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.

☆Spacious | 4 Room☆Fire Pit | Nature Trail | BBQ

Bright, spacious, and family-friendly! This home features 3 bedrooms, lounge/bedroom, 2.5 baths, and a fun room. Just minutes from Downtown High Point, HPU, dining, and shopping. Only a 25 minute drive to either Winston Salem or Greensboro / PTI Airport. Perfect for family weekends, University & business visits, or groups traveling for events in the triad. We pride ourselves on a clean, welcoming home. Professionally sanitized after each stay, so you can focus on making the most of your time.

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

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.

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.

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.

Sleeps 12 | 4BR Walk to Wake Forest & Grounds

One of the largest and most-reviewed homes near Wake Forest University — 145 stays at 4.92★, top 5% Guest Favorite. The Polo sleeps 12 across 4 bedrooms (3 queens + 4 twins) plus a sofa bed. Walk to Wake Forest University and The Grounds entertainment district, with steps to Allegacy Stadium, Couch Ballpark, LJVM Coliseum, and the new retail village. A classic brick home in a quiet residential pocket, with a dedicated workspace and self check-in. Pet-friendly.

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.

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.

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!