Guesthouse vacation rentals in Charlottesville
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Charlottesville
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Charlottesville guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Charlottesville
4.91 out of 5 average rating, 145 reviewsThe Cottage at Eastwood Farm and Winery
Guesthouse in Louisa
4.78 out of 5 average rating, 83 reviewsWaterfront LAKE ANNA home w/ dock PUBLIC/COLD SIDE
Guesthouse in Boston
4.98 out of 5 average rating, 172 reviewsThe Bunkhouse- simple & serene w/mountain views
Guesthouse in Madison
4.8 out of 5 average rating, 79 reviewsMadison Farmette Guest House
Guesthouse in Madison
4.97 out of 5 average rating, 240 reviewsHebron Valley Cottage
Guesthouse in Charlottesville
5 out of 5 average rating, 119 reviewsHidden Gem near town and Monticello with a pool
Guesthouse in Charlottesville
4.85 out of 5 average rating, 41 reviewsLuxury 2BR Suite One Mile From UVa, Near Downtown
Guesthouse in Ruckersville
4.99 out of 5 average rating, 269 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Guest house rentals with a patio
Guesthouse in Massies Mill
4.99 out of 5 average rating, 71 reviewsSolar-powered Guesthouse at Peak Time Property
Guesthouse in Mount Crawford
4.96 out of 5 average rating, 139 reviewsCountry Cabin near JMU/ Skyline Dr / Massanutten
Guesthouse in Charlottesville
4.98 out of 5 average rating, 44 reviewsStony Point Cottage
Guesthouse in Barboursville
4.98 out of 5 average rating, 40 reviewsBurnley Cottage
Guesthouse in North Downtown
4.91 out of 5 average rating, 23 reviewsBelmont Hidden Gem
Guesthouse in Keswick
4.86 out of 5 average rating, 36 reviewsThe Woodhouse Cottage
Guesthouse in Waynesboro
4.9 out of 5 average rating, 63 reviewsNona's Cottage-Waynesboro/Shenandoah Valley, VA
Guesthouse in Charlottesville
5 out of 5 average rating, 52 reviewsHistoric HomeTract Cottage UVA/Charlottesville/Ivy
Guest house rentals with a washer and dryer
Guesthouse in Belmont
4.7 out of 5 average rating, 148 reviewsBelmont Carriage House
Guesthouse in New Canton
5 out of 5 average rating, 11 reviewsNordic Nights Studio & Sauna
Guesthouse in Charlottesville
4.98 out of 5 average rating, 49 reviewsCharming one room cottage with parking.
Guesthouse in Afton
4.92 out of 5 average rating, 547 reviewsTiny House Bliss on Brew Ridge Trail. Wintergreen
Guesthouse in Broadway
4.98 out of 5 average rating, 96 reviewsKatie's Shenandoah Kottage
Guesthouse in Culpeper
4.97 out of 5 average rating, 37 reviewsThe Wheelhouse at Mount Airy
Guesthouse in Gordonsville
4.91 out of 5 average rating, 179 reviewsLa Petite Maison at Hedgeapple Hollow
Guesthouse in Cartersville
5 out of 5 average rating, 15 reviewsThe Bright Spot Guest House
Quick stats about guesthouse rentals in Charlottesville
Total rentals
20 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
3.3K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- Richmond Vacation rentals
- Arlington Vacation rentals
- Cabins Vacation rentals
- Alexandria Vacation rentals
- Bethesda Vacation rentals
- Fairfax Vacation rentals
- Shenandoah Vacation rentals
- Capitol Hill Vacation rentals
- Lake Anna Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Guesthouse rentals United States
- House rentals United States
- House rentals Washington
- Guesthouse rentals Washington
- Rentals with outdoor seating Charlottesville
- Rentals with an EV charger Charlottesville
- Rentals with a fireplace Charlottesville
- Rentals with breakfast Charlottesville
- Pet-friendly rentals Charlottesville
- Apartment rentals Charlottesville
- Kid-friendly rentals Charlottesville
- Cabin rentals Charlottesville
- Private suite rentals Charlottesville
- Fitness-friendly rentals Charlottesville
- Monthly Rentals Charlottesville
- Condo rentals Charlottesville
- Rentals with a fire pit Charlottesville
- Rentals with pools Charlottesville
- Cottage rentals Charlottesville
- Rentals with a washer and dryer Charlottesville
- House rentals Charlottesville
- Rentals with a patio Charlottesville
- Townhouse rentals Charlottesville
- Family-friendly rentals Charlottesville
- Guesthouse rentals Virginia
- House rentals Virginia
- Guesthouse rentals Virginia
- House rentals Virginia
- House rentals Southern United States
- Guesthouse rentals Southern United States
- House rentals Albemarle County
- Guesthouse rentals Albemarle County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom