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 Crozet
4.86 out of 5 average rating, 282 reviewsStylish Carriage House Suite near Crozet center
Jun 6 – 13
Guesthouse in Crozet
4.92 out of 5 average rating, 185 reviewsCrozet Carriage House
Sep 3 – 10
Guesthouse in Charlottesville
5.0 out of 5 average rating, 110 reviewsHidden Gem near town and Monticello with a pool
Feb 18 – 25
Guesthouse in Ruckersville
4.98 out of 5 average rating, 255 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Aug 4 – 11
Guesthouse in Schuyler
4.9 out of 5 average rating, 356 reviewsHomestead at HeartRock
Jul 19 – 26
Guesthouse in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
Sep 24 – Oct 1
Guesthouse in Charlottesville
4.92 out of 5 average rating, 135 reviewsThe Cottage at Eastwood Farm and Winery
Jul 24 – 31
Guesthouse in Madison
4.97 out of 5 average rating, 229 reviewsHebron Valley Cottage
Oct 30 – Nov 6
Guest house rentals with a patio
Guesthouse in Elkton
4.99 out of 5 average rating, 163 reviewsNoná’s Nest
Oct 15 – 22
Guesthouse in Reva
4.97 out of 5 average rating, 148 reviewsAdorable cottage with partial blue ridge views
Oct 21 – 28
Guesthouse in Mount Crawford
4.95 out of 5 average rating, 111 reviewsCountry Cabin near JMU/ Skyline Dr / Massanutten
Dec 29 – Jan 5
Guesthouse in Fort Valley
4.9 out of 5 average rating, 145 reviewsRomantic Mountain Getaway⛰ hot tub*king bed*sauna
Jul 14 – 21
Guesthouse in Barboursville
4.95 out of 5 average rating, 21 reviewsBurnley Cottage
Jun 12 – 19
Guesthouse in Charlottesville
4.98 out of 5 average rating, 49 reviewsNEW Tucked Away in Central C-ville.
Oct 5 – 12
Guesthouse in Keswick
4.92 out of 5 average rating, 51 reviewsElegant Keswick guest house with luxurious pool
Nov 29 – Dec 6
Guesthouse in Charlottesville
5.0 out of 5 average rating, 30 reviewsHome Tract Cottage UVA/Charlottesville/Ivy
Aug 3 – 10
Guest house rentals with a washer and dryer
Guesthouse in Afton
5.0 out of 5 average rating, 223 reviewsMountain Cottage / Pool, heart of 151 Brew Trail
Sep 15 – 22
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
Jul 18 – 25
Guesthouse in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
Aug 5 – 12
Guesthouse in Marshall
5.0 out of 5 average rating, 102 reviewsMoon Hold Cottage - Retreat, Refresh, Recharge
Oct 3 – 10
Guesthouse in Afton
4.92 out of 5 average rating, 514 reviewsTiny House Bliss. Brew Ridge. Trail. Ski. Wineries
Oct 26 – Nov 2
Guesthouse in Harrisonburg
4.97 out of 5 average rating, 97 reviewsHideaway Studio on Ashtree Lane
Sep 29 – Oct 6
Guesthouse in Shenandoah
4.87 out of 5 average rating, 256 reviewsGuest House with Game Room & Massage Chair
Jul 7 – 14
Guesthouse in Faber
5.0 out of 5 average rating, 41 reviewsRelaxing Cottage with Firepit
Feb 20 – 27
Quick stats about guesthouse rentals in Charlottesville
Total rentals
30 properties
Local attractions
Shenandoah National Park Trust, University of Virginia, and John Paul Jones Arena
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
3.6K reviews
Destinations to explore
- Richmond Vacation rentals
- Cabins Vacation rentals
- Arlington 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
- Guesthouse rentals Washington
- House rentals Washington
- Rentals with a patio Charlottesville
- Rentals with a fireplace Charlottesville
- Apartment rentals Charlottesville
- Pet-friendly rentals Charlottesville
- Condo rentals Charlottesville
- Cottage rentals Charlottesville
- Rentals with outdoor seating Charlottesville
- Rentals with pools Charlottesville
- Family-friendly rentals Charlottesville
- Private suite rentals Charlottesville
- House rentals Charlottesville
- Rentals with breakfast Charlottesville
- Rentals with a washer and dryer Charlottesville
- Townhouse rentals Charlottesville
- Monthly Rentals Charlottesville
- Kid-friendly rentals Charlottesville
- Rentals with an EV charger Charlottesville
- Rentals with a fire pit Charlottesville
- Fitness-friendly rentals Charlottesville
- Cabin rentals Charlottesville
- House rentals Virginia
- Guesthouse rentals Virginia
- House rentals Virginia
- Guesthouse 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