Mansion vacation rentals in Winston-Salem

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Top-rated mansion rentals in Winston-Salem

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Top guest favorite
Home in Jamestown
4.95 out of 5 average rating, 118 reviews

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.

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, 293 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!

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, 132 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, 367 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.

Guest favorite
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, 305 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 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, 103 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
4.9 out of 5 average rating, 111 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
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
4.97 out of 5 average rating, 110 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.

Guest favorite
A cozy seating area showcases two upholstered chairs and a small side table, positioned on a decorative area rug. Light streams in through large windows dressed with sheer curtains, illuminating the space. A console table and decorative plant add a touch of style.
Home in Greensboro
4.92 out of 5 average rating, 171 reviews

2 Kit/Dining, Work Center, B-Ball Goal, + Fire Pit

Tucked back in a quiet neighborhood near Guilford College, you’ll be conveniently located just minutes from Int 40 and NC Hwy 73 in this 5 bed/3 bath multi-level home. The ground level floor is a 3 bed/2 bath traditional layout while the basement features a 2 bed/1 bath open concept. Perfect for business travelers and extended families, you’ll love calling this relaxing retreat your temporary home during your stay in Greensboro!

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, 110 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 favorite
The spacious living area showcases wooden log walls and a warm atmosphere. A stone fireplace is centrally located, with a patterned area rug beneath a comfortable sofa. Large windows allow natural light to illuminate the room, while rustic decor complements the cabin's character.
Cabin in Winston-Salem
4.96 out of 5 average rating, 219 reviews

Majestic Getaway near Wake Forest University

Our unique Cabin is a 3 bd, 3 ba and family/tv room w/comfy sofa bed for a fourth bedroom option. Wifi, TV (Roku, Netflix, etc ) available for you to sign into if you have an account. We provide Netflix ), fully equipped kitchen, laundry, large porches, great coal grill and wonderful secludedness. Lovely for a small family get together to a magical stay-cation!

Guest favorite
A spacious living area is visible, featuring a dining table surrounded by chairs and a nearby bar with stools. Art pieces adorn the walls, with a ceiling fan above providing comfort. A mix of natural and overhead lighting enhances the open layout.
Home in Winston-Salem
4.92 out of 5 average rating, 111 reviews

Proximity and Privacy

Access to everything yet feels far from it! Enjoy the main level of our beautiful home! A hop, skip and a jump to Hanes Mall, 5 star restaurants, grocery stores, Wake Forest University, Baptist Medical Center and so much more! Beautiful one story home located in the Sherwood Forest community. No better spot to feel so far away, yet be so close to it all!

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