Guesthouse vacation rentals in Charlottesville
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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, 281 reviewsStylish Carriage House Suite near Crozet center
Jun 6 – 13
Guesthouse in Charlottesville
5.0 out of 5 average rating, 110 reviewsHidden Gem near town and Monticello with a pool
Nov 24 – Dec 1
Guesthouse in Crozet
4.92 out of 5 average rating, 184 reviewsCrozet Carriage House
Sep 25 – Oct 2
Guesthouse in Schuyler
4.9 out of 5 average rating, 356 reviewsHomestead at HeartRock
Feb 20 – 27
Guesthouse in Ruckersville
4.98 out of 5 average rating, 255 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
Oct 9 – 16
Guesthouse in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
Oct 13 – 20
Guesthouse in Charlottesville
4.92 out of 5 average rating, 135 reviewsThe Cottage at Eastwood Farm and Winery
Aug 1 – 8
Guesthouse in Madison
4.97 out of 5 average rating, 229 reviewsHebron Valley Cottage
Sep 8 – 15
Guest house rentals with a patio
Guesthouse in Reva
4.97 out of 5 average rating, 146 reviewsAdorable cottage with partial blue ridge views
Aug 30 – Sep 6
Guesthouse in Mount Crawford
4.95 out of 5 average rating, 108 reviewsCountry Cabin near JMU/ Skyline Dr / Massanutten
Sep 15 – 22
Guesthouse in Barboursville
4.95 out of 5 average rating, 21 reviewsBurnley Cottage
Jun 6 – 13
Guesthouse in Keswick
4.92 out of 5 average rating, 51 reviewsElegant Keswick guest house with luxurious pool
Jun 24 – Jul 1
Guesthouse in Charlottesville
5.0 out of 5 average rating, 30 reviewsHome Tract Cottage UVA/Charlottesville/Ivy
Sep 13 – 20
Guesthouse in Waynesboro
4.89 out of 5 average rating, 54 reviewsNona's Cottage-Waynesboro/Shenandoah Valley, VA
Sep 24 – Oct 1
Guesthouse in Keswick
4.85 out of 5 average rating, 26 reviewsThe Woodhouse Cottage
May 3 – 10
Guesthouse in Charlottesville
4.98 out of 5 average rating, 49 reviewsNEW Tucked Away in Central C-ville.
Jul 25 – Aug 1
Guest house rentals with a washer and dryer
Guesthouse in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
Jul 2 – 9
Guesthouse in Afton
5.0 out of 5 average rating, 223 reviewsMountain Cottage / Pool, heart of 151 Brew Trail
Jun 7 – 14
Guesthouse in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
Oct 14 – 21
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 10 – 17
Guesthouse in Faber
5.0 out of 5 average rating, 40 reviewsRelaxing Cottage with Firepit
Dec 25 – Jan 1
Guesthouse in Charlottesville
4.98 out of 5 average rating, 43 reviewsCharming one room cottage with parking.
Dec 30 – Jan 6
Guesthouse in Nellysford
5.0 out of 5 average rating, 38 reviewsThe Nest...lovely 2 bedroom apartment in the woods
Mar 4 – 11
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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