Mansion holiday rentals in Winston-Salem

Spacious 7BR Home for 21 Guests

Escape to our fully renovated 7-bed, 4.5-bath Jamestown retreat, perfect for up to 21 guests. Ideal for large families, groups, and corporate stays, sports groups, this spacious home features a game room, screened porch with ping-pong, and a chef’s kitchen on a private half-acre lot. Walk to downtown Jamestown restaurants, bakery, brewery, nightlife, and shopping. 7 mi to HP Market, 4 mi to Sedgefield CC, 10 mi to GSO Coliseum/Aquatic Center, 5 mi to HPU, 10 mi to UNCG, and 12 mi to PTI Airport.

Luxurious, Historic 4BR Home in Downtown Winston

If you’re looking for a home with comfort and charm, this is the place for you! It has been renovated with the historic nature of the property in mind. There is an amazing amount of space for a big family or group of friends, with 4 bedrooms and 3 bathrooms. Luxurious furnishings and antique touches make you feel like you’re staying in an upscale hotel without the price- and with your own privacy. One of the best parts of this home is the location- walking-distance from downtown Winston Salem!

"Patricia's" Large 4 Bedroom Home No parties!!!

Great corporate stay4 bedrooms2 1/2 bathroom home located in Guilford College area 1.9 miles from Greensboro airport. Short distance to High Point Furniture Market. Ten minutes from Sedgefield Country Club 7.3 miles. Greensboro Coliseum 5 miles away. Screened porch. Deck. Quiet neighborhood right off Friendly Avenue. The listing is limited to four people. NO PARTIES!!!!! AIRB&B will be notified immediately We have exterior cameras for your protection as well as the homes. No smoking inside

Tar Heel Manor - large, historic Greensboro house

THM is a 4200 sq' 120-year-old Dunleath Historic District house with a fascinating history, lovingly rehabbed over 10 years. It is close to family-friendly activities, public transportation, nightlife, the Tanger Center for Performing Arts, city center, colleges, wedding venues, Coliseum/Aquatics Center (4 miles), HP Furniture Market (18 miles), and airport (11 miles). You'll love the ambiance, comfy beds, huge kitchen and high ceilings. Great for old house lovers and guests desiring space.

Sleeps 14, Walk to WFU: 6 BR(1K,3Q, 6Tw) 2.5 Baths

Walk to Wake Forest University from this cute, two story home that sleeps 14! Located less than a half mile from campus, our tastefully decorated home offers 6 bedrooms, 2.5 baths plus a dressing room with sink, full mirror and space to get ready for graduation, weddings and other events that require a larger home. We offer ample parking in the back, a well stocked kitchen, full deck, side porch and living rooms with TVs on both floors, providing room to be together or to spread out.

Deacon Stays: The Polo - Walk to WFU

Completely renovated in 2023! Our charming home is just a short walk or drive away from the city’s best offerings as well as being located just minutes away from Wake Forest University’s campus. Walk through the front door of this little brick house and feel right at ease in a quiet residential neighborhood with easy access to a lively campus and thriving downtown. Our home is perfect for larger groups! Find out together why Winston Salem is a top choice for an easy weekend getaway.

Renovated Perfection in Quiet W-S Neighborhood

Open floor plan, beautifully renovated, brick home is the perfect place for you and your guests to spend time. Comfortable, home away from home is beautifully and comfortably decorated. Central heat and air conditioning. All new stainless steel appliances and granite countertops welcome you to the kitchen, which flows seamlessly into the dining and living rooms. Large screen TV in living room and also in master bedroom. 4th bedroom is the basement where there is a double bed.

Wake Forest - Clean! Comfy! Spacious!

Charming red brick neighborhood with lots of trees, large yards, with areas that could just pass for a Christmas village all year long! This cozy home is a one story that boasts a fabulously upgraded and fully stocked kitchen, quaint bedrooms and comfortable living spaces. The dining area and living room are great for groups or family time. There is also a game room/library and an office space with good Wi-Fi using a mesh network throughout the home - from 50-200 mbps.

Westwood Retreat: Chic Interiors in a Premier Neig

Welcome to the Historic Westwood Retreat, a relaxing 1920s themed home in the prestigious and safe Emerywood neighborhood. This home has been recently remodeled, can comfortably sleep up to 12 guests and offers 5 bedrooms and 2 baths with flat screen TVs in each bedroom including a 65' flat screen TV in the living room with complimentary Netflix. Minutes to High Point University, HP Furniture Market, High Point Country Club and the new Rockers Baseball Stadium.

Lizard Lookout

Fall is quickly approaching and with it comes lots of festivals! Local state parks and lots of hiking available! Come enjoy this peaceful piece of mountain living. You will feel like you are in the middle of nowhere with neighbors hidden by the woods. You will have the entire upper level including an open loft with plenty of games, books, and toys. The wildlife is plentiful this year with lots of deer and wild Turkey roaming around! The sunsets are amazing!

Winston-Salem Oasis *5 bedrooms*

Welcome to your relaxing stay in Buena Vista, one of Winston-Salem's most charming neighborhoods, just minutes from Wake Forest University and downtown. Historic & Elegant: Buena Vista features tree-lined, hilly sidewalks and stunning early 20th-century homes in Tudor, Colonial, Revival, and Craftsman styles Walkable & Welcoming: Well-lit, friendly streets make evening strolls comfortable. Residents regularly walk dogs or jog around the neighborhood.

Suite Madison

This newly renovated house is nestled in the middle of High Point. You can walk to restaurants, bars, shopping, and other attractions including the ballpark, children's museum, farmers market, and more! 5 min walk to Sweet Old Bills, 83 Custom Shop, Brown Truck brewery, Monkee’s and Wynnie’s boutiques, and many other shops and restaurants! This special place is close to everything, making it easy to plan your visit.