Holiday rentals with outdoor seating in Charles Town

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Charles Town outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Guest favourite
Home in Bolivar
4.9 out of 5 average rating, 166 reviews

XL spa like tub Movie Room Best beds EVER Lux desi

ScottRating, 5 stars2 weeks ago
The condo was wonderfully detailed, lots of thoughful touches, would gladly stay again
Guest favourite
Home in Harpers Ferry
4.89 out of 5 average rating, 118 reviews

Hot Tub, Wi-fi, Rural Setting, Smrtv, Convenient

JasonRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Harpers Ferry
4.97 out of 5 average rating, 196 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

ValerieRating, 5 stars3 days ago
This was such a wonderful home! As other reviewers said, lots of room for a big group to spread out. We had 8 guests. (6 adults and two kids) We explored Harpers Ferry and enjoyed hiking the Maryland Heights Trail. We felt absolutely comfortable hanging at this serene house for our mornings and evenings. Cooked most of our meals, played billiards, sang karaoke, and enjoyed the plunge pool. We had an epic round of hide and go seek. Great interior design and lots of space to spread out for quiet time, and many perfect reading nooks. Thanks Leigh, for being so responsive and friendly!
Top Guest favourite
Home in Purcellville
4.99 out of 5 average rating, 311 reviews

Whole House -Seven Elms Farm B&B

KatherineRating, 5 stars1 week ago
I had a wonderful stay at 7 Elms. I had to come to the area for a work event in Gainesville, and my team and I decided to stay at this AirBNB. It was so lovely. Such a cool restoration of an old farmhouse, and the property was serene and wonderful. We didn't have time to explore the area, as we were working so much and long hours. the only thing I can speak to is the grocery store - and it had everything. We saw a bunch of wild animals during morning coffee time, and that was really special. I don't think I've actually ever seen groundhogs in person, and there's a hysterical duo that run the show. The hosts were easy to communicate with.
Guest favourite
Home in Bluemont
4.87 out of 5 average rating, 229 reviews

The Old Schoolhouse at High Meadows Estate

NatalieRating, 5 stars3 months ago
Very peaceful, a place to get away and relax. Restful. Grounds are well cared for.
Guest favourite
Home in Inwood
4.88 out of 5 average rating, 649 reviews

Arden House, Inwood WV

HeatherRating, 5 stars6 days ago
Thank you as always for your hospitality and responsiveness! This is our third stay! Highly recommend.
Top Guest favourite
Home in Winchester
4.97 out of 5 average rating, 254 reviews

City Charmer minutes from Old Town

DebbieRating, 5 stars1 week ago
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.
Guest favourite
Home in Harpers Ferry
4.96 out of 5 average rating, 101 reviews

Cheerful 1-BR Duplex w/ backyard in Harpers Ferry

MiluskaRating, 5 stars1 week ago
They had everything that we needed! Cleanly! Great location! I’ll definitely be staying here again!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Harpers Ferry
4.97 out of 5 average rating, 104 reviews

The Boundary House Apartment

JacobRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Brunswick
4.86 out of 5 average rating, 208 reviews

Cozy Getaway near Harper's Ferry, C&O & Potomac

WilliamRating, 5 stars1 month ago
Todd was very flexible with our needs and plans for the stay. It was most appreciated.
Guest favourite
Apartment in Shepherdstown
4.92 out of 5 average rating, 198 reviews

Downtown Modern Studio apartment | History & Dining steps away

BrandonRating, 5 stars6 days ago
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!
Top Guest favourite
Apartment in Harpers Ferry
4.9 out of 5 average rating, 158 reviews

Trundle Private Suite Location Lily Garden BnB

StephenRating, 5 stars1 month ago
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.
Superhost
Apartment in Harpers Ferry
4.78 out of 5 average rating, 145 reviews

Best location! The Pullman Apt @ historic 1799 Inn

JerryRating, 5 stars1 week ago
The apartment was great for our stay and in an amazing location! Very easy to get to, and Bryan & Cathy were proactive with instructions and local recommendations to make the trip easy to plan.
Guest favourite
Apartment in Winchester
4.91 out of 5 average rating, 104 reviews

Newly repurposed Historic Home in Winchester VA!

HarperRating, 5 stars6 days ago
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!
Guest favourite
Apartment in Bluemont
4.95 out of 5 average rating, 303 reviews

A Great Getaway — Foxglove Retreat

CourtneyRating, 5 stars5 days ago
Such a beautiful place, the yard is peaceful and pristine. VERY spacious apartment/ studio! Comfortable bed!. We had a great stay!
Top Guest favourite
Apartment in The Plains
4.98 out of 5 average rating, 579 reviews

Rose End

LaurenRating, 5 stars2 weeks ago
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.

Condo rentals with outdoor seating

Condo in Charles Town
4.64 out of 5 average rating, 219 reviews

Large Condo Above Abolitionist Ale Works #201

PatrickRating, 5 stars1 month ago
I loved the character and feel of our stay! Wonderful natural lighting and plenty of space. Although the music downstairs lasted a bit longer than expected, it did not diminish in any way the quality of our stay and I would happily stay here again!
Top Guest favourite
Condo in Frederick
4.97 out of 5 average rating, 96 reviews

2 Queen & 1 Twin Bed / Mountain & Museum Fun

NicoleRating, 5 stars2 months ago
Very quiet and clean place! Michael was very responsive and I loved the museum room!
Condo in Downtown Frederick
4.79 out of 5 average rating, 203 reviews

Modern Condo In Downtown Frederick

JosephRating, 5 stars1 month ago
Spacious “condo” really the entire lower floor of a restored older home Fantastic location - easy walk to the restaurants and shops in the historic district
Guest favourite
Condo in Mercersburg
4.82 out of 5 average rating, 65 reviews

Ski🎿 & hike from front steps—Mountainside getaway

MarkRating, 5 stars3 months ago
I think this is the best slope side ski condo at Whitetail. The slopes are right outside the door and the place is cute, clean, and comfortable. We will be going back!
Top Guest favourite
Condo in Frederick
4.94 out of 5 average rating, 143 reviews

Quiet Stay + Huge Apt + Hot Tub + Dogs, Walkable

DanielleRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Downtown Frederick
4.9 out of 5 average rating, 115 reviews

Newly Renovated HUGE condo in heart of downtown!

VanessaRating, 5 stars1 month ago
This was a great spot! Definitely will stay again the next time we are in town. The location is amazing!!!
Top Guest favourite
Condo in Martinsburg
4.98 out of 5 average rating, 99 reviews

The Cozy Villa

DanaRating, 5 stars3 weeks ago
Immaculate!! This is the cleanest AirBnB I've stayed in. Fully stocked with extra linens and pillows, snacks (what?!), every utensil and kitchen item you'll need, too many pluses to list. The back yard looks like a private forest, the house is so quiet and cozy, and close to gas stations, grocery stores, restaurants, etc. You'll love staying here :)
Top Guest favourite
Condo in Ashburn
5 out of 5 average rating, 31 reviews

A Luxurious Home for rest and work.

JohnRating, 5 stars1 month ago
Rosalyn's House was laid out perfectly, with lots of natural light and beautiful views of the gardens outside. The two-tone paint on the walls in the living area and nicely selected art was definitely a step above the average rental house. The Kitchen was one of the best equipped we have seen, and we loved the coffee options. The appliances were top notch. Rosalyn was always available to help us with questions and respond with help. The home was clean and well-maintained. We really enjoyed our stay!

Quick stats about holiday rentals with outdoor seating in Charles Town

  • Total rentals

    20 properties

  • Nightly prices starting at

    $101 NZD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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