Vacation rentals in Winston-Salem

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Top-rated vacation rentals in Winston-Salem

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

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Guest favourite

Home in Lexington

4.96 out of 5 average rating, 217 reviews

"Heaven Hill" High Rock Lake Front Escape

There's NOTHING better than a vacation at High Rock Lake! Heaven Hill is a true getaway that will melt away the stress. This waterfront oasis not only offers a private dock in a large quiet cove, fire pit, screened-in porch, and plenty of areas to unwind, it also gives plenty of space for memories and reflection! Located just minutes from Childress Vineyards, Salisbury, and historic Lexington, and roughly 35 minutes from major cities including Charlotte, Winston Salem, and Greensboro/High Point

Guest favourite

Home in Lexington

4.81 out of 5 average rating, 131 reviews

Pinnacle of Relaxation

Quaint lakefront cottage with the bonus of a separate guest house. The cottage features an open living room and kitchen with a great view of the lake. The main bedroom with a queen bed, and a full bathroom is also located on the main floor. The upstairs loft is great for younger travelers and features a full mattress on the floor. The guest house has a double bed with a twin trundle, and another full bathroom. There is boat ramp access and a dock for swimming. A beautiful and relaxing retreat!

Guest favourite

Home in Lexington

5 out of 5 average rating, 98 reviews

Rent or Bring Your Boat! Kayaks | BBQ | Fire Pit

✅ Bring your boat or rent ours* ✅ Lakefront w/ private boat dock + kayaks ✅ Pet friendly ($100 per pet/1 max) ✅ Backyard w/ firepit + hammock ✅ Fully equipped + stocked kitchen ✅ Covered patio w/ dining + BBQ ✅ Beach essentials + life vest ✅ Fishing rods & tackle ✅ Free parking ✅ 65” Smart TV *Dock your boat at the private pier using our neighborhood boat ramp. Don't have a boat but would like to explore the lake, our Pontoon boat is available to rent from May-Oct. Experienced boaters only.

Guest favourite

Rental unit in High Point

4.93 out of 5 average rating, 86 reviews

Cute Cottage Condo

This delightful, second floor, centrally located High Point condo is the perfect place for couples, families or friends to enjoy all that this beautiful area has to offer. Recently equipped with additional AC in the main bedroom, the 2-bedroom, 1-bathroom vacation rental boasts a comfortable open concept interior with charm in every detail. Located within close walking distance to restaurants, breweries, bars and shops. The University and High Point Furniture markets are short distances away.

Guest favourite

Home in Greensboro

4.89 out of 5 average rating, 167 reviews

"The right spot" Cheerful house in ideal location

Enjoy a stylish experience at this centrally-located AirBnB. We have all you need in this 2 bd/1 ba compact house. Newly renovated 800ish sq ft house in a quiet residential neighborhood overlooking a park with huge oak trees. There are two small bedrooms, each with queen size beds. Large closets in each for hanging/storing clothes. Large windows throughout the house allowing ample natural lighting. The living room has seating & 40" flat screen TV. Come and stay at "the right spot"! Thank you.

Guest favourite

Home in Greensboro

4.98 out of 5 average rating, 120 reviews

Golden Gate Cutie

Your Greensboro getaway awaits you at this open 2-bedroom, 1-bathroom vacation rental house, which features accommodations for 4 guests. Located just 2 miles North of downtown off of Elm Street. The property boasts fantastic amenities and is located in a safe, quiet neighborhood fit for an unforgettable stay! This lovely home is perfect for friends or family looking to have the ideal North Carolina getaway! One block walk to grocery, State Street shops, restaurants and Gibbs Hundred Brewery!

Guest favourite

Home in Winston-Salem

4.88 out of 5 average rating, 106 reviews

Renovated Hidden Gem close to Kernersville

Beautiful fully renovated home welcomes you with bright completely new kitchen, all new stainless steel appliances. Fresh paint throughout interior and exterior. Brand new light fixtures and ceiling fans. Newly updated bathrooms. New carpeting and new luxury flooring throughout. Beautiful yard, family friendly neighborhood. Excellent Wifi, 2 TVs in house (one in living room and one in main bedroom). Shopping including grocery stores, gas stations, restaurants are all a quick 3 minutes away.

Superhost

Rental unit in Winston-Salem

4.83 out of 5 average rating, 103 reviews

West End Wonder! Rooftop Deck, Walk Downtown, 2 QN

Take in the West End neighborhood views from our private rooftop deck! Once you’re settled in, stroll down to some of the best restaurants & shops in downtown. Guests will enjoy our newly renovated apartment which is equipped with high speed WiFi, quality mattresses & linens, smart tv, fully equipped kitchen, & more. We offer a complimentary coffee/tea station & toiletries. Shared washer/dryer on site. Traveling with a group? Our property has 3 units that can be booked individually!

Guest favourite

Home in High Point

4.9 out of 5 average rating, 252 reviews

Crisp sheets. White-glove clean. Good vibes.

Welcome to Emoryview II, our lovingly restored 1940’s home in High Point! Located in a safe, quiet, and picturesque neighborhood, we're a quick drive to everything. We're minutes from Main St, giving you easy access to dining, bars, HPU, Furniture Market (only 2 miles away!), and the highway. We're fully equipped with all the amenities of home, making us an excellent choice for business travel, visiting family, college visits, weddings, and other events that bring you to the area.

Guest favourite

Home in Jamestown

4.98 out of 5 average rating, 153 reviews

Downtown Jamestown, quiet, clean and spacious!

Location is key! A block from quaint Jamestown's food and entertainment. Five miles from Furniture Market, four miles from HPU, 8 miles from downtown Greensboro or coliseum area and less than 20 miles from Winston. Adorable ranch, recently updated and has all the comforts of home. Pet friendly with fully fenced backyard. Both business travelers and families will enjoy the safe , quiet neighborhood walking distance to dining, coffee shop, bakery, entertainment, parks and trails.

Guest favourite

Home in Summerfield

4.9 out of 5 average rating, 160 reviews

Private. Hot Tub & Movie Den. 7 mins to Airport

Private secluded property surrounded by Autumn trees only 10 minutes from GSO airport, activities, and the center of Greensboro. Take your coffee on the small covered porch for a chance of a glimpse of a deer. Inside you'll find a comfortable worn kitchen fully stocked with the essentials (feel free to make chocolate chip cookies!) order additional groceries from instacart and never leave the house, or go for a nearby outing on the lakes, trails, or tour the historic area.

Guest favourite

Home in High Point

5 out of 5 average rating, 20 reviews

High Point's Gem! Group Friendly! Five Bedrooms!

This stunning 5 bedroom home was designed for gatherings! Whether traveling with family, friends, or on business, your group will love the ability to spread out & enjoy multiple seating and hangout areas plus a fenced-in backyard for the pups! 2 King & 1 Queen bedroom are located on the main level, plus 1 Queen & 1 Twins bedroom upstairs with a cozy loft. Our central location means you'll have easy access to both High Point & Greensboro businesses, attractions, and venues!