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Mansion vacation rentals in Winston-Salem

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Top-rated mansion rentals in Winston-Salem

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

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Top guest favorite
Home in Jamestown
4.95 out of 5 average rating, 122 reviews

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.

Top guest favorite
The living room is adorned with original hardwood floors and features a brown leather sofa with decorative blue and white cushions. A large abstract mural hangs on the wall, while a live edge coffee table sits on a striped area rug. Two round blue ottomans provide additional seating.
Home in Idlewood
4.98 out of 5 average rating, 301 reviews

👉🏼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!

Guest favorite
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
4.93 out of 5 average rating, 105 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 favorite
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
4.91 out of 5 average rating, 135 reviews

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.

Guest favorite
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, 376 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. 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.

Superhost
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, 307 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.

Guest favorite
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
4.93 out of 5 average rating, 105 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 favorite
A colorful children's room features a bunk bed with a twin upper bed and a full lower bed, both made up with light-colored linens. A mural of mountains and trees adorns the wall. A decorative teepee sits on a patterned rug beside soft seating options.
Home in High Point
4.89 out of 5 average rating, 117 reviews

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.

Guest favorite
The living area features large, arched windows allowing abundant natural light, complemented by a cozy sectional sofa arranged around a central coffee table. A flat-screen TV is mounted above the fireplace. A staircase leads to the upper level, visible in the background.
Home in Greensboro
4.96 out of 5 average rating, 101 reviews

7 BR on PGA Tour’s Sedgefield CC range Hot Tub

3 story, 7 BR house 250 yards from Sedegefield’s clubhouse overlooking the historic driving range. 2020 kitchen renovation. 2021 back deck expansion with brand new hot tub cleaned after each guest. Modern house complete with pool table, ping pong table, & game room. Your kids will love it. Master bathroom has jacuzzi tub. Twin over Full bunks in two rooms means there are 10 beds for use. 5 car limit. Additional parking available nearby upon request.

Guest favorite
A spacious living area features a decorative fireplace, a large flat-screen TV mounted above, and comfortable seating on a neutral-toned sofa. A rustic wooden coffee table sits on a blue area rug, enhancing the inviting atmosphere. Access to the kitchen is visible in the background.
Home in High Point
4.96 out of 5 average rating, 112 reviews

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.

Top guest favorite
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, 118 reviews

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.

Guest favorite
A cozy living area showcases a spacious blue sectional sofa alongside a wooden armchair. A large flat-screen television is mounted above a fireplace, with natural light filtering through blinds. A decorative rug enhances the warmth of the hardwood floor.
Home in Southside
4.96 out of 5 average rating, 114 reviews

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!

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