Mansion holiday rentals in Winston-Salem

The Woodfern House

This home features 7 bedrooms, 4.5 baths and sleeps 21. Two master suites with private baths. Enough space for the whole fam! New appliances in open, fully-equipped kitchen. XL living room with 65” smart TV. Screened-in porch offers an outdoor table with seating for 8 in addition to the dining room. 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, 12 mi to PTI. Walking distance to restaurants, bakery, brewery, nightlife and shopping.

👉🏼Cozy 4BR🏠Open 1 lvl , Coliseum, DT, A&T/UNCG

Perfectly located in the heart of Greensboro within 5 minutes to Downtown, restaurants, bars, and entertainment. 4 mins to A&T, UNCG & Moses Cone Hospital. 13 mins to PTI Airport. 8 mins to the Greensboro Coliseum. This stylish 4-bedroom home has an open floor plan, updated kitchen, luxury appliances, washer & dryer and a large master bedroom with French doors leading to the private patio. So, whether you're on a family vacation, girl's/guys trip, UNCG or A&T homecoming this home is for you!

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.

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.

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.

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!

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.

Downtown Greensboro Urban Oasis

Welcome to our bright and cozy craftsmanin the heart of Downtown Greensboro! Our charming and spacious home is located in a quiet neighborhood and just a short walk away from all the best restaurants, bars, and shops. With plenty of room for the whole family and all the amenities you need for a comfortable stay, you will feel right at home in this cozy and inviting space!