Family-friendly holiday rentals in Forsyth County

4.84 out of 5 average rating, 182 reviews

Cozy Ardmore Cottage Main Level

Main level unit of a two apartment house located just minutes from downtown Winston-Salem, Baptist Hospital, & BB&T Field in the charming Ardmore neighborhood. Easy access to both 40 & 421. Built in 1945, and updated to provide comfort, security, & character, the open floor-plan is perfect for relaxing & connecting. Whether you are staying for one night or a month, this house will make you feel right at home. The light, colorful decor & natural light encourages good times & great possibilities.

4.81 out of 5 average rating, 202 reviews

Winston posh bungalow near Wake

All pets MUST be pre approved prior to booking!!Within 2 miles of Wake Forest, half mile from US- 52 and 20 m High Point. Less than 7 minutes to downtown WS! Convenient to everything, including Pilot Mountain and Hanging Rock State Park. Quality of furnishings are all Higher End. Extremely private setting. IEverything, is as I would have it in my own home. When traveling it makes the experience much more enjoyable, arriving to a well appointed clean living space. A true home away from home!

4.96 out of 5 average rating, 160 reviews

Cozy 3 Bedroom Home with Fenced Back Yard

A cozy 3 bedroom home with a living room, den, two bathrooms, and screened porch. Home was fully renovated in 2017. Bathrooms feature dual granite topped vanities, new tubs and ceramic tile. There is new laminate flooring throughout the home, new kitchen cabinets and ceiling fans in the bedrooms. Fully fenced back yard. Centrally located with fast access to Wake Forest, Salem College, WSSU, WFU, Wake Forest Baptist Hospital and Forsyth Hospital. Home is pet friendly. No work crews please.

Guest suite in Winston-Salem

4.99 out of 5 average rating, 578 reviews

The Man Cave

The Man Cave is close to the highway. It is minutes away from downtown Winston-Salem, Wake Forest University, Hanes Mall, and Baptist Hospital. You'll love the place because of its private entrance and great "Man Cave" amenities... King bed, wi-fi, pool table, dartboard, 50" TV & DirecTV satellite cable, Keurig machine, full kitchen, washer/dryer, etc. Don't let the name fool you... It is good for a couples get away, solo adventurers, and business travelers looking for a unique experience.

4.97 out of 5 average rating, 171 reviews

Salem Twin Deck

Conveniently located in downtown Winston-Salem, this well-maintained cottage built in 1900 includes a recently updated kitchen with island, wood floors, dining room, living room with full futon, washer/dryer, bedroom with queen, beautiful bathroom and walk-in shower. Easy walking distance to downtown restaurants, short drive to WFU main campus, Med School, WSSU and UNCSA. One off-street parking spot available. Self check-in only, but we live next door if you need anything or have questions.

Apartment in Winston-Salem

4.91 out of 5 average rating, 433 reviews

Sanctuary – 1bedroom & 1bathroom

My modern and convenient condo located in the heart of Winston-Salem’s shopping district will provide you with a 1 bedroom & bathroom space. The condo is professionally furnished and cleaned to provide a 5 star experience. Basic appliances provided (microwave, kitchen appliances, washer & dryer, dishwasher, Keurig). Very spacious with patio furniture for extra relaxation! You can also enjoy the community pool and gym. This space is NOT shared. Guests have the entire space to themselves.

4.93 out of 5 average rating, 290 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.

4.89 out of 5 average rating, 55 reviews

Flat in Winston-Salem

Charming Historic West End Apt C, main level

Historic West End is the perfect location in downtown Winston Salem to enjoy relaxing on our porches or a short walk downtown to dinner, pubs, movies, and theater. Located in a 1918 Historic quadruplex, this apartment has all the charm and character you're looking for with heart pine floors and high ceilings, 2 lovely porches, and a graciously appointed interior. Certainly one of the nicest spaces downtown. Easy access to everything in Downtown Winston-Salem!

4.94 out of 5 average rating, 435 reviews

Home in High Point

Bright and Open Renovated Home.

Fully remodeled home with modern & rustic accents throughout! 3 bedrooms available, featuring LED Smart TVs, king, and queen beds. Master has an on-suite master bathroom and closet. Living room has a 65" LED smart tv, sectional , and leather club chair. Private 6’ fenced in back yard with walkout deck, outdoor couch & teak patio table.This home is excellent for couples, business travelers, and families looking for a home away from home experience.

5 out of 5 average rating, 107 reviews

THE GUEST HOUSE

Sophisticated comfortable elegance. Easy, charming and super comfortable! Quiet old neighborhood close to wake forest university, GRAYLYN, Reynolda Gardens, great restaurants, huge yard, delightful decor featuring local artists, luxury bedding, full kitchen, wifi, cable, outside deck lots of eating space,easy parking, screened in porch for morning coffee with birdsong.

4.86 out of 5 average rating, 94 reviews

Cabin in Winston-Salem

Mountain serenity 5 miles from downtown

This has been our home since the early 90's. It was a bit "tired" when we bought it. We expanded it as our boys grew and now we are happy to share the feeling of "ahhhh..." as you drive down the curvy driveway. This is our house and we have known most of our neighbors fo decades so we are really sensitive to noise. WE STRICTLY ENFORCE A 10:00 OUTDOOR NOISE CURFEW.