Chalet vacation rentals in Shenandoah Valley

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Popular amenities for Shenandoah Valley chalet rentals

Family-friendly chalet rentals

Guest favorite
Chalet in Harpers Ferry
4.93 out of 5 average rating, 138 reviews

The Cuckoo Chalet

JimRating, 5 stars1 month ago
It was really lovely to see the Cuckoo Chalet at this tme of year. The Deer would walk through the yard in the morning, and it was like being in observatory. We could eatch the Canda Geese at play on thelake. A wonderful time. The house if so cozy!
Guest favorite
Chalet in Basye
4.78 out of 5 average rating, 179 reviews

"The Duke Den"

OlgaRating, 5 stars1 month ago
We had a beautiful stay.
Guest favorite
Chalet in Confluence
4.93 out of 5 average rating, 220 reviews

Paddler's Lane Retreat - Riverside Chalet

NadiaRating, 5 stars1 week ago
I wanted to rebook this cabin just a few minutes into our stay! This was a perfect home base for a weekend getaway to Ohiopyle State Park. The hosts were exceptionally welcoming to our family, including our dog! Needless to say, we will be back.
Guest favorite
Chalet in Great Cacapon
4.95 out of 5 average rating, 421 reviews

Fern Haven - Waterfront Chalet w/ WiFi & Hot tub!

DwayneRating, 5 stars1 week ago
Me and my family had a great stay felt right at home and the view is amazing
Guest favorite
Chalet in Boonsboro
4.94 out of 5 average rating, 566 reviews

Mountain Myst

KofiRating, 5 stars1 month ago
Our family enjoyed a truly wonderful stay at this beautiful property. Michael's exceptional hospitality, including his thoughtful accommodations, made our experience truly memorable. The cozy fireplace was a delightful highlight. We wholeheartedly recommend this property and look forward to returning.
Superhost
Chalet in Shepherdstown
4.9 out of 5 average rating, 243 reviews

River’s Edge Retreat on the Deep Water Potomac

MicahRating, 5 stars3 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 favorite
Chalet in Snowshoe
5 out of 5 average rating, 5 reviews

Mountain Top/ Slope side / 2nd Floor of Chalet

RossouwRating, 5 stars7 months ago
Great value, awesome views and a well kitted out house! We really enjoyed our stay thank you!
Superhost
Chalet in McGaheysville
4.78 out of 5 average rating, 117 reviews

Tree top home in Massanutten next to tubing

ChristinaRating, 5 stars3 weeks ago
Great place to stay!! Had everything we were looking for and location was perfect!

Luxury chalet rentals

Guest favorite
Chalet in Basye
4.97 out of 5 average rating, 93 reviews

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

CyndiRating, 5 stars1 month ago
We enjoyed our stay for 16 Moms on a weekend away on a girls trip. The house had everything we needed and provided lots of spaces for people to spread out or to gather. Lea was extremely communicative and prior to the trip answering our questions and granted us a late checkout at our request. She quickly responded with a maintenance person for a minor issue we had.
Superhost
Chalet in Dunmore
4.91 out of 5 average rating, 11 reviews

Whispering Woods @ Snowshoe Resort - Pet Friendly!

AaronRating, 5 stars2 months ago
The place is much more spacious than I expected! Perfect for a large group. Amazing views of the mountains and only a 5 minute walk to the mountain shuttle. We’ll definitely stay here again.
Guest favorite
Chalet in Front Royal
4.94 out of 5 average rating, 127 reviews

Whitetail Summit - Shenandoah/hot tub/wineries

DaniRating, 5 stars1 month ago
The stay was wonderful. There is plenty of room for family and friends with multiple areas for seating and entertaining. The supply closet is well stocked with towels, linens, and paper supplies. Also, there are games, puzzles, books, and movies available in addition to the combination billiard/ping pong table to provide indoor entertainment. For outdoors, there is a gas grill, hot tub, fire pit, and cozy swing. A great place for gathering with friends and family.
Guest favorite
Chalet in Wintergreen Resort
4.91 out of 5 average rating, 114 reviews

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

CalvinRating, 5 stars1 month ago
Kathryn’s home was absolutely beautiful and spacious enough to accommodate my whole party. There was plenty of activities to do inside the house so there was never a dull moment! Kathryn was super responsive and helpful during our time there. Cant wait to book here again the next time we visit Wintergreen!
Top guest favorite
Chalet in Swanton
5 out of 5 average rating, 32 reviews

Great Location - Balcony View - Hot Tub - Fire Pit

AudreyRating, 5 stars2 weeks ago
This place was absolutely lovely! Perfect for a large group weekend get away!
Superhost
Chalet in Snowshoe
4.86 out of 5 average rating, 76 reviews

Gorgeous Chalet - Incredible Views - Hot Tub - Fir

CassieRating, 5 stars1 week ago
Kristen was an incredible host. She was very responsive and helped us throughout the weekend. There were a few cleanliness issues we encountered, but Kristen was extremely apologetic, informed us they had just switched cleaning companies, and refunded us our cleaning fee. The chalet is gorgeous, with a huge kitchen that's great for cooking big meals and hosting a lot of people. The hot tub was ready when we checked in and the bedrooms were comfortable and clean. I loved that there were two living room spaces and two large decks to enjoy the breathtaking views. We would definitely stay again!
Superhost
Chalet in McHenry
4.93 out of 5 average rating, 103 reviews

Primo Vista! Spectacular views, Dock Slip, Hot Tub

AlexandraRating, 5 stars2 weeks 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!
Superhost
Chalet in Snowshoe
4.91 out of 5 average rating, 23 reviews

9BR/6BA Chalet at Snowshoe w/ hot tub Game Room Mo

Whitley Rating, 5 stars1 month ago
Beautiful chalet that was just the perfect house for us! We loved the location. The shuttle service was amazing! I would definitely recommend this house to anyone with a large group heading to Snowshoe. And the owners were so responsive, helpful & friendly.

Lakefront chalet rentals

Superhost
Chalet in McHenry
4.85 out of 5 average rating, 188 reviews

R & R Retreat

YoavRating, 5 stars2 months ago
What an incredible place, I was very happy with our stay and I would absolutely return for another stay!
Superhost
Chalet in Mineral
4.72 out of 5 average rating, 279 reviews

Private Lake Anna Waterfront Chalet w/dock/beach!

FranRating, 5 stars1 week ago
We loved the house and its location. We enjoyed the kayaks and the fire pit tremendously. Sunrise was beautiful as was the full moon rising. Our host Christine was pleasant and responsive and informed us the house was ready early and we could check in early! We will definitely return! Our pups loved running around the yard!
Guest favorite
Chalet in McHenry
4.83 out of 5 average rating, 193 reviews

Drake's Nest on Deep Creek Lake

KalebRating, 5 stars2 months ago
Great place. Jerry’s is a wonderful host. I would absolutely stay here again.
Guest favorite
Chalet in McHenry
4.93 out of 5 average rating, 28 reviews

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

JosephRating, 5 stars3 weeks ago
I had a terrific stay! The property is clean, and in great shape; Melanie does a great job of keeping everything organized. The location is terrific and is as described (30 second walk to the water) and there are restaurants in very close walking distance (one to two minutes). I look forward to staying here again—thank you very much!
Guest favorite
Chalet in Swanton
4.83 out of 5 average rating, 59 reviews

Deep Creek Lake - Lakefront pup-friendly Chalet!

Greg-HelenRating, 5 stars8 months ago
Lake Effect was the perfect place for our family vacation. The family enjoyed it, we spent most of our time on the dock enjoying the lake and weather, which was amazing. Since I had to work a couple of hours a day before truly vacationing, the internet was somewhat an issue until I found out that if you are streaming on Samsung, the WiFi will be very in and out... so just don't turn on the TV until you are done with work or Streaming using the WiFi. Not sure also, it could have been Comcast, seeing that they have been having issues with their internet services throughout the state and Pa. We certainly were pleased and Paul and his wife were outstanding... We will be back. The Latchford's - Greg and Helen and Family
Superhost
Chalet in Basye
4.81 out of 5 average rating, 167 reviews

House over The Pond w/ Game Rooms, Views

JackRating, 5 stars2 weeks ago
Cozy and comfortable space right in the middle of the woods. Fun little puddle/pond with bluegill you can watch swimming around and eating your loose bits of hotdogs. Plenty of kitchen supplies, and utensils. The photos make the space look a bit larger than it feels in person but it’s a perfectly adequate and comfortable area to socialize and move around. Lots of outdoor deck space and porch swings/hammocks. The fire/conversation pit is a fun addition but what we liked most is the location and surroundings. Hosts were friendly, helpful and proactive. Would definitely stay here again!

Destinations to explore