Guesthouse vacation rentals in Charlottesville
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Top-rated guesthouses in Charlottesville
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
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. 24 – Oct. 1
Guesthouse in Ruckersville
4.98 out of 5 average rating, 255 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Jun. 5 – 12
Guesthouse in Schuyler
4.9 out of 5 average rating, 356 reviewsHomestead at HeartRock
Jul. 26 – Aug. 2
Guesthouse in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
Sep. 21 – 28
Guesthouse in Charlottesville
4.92 out of 5 average rating, 135 reviewsThe Cottage at Eastwood Farm and Winery
Sep. 25 – Oct. 2
Guesthouse in Madison
4.97 out of 5 average rating, 229 reviewsHebron Valley Cottage
Dec. 12 – 19
Guesthouse in Lexington
5.0 out of 5 average rating, 240 reviewsSpectacular Mountain views
Aug. 14 – 21
Guesthouses with a patio
Guesthouse in Reva
4.97 out of 5 average rating, 148 reviewsAdorable cottage with partial blue ridge views
Nov. 22 – 29
Guesthouse in Mount Crawford
4.95 out of 5 average rating, 110 reviewsCountry Cabin near JMU/ Skyline Dr / Massanutten
Jan. 14 – 21
Guesthouse in Barboursville
4.95 out of 5 average rating, 21 reviewsBurnley Cottage
Jun. 6 – 13
Guesthouse in Charlottesville
4.98 out of 5 average rating, 49 reviewsNEW Tucked Away in Central C-ville.
Jun. 25 – Jul. 2
Guesthouse in Keswick
4.92 out of 5 average rating, 51 reviewsElegant Keswick guest house with luxurious pool
Dec. 11 – 18
Guesthouse in Keswick
4.85 out of 5 average rating, 27 reviewsThe Woodhouse Cottage
May 7 – 14
Guesthouse in Waynesboro
4.89 out of 5 average rating, 54 reviewsNona's Cottage-Waynesboro/Shenandoah Valley, VA
Jul. 7 – 14
Guesthouse in Charlottesville
5.0 out of 5 average rating, 30 reviewsHome Tract Cottage UVA/Charlottesville/Ivy
Aug. 3 – 10
Guesthouse rentals with a washer and dryer
Guesthouse in Charlottesville
4.97 out of 5 average rating, 119 reviewsDelightful loft cottage in the heart of CVille
Dec. 14 – 21
Guesthouse in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
Aug. 4 – 11
Guesthouse in Afton
5.0 out of 5 average rating, 223 reviewsMountain Cottage / Pool, heart of 151 Brew Trail
Jul. 28 – Aug. 4
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
Jun. 14 – 21
Guesthouse in Harrisonburg
4.97 out of 5 average rating, 97 reviewsHideaway Studio on Ashtree Lane
Oct. 8 – 15
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 Shenandoah
4.87 out of 5 average rating, 256 reviewsGuest House with Game Room & Massage Chair
Jul. 22 – 29
Guesthouse in Lynchburg
4.77 out of 5 average rating, 110 reviewsCharming guesthouse in the heart of Boonsboro
May 12 – 17
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
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