Holiday rentals in Afton

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Top-rated holiday rentals in Afton

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Cottage in Afton

4.98 out of 5 average rating, 178 reviews

Private Forest Cottage near Pippin Hill/Wineries

Completely renovated in 2019, our private forest cabin in the heart of the Blue Ridge mtns and Albemarle wine/brewery country is perfect for getaways, weddings and outdoor enthusiasts. A picturesque oasis with an eco-friendly design (Separett composting toilet!), the cabin has a loft with queen bed and sleeper sofa in living area, 3 porches, private parking, neighborhood swimming pond, hiking trails right out your door, Crozet 10 mins, Wintergreen 30 mins; Cville 20 mins, Shenandoah 15 mins.

18–25 Jul

$160 SGD per night
Guest favourite

Cottage in Afton

4.99 out of 5 average rating, 153 reviews

Oasis in the Blue Ridge -Rt. 151 Brew Ridge Trail

Welcome to the Glass Hollow Cottage! Come make yourself at home and enjoy the rustic charm of our custom hand-built cottage. A perfect getaway for a couple or friends who want a 1-of a-kind destination. Adventure and R & R await you!!! Enjoy the well stocked kitchen & the bright, clean, cheery ambience.... everything you need to feel at home & then some. Prime location: Just minutes to Rt. 151/Brew Ridge Trail, dozens of popular wineries/breweries, Wintergreen Resort & Shenandoah Nat. Park.

20–27 Sep

$213 SGD per night
Guest favourite

Cottage in Waynesboro

4.92 out of 5 average rating, 192 reviews

The Copper Cottage - near the Appalachian Trail

An antique fully renovated, cozy cottage that blends the character of saw milled wood beams, hand-crafted finishes, & local art with the modern comforts of Wi-Fi, Streaming TV, A/C, and a Jetted shower that might raise your attitude with the altitude! Walk to Historic Waynesboro (<1 mile) and the riverside park, or its restaurants and stores to entertain even the peculiar palate or collector. Fully fenced in back yard, so bring the pups or the kids, but watch for wildlife! Hiking store nearby.

27 Feb – 6 Mar

$149 SGD per night

Popular amenities for Afton holiday rentals

Other great holiday rentals in Afton

Guest favourite

Guest suite in Crozet

4.97 out of 5 average rating, 143 reviews

Guesthouse at Hamilton Oaks

2–9 Sep

$167 SGD per night
Guest favourite

Cabin in Faber

4.98 out of 5 average rating, 136 reviews

Buck Creek Cabin In The Woods~Adorable and Private

22–29 Apr

$169 SGD per night
Guest favourite

Guest suite in Waynesboro

4.98 out of 5 average rating, 188 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

21–28 Aug

$154 SGD per night
Guest favourite

Cottage in Afton

4.98 out of 5 average rating, 211 reviews

The Cottage @ Afton Mountain- Close to Wineries!

7–14 Jun

$308 SGD per night
Guest favourite

Flat in Afton

4.87 out of 5 average rating, 256 reviews

Best Spot on the Wine/Brew Trail!

30 Dec – 6 Jan

$233 SGD per night
Guest favourite

Home in Afton

4.97 out of 5 average rating, 118 reviews

Aftonshire, in the heart of Afton’s wine region

7–14 Aug

$434 SGD per night
Guest favourite

Bungalow in Waynesboro

4.9 out of 5 average rating, 163 reviews

NEW! Cheerful 2 bd bungalow with hot tub. Must see

1–8 Mar

$206 SGD per night
Guest favourite

Cottage in Faber

4.99 out of 5 average rating, 101 reviews

Romantic Studio Cottage on 60 Acres

23–30 Jul

$499 SGD per night
Guest favourite

Apartment in Wintergreen Resort

4.94 out of 5 average rating, 148 reviews

Point of View | Wake in the Clouds

4–11 Apr

$189 SGD per night
Guest favourite

Cabin in Roseland

4.96 out of 5 average rating, 647 reviews

Cozy Mountain Cabin

17–24 Dec

$164 SGD per night
Guest favourite

Guest house in Afton

5.0 out of 5 average rating, 220 reviews

Mountain Cottage / Pool, heart of 151 Brew Trail

14–21 Jul

$450 SGD per night
Guest favourite

Cabin in Afton

4.97 out of 5 average rating, 154 reviews

Inn at the Woods: Updated Cabin w/Mountain Views

9–16 Aug

$443 SGD per night

Destinations to explore

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  2. United States
  3. Virginia
  4. Nelson County
  5. Afton