The Overlook

Top rated by guests
Exterior
Dining
Private kitchen
Private kitchen
Interior
review stars
8Excellent
(16 Ratings)
"Very comfortable, great location."
Brian L.
Don't miss out! Price and availability may change
8 / 10
Excellent(16 Ratings)

Cabin in Shenandoah Valley, VA

11 guests · 4 bedrooms · 2 baths

Reasons to book

Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cabin rental

Cozy up and get away to our tranquil A framed Cabin we affectionately call The Overlook; where you'll enjoy a 360-degree view of the Shenandoah Mountains. Soak in our breathtaking views no matter the season and escape to the peace and quiet our cabin provides.
Relax by the fire at night, hike the beautiful trails nearby, enjoy our famous wineries/breweries, and rest easy in our fully stocked home equipped with everything you could need to get the vacation you deserve!
The space
Our cabin is fully stocked home with everything you'll need for a comfortable stay. Enjoy our fast wifi speed and spacious living room and porch to enjoy the breathtaking scenery around you. Wake up in the morning to a stunning sunrise view of the mountains and feel free to bring lots of friends and family with you as our home has not only three bedrooms upstairs, but a fully finished basement with sleeping arrangements for up to 5 guests!
Don't worry about bringing your supplies from home because we provide it all! Our kitchen is equipped with all cooking supplies, dinnerware, spices, a coffee maker, and more! Enjoy a hot bath or shower fully stocked with soaps and bathroom necessities. Cozy up at night and sit by the fire pit with a glass of wine or lounge inside with reading materials or board games we provide!
Guest access
The Overlook is nestled on the mountain overlooking the Shenandoah Valley with 100+ mile views. Guests have access to the whole home with no shared spaces. This is the only house on that section of the road. The top of the driveway can be a little tricky, but there is plenty of parking for guests. In winter conditions you may need AWD or 4WD. When you book you will receive a personal door code that you can enter on your arrival.
Other things to note
Our stay allows you to be removed from the hustle and bustle, but be close to enjoying the local wineries, and breweries. You are 20min from historic downtown Winchester VA. Please make sure you keep your trash picked up outside and the trash can locked as we have been known to be visited by bears on several occasions. Please also do not use the fire pits if it is windy as you could start a forest fire.

Amenities at The Overlook

Non-smoking
Pets allowed
Family friendly

Map of Shenandoah Valley, VA


Ratings and reviews

8 / 10
Excellent(16 Ratings)
10 / 10Outstanding·Jun 2025
Very comfortable, great location.
10 / 10Outstanding·Jun 2025
Very nice. Quiet neighborhood. Great location.
10 / 10Outstanding·Aug 2024
Hello, The property was very clean. My (older) mother is a stickler for clean and she was pleasantly surprised. The outlet in the upstairs bathroom did not work. We tried the GFCI and no luck. Not a problem as the bedrooms had working outlets. We struggled with the front door keypad. Otherwise, had a wonderful stay.
6 / 10Average·Dec 2025
Lovely home with spectacular views! As some people have mentioned there are lots of ladybugs, the toaster is broken and the upstairs shower doesn’t drain properly. That being said, we truly enjoyed our stay. Plenty of towels and blankets.

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FAQs

Is parking included with this cabin?

Parking is not specified as an available amenity at The Overlook. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cabin?

We didn’t find pool listed as an amenity for this cabin. It may be worth double checking if a pool is important for your stay.

Is The Overlook pet friendly?

Yes! This cabin is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at The Overlook?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.