Holiday rentals in Avon

4.92 out of 5 average rating, 581 reviews

Guest house in Afton

Spacious Tiny Home Close to Wine, Beer & Mountains

A six-figure tiny home in the epicenter of VA's Brew Ridge Trail. FORBES listed this model as the most beautiful tiny house in the world. "Big Tiny", built in 2017, is a luxurious retreat that is huge on both character and amenities. This handcrafted home boasts a full-sized kitchen private bedroom, cozy sleeping loft, 2 large screen TVs, and full bath with tub. With a cathedral ceiling and walls of windows, this Escape Traveler XL is the flagship offering of the premiere tiny home builder.

4.99 out of 5 average rating, 234 reviews

Cottage in Afton

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.

4.97 out of 5 average rating, 181 reviews

Guest house in Crozet

Crozet Cottage | Close to Wineries & DT Crozet

Enjoy a cozy getaway at our centrally-located carriage house, in the heart of sought-after Crozet, VA. Completely renovated in 2022, the carriage house feels brand new! Our space offers 1 queen bed and 1 full-bed pull-out couch. The space is .5 miles from downtown Crozet, 2.5 miles to King Family Vineyard and 3.5 miles to Chiles Orchard. It is equipped with a kitchen, a large closet (fits a pack n' play!), high speed internet and Apple TV. We have assigned parking spots in the driveway.

4.97 out of 5 average rating, 119 reviews

Cottage in Afton

Cottage on 151 w/ Hot Tub, Firepit, Mountain Views

Welcome to Towler Cottage, a getaway in the heart of Route 151 in Afton. The cottage is within minutes from the best wineries and breweries, great local trails, and the Blue Ridge Parkway! Relax in the hot tub on the rear deck, or sit out by the fire pit and gaze at the stars. Enjoy great mountain views from the front porch rocking chairs. With one bedroom with a queen bed, plus a pull-out couch in the living room, the cottage is perfect for couples. Located 25 minutes from Charlottesville.

4.99 out of 5 average rating, 274 reviews

Farm stay in Afton

Afton, Mountain View Mini Farm

Welcome to Mountain View Mini Farm! We are located in the Rockfish Valley(Afton, VA)with amazing views of the Blue Ridge Mountains. Our farm is just minutes to wineries, breweries, cideries, Shenandoah National Park and more! There is so much to do close by, but once you get on the farm, you won't want to leave! We have a total of 5 horses, with 3 being mini rescue horses. There's a fire pit area where you can roast S'mores while you watch the sunset. Be sure to look at bedrm 2 description.

Guest suite in Waynesboro

4.98 out of 5 average rating, 294 reviews

The LoriAnn, A Boutique Stay New Sleep Number Bed

This beautifully restored 1940’s home is located in the City of Waynesboro just a short drive from the Blue Ridge Parkway. Modern amenities, complimentary breakfast items and assurance of comfort awaits! Enjoy one of a kind Autographed Movie and TV Memorabilia. The spacious front porch is all yours including a 100 yr old porch swing that belonged to my Great Grandmother. Along with the Parkway & Skyline Drive, enjoy Restaurants, Breweries, Vineyards, movie theaters and exploring Route 151.

Superhost

Yurt in Afton

4.85 out of 5 average rating, 143 reviews

Yurt Off Grid Wood heat Getaway 70acre wooded farm

If you like camping and nature you’ll enjoy this off-grid getaway! Our Yome is a Dome style frame structured tent on wooded deck. The entrance is a window door with an elevated forest view. Sit on the porch and listen to the rushing of the nearby creek. Day hike our wooded 70 private acres, with pastured chickens for fresh egg breakfast optional extra fee. Bring your own outdoor grill or camp stove for cookout. Wood stove inside for cold weather warmth. Cut dry wood provided extra fee.

4.99 out of 5 average rating, 192 reviews

Bungalow in Afton

The Bungalow at Afton Mountain Retreat

Welcome to The Bungalow at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. The Bungalow is located 1/4th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.

4.82 out of 5 average rating, 106 reviews

Cottage in Afton

Cozy Mountain Cottage

Welcome to your next mountain cottage getaway. This beauty is located in the heart of Afton, Virginia along route 151 known as "Alcohol Alley". Located 2 miles from Blue Mountain Brewery, 3 miles from Flying Fox Vineyard. A 5-minute drive will bring you to a host of wineries, breweries, and distilleries including Veritas Vineyards, Hazy Mountain Vineyards, and Valley Road Vineyards. We love animals so pets are welcome with a $50 additional fee, per pet. Restaurants can deliver!

4.84 out of 5 average rating, 112 reviews

Barn in Afton

The Barn at Galleywinter Farm

Our beautiful barn built of native wood is located on a 20 acre working horse and health farm in the Rockfish Valley. One queen cedar bed and a single bed. Great for those in need of a relaxing getaway, or anyone looking for aesthetic surroundings and food for the soul. This is a REAL Barn where you feel close to nature. There is a beautiful new all- wood outhouse with a composting toilet 20' from the barn as well as an outdoor shower. Located 4 miles from Skyline Drive.

4.9 out of 5 average rating, 283 reviews

Cottage in Waynesboro

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! At the entrance 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 to play!

5 out of 5 average rating, 134 reviews

Guest house in Afton

WEEKENDS, WINE & WAHOOS! - Private Detached Studio

Enjoy an escape in the heart of Virginia wine country! Our detached studio is only 18 miles/22 mins. south of Charlottesville & 10 minutes from Crozet. Whether you're visiting an undergrad, attending a wedding or exploring the area, it's an ideally located hub tucked away in the countryside. We're close to Shenandoah NP, the Blue Ridge Parkway, multiple vineyards, breweries and more! Of course, there's fast, reliable internet & your own deck for quietly relaxing.

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Other great holiday rentals in Avon

Guest suite in Waynesboro

4.9 out of 5 average rating, 10 reviews

Simple Comfort

KristelRating, 5 stars4 days ago

Great place! Host was quick to communicate and provided detailed instructions which made finding the house and getting in easy. Place was clean and the neighborhood is quiet. Would highly recommend.

Treehouse in Stanardsville

5 out of 5 average rating, 41 reviews

CloudPointe Retreat

KevinRating, 5 starstoday

This place was awesome the views are incredible and the privacy was like nowhere else. As long as you have 4wd and don’t mind some steps this is a perfect place for couples. Everything was clean and exactly as described. Kevin was even proactive in letting us know the power had went out before we got there and then immediately let us know it was back on. This place really is a hidden gem and you are within 15-30 minutes of restaurants and shopping. We will definitely try to stay here again in the future.

5 out of 5 average rating, 15 reviews

Home in Crozet

Orso Blu one-of-a-kind VIEWS in Crozet

JamesRating, 5 stars2 weeks ago

The house is in a beautiful setting surrounded by mountains with peaceful views from the front porch that include a field of lavender and a stream. A forested trail network can be accessed at the far end of the lavender field--so bring your hiking shoes. The house is stunning with clean lines, "european" design and decor that includes high-end appliances and fixtures. Francesca is the ultimate host-very friendly and helpful. She provided all the information and details on the house that you would need for an easy check-in, stay, and check-out. From my initial conversations with her when I booked the house to helpful messages just before and during our stay, I felt like I was staying at the house of an old friend. We look forward to staying at Orso Blu on a future trip!

5 out of 5 average rating, 33 reviews

The Vū, Afton w/ 360º Mountain Views

KristaRating, 5 stars4 weeks ago

We could not have asked for a better stay at the Vū. The home was as beautiful as the photos and the scenic background made it hard to leave. The house is near several vineyards and popular local spots but is set back from the road and neighbors, so felt very private. It’s clear that Emily put careful thought into every detail of the space, from the furniture to the amenities and fully-stocked kitchen. The screened porch was an exceptional feature. I stayed with my family and the space was more than enough to accommodate all of us. I absolutely recommend the Vū for your next mountain getaway!

4.94 out of 5 average rating, 80 reviews

Centrally located on the brew trail

ElizabethRating, 5 stars2 weeks ago

Clean, as described, and close to all things 151 ! Would definitely book again in the future.

4.95 out of 5 average rating, 20 reviews

Loft in Afton

Just Launched! Elegant Stay in Wine Country | UVA

WillRating, 5 stars1 week ago

Elizabeth was a great host and we loved the place we stayed. It was definitely WAY out in the countryside but in terms of convenience to the local wineries/breweries, it was perfect. Also a fairly easy drive to Charlottesville if you wanted to do it for dinner. We will definitely be staying here again!

Superhost

5 out of 5 average rating, 4 reviews

Aftonshire Cottage - Heart of Afton's Wine Region

MaggieRating, 5 stars2 weeks ago

This was the perfect escape for a beautiful mother daughter’s weekend. We enjoyed the local wineries, cideries, hikes, and restaurants! I loved that this place was so serene and quiet!