Chalet holiday rentals in Shenandoah Valley

Find and book unique chalets on Airbnb

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Popular amenities for chalet rentals in Shenandoah Valley

Family-friendly chalet rentals

Guest favourite
Chalet in Basye
4.79 out of 5 average rating, 182 reviews

"The Duke Den"

StevenRating, 5 stars6 days ago
Only suggestions they need another frying Pan and Maybe a few other pans for Kitchen. Place was Super nice! Definitely would recommend
Guest favourite
Chalet in Confluence
4.93 out of 5 average rating, 221 reviews

Paddler's Lane Retreat - Riverside Chalet

BruceRating, 5 stars3 days ago
Chalet was a great getaway spot for a few days for an annual fishing trip. Every detail was perfect for us, had everything you could think of and thoroughly thought through the details to make sure you had all amenities needed. Grounds were also beautiful. People mention trains in their reviews but honestly didn’t mind it one bit, if you wanted they even had ear plugs in each room. Thanks again and our guide this week said he has had others stay there as well Bruce
Guest favourite
Chalet in McGaheysville
4.8 out of 5 average rating, 246 reviews

Mountainside getaway in the heart of resort

ShaquannaRating, 5 stars1 month ago
Mary and Chris’s property felt like home for us!! We loved the cabin feel, the spacious layout and the well stocked kitchen. We had more than what we needed, as far as dishes to create some magical meals. Thank you for hosting our family and we will be sure to return the next time we are looking some relaxation!
Guest favourite
Chalet in Rileyville
4.94 out of 5 average rating, 167 reviews

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub

StevenRating, 5 stars1 month ago
Location!! Near all local attractions but extremely private. Beautiful views. Loved waking up to beautiful sunrises from the comfort of bed, and amazing stars at night from the hot tub on the back deck. This house delivers a great experience. Would absolutely stay again
Top guest favourite
Chalet in Boonsboro
4.94 out of 5 average rating, 570 reviews

Mountain Myst

LucasRating, 5 stars1 week ago
Michael's cabin is a great getaway from the noise and business of contemporary life.
Guest favourite
Chalet in Davis
4.86 out of 5 average rating, 159 reviews

Big, Bright SLOPESIDE Ski Chalet, Outdoor Hot Tub!

ElydiaRating, 5 stars4 months ago
This place was AWESOME! Perfect location for wanting to spend your time on the slopes! Super cozy, very spacious, looks exactly like the pictures. The living area is a great hangout spot and the fireplaces kept us nice and warm during this windy winter stay.
Superhost
Chalet in Shepherdstown
4.9 out of 5 average rating, 243 reviews

River’s Edge Retreat on the Deep Water Potomac

MicahRating, 5 stars4 months ago
We had a wonderful stay at Amy’s place. The location is beautiful (especially when it snows!) and the house was spacious and well taken care of/furnished. Also lots of board games etc available. Amy was also really helpful and proactive, offering to let us leave later on check out day due to a snow storm. Would definitely recommend to anyone looking for a peaceful escape near Harpers Ferry!
Guest favourite
Chalet in Brightwood
4.97 out of 5 average rating, 144 reviews

Charming Chalet in Blue Ridge Wine Country

JimRating, 5 stars1 month ago
For where this property is located - you can’t do better. In fact it was probably one of the best Airbnb’s I’ve stayed at all around the country. Clean, large, and beautifully peaceful with a lot of little extras. Highly recommend. You won’t be disappointed.

Luxury chalet rentals

Guest favourite
Chalet in Massanutten
4.98 out of 5 average rating, 124 reviews

25% Off ~ Mountain Retreat Haven~Hot Tub~Game Room

LeighRating, 5 stars1 week ago
This place was absolutely awesome! We had a group of 10 girls and all fit very comfortably in the house. Everything was super clean and tidy! The beds were extremely comfortable and the linens were very clean too. Parking was super easy, we had a couple girls park at the pool listed and had no issues. Overall highly recommend for a group of 10!
Guest favourite
Chalet in Basye
4.96 out of 5 average rating, 97 reviews

Sleeps 16+ • Views • Hot Tub • Theater • Game Room

SabeenRating, 5 stars1 month ago
Beautiful property! The decor was top notch and the kitchen was fully stocked. We had a small concern and Lea handled it very professionally. Overall Lea was very kind and quick to respond. Highly recommend!
Top guest favourite
Chalet in Linden
4.95 out of 5 average rating, 44 reviews

Sky Island Chalet

LisaRating, 5 stars3 weeks ago
The view is beautiful! The main space is perfect for relaxing and visiting - but the bedrooms have enough space between them to provide some quiet and privacy for groups that have both early birds and night owls. Listening to the birds while sitting in the hot tub was especially relaxing, after attending a busy family gathering at a nearby winery.
Guest favourite
Chalet in Front Royal
4.95 out of 5 average rating, 133 reviews

Whitetail Summit - Shenandoah/hot tub/wineries

HeinrichRating, 5 stars1 week ago
We were a combined bunch of 8 adults and a 3 yr old. We had an incredible time, despite having a week of mostly rainy weather. There is plenty to do in the house and it is very comfortable. The kitchen is well stocked with small appliances and utensils. The house is kid-friendly and has all you need to entertain the kids and accommodate toddlers. The location is quiet and secluded, but close enough to a variety of attractions to keep you busy in good weather. We had a precious time and were sad to leave. Jenny was very communicative and responsive. She provided us with all the details we needed to enjoy the stay.
Superhost
Chalet in McGaheysville
4.87 out of 5 average rating, 114 reviews

6BR Modern Massanutten Chalet with Hot Tub, Sauna

CassieRating, 5 stars1 month ago
Our stay at this Airbnb was incredible!!! The rooms and living spaces were comfortable and clean, and there was a ton of provided items such as towels for the hot tubs, blankets, games, and tons of kitchenware. The host was very responsive to questions and proactively provided information for check-in and check-out! The location was quiet and beautiful, and was the perfect cabin get away for our big group. Would definitely love to come back!
Guest favourite
Chalet in Wintergreen Resort
4.91 out of 5 average rating, 116 reviews

Luxury 7BR/16 pp Wintergreen ski & ping pong/darts

EmilyRating, 5 stars3 weeks ago
Kathryn’s place was AMAZING! We came here for a bachelorette celebration and it was such a nice, peaceful getaway! All the beds were comfortable and had plenty of space to decorate how we wanted for the bach trip! We couldn’t be more pleased with the place!
Superhost
Chalet in McHenry
4.93 out of 5 average rating, 104 reviews

Primo Vista! Spectacular views, Dock Slip, Hot Tub

AlexandraRating, 5 stars2 months ago
The view was absolutely incredible! We had a great stay with our friends and our baby. Only minor drawback had nothing to do with the home itself or the hosts; some previous guests had not followed cleaning instructions (super nitpicky: just a couple dishes with food residue put away and a blanket covered in dog fur was folded and put back in the closet.) The home was in short driving distance of a good number of restaurants and groceries, and we enjoyed walking around the neighborhood and down to the dock! Lovely stay!
Top guest favourite
Chalet in Wintergreen Resort
5 out of 5 average rating, 49 reviews

Mountain Views, Hiking, Ski-Out @ Tyro

JennyRating, 5 stars3 weeks ago
Book this gem! You will NOT be disappointed! Squeaky clean with high quality amenities! I have zero criticism and only positive comments. Linens, furniture, decor, deck, kitchen, updated, tasteful bathrooms and views for miles! Be sure to rise early to catch that eastern sunrise that seems to be painted in the sky over the mountains. Mark my words, this home will be a top contender for best airbnb to stay in at Wintergreen!

Lakefront chalet rentals

Superhost
Chalet in McHenry
4.85 out of 5 average rating, 190 reviews

R & R Retreat

CarolRating, 5 stars1 month ago
This was a great place to stay for a weekend fishing trip. The private slip and the great location on the waterfront was perfect. My brothers and I ended up catching 7 different species of fish, including several chain pickerel near the dock. Larry is a really friendly host, provides a ton of information about the area, and was always happy to offer up suggestions!
Guest favourite
Chalet in Mercersburg
4.94 out of 5 average rating, 112 reviews

Amazing Whitetail Ski Holiday and Mountain Retreat

AndreaRating, 5 stars3 months ago
This is an excellent home for staying near the slopes! The beds were super comfortable, the welcome basket, kid friendly amenities, and provided essentials were very much appreciated. We would love to stay here again.
Superhost
Chalet in Mineral
4.72 out of 5 average rating, 284 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

VinceRating, 5 stars1 week ago
Perfect little getaway. Christine is incredibly responsive. We’ll definitely be back.
Guest favourite
Chalet in McHenry
4.84 out of 5 average rating, 195 reviews

Drake's Nest on Deep Creek Lake

MakaiyaRating, 5 stars1 day ago
Jerry was an incredible host. He was very helpful and his home is nice and cozy. We loved every second of our stay. The dock was so beautiful. The home is even nicer in person. And the price is so affordable. We loved our stay. Thanks so much for the wonderful trip Jerry!
Guest favourite
Chalet in Swanton
4.83 out of 5 average rating, 60 reviews

Deep Creek Lake - Lakefront pup-friendly Chalet!

ConstanceRating, 5 stars3 months ago
Cabin and location is in a prime location right on the lake. My family went there on a weekend that was snowy, rainy, dreary. We could not do outdoor activities, so we drove to Walmart ordered food and had an amazing weekend in the cabin. Ample space, stocked kitchen, clean bathrooms, pool table, plethora of games, large dining room table where we had a ball! Very peaceful and relaxing atmosphere, made for great pictures. Paul is an incredible host. Responsive, honest, reliable. I highly rec this location and my family and I will return.
Guest favourite
Chalet in McHenry
4.94 out of 5 average rating, 31 reviews

Hartwood Haven - Steps from lake, boat slip & fun!

KevinRating, 5 stars1 week ago
This house felt like home from the second we walked in. Great location, walkable bars and restaurants, great dock, and just a wonderful place to escape to. Melanie was so kind and helpful, we can’t say enough great things about this experience. We will be back for sure!
Guest favourite
Chalet in Oakland
4.97 out of 5 average rating, 308 reviews

Private (5 Star!) Lake Access Chalet w/ Hot Tub

BrittanyRating, 5 stars3 weeks ago
We loved our stay here! The house was super clean when we arrived and all of the wonderful extra touches (cornhole horseshoes, park pass,etc) were easy to find. Location was great and a short drive to restaurants and Swallow Falls. Would definitely return again

Destinations to explore