Vacation rentals with outdoor seating in Winston-Salem

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Top-rated outdoor seating rentals in Winston-Salem

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming cabin is set amongst tall trees, with a winding driveway leading to its entrance. The house features a multi-level structure and large windows. The surrounding area is covered with fallen leaves, indicating the seasonal changes in nature.

Home in Lewisville

5 out of 5 average rating, 49 reviews

Hidden Gem mins from winston/cooperate & long term

Feel like in wood ready to camp out this beautiful home give you blink of the camping , setting campfire at night and enjoying hot beverages with your group. All amenities to fit any needs work from home got the perfect office place to set up with fast wifi and nighthawk router, living room open space to cook your favorite meal and enjoy game of chess on life size chess table or shoot pool. At night great place to play board games like Monopoly, uno and cards. Three level home have full privacy.

Guest favorite

The exterior of the home is illuminated at night, highlighting a cozy patio area with multiple round tables and elegant chairs. String lights create a warm ambiance, accentuating the inviting entrance and well-kept landscaping, suitable for evening gatherings.

Home in Winston-Salem

4.86 out of 5 average rating, 7 reviews

Private oasis right in town

The home is on a 3-acre property and it always feels like vacation around here! Bedrooms are spacious & inviting. Beds sleep up to 8, extra available. In the backyard you'll find a gas grill, comfortable deck next to a fire pit and a walking trail through an acre of woods. Kids can jump on the trampoline or zip down the zip line. Pick up a game of badminton, or relax in the hammocks for absolute peace and quiet. Make your home away from home in our beautiful, convenient & quiet neighborhood.

Guest favorite

A comfortable bed is presented with crisp white linens, accented by a mustard yellow throw pillow and a patterned blue pillow. A bedside table holds a small plant and a stylish lamp, with sunlight filtering through the nearby windows.

Home in High Point

4.97 out of 5 average rating, 106 reviews

<2mins to HPU w/Cornhole,Billiards,Firepit,&Games!

Welcome to our beautiful mid-century modern Cape Cod! You'll enjoy being close to everything that makes this town special. ♥The Farriss House♥ is walkable to High Point University (.5m), family friendly Armstrong Park, the High Point Greenway, Quebein Children's Museum, Rocker's baseball stadium, Stock+Grain Assembly food hall,&Congdon Yards! This space was designed for gathering and making lasting memories. Enjoy recent updates to this 1940's home that has maintained much of its original charm

Guest favorite

A cozy outdoor seating area features a fire pit surrounded by colorful Adirondack chairs, positioned under shaded canopies. Lush greenery and blooming flowers frame the space, with a serene view of the lake visible in the background.

Home in Lexington

4.96 out of 5 average rating, 230 reviews

"Heaven Hill" High Rock Lake Front Escape

There's NOTHING better than a vacation at High Rock Lake! Heaven Hill is a true getaway that will melt away the stress. This waterfront oasis not only offers a private dock in a large quiet cove, fire pit, screened-in porch, and plenty of areas to unwind, it also gives plenty of space for memories and reflection! Located just minutes from Childress Vineyards, Salisbury, and historic Lexington, and roughly 35 minutes from major cities including Charlotte, Winston Salem, and Greensboro/High Point

Top guest favorite

Home in High Point

4.92 out of 5 average rating, 105 reviews

Historic Street House/Hot Tub

Walking distance to Furniture Market , Hospital, Baseball Stadium, Children’s Museum, High Point University. Uptowne shops, Restaurants, Breweries, Alex's House, a local diner for breakfast, Dinner at Bill's or the Historic JH Adams Inn. Live Music within walking distance. Nearby Greenway/Pickleball Courts. 83 Coffee 2 blocks away.Saturday Farmers Market. Library, Krispy Kreme, Relax on the front porch or ping pong inside! Back yard Hot Tub. House is not suitable for children under 10 years.

Superhost

A private outdoor space features a round stock tank pool surrounded by a pebbled area. Two colorful inflatable pool toys rest in the water. Comfortable seating arrangements with woven chairs are paired with hammocks, creating a cozy atmosphere amidst lush greenery.

Home in Winston-Salem

4.89 out of 5 average rating, 281 reviews

Cozy King Blue H2O Staycation , Pool & Hot Tub

Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool . A fire pit to unwind. Double Hammock & Enjoy a back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)

Top guest favorite

A well-equipped kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island with two modern bar stools provides a casual dining space. The warm wood flooring complements the design, creating an inviting cooking environment.

Apartment in Statesville

4.98 out of 5 average rating, 193 reviews

A place for you in the country

You'll love or Carriage House. Full kitchen with oven, French door refrigerator, stove, microwave. Has an island where you can eat or a dining table with 4 chairs. Washer and drier. Dedicated workspace. Large sectional sofa and coffee table. Entertainment includes 55 in Smart TV & High speed internet Queen bed & all linens. Also cotton sheets Bath has walk in frameless shower. Entire space is well lit. A place you'll visit again & again. Comfort in the country. We welcome you to our place.

Guest favorite

A serene lakeside view is captured during sunset, showcasing vibrant hues of pink and orange in the sky. Silhouetted trees line the shore, while a private dock extends into the water, offering a tranquil spot for relaxation amidst nature.

Cottage in Lexington

4.9 out of 5 average rating, 203 reviews

Peaceful high rock lake front cottage !

Take it easy at this unique and tranquil getaway. High rock lake front very secluded area of the lake. Private pier and floating dock. We are on a shallow part of the lake at times if it’s dry enough or damns open out pier can be on the ground. 95% of them time we have good water. There are outside cameras and they are off during your stay, but if it makes you feel more comfortable, we leave the blink module in living room you can unplug during your stay just plug back in when you leave.

Top guest favorite

A welcoming front porch features a custom daybed swing adorned with black and white cushions. Lush greenery is visible along the edges, while a doormat reading 'You're Exactly Where You Need to Be' adds a personal touch. Lanterns and potted plants complete the inviting space.

Home in High Point

4.97 out of 5 average rating, 183 reviews

<5min to HPU & Market *The Historic Escape*

We are 𝐉𝐨𝐡𝐧𝐬𝐭𝐨𝐧 𝐄𝐬𝐜𝐚𝐩𝐞𝐬 and we welcome you to 𝐓𝐡𝐞 𝐇𝐢𝐬𝐭𝐨𝐫𝐢𝐜 𝐄𝐬𝐜𝐚𝐩𝐞! Originally The "Louis Johnson Diffee House", located in the popular historic district! 3 BR, 2.5 bath & 3 porches, with the front porch offering a custom daybed swing! Conveniently located and walking distance to many restaurants such as Sweet Old Bills BBQ, Christina Gray’s, & an award winning craft brewery, Brown Truck Brewery! Mins to HPU, HP Market, and the new Rockers Baseball Stadium!

Superhost

A private rooftop deck is showcased with two wooden chairs facing a sunset view, string lights overhead providing soft illumination. A patterned rug anchors the space, complemented by a small table and potted plants. A barbecue grill and additional seating are also present.

Apartment in Winston-Salem

4.84 out of 5 average rating, 122 reviews

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

Guest favorite

The exterior of the cottage showcases a cozy lakefront setting, framed by tall trees. A green metal roof complements the light-colored siding. A porch extends from the front, leading to steps that descend toward the lake, surrounded by a pathway and a screened-in patio area.

Cottage in Lexington

4.92 out of 5 average rating, 145 reviews

Waterfront | Private Dock | HUGE Views | Kayaks

Baywood Cottage is a wonderfully cozy lakefront cottage situated on a quiet cove on High Rock Lake, located less than an hour from Charlotte, Greensboro, and Winston Salem. With access to the main channel of HRL, you can visit several waterfront restaurants and marinas by boat. This is the perfect retreat for a romantic getaway, a family trip, and quite possibly the best fishing in NC. With a spacious master suite and several outdoor living spaces, you'll have a hard time leaving!

Top guest favorite

A single-story ranch house with a welcoming front porch. Surrounding greenery includes mature trees and well-maintained shrubs. A spacious lawn is visible, providing a serene outdoor environment. A car is parked in the driveway, indicating easy access to the home.

Home in Jamestown

4.98 out of 5 average rating, 175 reviews

Downtown Jamestown, quiet, clean and spacious!

Location is key! A block from quaint Jamestown's food and entertainment. Five miles from Furniture Market, four miles from HPU, 8 miles from downtown Greensboro or coliseum area and less than 20 miles from Winston. Adorable ranch, recently updated and has all the comforts of home. Pet friendly with fully fenced backyard. Both business travelers and families will enjoy the safe , quiet neighborhood walking distance to dining, coffee shop, bakery, entertainment, parks and trails.