet Dale she kept in touch with us while we were there

Guest House in the Valley
Gorgeous views, comfortable bed and sofa, and easy check-in and check-out! We loved exploring nearby downtown Lexington and coming back to this peaceful retreat. Our dogs had a blast in the yard—a real treat for suburban pups. It was a lovely stay.
Quick stats about guesthouse rentals in Staunton
Total rentals
10 properties
Nightly prices starting at
$129 AUD before taxes and fees
Total number of reviews
1.1K reviews
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Frontier Culture Museum, Gypsy Hill Park and Walmart Supercenter
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