Mansion holiday rentals in Winston-Salem

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!!

Value · Family · Bathroom

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.

Family · Value · Sleep quality

☆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.

Family · Value · Parking

King + 3 Queens | Ping Pong Fun + Relaxing Deck

Stay in a clean, spacious 4-bedroom home in central Greensboro on a quiet street close to everything. Ideal for families, groups, and business travelers. Fast WiFi, spacious shaded deck, dedicated ping pong room, streaming TV, fresh linens, and a fully stocked kitchen. No interior stairs 9 min to airport, minutes to shopping, 12 min to downtown, and near top international dining. Easy access to UNCG, A&T and Guilford. 250+ reviews, 4.97+ stars. Comfortable, convenient, and a great value.

Location · Value · Indoor spaces

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 · Value · Checkout

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.

Location · Value · Quiet

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.

Location · Family · Comfort

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!

Family · Location · Hiking

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.

Location · Value · Walkability

Ardmore Neighborhood Gem | pet & kid friendly

Bring the whole family to this great place with lots of room for fun. Only 5 min from the Brenner's Children Hospital, 6 min from the Hanes Mall and 4 min from the shopping plaza, this place brings a peaceful vibe in the well known neighborhood of Ardmore in Winston-Salem. 10% discount First Responders: police, firefighters, EMTs, paramedics, 911 dispatchers Enjoy a well maintained, super clean and up to speed house. We are at your disposal!

Value · Family · Layout

Renowned historic home downtown/across from 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. A product of a prominent local architecture firm of its time, this residence has been carefully renovated to retain the original charm of 1916 and preserve history, while including modern updates and conveniences.

Value · Location · Kitchen

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.

Value · Location · Comfort