Vacation rentals with a patio in Winchester

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Popular amenities for Winchester patio rentals

Apartment rentals with a patio

Superhost
A misty landscape is viewed from a covered patio, featuring expansive green fields and trees in the distance. A light rain is visible, creating a soft ambiance across the scenery. The structure's railing and patio furniture frame the tranquil rural setting.
Apartment in Culpeper
5 out of 5 average rating, 4 reviews

Private Patio Apartment Hosted by Gary

ChristinaRating, 5 stars4 months ago
Peaceful, the horse's were beautiful to look at everyday, it hasa relaxing feel and I worked third shift at the hospital and no complaints at all.
Superhost
A welcoming living area displays a large sectional sofa and a comfortable armchair, paired with a marble coffee table. Natural light filters through multiple windows and a modern fireplace is situated below a mounted television, enhancing the overall atmosphere.
Apartment in Frederick
4.87 out of 5 average rating, 15 reviews

Luxury Basement Apartment Suite

AlexRating, 5 stars9 months ago
Stay was exactly as described. Home was clean and had everything needed for a home base for work and camp for the kids. Jorge and John we very communicative and friendly. 100% would reccomend.
Guest favorite
A serene riverfront scene is displayed, featuring a lush green lawn that leads to a calm waterway. Several chairs are arranged near the water's edge, with a picnic table visible in the foreground. Trees provide natural shade, enhancing the peaceful setting.
Apartment in Elkton
4.88 out of 5 average rating, 101 reviews

Rustic River Retreat- 2 Bedroom Riverfront Lodging

DianaRating, 5 stars3 months ago
We’re an outdoorsy family and we all loved our stay in Glenn’s home, right by the water with easy to launch area for the kayaks, no light pollution at night to watch a blanket of stars in the sky. Our fur baby loved it just as much and took a liking to Glenn. Thank you and hope to be back this summer!!!
Top guest favorite
A corner seating area features two plush gray armchairs beside a small round table. Natural light enters through a window adorned with sheer curtains, while a decorative plant and a cozy blanket add subtle touches to the space.
Apartment in Salisbury
4.96 out of 5 average rating, 125 reviews

Ord St Inn Unit Two, spacious 2nd floor apartment

ChristopherRating, 5 stars6 days ago
Absolutely 100% Top notch! Immaculately clean, quiet, comfortable and Joe is a great host. I can't say enough about how perfectly this was setup.
Top guest favorite
The exterior of the property features a brick wall with white siding, showcasing large windows that provide natural light. A small deck with white weatherproof furniture is visible, surrounded by greenery and offering a comfortable outdoor space.
Apartment in Harrisonburg
4.92 out of 5 average rating, 121 reviews

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

JamesRating, 5 stars6 days ago
Clean, comfortable beds. The stay was exactly as described. I will stay again! Great communication!!
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
5 out of 5 average rating, 120 reviews

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

NevaehRating, 5 stars6 days ago
(For younger people that care), beware that they live upstairs from where you will be staying!!! We (kinda of) loudly played music in the living room, were able to walk 50 feet to the gazebo (located in the yard) to smoke, and laughed loudly all night. We were worried we’d have to be super quiet and they would be strict but, the owners had no complaints which we were very greatful for, didn’t interrupt us, got our money’s worth and had a great night!
Guest favorite
A compact kitchen area features modern appliances, including a microwave and small refrigerator, along with a sink. Two stylish bar stools are positioned at a countertop. The space opens into a well-lit living area, with the bedroom visible in the background.
Apartment in Downtown Frederick
4.93 out of 5 average rating, 102 reviews

Charming Historic Downtown Apartment…The Fox’s Den

MatthewRating, 5 stars1 week ago
We had a wonderful stay! The place was as nice as the pictures showed. Roomy yet cozy, and comfortable. Bedrooms on opposite sides so that two couples can share the place. Good location only a short walk to downtown. Two parking spots not far from the entrance. Well-lit neighborhood and home, felt very safe.
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, 106 reviews

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

AmandaRating, 5 stars1 week ago
Erika and John’s place was wonderful, exactly what I needed for a quick weekend trip from DC! The bed was comfortable and they were very responsive. Would definitely stay again!

House rentals with a patio

Top guest favorite
A scenic view of rolling hills is captured, showcasing vibrant autumn foliage across the mountains. A grassy field stretches in the foreground, bordered by a black wooden fence. The sky displays soft pastel colors, hinting at a peaceful evening.
Home in Stanardsville
4.96 out of 5 average rating, 26 reviews

The Madelyn

Narasimha KamalRating, 5 stars6 days ago
very good place, close to the park. peaceful and had more entertainment in house. Netflix, Youtube
Top guest favorite
Home in Woodbridge
4.98 out of 5 average rating, 55 reviews

Cozy 2-level home with 2 bedrooms and an office.

HanaRating, 5 stars2 weeks ago
Claudia's place was well-suited for a long-term stay, and the interior was both clean and friendly. We had a couple of minor issues come up, which Claudia quickly responded to. The Lake Ridge area is also very nice, including its proximity to walks around the lake. Overall it was a great stay and very grateful to Claudia for offering such a lovely place.
Top guest favorite
A bright living area features a light grey walls and sleek wood flooring. Comfortable seating includes a sectional sofa with decorative pillows, complemented by a blue chair. A coffee table sits atop a soft area rug, while large windows provide natural light, framed by patterned curtains.
Home in Stanardsville
4.96 out of 5 average rating, 56 reviews

Cozy Corner Getaway

MichelleRating, 5 stars6 days ago
A lovely, quiet setting. The house was wonderful and just as described. It was welcoming and spotless. The beds were firm and comfortable. Would definitely stay here again.
Guest favorite
A covered patio area features four comfortable lounge chairs, each with soft cushions. A small side table stands beside one of the chairs. The brick exterior provides a warm backdrop, while two windows allow natural light to fill the space.
Home in Cumberland
4.89 out of 5 average rating, 27 reviews

Johnson Heights Getaway

KatieRating, 5 stars1 month ago
This is our second time staying at the house. The house is very welcoming and homey. Very clean! Plenty of necessities. She always has extra blankets and plenty of essentials. Extra parking on street if needed. Close proximity to downtown Cumberland. Safe neighborhood. Will stay again!
Superhost
Home in Manassas
4.77 out of 5 average rating, 13 reviews

Luxury Home. Hot-tub, Fire Pit, Game Room. IAD/DC

AaronRating, 5 stars1 week ago
Very fun place! Perhaps somewhat new so some kinks being worked out, but the host is incredibly responsive to any requests and has invested heavily in the property - luxury fixtures, appliances, amenities. Highly recommend.
Guest favorite
Home in Purcellville
4.93 out of 5 average rating, 27 reviews

Recently Renovated Rolling Hills Retreat

JoRating, 5 stars1 month ago
Lovely place to stay, wish I could of stayed longer, DEFINITELY in the country and I love that! House was very comfortable and had everything needed to make it fun for all.
Superhost
A charming single-story home features brick exterior with a front porch bordered by white railings. The well-maintained lawn is enhanced by neat flower beds and a stone pathway leading to the entrance. Lush greenery provides a natural backdrop, contributing to a welcoming ambiance.
Home in Berryville
4.91 out of 5 average rating, 32 reviews

Rustic chic 3 bedroom home with onsite parking.

ChristinaRating, 5 stars2 months ago
As usual, a friendly host, a well-appointed and comfortable home, and a great location for our needs.
Superhost
A stone walkway leads to a set of wooden stairs ascending to a deck area. Lush greenery surrounds the pathway, including plants and grass, creating a serene outdoor environment. The deck features shaded seating, providing a cozy spot for relaxation.
Home in Centreville
4.77 out of 5 average rating, 77 reviews

Private entrance 1bed/1 bath in walkout basement

MadelineRating, 5 stars4 days ago
Great place to stay when visiting family in the Fairfax area!

Condo rentals with a patio

Top guest favorite
A large, dark green sign displays 'Northern Lights Village' in bold white letters. The sign is situated amidst snow-covered ground, with leafless trees and distant buildings in the background, conveying a winter landscape.
Condo in Mercersburg
5 out of 5 average rating, 20 reviews

SlopeSide

JenniferRating, 5 stars2 months ago
I almost don't want to write a positive review because I'd like this condo to be available only to me. It was perfect! The place is comfortable and had everything we needed for our 2 night stay. Easy ski in/out access, and perfect for a family that has some that stay on the slopes a little longer than others. We just hope this place will be available again when we visit next.
Guest favorite
An outdoor dining area is visible on a private brick patio, featuring a table surrounded by chairs. A large umbrella offers shade. Lush greenery and trees are seen beyond the patio, with a charming brick building in the background.
Condo in Warrenton
4.93 out of 5 average rating, 100 reviews

Historic Two Bedroom in Old Town Warrenton

MaryamRating, 5 stars1 month ago
William was very responsive and understanding to our baby’s needs (eg setting up the pack n play even prior to our arrival). There are also toys and books! The place is cozy and great for our needs. Just a note that the main bedroom is also the living area, which worked out fine for us given that the baby slept in the second bedroom.
Guest favorite
A spacious room is highlighted by a king-sized bed with a checkered blanket and a bedside lamp. A small dining table with two chairs is situated near the entrance, while the walls are painted in a calming blue tone, complemented by soft lighting.
Condo in Mercersburg
4.93 out of 5 average rating, 15 reviews

Rockwell Suite #104 at the Inns of Whitetail

JosephRating, 5 stars2 months ago
Very nice spot right off the mountain. Pretty short walk from the top of the green hills. Great if you have your equipment already! Living space was big enough to relax after the slopes. Comfortable bed and big tv.
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, 109 reviews

Wi-Fi, 3 bedroom, 3 bath, near BWC, JMU, 1-81

SarahannRating, 5 stars5 days ago
This was the second time we have stayed her, and hopefully, won’t be the last.
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, 137 reviews

Quiet Apartment, Hot Tub, Downtown Frederick, Dogs

MarissaRating, 5 stars1 week ago
I absolutely loved this listing! The location was perfect and in the heart of downtown Frederick. We were walking distance or a short drive from restaurants and shops. The listing was clean, clutter free, and really nicely decorated. The hosts were very responsive and friendly. I would definitely recommend this listing, and would stay there again.
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
4.81 out of 5 average rating, 98 reviews

The Room with the Views!

AhmedRating, 5 stars2 months ago
It was great! I didn’t realize just how close it is to the slopes. We just walked straight to the resort. The people at the resort were nice and the random people we met. It’s a great spot to stay.
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, 190 reviews

Stunning Remodeled 1 BR Condo Steps to Everything.

BrittaniRating, 5 stars5 months ago
We had a wonderful night at the condo. Our host let us know in the morning it was clean and ready so that we could check in early. Very clean and comfortable. Would stay here again for sure.
Superhost
A stone patio area is highlighted with a large parasol providing shade over a dining set, featuring four chairs and a table. Surrounded by flower pots, a lush green lawn is visible in the background, with trees providing additional shade.
Condo in Culpeper
4.92 out of 5 average rating, 13 reviews

Private 2/2 full baths very bright basement home

KariRating, 5 stars6 months ago
We had a lovely stay at Lili's place. It was very peaceful! We would definitely book again if we were in the area. Lili was very responsive to any questions we had.

Quick stats about vacation rentals with a patio in Winchester

  • Total rentals

    50 properties

  • Nightly prices starting at

    $20 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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