Holiday rentals with outdoor seating in Winston-Salem

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.

<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

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.

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.

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.

<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!

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!

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.

High Point's Gem! Group Friendly! Five Bedrooms!

This stunning 5 bedroom home was designed for gatherings! Whether traveling with family, friends, or on business, your group will love the ability to spread out & enjoy multiple seating and hangout areas plus a fenced-in backyard for the pups! 2 King & 1 Queen bedroom are located on the main level, plus 1 Queen & 1 Twins bedroom upstairs with a cozy loft. Our central location means you'll have easy access to both High Point & Greensboro businesses, attractions, and venues!