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.

The Sunrise HavenBright and Cozy 4-Bedroom Home -

Welcome to the Sunrise, we're happy to have you here! the Sunrise is a beautiful fully renovated house. New kitchen, New Floor, Fixtures and ceiling fans. Excellent Wifi, 4 smart TVs. Excellent location, Five minutes away from Wake Forest University, 10 minutes away from Reynolda Garden/House, about 12 minutes away from Down Town. Shopping including grocery stores, gas stations, restaurants are all a quick 1 minute away. A home away from home!! We are pet Friendly. Come with your whole Family!!

Hannaford Hilton

Updated home on a quiet street with no through traffic. Plenty of space for 4-5 cars in the driveway and free street parking. You have access to the entire home including space to grill out in the back yard. Kitchen, dining, living room, three bedrooms, and two full baths are on the first floor. Basement has a family room, washer & dryer, and one bedroom. Exceptionally close to shopping and restaurants. Pets can enjoy the fenced in back yard. We have everything you need to be comfortable here!

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. Updated stainless steel appliances and quartz 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. Dogs allowed.

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.

New Beautiful 4 BR Home near Hospitals & Downtown

Hi, John here at your service! I'm super excited to be your host for your trip to Winston-Salem. I take pride in providing a great space, at a great price. 5 mins from Wake Forest University and 10 minutes to everything else. *MINIMUM 2 NIGHT STAY* Newly remodeled Wi-Fi, Netflix, Cable TV Sleeps eight: 1 king bed, 3 queens Fully equipped kitchen. AC & Heating Can fit up to 6 cars in the driveway and street parking. Universal Car Charging Station It charges at 40 amps so 9.6kw.

Historic Beauty: 5BR Home with Yard Near Hospital

This is a beautiful home, lovingly renovated to retain the original 1920s charm and preserve history, while including modern updates and conveniences. It is perfectly located in the heart of Winston Salem- only a few blocks from Wake Forest Baptist Hospital and less than a mile from downtown. Despite the city location, it features a 3 car garage and over 0.3 acres of lot space in the form of a great backyard. Additionally, it sits across the street from beautiful Hanes Park.

Idlewilde Farmhouse | 4BR/3BA Walk to Wake Forest

A modern farmhouse for groups visiting Wake Forest University and The Grounds — 4 bedrooms, 3 full baths, sleeps 10. 106 reviews at 4.93★. Stone fireplace, chef's kitchen, two private bedroom suites, hardwood floors. Walking distance to Allegacy Stadium, Couch Ballpark, LJVM Coliseum, and the new Grounds retail village. Need more space? We also offer this home combined with the back cottage for up to 16 guests with the whole property to yourselves. Pet-friendly. Superhost.

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.

Stylish Comfy Home Centrally Located to Triad Area

This is a great place for your next getaway. Whether you’re in town for a family reunion, visiting a child @college, a business group, or wedding , this home is a great place to stay! Great stylish place! You’ll love this space with it's four bedrooms. One of which is perfect for children but can accommodate one/two adults as well. The house is located in a quiet neighborhood close to great restaurants, shopping, Greensboro and Winston Salem. Perfect for your next trip.

Lovely Lodge on Horse Farm

All the comforts of home at this 4-bedroom, 4-bathroom luxury Lodge at Southern C's Farm! Private tvs in each bedroom. The spacious house features an open concept layout with beautiful views of the lake. Have your morning coffee on the terrace and yoga on the dock! When you're not enjoying all that the house has to offer, go for a hike on the 127 acre horse farm, go canoeing on the 15 acre lake or make the 9-mile trip into Greensboro for museums, parks and dining!

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.