
Holiday rentals with outdoor seating in Charles Town
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Charles Town
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Charles Town
House rentals with outdoor seating

XL spa like tub Movie Room Best beds EVER Lux desi
First time visiting the area. I received great communication from the host. Townhome is located in a convenient area. Neighborhood is quiet. Home is well stocked and clean. No complaints.

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient
This is our second time staying at one of Laura's properties and each time has been terrific! What you see is what you get... a large fully functioning home with easy check-in, nice amenities, responsive host and easy check out! My family and I had a great time, thank you Laura!

Mtn. View~Cave Hot Tub~50 Ac~ATV Trails~Fishing
We had a wonderful stay at Ken's beautiful cabin - it was clean and well-equipped with lots of thoughtful touches. The surroundings are gorgeous and we enjoyed hiking around the property, visiting with the chickens and bunnies, and playing in the stream and nearby lake. We felt relaxed and at home, and we would highly recommend this listing if you are looking for a peaceful getaway!

Gayte House Gay Owned, Liberal Oasis
This house was adorable and is in a location that couldn't be beat! We enjoyed our stay - coffee and wine on the decks and easy walks around the sites and shops in the lower town. Beds were comfortable, kitchen was well-stocked and the views from everywhere were amazing! Easy 20-ish minute drive over to Loudon County wine country, if that's your destination. Check-in and check-out was great. Easy with flexible timing, which we greatly appreciated. Dean was VERY helpful, especially when it came to parking - we brought three cars and he made sure we had ample space, even when some of our drivers were unsure of the narrow roads. (Roads are hilly and corners are sharp in the mountains, if you are not used to that.) The house could use a good dust and sweep, but dishes and linens were clean and plentiful. Not a dealbreaker, unless you have allergies - but it is an old house, after all, so some of it is to be expected. We would gladly stay again!

The Old Schoolhouse at High Meadows Estate
The place was super cozy and made for a nice peaceful weekend away in wine country. It’s also a great location to take day trips out! I would come back again with a bigger group as and try out the other houses on this property.

Arden House, Inwood WV
This is a great apartment in a beautiful setting. It is very spacious and has everything you need. Mary is a gracious host and has left very clear instructions for everything. We would definitely stay again.

City Charmer minutes from Old Town
This house is adorable and in a great location. Crystal is so kind and responds very quickly. I loved all the inspirational signage and having coffee in one of the rocking chairs on the porch. It was our first time in Winchester and we will definitely come back and would love to stay here again.

Cozy Cottage
The cottage was perfect for us and our 3 pups !! Central location of the 522 .. close to old town Winchester and Lake holiday . i honestly don’t have one negative thing to say about our stay !! We will be booking again!!
Apartment rentals with outdoor seating

The Boundary House Apartment
We had an excellent stay on our journey along the C&O canal. The owners were very responsive and accommodating to our larger group. Everything was pristinely clean and the bathroom/shower was luxurious. Very happy with our stay and big thanks to the homeowners!

Cozy Getaway near Harper's Ferry, C&O & Potomac
Todd was very flexible with our needs and plans for the stay. It was most appreciated.

Downtown Modern Studio apartment | History & Dining steps away
Super grateful for Zeb! This cozy little studio was perfect for a weekend getaway for me and the missus. Parking was easy and made unloading luggage a breeze. The place had everything we needed for a comfortable stay, and the location couldn’t have been better … right in the heart of historic Shepherdstown. Highly recommend!

Trundle Private Suite Location Lily Garden BnB
Great stay! It was an awesome location and there was lots to do within walking distance. Also appreciated the food that was present for us on arrival. There was a small but very nice backyard where we were able to make a fire one night. Host was very informative and responsive. Would definitely stay again.

Carroll Creek Private Apt./Luxury King Bed
This Airbnb exceeded our expectations in every way. Everything was perfectly clean and well-maintained, The location is perfect for exploring the city. We highly recommend it to anyone looking for a comfortable and enjoyable stay.

Newly repurposed Historic Home in Winchester VA!
This cabin was exactly like the pictures and as described! We forgot that chickens are mentioned in the listing until we arrived and saw them, they were very cute. Kitchen is pretty stocked with whatever you need to have simple meals but there is no oven/stovetop so definitely plan ahead, but Trent provides some appliances like a toaster oven, waffle maker, and coffee maker. Overall we had a great stay!

A Great Getaway — Foxglove Retreat
Such a beautiful place, the yard is peaceful and pristine. VERY spacious apartment/ studio! Comfortable bed!. We had a great stay!

Rose End
Their place is the cutest! You can tell they take pride in hosting. Will be booking with them again if we are in the area.
Apartment rentals with outdoor seating

2 Queen & 1 Twin Bed / Mountain & Museum Fun
Very quiet and clean place! Michael was very responsive and I loved the museum room!

Mountain Modern (#226) | Slopeside condo luxury!
Very clean, nicely furnished b&b. Beds were comfortable too. The views out the window were lovely in fall with the changing leaves. We found the stay peaceful and quiet. The apartment had everything we needed. It was a little light on supplies (e.g. detergent pods, shampoo and conditioner) but we had brought our own supplies so it wasn’t an issue.

Historic Charm Downtown Frederick
This Airbnb was perfect for a holiday weekend in Frederick. The location was perfect and walkable for all of the shops and restaurants. The property was clean, comfortable, and had everything we needed. The host were very responsive and provided all the instructions we needed. We will definitely be looking to stay here again when we come back- thank you!

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable
Large place, great jumping off point and close to town for my partner, my dog and myself. Very clean, and set up great to watch TV at night or work from home. And a fully operational kitchen so you don't have to eat out every night. Thank you again!

The Room with the Views!
Molly was a great host. The Airbnb looks exactly like the photos. The place was clean and had everything we needed. It was quiet and we couldn’t hear any neighbors. Molly gave very detailed instructions which made checking in super simple. The beds were a little bit hard but other than that, this was a perfect place to stay.

Bike,Hike,Relax in Lux! at Bryce Resort
This place is fantastic. It's comfortable in every way, charming, beautifully decorated, spacious, and spotlessly clean. It's even nicer than the photos suggest. The location right at the base of the slopes at Bryce is perfect. I'll definitely stay here again someday!

Newly Renovated HUGE condo in heart of downtown!
This was a great spot! Definitely will stay again the next time we are in town. The location is amazing!!!

Cozy, renovated Ski & Hiking Getaway - Whitetail
Perfect location to walk to the slopes! Had everything we needed.
Quick stats about holiday rentals with outdoor seating in Charles Town
Total rentals
20 properties
Nightly prices starting at
₹5,160 before taxes and fees
Total number of reviews
830 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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