Guesthouse vacation rentals in Staunton

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Popular amenities for Staunton guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Charlottesville
4.91 out of 5 average rating, 146 reviews

The Cottage at Eastwood Farm and Winery

JosephRating, 5 stars8 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.
Superhost
Guesthouse in Crozet
4.86 out of 5 average rating, 308 reviews

Stylish Carriage House Suite near Crozet center

JaniceRating, 5 stars1 week 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, 581 reviews

Downtown studio, walk to corner/downtown mall/UVA

AnnRating, 5 stars1 week ago
I had a very peaceful stay in this studio apartment in Charlottesville for a few days. It matched the pictures and description. Really liked that it was in a separate building and I could walk everywhere - to UVA, Downtown Mall, etc. Also appreciated the full kitchen, the free parking in the alley right next to the apartment. It is on a hill so may be difficult if you have mobility issues. It's only a short drive to Monticello. The host was friendly and responsive. Would stay there again!
Top guest favorite
Guesthouse in Boston
4.98 out of 5 average rating, 185 reviews

The Bunkhouse- simple & serene w/mountain views

DarioRating, 5 stars3 weeks ago
Perfect place to visit Shenandoah NP. A spacious guest house just like the pictures perfect to relax and have a coffee watching the sunrise or sleep looking at the stars. Also Jenn & Daniel are great hosts, respond quickly and are flexible with the check in/out times. They left us great provisions like free range eggs, fresh butter and bread. Definitely recommended for a couple stay.
Top guest favorite
Guesthouse in Charlottesville
5 out of 5 average rating, 123 reviews

Hidden Gem near town and Monticello with a pool

GarrettRating, 5 stars1 month ago
Hidden Gem definitely deserves its name! Beautiful views with things to do in the area. My girlfriend and I enjoyed our weekend getaway!!
Guest favorite
Guesthouse in Charlottesville
4.91 out of 5 average rating, 434 reviews

Hardpan Cottage

KelseyRating, 5 stars1 month ago
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.
Guest favorite
Guesthouse in Ruckersville
4.98 out of 5 average rating, 278 reviews

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

SaraRating, 5 stars1 week ago
Really enjoyed staying here! Was not expecting the proximity to the main house but was not an issue at all! Beautiful property and had everything we needed
Guest favorite
Guesthouse in Schuyler
4.91 out of 5 average rating, 387 reviews

Homestead at HeartRock

KacieRating, 5 stars1 week 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
Guesthouse in Massies Mill
4.99 out of 5 average rating, 76 reviews

Solar-powered Guesthouse at Peak Time Property

MeganRating, 5 stars1 week 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
Guesthouse in Mount Crawford
4.96 out of 5 average rating, 152 reviews

Country Cabin near JMU/ Skyline Dr / Massanutten

LanaRating, 5 stars2 weeks 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
Guesthouse in Troy
4.99 out of 5 average rating, 166 reviews

Beaver Pond Farm - Near Charlottesville

CordaroRating, 5 stars1 month ago
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.
Top guest favorite
Guesthouse in Gordonsville
5 out of 5 average rating, 24 reviews

Guest House at Annandale

FrancesRating, 5 stars2 months 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
Guesthouse in Barboursville
4.98 out of 5 average rating, 50 reviews

Burnley Cottage

ShirleyRating, 5 stars3 weeks ago
Both Megan and Josh were really friendly and helpful. This was our first family vacation with our son and they definitely took time to make us feel at home.
Top guest favorite
Guesthouse in Staunton
4.98 out of 5 average rating, 46 reviews

Peaceful rural retreat with pool and spa

AnthonyRating, 5 stars3 days ago
Great spot to rest your head while exploring the Shenandoah Valley.
Superhost
Guesthouse in Keswick
5 out of 5 average rating, 4 reviews

3 Cottages on luxurious Keswick estate with pool

SusanRating, 5 stars6 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!
Top guest favorite
Guesthouse in Rapidan
4.98 out of 5 average rating, 47 reviews

Romantic & Private Guest Cottage on a Lovely Farm

EmilyRating, 5 stars4 months ago
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 washer and dryer

Top guest favorite
Guesthouse in Charlottesville
5 out of 5 average rating, 163 reviews

Luxury tiny house 3 min from UVA

MargaretRating, 5 stars3 days ago
I loved my stay in this spacious "tiny house," which is actually quite roomy! It had a modern feel, was really clean and well decorated, and I had everything I needed in the kitchen and bathroom, so well stocked. Laura had a great laminated list of local restaurants and all instructions were very clear. I'd stay again!
Superhost
Guesthouse in Belmont
4.7 out of 5 average rating, 149 reviews

Belmont Carriage House

JamesRating, 5 stars6 months ago
Kate’s cottage is in a quaint neighborhood near downtown. Her place is well appointed and very tidy. She is a great host and very friendly and clearly takes pride in making sure her guests are taken care of. Highly recommend this spot and great host!
Guest favorite
Guesthouse in Harrisonburg
4.94 out of 5 average rating, 79 reviews

Swanky and Modern Downtown Guesthouse

MekhiRating, 5 stars1 month ago
The area and place were better than expected.
Guest favorite
Guesthouse in Afton
4.92 out of 5 average rating, 568 reviews

Tiny House Bliss on Brew Ridge Trail. Wintergreen

AshleighRating, 5 stars1 week ago
Jeremy thought of everything! Every space is thoroughly thought out and all of the amenities are incredible. We loved the space! Took some great naps, made a fire every night, and took advantage of Jeremy’s list of recommendations. Great location for all the breweries and wineries! Will definitely be staying here again in the future!
Guest favorite
Guesthouse in Charlottesville
4.98 out of 5 average rating, 144 reviews

Delightful loft cottage in the heart of CVille

RussellRating, 5 stars6 days ago
Perfect location Thoughtfully designed and outfitted home. Amazingly comfy memory foam bed. Very functional space. Location perfect : walk ability to downtown/mall and also to the University. Multiple Excellent restaurants within a short walk.
Guest favorite
Guesthouse in Shenandoah
4.95 out of 5 average rating, 65 reviews

Guesthouse with Massage Chair & GAME ROOM

MariamRating, 5 starstoday
Lovely very well thought out place. Lots to do at the property & a short drive to Luray Caverns, Shenandoah park, Skyline drive & much more. Would definitely come back.
Guest favorite
Guesthouse in Culpeper
5 out of 5 average rating, 16 reviews

Rare Mountain Views in Culpeper ~ Hot tub ~ Arcade

Adrianna MRating, 5 stars1 week ago
I absolutely loved this Airbnb! It was incredibly private, quiet, and peaceful—perfect for a relaxing getaway. The space was well-equipped with two TVs, cozy bunk beds, a comfortable master bedroom, and a convenient laundry room. The hot tub and arcade added a fun touch, while the coffee bar was a great bonus. The full kitchen, complete with an oven and a spacious refrigerator with a freezer, made it easy to prepare meals. Overall, a fantastic stay!
Guest favorite
Guesthouse in Charlottesville
4.98 out of 5 average rating, 51 reviews

Stony Point Cottage

SherryRating, 5 stars1 month ago
The house was great for our overnight stay. Appreciated being able to bring our pup along. Snacks, coffee and teas were a plus. Nicer than the pictures in our opinion-very cozy. Loved the bird pictures and beautiful property to walk our dog. Gretchen was quick to respond and let us book a last minute stay. Would definitely stay again!!

Quick stats about guesthouse rentals in Staunton

  • Total rentals

    10 properties

  • Nightly prices starting at

    $80 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 Wrights Dairy-Rite

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