Mansion vacation rentals in Winston-Salem

4.91 out of 5 average rating, 114 reviews

Luxurious, Historic 4BR Home in Downtown Winston

If you’re looking for a home with comfort and charm, this is the place for you! It has been renovated with the historic nature of the property in mind. There is an amazing amount of space for a big family or group of friends, with 4 bedrooms and 3 bathrooms. Luxurious furnishings and antique touches make you feel like you’re staying in an upscale hotel without the price- and with your own privacy. One of the best parts of this home is the location- walking-distance from downtown Winston Salem!

Apartment in Downtown Winston-Salem

4.92 out of 5 average rating, 51 reviews

The Camel City Lofts, Downtown!

☞ 800 Square foot covered deck overlooking city! ☞ Free Reserved Parking in front of apartment for 3 cars ☞ 500+ Mbps Wi-Fi ☞ 5 Bedrooms, 3 Bathrooms, 2 Kitchens, 4,000 Square Foot apartment ✭✭✭✭✭ “Jeff, your place is perfect. Don’t change anything!” ☞ Fully equipped + 2 stocked kitchens ☞ Self check-in ☞ In Unit Private washer + dryer ☞ Air conditioning 》0.4 miles to Benton Convention Center, 8 min walk 》25 mins to Greensboro, Piedmont Triad Airport 》10 mins to Wake Forest University

Bungalow in Winston-Salem

4.89 out of 5 average rating, 358 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.

4.97 out of 5 average rating, 59 reviews

5Bd/4Ba sleeps 12 & 5min to WFU

Large 3-level Cape Cod on a wooded acre at the end of a quiet street in a lovely Mid Century neighborhood. Enjoy breakfast at the coffee bar, afternoons in the garden lounge; board games, foosball, darts, PS4 in the entertainment room; wine at night in the salon or around the fire pit w/ BBQ on the grill. Experience our eclectic mix of southern charm with an international touch. Welcome to the house of Southern Comfort! Note: Pets are allowed for an additional fee.

4.9 out of 5 average rating, 103 reviews

Home in High Point

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.

4.97 out of 5 average rating, 258 reviews

Home in Greensboro

Cozy and stylish home in a central location!

Welcome to Village Lane! A cozy, well-kept home on a quiet street, minutes from everything Greensboro has to offer. Super-fast WiFi, Netflix + cable, fresh linens, and fully stocked kitchen/bath. No stairs inside. 9 min to the airport, 8 min to Friendly Center, 12 min to downtown. Just 3 min to amazing international dining, with easy access to Winston-Salem, High Point, and more. One of the highest rated homes in the area with 250+ reviews at 4.97+ stars.

5 out of 5 average rating, 24 reviews

Home in Ardmore

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!

5 out of 5 average rating, 15 reviews

Home in Lewisville

Pool and Hot Tub | Stunning home

This beautifully staged 4-bedroom, 3,5 bath home in Lewisville, NC, sleeps 7 and offers the ultimate relaxation with a private pool, hot tub, and outdoor dining space. Inside, enjoy a spacious open-concept living area and a fully equipped kitchen. Located minutes from top wineries, a distillery, and a brewery, it’s the perfect home base for exploring local flavors. Whether you’re lounging by the pool or touring nearby attractions, this retreat has it all!

5 out of 5 average rating, 7 reviews

Amazing Retreat Outdoors+Indoors

I’m Tom, a design-build professional & my wife Lindy’s background is international furniture. We’ve combined our talents to create this retreat with BEAUTIFUL interior & WONDERFUL outdoor amenities: Lush landscaping, salt water pool, cedar barrel sauna and hot tub. We created this retreat for ourselves with no intention of renting it but have recently decided to share our Winston-Salem home with other FAMILIES to create wonderful FAMILY memories.

4.97 out of 5 average rating, 104 reviews

Home in High Point

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.

4.96 out of 5 average rating, 214 reviews

Cabin in Winston-Salem

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!