Vacation rentals with a patio in Winchester

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Popular amenities for Winchester patio rentals

Apartment rentals with a patio

Guest favorite
A serene riverfront view is presented, featuring lush greenery along the banks of a calm river. Tall trees and gentle grasses frame the water, reflecting the surrounding landscape. A fire pit is partially visible on the right, positioned on a grassy area near the water's edge.
Apartment in Elkton
4.88 out of 5 average rating, 105 reviews

Rustic River Retreat- 2 Bedroom Riverfront Lodging

AylaRating, 5 stars1 week ago
Nice, clean place. Convenient location! Great if you want to fish or spend time on or near the river! Nice covered porch if it’s raining, great fire pit and chairs!
Top guest favorite
A comfortable living area is presented with a gray sofa and a burgundy armchair, arranged around a simple coffee table. A flat-screen television is mounted on the wall beside a marble fireplace. Natural light filters through the window, illuminating the warm, inviting space.
Apartment in Salisbury
4.96 out of 5 average rating, 129 reviews

Ord St Inn Unit Two, spacious 2nd floor apartment

AdamRating, 5 stars2 weeks ago
great deal great place 10/10 would stay again
Top guest favorite
The living room features two dark blue sofas with decorative throw pillows, arranged around a circular coffee table on a light area rug. A ceiling fan and minimalist shelving contribute to the room's relaxed ambiance. Natural light enters through a nearby window.
Apartment in Harrisonburg
4.92 out of 5 average rating, 122 reviews

5 min to shops + JMU | kitchen | Smart TV | deck

VidaRating, 5 starstoday
Loved this stay it was great for my family and I! My one year old had tons of space to play safely and my 10 year old had his own space to be comfortable! Loved this stay! It was nice and cozy!
Guest favorite
A spacious living area features a comfortable gray sectional sofa with patterned throw pillows. Two accent chairs complement the seating arrangement, while a decorative coffee table sits atop a textured area rug. Large windows allow natural light to fill the room, enhancing the neutral color scheme.
Apartment in Frederick
4.93 out of 5 average rating, 107 reviews

Charming Historic Downtown Apartment…The Fox’s Den

AlyssaRating, 5 stars2 days ago
Kim’s place was great! Our stay was brief but the place was exactly as described and nice and clean. We had a minor issue during check in and Kim and Dave were very quick to respond and assist. We would definitely recommend.
Top guest favorite
A covered patio area is presented with a picnic table and a decorative rug. Lush flower beds filled with vibrant blooms line the space, adding color and charm. A small wooden chair enhances the inviting outdoor setting.
Apartment in Hagerstown
4.98 out of 5 average rating, 125 reviews

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5

LauraRating, 5 stars4 weeks ago
Our family had a very enjoyable stay at Ralph and Vera’s home. The home was spotless, comfortable, and the setting was so quiet and peaceful. Our children enjoyed playing on the playground area outside our space and there was also a beautiful gazebo on the property that could be used as well. The home was well stocked with any items you might need during your stay. I could not have asked for a better place to stay while stopping through on our way back home. Thanks to Ralph and Vera for a wonderful stay!
Top guest favorite
A comforting sleeping area features a spacious bed topped with a patterned quilt. A soft cloud-shaped pillow adds a touch of whimsy. Light flows through a window adorned with soft shades, with a small round table nearby, enhancing the inviting ambiance of the room.
Apartment in Front Royal
4.98 out of 5 average rating, 115 reviews

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee

SiobhanRating, 5 stars1 week ago
This spot was just what I needed during my brief visit to Front Royal. Erika was very friendly and helpful and my check-in/check-out experience was quick and easy. No chore list for check-out, which was a nice change from most listings these days. There were even snacks available and bottled water in the adorable fridge. Very peaceful area and safe surroundings. Definitely recommended!
Guest favorite
The top left image displays the Carroll Creek Promenade, featuring a serene waterway lined with colorful banners and greenery. The top right image showcases a bright bedroom, furnished with a spacious bed and bedside tables. The bottom left image presents a cozy living area with two chairs and decorative pillows. The bottom right image captures a kitchen equipped with wooden cabinetry, modern appliances, and a dining area.
Apartment in Downtown Frederick
4.95 out of 5 average rating, 159 reviews

King Bed Apt./Carroll Creek Promenade

JosephRating, 5 stars1 week ago
Great Location. Close to a lot of shops and restaurants all within a short walk 3- 10 minutes for most. Easy parking onsite in an assigned space so no worries about finding a parking space. Space was great with four separate rooms with an eat in kitchen, separate bedroom with plenty of storage and TV, bathroom with plenty of hot water, and separate living room with second TV. The pictures accurately showed the rooms and space available and were current. Location was on second floor with nice wide stairs and sturdy handrails. The kitchen was well stocked with all the items normally needed and it was great to have full a full sized stove and refrigerator plus microwave and dishwasher. All worked as expected. The AC and Heating both work excellent and kept the place at a nice and cozy temperature through out or 6 day stay. They also provided plenty of towels for an extended stay. They were responsive to our asks and needs. We highly recommend this location and will be returning again.
Guest favorite
An open living area features a light grey sectional sofa with decorative pillows, positioned beside a stylish coffee table. A kitchen island with a wooden countertop is visible, along with modern appliances. Large windows allow natural light to fill the space, framed by soft curtains.
Apartment in Manassas
4.93 out of 5 average rating, 122 reviews

1 be/1 ba w/patio & free parking.

JuliaRating, 5 stars3 weeks ago
HIGHLY RECOMMEND! we were here for a wedding about fifteen minutes away and this was the perfect place to stay for the weekend. Comfy bed. Plenty of free parking. The place was actually bigger than it looked in the photos. It was very nice and well decorated.

House rentals with a patio

Top guest favorite
A single-story blue house is set against a backdrop of leafy trees. The front porch features a welcoming red door and two outdoor chairs. Soft landscaping surrounds the house, which has a neatly maintained lawn and a paved driveway leading to the entrance.
Home in Romney
4.99 out of 5 average rating, 129 reviews

Southern Charm Getaway in Romney, WV - Sleeps 6

JessicaRating, 5 starstoday
We really enjoyed staying here. The place is lovely and we had everything we needed and more. Teresa was kind in making sure we had everything we might need and even left us some wonderful cookies!
Guest favorite
A spacious screened porch features a comfortable sectional sofa arranged around a wooden coffee table. Natural light filters through the screens, providing views of the surrounding trees and expansive yard.
Home in Luray
4.93 out of 5 average rating, 140 reviews

Cabin with Private Waterfront, On River, Fast Wifi

AnitaRating, 5 stars4 weeks ago
A nearly perfect stay - We had a wonderful stay at this cozy Airbnb tucked away in the woods near the Shenandoah River. The setting was peaceful and scenic—perfect for a relaxing getaway. The home was impressively well-stocked with everything from cooking essentials to medical supplies and even female hygiene products, which was a thoughtful touch. We did run into a couple of technical issues with the HVAC not cooling and the ceiling fan not working. However, the hosts were incredibly responsive and sent someone out as soon as possible to address it, which we really appreciated. Overall, it was a nearly perfect stay, and we’d happily return!
Top guest favorite
Home in Berkeley Springs
4.99 out of 5 average rating, 141 reviews

+ the Lodge + @ Camp Potomac Peak

AnnelieseRating, 5 stars1 month ago
Such a beautiful retreat - close to downtown Berkeley Springs but just far enough away to feel completely secluded. the view from every room and balcony was gorgeous. The house has nearly everything you need right there - we especially appreciated the kitchen having seasonings & all of the pots/pans/dishes you need to cook. Our goal was having a few days to rest and spend time with each other, and that's exactly what we were able to do. The game room was a real treat, and the bowl of conversation starters in the living room was such a fun way to hang out without just having the TV on.
Top guest favorite
A single-story home is displayed with a welcoming entrance featuring a red door. The property is surrounded by well-maintained landscaping on a gently sloped lawn, with a ramp providing wheelchair accessibility. Large windows allow natural light, highlighting the home's inviting exterior.
Home in Martinsburg
5 out of 5 average rating, 31 reviews

So cozy

NicoleRating, 5 stars4 days ago
After a 12-hour drive, this home was the perfect place to walk into—so cozy, clean, and welcoming. The space had a warm, homey feel, cute decorations, and everything was super organized. Jamie thought of everything—bathroom essentials, coffee, snacks—it was really nice to have that available right away after a long day/night of traveling. We were so impressed with the attention to detail and how comfortable the whole place felt! The outside of the home is just as beautiful. It’s set in the back of a quiet neighborhood with large lawns, a roomy driveway for parking. There is also a back patio that was super cute and a peaceful spot to relax. Jamie is an amazing host: friendly, quick to respond, and happy to help with anything we needed. She was incredibly sweet, easy to talk to, and made us feel like we were staying with our favorite aunt. Her warmth and thoughtfulness made the whole experience even better. We’d absolutely stay here again!
Top guest favorite
Home in Luray
4.96 out of 5 average rating, 185 reviews

Golden Ridge Manor, 8 Acre, 8000 sqft home/hot tub

DannyRating, 5 stars3 weeks ago
Excellent home for a group! Hannah's beautiful mansion had everything we needed for a wedding party group for the weekend. The home sits on top of a hill and has a gorgeous view of the Blue Ridge Mountains. The home slept 10 with way more space for many additional guests. No complaints about our stay and I would like to thank and commend Hannah for her prompt communication and flexibility with our group!
Top guest favorite
A hot tub is situated under a pergola adorned with string lights, offering a relaxing spot to enjoy open views of lush greenery and distant hills. Potted plants flank the area, enhancing the serene outdoor ambiance. The deck provides a spacious layout for guests.
Home in Sharpsburg
4.95 out of 5 average rating, 153 reviews

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!

MelodyRating, 5 stars1 week ago
This house was absolutely perfect and if you are coming for the Civil War history, this is the place to stay! Not enough focus is on just how close this house is in relation to the Antietam Battlefield and the walking trails. The house was absolutely spotless and well laid out. The hot tub was a perfect way to rest and recover from our miles of hikes. Captain Benders Tavern is only about 3 minutes away in town and has a nice menu and food was delicious! And Harpers Ferry is only about a 25 minute drive. Just a word of advice, if you are planning on hiking, bring tick spray and as soon as you get back to the house, put your clothes in the dryer on high for 10 or 20 minutes and do a good body check. We brought SEVERAL ticks home with us... Yuck!
Guest favorite
A sleeping area features a spacious bed dressed with a striped blanket and multiple white pillows. The neutral walls provide a calming background, while the light wood floor adds a warm touch. A nearby light switch is visible, enhancing accessibility.
Home in Hagerstown
4.88 out of 5 average rating, 104 reviews

Cozy & relaxing private apartment

KiaraRating, 5 stars1 week ago
I had just stopped in to visit family and wanted a place to rest for a night. I was born and raised in Hagerstown, so I frequently make overnight trips. However, even the “better” hotels in the area have become far from pleasant. So I’m glad I decided to stay here instead! I have yet to stay anywhere as clean, quiet and comfy. It had everything you needed. The bathroom was spacious and the place overall was very nice. Had I stayed there longer, the kitchenette and dining area would have been perfect for enjoying a prepared meal!! Hosts were very friendly and helped me out upon arrival. I definitely recommend staying here!
Guest favorite
The spa-inspired master bath features a freestanding tub with a sleek design, set against a backdrop of rich wooden tile. A wooden stool complements the space, while a glass shower enclosure and minimalist fixtures contribute to a modern aesthetic.
Home in Bolivar
4.95 out of 5 average rating, 162 reviews

XL Spa like tub, giant TVs Best beds EVER Lux desi

IvanRating, 5 stars2 weeks ago
Paul’s townhouse in Bolivar was perfect for our trip to Harper’s Ferry. From top to bottom the house is equipped with everything necessary to make any stay special. The rooms were well made and fit our group of 5 with ease. I would recommend this location to anyone!

Condo rentals with a patio

Guest favorite
A cozy seating area features a patterned sofa and a coffee table, positioned in front of a queen-size bed with red and blue accents. Exposed stone walls create a rustic charm, while soft lighting enhances the inviting ambiance.
Condo in Warrenton
4.93 out of 5 average rating, 107 reviews

Historic Two Bedroom in Old Town Warrenton

BarbaraRating, 5 stars2 weeks ago
We came for a graduation and Bill’s space was perfect for what we needed: private, clean, and comfortable. He was welcoming but not intrusive, and we felt safe. We’d definitely stay again!
Top guest favorite
A light-filled living area features a spacious sectional sofa paired with two side chairs. A wooden coffee table is centrally positioned on a soft area rug. Large sliding doors lead to an exterior space, while a smart TV is mounted against the wall.
Condo in Bridgewater
4.98 out of 5 average rating, 114 reviews

3 bedroom, 3 bath, near BWC, JMU, 1-81 *WIFI*

CyndyRating, 5 stars1 day ago
Communication was great, the location was nice and the description of the facility was spot on. It was roomy and comfortable. Would recommend to anyone staying in the area.
Top guest favorite
A secluded backyard space features a wooden dining table adorned with decorative items. Colorful umbrellas provide shade over the patio area. String lights create a soft glow, complementing a small fire pit surrounded by chairs, enhancing the inviting atmosphere of the outdoor setting.
Condo in Frederick
4.94 out of 5 average rating, 143 reviews

Spacious Downtown Apt • Hot Tub • Dog Friendly

DanielleRating, 5 stars1 week 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 favorite
A cozy living area features a spacious sectional sofa adorned with patterned cushions. A round table is accompanied by wooden chairs, while a minimalist coffee table sits on a plush area rug. Natural light enters through multiple windows, highlighting the room's inviting design.
Condo in Leesburg
4.93 out of 5 average rating, 196 reviews

Stunning Remodeled 1 BR Condo Steps to Everything.

DonielleRating, 5 stars2 weeks ago
This was a perfect stay in a beautiful condo with a terrific host. There was nothing more you could ask for. Katie's condo was as neat as a pin, had everything I needed, and was both easily accessible to everything I wanted to get to, but restful and quiet. I liked it so much. I added it on an extra night.
Superhost
The living area features a stone fireplace, complemented by a stack of firewood beside it. A large leather sofa and a sleek black armchair surround a round table, while expansive windows provide natural light and views of the outdoors.
Condo in Mount Jackson
4.8 out of 5 average rating, 105 reviews

The Room with the Views!

KerriRating, 5 stars2 weeks ago
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.
Guest favorite
The living room is characterized by exposed brick walls and large windows allowing natural light. Comfortable black leather sofas are arranged around a central table, while a cozy bean bag chair adds to the seating options. Decorative elements include a framed artwork and vibrant curtains.
Condo in Winchester
4.99 out of 5 average rating, 77 reviews

Historic District Downtown Winchester

KelvinRating, 5 stars1 month ago
Alison's place is great if you value being walkable to Old Town. We prefer this over staying at the Wyndham Grand because of the separate room for our baby to sleep in. The kitchen is modern and fridge with a water filter is clutch. We didn't try to make any meals. Bed was clean/firm, HVAC was responsive, and lounge chair in the sitting area was comfortable. You can hear the train and street noise (especially cars w/o mufflers) at night, but I assume that's the case if you stay anywhere near Old Town.
Guest favorite
A small outdoor patio features a round wooden table set for two, complete with two glasses of white wine and a charcuterie board. The surrounding greenery and distant mountains provide a scenic backdrop, inviting relaxation among nature.
Condo in Basye
4.84 out of 5 average rating, 32 reviews

Mountain views, pet friendly, walk to Lake Laura

CandiceRating, 5 stars2 weeks ago
We had a great couple of days here. Really enjoyed sitting on the back porch. We had to leave a day early because rain cancelled our mountain biking plans. We would stay here again!
Guest favorite
Illuminated boats are seen floating on a reflective body of water, surrounded by colorful lights. The vibrant hues of blue, green, and red create a festive atmosphere, while night lights twinkle in the background, enhancing the waterfront scene.
Condo in Downtown Frederick
4.9 out of 5 average rating, 115 reviews

Newly Renovated HUGE condo in heart of downtown!

VanessaRating, 5 stars3 weeks ago
This was a great spot! Definitely will stay again the next time we are in town. The location is amazing!!!

Quick stats about vacation rentals with a patio in Winchester

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$4,196 GYD before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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