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.

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.

Sleeps 10 | Smart TV's

Welcome to Thomasville! Bring the whole family to this newly renovated home with over 2000 sq. ft of space for up to 10 guests. The location couldn't be better inside the quiet Fairgrove Forest subdivision, and within a short drive of plenty of dining and shopping options. You can soak in the jacuzzi tub upstairs, or enjoy the large yard with patio, outdoor table and chairs, and a gas grill. This home has all the modern amenities including fast Wifi and Smart TV's in every bedroom.

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.

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.

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.

Home on Sunset: Warm, Relaxed, Family Ready

Welcome to the Home on Sunset, a relaxing coastal farmhouse themed home in the prestigious and safe Emerywood neighborhood. This home can comfortably sleep up to 10 guests and offers 4 bedrooms and 2.5 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.

2 Kitchens • 3 Living Spaces • Perfect for Groups

Tucked back in a quiet neighborhood near Guilford College, you’ll be conveniently located just minutes from Int 40 and NC Hwy 73 in this 5 bed/3 bath multi-level home. The ground level floor is a 3 bed/2 bath traditional layout while the basement features a 2 bed/1 bath open concept. Perfect for business travelers and extended families, you’ll love calling this relaxing retreat your temporary home during your stay in Greensboro!

Madison Suite

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.

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, TV (Roku, Netflix, etc ) available for you to sign into if you have an account. We provide Netflix ), fully equipped kitchen, laundry, large porches, great coal grill and wonderful secludedness. Lovely for a small family get together to a magical stay-cation!

Proximity and Privacy

Access to everything yet feels far from it! Enjoy the main level of our beautiful home! A hop, skip and a jump to Hanes Mall, 5 star restaurants, grocery stores, Wake Forest University, Baptist Medical Center and so much more! Beautiful one story home located in the Sherwood Forest community. No better spot to feel so far away, yet be so close to it all!

Deacon Stays: The Idlewilde - Walk to WFU

Charming 4-bed, 3-bath modern farmhouse retreat minutes from Wake Forest University. Perfect for groups, this home features a chef's kitchen, stone fireplace, and a dedicated workspace. Two separate bedroom suites offer added privacy. Enjoy a stylish and comfortable stay in a quiet neighborhood close to all Winston-Salem attractions.