Mansion holiday 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 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
4.91 out of 5 average rating, 131 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 favourite
The bathroom features a spacious jacuzzi tub positioned beside a window, providing natural light. A modern vanity with a sink and mirror complements the sleek gray tile surrounding the tub. A small wastebasket and towel holder add to the functionality of the space.
Home in Thomasville
4.91 out of 5 average rating, 106 reviews

Sleeps 10 | Smart TV's

Welcome to Thomasville! Bring the whole family to this newly renovated home with over 2000 sq. ft of space for up to 10 guests. The location couldn't be better inside the quiet Fairgrove Forest subdivision, and within a short drive of plenty of dining and shopping options. You can soak in the jacuzzi tub upstairs, or enjoy the large yard with patio, outdoor table and chairs, and a gas grill. This home has all the modern amenities including fast Wifi and Smart TV's in every bedroom.

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, 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 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
4.92 out of 5 average rating, 303 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 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
4.93 out of 5 average rating, 101 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 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, 109 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.

Top guest favourite
A bright and spacious living area features a comfortable sectional sofa and two armchairs surrounding a circular coffee table. Natural light fills the space through sheer window curtains. A neutral area rug enhances the warm wooden floor, and a staircase is visible in the background.
Home in Ardmore
5 out of 5 average rating, 30 reviews

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! Our house gives you the opportunity to feel like home away from home. Enjoy a well maintained, super clean and up to speed house. We are at your disposal!

Guest favourite
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, 109 reviews

NEW Relaxing & Inviting Home; 5min to HPU & Market

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 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, 105 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 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, 218 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!

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, 41 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!

Guest favourite
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, 110 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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