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.

Location · Value · Walkability

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!!

Location · Value · Bathroom

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.

Location · Family · Walkability

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.

Family · Location · Condition

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.

Location · Value · Outdoor spaces

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.

Value · Family · Cleanliness

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!

Value · Family · Accuracy

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.

Family · Location · Parks

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.

Value · Location · Amenities

Historic home in Grace Park

From your first steps onto this property, you know you are looking at something special. Before you even enter the house, there will be no question that staying in a historic home of this stature is a rarity. This residence has been carefully renovated to retain the original charm of 1920 and preserve history, while including modern updates and conveniences.

Family · Location · Kitchen

5 BR Home -Minutes to WFU and Downtown WS

Historic Home Renovated with all the Modern Amenities located within a quaint neighborhood less than 5 minutes to great restaurants, exciting museums, and local attractions like Wake Forest University, Reynolda Village, SECCA Art Museum, Old Salem, and Downtown Winston Salem. Bring the whole family to this great place with lots of room for fun and relaxation!

Location · Family · Hospitality

Majestic Getaway near Wake Forest University

Our unique Cabin is a 3 bd, 3 ba and family/tv room w/comfy sofa bed for a fourth bedroom option. Wifi and streaming platforms available for you to sign into if you have your own account. We provide fully equipped kitchen, laundry, large porches, great coal grill and wonderful secludedness. Lovely for a small family get together to a magical staycation!

Location · Family · Air conditioning