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Holiday Rentals in Afton

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Holiday Rentals in Afton

Afton Mountain Vineyards

2.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little cottage with everything you need. Loved the back porch and listening to music from the winery and enjoying the view. Good news, did not hear the music inside. "
The price is €382
includes taxes & fees
6 Oct - 7 Oct
Afton Mountain Vineyards

Aftonshire Cottage - Heart of Afton's Wine Region

10.0 out of 10, Exceptional, (11)
"We came out for a wedding and stayed in the cute home. Everything was as advertised. Well stocked with the essentials, clean, convenient, and comfortable. The location is great for Skyline Drive, restaurants, and sights. We really enjoyed our stay. "
Aftonshire Cottage - Heart of Afton's Wine Region

View With a Room │ Mountain Home in Wine Country

10.0 out of 10, Exceptional, (12)
"This property is amazing. It is beautifully decorated and extremely comfortable. The home owner was a pleasure to work with. I would highly recommend this “view with a room”! "
View With a Room │ Mountain Home in Wine Country

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (204)
"Nice stay"
The price is €108
includes taxes & fees
6 Oct - 7 Oct
Valley Extended Suites

Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

10.0 out of 10, Exceptional, (15)
"Nice time exploring the area"
Unwind in Seclusion: Log Cabin Retreat with Wood Burning Stove & Game Table

Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

10.0 out of 10, Exceptional, (244)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026!

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (327)
"The property is nestled very nicely on the mountain and convenient to the main lodge, restaurants and other attractions. We really enjoyed our stay. The condo was plenty big for the two of us and our dog. It is well-appointed Kudos to the owner, Heather, for thinking of everything to make our stay great. "
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (293)
"Will certainly look to book again in the future. Very nice condo with a spectacular view."
The price is €212
includes taxes & fees
19 Oct - 20 Oct
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

9.8 out of 10, Exceptional, (160)
"Cute cottage, clean, very convenient location. Everything we needed!"
Downtown Mall Cottage just off Main St., breweries/wineries 10-30min drive

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (62)
"Loved our stay - the house, location, and amenities were perfect for us!"
The price is €619
includes taxes & fees
14 Oct - 15 Oct
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

10.0 out of 10, Exceptional, (35)
"Great property and host"
The price is €197
includes taxes & fees
6 Oct - 7 Oct
Beautiful new cabins mile off Blue Ridge Parkway in Montebello, VA

The Modern Mountain Condo

10.0 out of 10, Exceptional, (29)
"Ideal location for skiing at Wintergreen. "
The price is €208
includes taxes & fees
6 Oct - 7 Oct
The Modern Mountain Condo

Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

9.6 out of 10, Exceptional, (50)
"We had the best weekend! Loved Lake Monocan and Devil’s Knob Spa. Also visited Three Notched and Devil’s Backbone. Condo worked very well. Beds were so comfortable and we lived kicking back on the patio. Will definitely rent again since it’s so close. Thanks for great communications!"
Rosie's Retreat: Cozy 3 BR, 3 Bath Condo in Wintergreen Resort, 1 mile to slopes

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (54)
"This was our second stay in Wintergreen. First time at this property. The condo was beautifully decorated, had all the necessities and the view was breathtaking. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

Love Ridge Mountain Lodging

3.0 star property
10.0 out of 10, Exceptional, (12)
"Amazing stay I had, very peaceful and very quiet. "
The price is €256
includes taxes & fees
6 Oct - 7 Oct
Love Ridge Mountain Lodging

Loveshack, a charming tiny house on a 5 acre farm

9.6 out of 10, Exceptional, (9)
"My wife and I had a great weekend getaway. Property was great. Close to restaurants and hiking. Great hosts."
Loveshack, a charming tiny house on a 5 acre farm

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (137)
"Very clean place and very accommodating host"
The price is €215
includes taxes & fees
2 Nov - 3 Nov
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

Escape to the Blue Ridge Mountains at Wine-tergreen!

9.8 out of 10, Exceptional, (119)
"Well appointed and clean unit. Beds were comfortable and the kitchen had everything we needed. The balcony is a great place to have coffee and enjoy nature. "
The price is €214
includes taxes & fees
6 Oct - 7 Oct
Escape to the Blue Ridge Mountains at Wine-tergreen!

Isolated cottage with good view close to many winery and Brewers.

9.0 out of 10, Wonderful, (22)
"The house suited us perfectly for our stay. I grew up in the area and know Greenwood pretty well, so felt like home :-) "
The price is €229
includes taxes & fees
6 Oct - 7 Oct
Isolated cottage with good view close to many winery and Brewers.

Charming Historic Carriage House Studio Apartment

10.0 out of 10, Exceptional, (2)
"Great location that was peaceful and made us feel right at home! Highly recommend to anyone in the area. Also loved the proximity to walking/running trails. "
The price is €164
includes taxes & fees
27 Oct - 28 Oct
Charming Historic Carriage House Studio Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Afton Hotel Reviews

Find out more about Afton

Find out more about Afton

Everything you need to know about Afton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Afton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Afton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Afton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Afton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Afton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Afton holiday rentals we have selected for you start as low as €108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Afton rentals

At Expedia, we put the best Afton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Afton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Afton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Afton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Afton?

Yes, there are holiday rentals close to the most popular sights in Afton, or you can select a more secluded option if you're looking for a relaxing stay. Afton is known for its mountain views and wineries.

What are some of the best holiday rentals that Afton has to offer?

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!: This holiday home rental outside of Afton is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Afton?

Choose from 62 Expedia holiday rentals in Afton for a memorable holiday.

What’s there to see and do in Afton?

Shenandoah National Park and Blue Ridge Parkway North Entrance are a couple of scenic spots to enjoy the outdoors, whereas Ruby Canody Gallery is one of the cultural attractions. Other places in town to visit include Veritas Vineyard and Winery and Afton Mountain Vineyards.

What’s a holiday rental in Afton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Afton. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.