Vacation rentals with outdoor seating in Frederick County

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Popular amenities for Frederick County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
An open-concept living area connects to a modern kitchen with dark cabinetry. Natural light filters through skylights above, illuminating the spacious room. A large sectional sofa offers seating, while decorative plants add a touch of greenery to the decor.
Home in Berkeley Springs
4.89 out of 5 average rating, 47 reviews

The Hidden Gem of of Berkeley Springs

MaryannRating, 5 stars3 days ago
We thoroughly enjoyed our stay at Matthew’s retreat. The home is spacious across both levels, making it perfect for our large family. It’s beautifully furnished-comfortable, tasteful and uncluttered. The kitchen is generously equipped. The massive deck is a real highlight. With plenty of seating, two heaters and a grill. The peaceful surroundings made it easy to connect with nature and truly unwind. Check-in and check-out were easy. The house is exactly as advertised- no surprises, just a great experience. Five stars, Matthew, we are so glad we found your place/
Superhost
Home in Gore
4.94 out of 5 average rating, 87 reviews

The Eagle's Nest at Ice Mountain

ClairRating, 5 stars6 months ago
This gorgeous and massive space is great for large gatherings. Wifi connection was excellent and even accomodated video conferences. Gorgeous view. Some items in the kitchen were dirty (dish towels, dishes, etc.) and we had heating issues that were solved - nothing worth leaving anything but 5 stars. Overall, would recommend.
Top guest favorite
The newly remodeled private home features a modern two-story design with a dark blue exterior. A full-length porch with white railings and red chairs invites relaxation. Surrounding greenery enhances the tranquil setting, while a gravel pathway leads to the entrance.
Home in Yellow Spring
4.98 out of 5 average rating, 40 reviews

River Perch on the Cacapon River in Capon Bridge

stephanieRating, 5 stars1 month ago
We loved the weekend stay at Glenn’s house. The house was just as pictured and the surroundings even more beautiful with the river that is in the front of the property . Our family enjoyed sitting on the front deck watching the river and the beautiful birds in the woods . What a gem of location! Also the house itself was clean comfortable and totally updated, really nice . Thank you we would love to come back at some point!
Guest favorite
A historic home is positioned on a tree-lined street, featuring a charming façade with a welcoming entrance. Vibrant flowers adorn the balcony, and large windows allow natural light to enhance the warm exterior. Nearby trees provide a shaded area along the brick pathway.
Home in Winchester
4.94 out of 5 average rating, 154 reviews

Historic District Charm On Cameron Street

JohnRating, 5 stars1 month ago
We were thrilled to stay in this historic home and Elizabeth was highly attentive. Even if you don't love country music, a visit to Patsy Cline's house is well worth it because it is so close and you can learn how some Winchesterians lived in the early- to mid-20th century. We loved the easy walk to downtown and recommend Village Square and Antica Trattoria as restaurant stops. Our family made use of the outdoor basketball court and lovely deck at Elizabeth's and had great fun. Hopscotch records/coffee is walking distance from Elizabeth's as is Vibrissa beer. You'll need to get in your car to visit our favorite record store Ear Food, and you'll need to drive to the lovely Briede Family vineyard. We also recommend a lovely walk at the Third Winchester Battlefield Park. The Museum of the Shenandoah Valley is a true gem, and be sure to take a walk in the gardens included in the price of a museum ticket. Elizabeth's house is a launching point for many good and interesting times!
Guest favorite
An A-Frame home is surrounded by trees, featuring a stone patio with four black lounge chairs arranged around a circular fire pit. The exterior is fitted with large windows, allowing for ample natural light.
Home in Gerrardstown
4.94 out of 5 average rating, 98 reviews

A-Frame Mountain Retreat

DavidRating, 5 stars2 weeks ago
I loved this place! Very clean, comfortable, and peaceful inside and outside!
Superhost
An aerial view showcases the nine-acre estate featuring a charming stone house, surrounded by vibrant fall foliage. The swimming pool is visible adjacent to a patio area, with a gazebo nearby. The spacious driveway accommodates several vehicles, enhancing accessibility.
Home in Strasburg
4.76 out of 5 average rating, 269 reviews

Cedar Creek Wayside Castle

TraceyRating, 5 stars1 week ago
I needed a place that my family, from out of state, could stay while attending a graduation. The house was perfect! I told Bob what I wanted to do and he was encouraging and helpful. He made sure we had propane for grilling and answered all my questions. He was very prompt when I reached out to him. We had an amazing time. I would stay there again.
Top guest favorite
A single-level brick home is depicted with a ramp leading to the front door, providing accessibility. Lush greenery encircles the porch, featuring comfortable seating. A well-maintained lawn extends in front, with a clear blue sky and subtle clouds completing the inviting scene.
Home in Winchester
5 out of 5 average rating, 33 reviews

Whole 3-bedroom house walkable to downtown.

GiniRating, 5 stars2 months ago
We thoroughly enjoyed our extended stay in this charming cottage! The location is ideal for walking—- either around the neighborhood or downtown. We loved the charm and cozy atmosphere and spent a lot of time on the sun porch too! Can’t recommend it highly enough and look forward to staying here again
Top guest favorite
The exterior of the house is framed by tall trees, showcasing a two-story structure with light gray siding. A white front door with an oval window is flanked by multi-paned windows, creating a welcoming entrance. The surrounding greenery adds to the natural setting.
Home in Winchester
5 out of 5 average rating, 6 reviews

Enchanting Forest Retreat with Lake Views

ThomasRating, 5 stars6 months ago
Loved staying here. Beautiful and quiet. The place itself was spotless and exactly as advertised. Great kitchen amenities and comfortable beds!

Apartment rentals with outdoor seating

Guest favorite
A cozy living area features a blue leather couch adorned with multiple decorative pillows. Above the couch, two pieces of artwork in calming blue tones and intricate patterns are displayed. A yellow bedside table is positioned next to the couch, illuminated by a soft lamp.
Apartment in Winchester
4.79 out of 5 average rating, 119 reviews

Yellow Submarine trendy basement apt w/courtyard

CodyRating, 5 stars5 months ago
Great stay, no problems. Older basement apt that fit our needs with 4 people and 2 dogs. Sleeps 6 but only 1 bathroom. Short walk to Loudoun street where there is plenty of food and a quaint coffee shop. Michele was excellent host and communicated quickly and check in/out was super easy.
Superhost
A cozy living area features a plush sofa and an armchair, complemented by a wooden coffee table. Light from large windows illuminates a floral area rug and creates a welcoming ambiance. A decorative wall clock and a standing lamp add character to the space.
Apartment in Winchester
4.75 out of 5 average rating, 225 reviews

Pretty Little Apt by the Train I

ColleenRating, 5 stars24 months ago
This was a great place to stay to experience Winchester, super close to restaurants and the Old Downtown. Small and quaint space, more than enough for the two of us who stayed there. Not noisy in the bedroom at all, but there is a bar across the street that is open till 1am on weekends, which was not a problem at all for my boyfriend and I who joined in on the fun. Michele was super helpful and responsive during our stay. This place was worth the price. Overall, great place!
Guest favorite
Two plaid armchairs are positioned beside a black fireplace, featuring a round mirror above. A lamp sits on a side table, casting soft light, while a decorative vase adds a touch of color. A warm, inviting space is created with neutral and checked patterns.
Apartment in Winchester
4.76 out of 5 average rating, 164 reviews

WonderClock House steps from Handley Library

AngelaRating, 5 stars2 months ago
My family and I had a beautiful time in the city of Winchester with a comfortable stay and a friendly host!
Guest favorite
A cozy bedroom features a blue bed frame complemented by a floral bedspread. Natural light enters through a window, highlighting a bedside lamp and a chest of drawers. A decorative mirror and a small plant add charm to the space.
Apartment in Winchester
4.8 out of 5 average rating, 294 reviews

Pretty Little Apt by the Train II

RobertRating, 5 stars9 months ago
Perfect apartment. Close to everything and Michele was the perfect hostess. I needed a place near my school where I teach while my house was undergoing renovations and Michele provided a safe, comfortable abode. Thank you Michele.
Guest favorite
A cozy living area is furnished with a sofa and an accent chair, positioned around a coffee table. A warm fireplace complements the space, while a dining area with a table and chairs is visible in the background. Soft lighting enhances the inviting ambiance.
Apartment in Winchester
4.91 out of 5 average rating, 107 reviews

Scarborough Fair walk to downtown two story apt

AnnetteRating, 5 stars1 week ago
We had a great stay at Michele's place. It was very spacious and well appointed. Everything was clean and worked well. The location was perfect. It is only a block and a half from the north end of the walking mall with many great restaurants. There are many things to do in the area, and Michele's place is a great home base to go exploring.

Destinations to explore