Guest house holiday rentals in Charlottesville
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Top-rated guest house rentals in Charlottesville
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for guest house rentals in Charlottesville
Family-friendly guest house rentals
Guest house in Crozet
4.86 out of 5 average rating, 281 reviewsStylish Carriage House Suite near Crozet center
6–13 Jun
Guest house in Crozet
4.92 out of 5 average rating, 184 reviewsCrozet Carriage House
11–18 Aug
Guest house in Charlottesville
5.0 out of 5 average rating, 110 reviewsHidden Gem near town and Monticello with a pool
24 Nov – 1 Dec
Guest house in Schuyler
4.9 out of 5 average rating, 356 reviewsHomestead at HeartRock
7–14 Mar
Guest house in Ruckersville
4.98 out of 5 average rating, 255 reviewsMountain Guesthouse*Hot Tub*WiFi*Firepit*Grill*SNP
9–16 Oct
Guest house in Boston
4.98 out of 5 average rating, 148 reviewsThe Bunkhouse- simple & serene w/mountain views
13–20 Oct
Guest house in Charlottesville
4.92 out of 5 average rating, 135 reviewsThe Cottage at Eastwood Farm and Winery
1–8 Aug
Guest house in Madison
4.97 out of 5 average rating, 229 reviewsHebron Valley Cottage
8–15 Sep
Guest house rentals with a patio
Guest house in Reva
4.97 out of 5 average rating, 146 reviewsAdorable cottage with partial blue ridge views
25 Oct – 1 Nov
Guest house in Mount Crawford
4.95 out of 5 average rating, 108 reviewsCountry Cabin near JMU/ Skyline Dr / Massanutten
29 Oct – 5 Nov
Guest house in Fort Valley
4.9 out of 5 average rating, 144 reviewsRomantic Mountain Getaway⛰ hot tub*king bed*sauna
16–23 Jul
Guest house in Barboursville
4.95 out of 5 average rating, 21 reviewsBurnley Cottage
6–13 Jun
Guest house in Keswick
4.92 out of 5 average rating, 51 reviewsElegant Keswick guest house with luxurious pool
10–17 Feb
Guest house in Charlottesville
5.0 out of 5 average rating, 30 reviewsHome Tract Cottage UVA/Charlottesville/Ivy
13–20 Sep
Guest house in Waynesboro
4.89 out of 5 average rating, 54 reviewsNona's Cottage-Waynesboro/Shenandoah Valley, VA
24 Sep – 1 Oct
Guest house in Keswick
4.85 out of 5 average rating, 26 reviewsThe Woodhouse Cottage
3–10 May
Guest house rentals with a washing machine and dryer
Guest house in Afton
4.92 out of 5 average rating, 513 reviewsTiny House Bliss. Brew Ridge. Trail. Ski. Wineries
7–14 Jun
Guest house in Afton
5.0 out of 5 average rating, 223 reviewsMountain Cottage / Pool, heart of 151 Brew Trail
7–14 Jun
Guest house in Midland
4.97 out of 5 average rating, 151 reviewsModern Farm Stay
14–21 Oct
Guest house in Gordonsville
4.91 out of 5 average rating, 171 reviewsLa Petite Maison at Hedgeapple Hollow
31 Jul – 7 Aug
Guest house in Shenandoah
4.87 out of 5 average rating, 256 reviewsGuest House with Game Room & Massage Chair
10–17 Jul
Guest house in Faber
5.0 out of 5 average rating, 40 reviewsRelaxing Cottage with Firepit
30 Nov – 7 Dec
Guest house in Charlottesville
4.98 out of 5 average rating, 43 reviewsCharming one room cottage with parking.
4–11 Oct
Guest house in Nellysford
5.0 out of 5 average rating, 38 reviewsThe Nest...lovely 2 bedroom apartment in the woods
4–11 Mar
Quick stats about guest house 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
3.6T reviews
Destinations to explore
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