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Mansion holiday rentals in Winston-Salem

Find and book unique mansions on Airbnb

Top-rated mansion rentals in Winston-Salem

Guests agree: these mansions are highly rated for location, cleanliness and more.

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Guest favourite
Home in High Point
4.9 out of 5 average rating, 124 reviews

☆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.

Guest favourite
The charming farmhouse presents a welcoming facade with classic architectural details. A large porch is adorned with white railings, while a pathway leads through a grassy area. The home is surrounded by trees and features a light-colored exterior complemented by decorative trim.
Home in Mayodan
4.91 out of 5 average rating, 304 reviews

Home away from home.. 20 minutes-Greensboro/Triad

Home away from home! Relax and Enjoy! Walk to the park or downtown for a late night stroll & dinner! The home has 4 bedrooms, 2 full bathrooms with hot tub, a large deck, and covered parking spaces. Fully equipped kitchen with stainless gas range, SS Refrigerator, Vented microwave! Walk in Pantry! Formal Dining Room seating 8! Hardwoods throughout! Living room w/sectional couch! Every room has Roku Tv's! ! Above ground pool is Open May-September! Hot Tub Owner is a NC Broker. Inquire now!

Superhost
Home in Winston-Salem
4.81 out of 5 average rating, 129 reviews

Hannaford Hilton

Updated home on a quiet street with no through traffic. Plenty of space for 4-5 cars in the driveway and free street parking. You have access to the entire home including space to grill out in the back yard. Kitchen, dining, living room, three bedrooms, and two full baths are on the first floor. Basement has a family room, washer & dryer, and one bedroom. Exceptionally close to shopping and restaurants. Pets can enjoy the fenced in back yard. We have everything you need to be comfortable here!

Top guest favourite
The kitchen features granite countertops and stainless steel appliances, with a spacious island and seating. A dining area with a table and chairs is visible in the background, illuminated by natural light through nearby windows.
Bungalow in Winston-Salem
4.9 out of 5 average rating, 396 reviews

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.

Guest favourite
A charming two-story home, surrounded by lush greenery and colorful landscaping. Large windows enhance the warm ambiance, while a well-maintained lawn offers ample space for outdoor activities. The inviting brick façade complements the serene setting, creating a welcoming first impression.
Home in Winston-Salem
4.94 out of 5 average rating, 116 reviews

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.

Top guest favourite
A spacious brick home is set against a clear blue sky, accented by a well-manicured lawn. The entrance features white columns and a welcoming porch, surrounded by greenery that provides a sense of privacy and tranquility.
Home in Winston-Salem
5 out of 5 average rating, 53 reviews

New Beautiful 4 BR Home near Hospitals & Downtown

Hi, John here at your service! I'm super excited to be your host for your trip to Winston-Salem. I take pride in providing a great space, at a great price. 5 mins from Wake Forest University and 10 minutes to everything else. *MINIMUM 2 NIGHT STAY* Newly remodeled Wi-Fi, Netflix, Cable TV Sleeps eight: 1 king bed, 3 queens Fully equipped kitchen. AC & Heating Can fit up to 6 cars in the driveway and street parking. Universal Car Charging Station It charges at 40 amps so 9.6kw.

Guest favourite
A two-story brick home is framed by manicured greenery and stone steps leading to the entrance. A spacious front porch, bordered by white railings, provides a welcoming area to enjoy the outdoors. The home features large windows that allow natural light to illuminate the façade.
Home in Winston-Salem
4.91 out of 5 average rating, 320 reviews

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.

Top guest favourite
A spacious dining area features a long wooden table set with red placemats, accommodating multiple guests. The kitchen, visible in the background, is equipped with modern appliances and bar seating. A floral centerpiece adds a touch of elegance to the inviting setting.
Home in Winston-Salem
4.94 out of 5 average rating, 114 reviews

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.

Guest favourite
A well-appointed bedroom features a spacious bed with blue bedding accented by two orange throw pillows. Above the bed, two framed art pieces are displayed. A small round nightstand with a marble top is positioned beside the bed, and warm curtains frame the window.
Home in Winston-Salem
4.9 out of 5 average rating, 149 reviews

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.

Guest favourite
Home in Winston-Salem
4.93 out of 5 average rating, 28 reviews

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.

Top guest favourite
A charming single-story house is presented with a welcoming front porch adorned with rocking chairs. The exterior features light-colored siding, red brick accents, and a well-maintained landscape with a manicured lawn and decorative mulch. Surrounding trees provide natural shade to the property.
Home in High Point
4.99 out of 5 average rating, 152 reviews

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.

Top guest favourite
The front porch features a white railing and polished wooden flooring, creating an inviting outdoor space. Potted plants are arranged neatly, while comfortable seating options are visible, perfect for relaxing. Two stylish wall lights provide soft illumination for evening enjoyment.
Home in Winston-Salem
5 out of 5 average rating, 47 reviews

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!

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