Winston-Salem vacation rentals

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Top-rated vacation rentals in Winston-Salem

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

Superhost

Guest suite in Winston-Salem

Private, Peaceful, Green Hideaway 6 Minutes to WFU

Just minutes from Wake Forest, we have a completely remodeled this very special place. We have often stood at the huge windows of this ground level space and watched mother deer with their fawns play in the yard. Your home away from home is at the end of an already quiet cul-de-sac so traffic noise is zero. Your suite is completely private with its own ground level entrance. Your kitchen has a full size sink, an induction stove, fridge, with all your cookware, dishes. New bath with tub.

$59 per night

Superhost

Condo in Winston-Salem

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.

$70 per night

Superhost

Condo in Winston-Salem

A Bright Spot in West End

Welcome to the Shenandoah house condominiums! Located in the historic West End neighborhood of downtown Winston-Salem. Spacious one bedroom with lots of natural light, hardwood floors, eat in kitchen and private screened porch. Filled with works from many of Winston's local artists. Fully equipped for your stay. Easy walking distance to restaurants, bars, shopping, entertainment, breweries, parks and public transportation. Free parking!

$78 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winston-Salem vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Winston-Salem's top sights

Hanes Mall57 locals recommend

Lawrence Joel Veterans Memorial Coliseum13 locals recommend

Walmart Supercenter30 locals recommend

Old Salem Museums & Gardens Administrative Offices36 locals recommend

Benton Convention Center8 locals recommend

Walmart Neighborhood Market3 locals recommend

Weekly rentals in Winston-Salem

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Superhost

Guest suite in Winston-Salem

Ardmore studio, close to downtown, hospitals & WFU

This unique studio space is located in the historic Ardmore district conveniently located minutes from both Forsyth and Baptist hospitals, downtown and WFU. It is also a short stroll to Ardmore coffee shop, Carlisles pub, Arthur’s diner, famous PB’s hot dogs and burgers, groceries and other conveniences! Private entrance with keyless entry, street parking and 1 guest space on grounds. Queen bed & fold down couch. Fridge/freezer, microwave, toaster/toaster oven, coffee pot, kettle

Feb 22 – 29

$76 per night

Superhost

Guest suite in Pfafftown

The Colonial Winston-Salem: a boutique guest suite

A beautifully decorated basement suite 15 minutes from downtown Winston, near Lewisville and some the best wineries! The space is entirely yours, complete with a charming patio, kitchenette, full bathroom, and studio bedroom/living room. Sit out on the patio with a cup of coffee from our fully stocked coffee bar and watch the deer & birds, or grab a book and snuggle in cozy bedding. We are an active family with dogs & kids living upstairs, so we've provided everything you need for quiet!

Sep 2 – 9

$72 per night

Superhost

Condo in Winston-Salem

Old Salem Getaway - Visit DTWS via the Strollway

We love our comfy third floor condo with elevator access. Whether you are in town for business or pleasure, this condo fits the bill. Walk to Old Salem, UNCSA, and Salem College. Jog or bike Salem Creek trail, which is at our doorstep. Stroll through Old Salem on your way to downtown’s amazing eateries and breweries. Close by are Wake Forest University, WSSU and downtown Winston-Salem, and hospitals - this condo is central to anywhere in the Winston-Salem area.

Dec 21 – 28

$85 per night

Superhost

Cottage in Advance

Rocky Knoll Hideaway

Carved out of a natural wooded and rocky hill, in the rural area of Davie County and the Yadkin Valley wine country, sits the Rocky Knoll Hideaway. A private and quiet place that's close to all your favorite conveniences but feels like you are miles away from it all.

Feb 1 – 8

$118 per night

Superhost

Condo in Winston-Salem

Open Stylish Condo near Old Salem, Downtown, UNCSA

Overlooking historic Old Salem, this spacious 3rd floor condominium offers modern amenities and unique charm. Conveniently located in walking distance to downtown, Salem College, and UNCSA, and just a short drive to WSSU and Wake Forest. Perfect for families, faculties, or college tours. Secure building with elevator access and free parking. You'll love this bright open space, with high ceilings, a full and spacious kitchen, and your own breakfast balcony.

Feb 6 – 13

$101 per night

Superhost

Apartment in Winston-Salem

West Salem Art Hotel, "Art" partment #1

Welcome to the West Salem Art Hotel! This eclectic and beautiful apartment is located in a 1931 historic brick building only 1 mile from Downtown Winston-Salem! All the conveniences of staying JUST on the outskirts in Historic West Salem, without all the city noise, AND located in the middle of a peaceful urban garden! We are minutes away from the best eateries/entertainment W-S offers! Private, unique, and clean.

Feb 29 – Mar 7

$99 per night

Superhost

Bungalow in Winston-Salem

Cozy Ardmore Bungalow

Come explore this renovated 1925 bungalow in the historic Ardmore Neighborhood . This sunlit, plant filled home boasts a modern kitchen with concrete counters, gas stove, and hand built wooden furniture. The fenced backyard features a stone patio with fire pit and grill. Smart TVs in each bedroom and living room. Pets are welcome.

Jun 26 – Jul 3

$115 per night

Superhost

Home in Winston-Salem

Camel City Cottage - located near the hospitals

Our *non-smoking* home is located in the desirable Ardmore residential area of Winston-Salem...quiet yet still close to many restaurants and shopping. This cottage has all the modern amenities while still retaining it's 1940's cottage charm. The kitchen has been completely remodeled and has all the appliances you would need. The living room and each bedroom have a TV with an antennae and access to your streaming services such as Roku, Prime, and Sling.

Feb 4 – 11

$79 per night

Superhost

Home in Winston-Salem

House in West Salem w/Brewery Tour and Tasting

READ ENTIRE LISTING!!!!! NO PARTIES, LARGE GATHERINGS. Do not stay here if you are hard to please!!! Nothing special, just a simple house! Great bang for the buck airbnb! You will be close to everything and positioned 1 mile from downtown. You will have easy access to restaurants, nightlife and all the things the city has to offer. Fenced backyard and pet friendly and dogs stay for free! I own Hoots Beer Company, so I offer a free tour and tasting to any interested guests! NOT PERFECT

Oct 7 – 14

$97 per night

Superhost

Cabin in Winston-Salem

Charming Upscale Cabin near Downtown!

Charming cabin in Winston-Salem. You will feel like are miles away but you are just minutes away from Downtown, Hanes Mall and Wake Forest University, just a quick 20 minute ride to High Point. Our sparkling clean updated cabin features gorgeous pine wood, 2 spacious bedrooms (King and Queen beds) A loft with 2 full beds, dining room, living room with a fire place and large TV. Very peaceful and serene setting. **Please note that parties and events are not allowed on the property.

Nov 16 – 23

$133 per night

Superhost

Guest suite in Winston-Salem

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.

Jan 7 – 14

$109 per night

Superhost

Apartment in Winston-Salem

Urban oasis in downtown W-S; sparkling clean

Top unit of a three-family house, this 1000 sq ft. 2 bedroom, 1 bath apartment is in the heart of downtown Winston-Salem. Please review our house rules before you book. It is an ideal location two blocks away from all of the action of Fourth and Trade Streets, tucked into a funky, tree-lined neighborhood that is quiet and private.

Jan 12 – 19

$90 per night

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Winston-Salem guest house rentals

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Superhost

Guesthouse in Greensboro

Leafy, Suburban Abode

Spacious 2nd story private apartment located in tree-lined, bucolic neighborhood of Carriage Hills. Well lit with natural light, breakfast counter, and ample closet space. Cable TV and high speed internet included. -Apple TV (your subscription) Washer/dryer, full size refrigerator/freezer, small space oven, dual stove burners, and good size great room to relax. NO CATS ACCEPTED! Dogs accepted with $75 fee for the first 2. Please contact host if bringing more. Please advise prior.

$85 per night

Superhost

Guesthouse in Greensboro

The Bright Spot - Walk to Downtown Greensboro

Private, colorful guesthouse tucked away on a quiet street in the historic Fisher Park neighborhood. Less than a mile to center of Downtown Greensboro, Cone Hospital & Farmer's Market. Easy walk to the park, greenway, restaurants & lots more. The space feels like a treehouse & includes a spacious deck, kitchen, bathroom, and living room. One bedroom is private with a queen bed & the other is open to the living room and includes a desk & twin bed. Children & up to 1 well-behaved dog welcome!

$105 per night

Superhost

Guesthouse in Winston-Salem

Charming Ardmore Cottage

This charming studio cottage, conveniently located in the heart of Ardmore, is minutes away from Forsyth and Baptist hospitals, downtown Winston Salem, and everything in between. Walking distance from Ardmore favorites such as Ardmore Coffee, Carlisle's Pub, Arthur's Diner, PB's Hotdogs & Burgers, Stella Brew, and Food Lion. Perfect for weekend trips, folks visiting the hospitals, and visiting students. We are open to longer term rentals - please reach out!

$75 per night

Superhost

Guesthouse in Kernersville

The Bungalow at Weather Ridge

Kick back and relax in this calm, stylish space! Our private guest house is the perfect studio style space for your getaway. COMFORTABLE queen bed, dining, loveseat, full micro kitchen and full bathroom are all beautifully designed with your stay in mind. Located at the back of acre lot in quiet, well established, neighborhood. Centrally location in the Triad: 10 minutes from Kernersville, 12 minutes from Winston Salem, 20 minutes from Greensboro, and 25 minutes from downtown High Point.

$76 per night

Superhost

Guesthouse in Winston-Salem

3 mins from Downtown - PS5, King Bed & EV Charger

Only three minutes from downtown, and nestled in the historical Washington Park neighborhood, our quaint Mother-in-law suite is ideal for travel nurses, couples or even small families looking for a safe & comfortable place to rest after a productive day of exploring. The suite is literally a stone’s throw from the School of the Arts and walking distance to the Elevation Church/YWCA building, Salem College, Camino Bakery, Convenience Stores, etc.

$55 per night

Superhost

Guesthouse in Clemmons

Bee Happy- Studio & Pets Welcome- No cleaning Fees

Welcome to the "Bee Happy" a self-check in retreat. This is a private, unique space perfect for anyone needing a clean, peaceful retreat to rest a weary head, visit locally or just get away from it all. Pets are always welcome and are as pampered as our guests. Our large, private outdoor deck is complete with a small side yard and fenced for your pet's safety. Our neighborhood is beautiful, secluded and in a perfect location that is close to I-40, Parks, restaurants, the grocer & shopping.

$115 per night

Superhost

Guesthouse in Mocksville

“Home” on the Road!

Have fun with the whole family at this stylish apartment situated on a beautiful 3.5 acre property! Massive walk in tiled shower with multiple shower heads. Friendly dogs allowed for $35 a dog. No more than 2 dogs. Must be left in a crate if left in apartment alone. We have a large crate available to use. We have a SUPER friendly 2 year old poodle/border collie mix that will greet you!

$99 per night

Superhost

Guesthouse in Mocksville

Entire Private Entrance Studio Apartment with Pool

This private entrance spacious open plan apartment includes a king bed, sofa, dining area, work space, plus a private full bathroom. The property is located 1-1/2 miles from downtown Mocksville and Interstate 40. Travel time is 25 mins to Winston-Salem & Wake Forest University, 22 mins to downtown Statesville. The living space is located on the 2nd floor and the bathroom is on the ground floor. There are 15 steps between the 2 levels. The living space & bathroom are fully self-contained.

$79 per night

Superhost

Guesthouse in Winston-Salem

Adorable cottage surrounded by nature

Cozy Nature guest home in the heart of a beautiful neighborhood. Close to everything! Wake Forest University 2.9 miles ~ 7 min drive Forsyth Medical Center 2.5 miles ~ 7 min drive Downton WINSTON SALEM 4.6 miles ~ 12 min drive Wake Forest Baptist Medical Center 2.7 miles ~9 min drive Wake Forest School of medicine 5.4 miles ~13 min drive

$200 per night

Superhost

Guesthouse in Greensboro

The Right Place

Stand alone 2 story structure between 2 occupied homes with a shared driveway. You will have the best in garage parking space that allows for ease of arrival and privacy. The kitchen and small table are on the first floor. 2 doors lead to the yard. The back door opens into the patio area. The living room and bedroom/full bath are all on the second floor. You will have a birds eye view of the big back yard and oak tree from the top of the stairs.

$55 per night

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Weekly guest house rentals in Winston-Salem

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Superhost

Guesthouse in Winston-Salem

Cozy Courtyard Cottage~Downtown WS *No pet fees

Quaint little cozy cottage, nestled in a beautiful garden courtyard with water features and a brick patio. Very private (from the street and surrounding neighbors). Fully fenced~in courtyard for you and your pets to enjoy.

Feb 28 – Mar 4

$101 per night

Superhost

Guesthouse in Winston-Salem

Studio 1BR near WFU

My place is close to Wake Forrest University. You’ll love my place because of the location and the outdoors space. My place is good for couples, solo adventurers, business travelers, and furry friends (pets).Quiet area on 3 acres of land.Pool seasonal availability.

Aug 10 – 17

$101 per night

Superhost

Guesthouse in Germanton

Mel’s country cottage. Country life near the city.

Private detached effeciency apartment in a country setting near WinstonSalem. Queen bed, kitchenette with sink and essentials, sofa, smart TV, full bath, covered porch. Relax by the creek or enjoy nature walks. Watch the occasional deer & other wildlife. Use the grill or fire pit at your leisure. Pets welcome. Local restaurant & convenient store 1 min. away. Close to many tourist destinations- Hanging Rock, Winston Salem, Pilot Mt. Belews Creek power station.

Apr 10 – 17

$67 per night

Superhost

Guesthouse in Lexington

Mountain View Retreat

The Mountain View Retreat is the perfect place for those who want to enjoy a combination of luxury and the rustic outdoors. Located on 63 acres near Lexington and Thomasville, the Retreat is an easy drive from many of the major cities in central North Carolina. An ideal spot for couples or solo travelers looking for a place to relax, unwind, enjoy nature, and have a weekend away in the country. 20% weekly/30% monthly discounts.

Mar 19 – 26

$131 per night

Superhost

Guesthouse in Greensboro

A charmer!Great spot near downtown.

A sunny garden studio in peaceful Fisher Park historic neighborhood that's an easy walk to downtown, restaurants/breweries, baseball stadium. Perfect location. Private with a separate entrance. One queen bed and a love seat pull out bed that sleeps one (in separate room). Wifi. Plenty of on street parking. The kitchenette area has a microwave, coffee pot (I provide coffee/tea & bottled water), mini fridge w/ sm freezer. Private outdoor garden area with table, chairs & umbrella. Keyless entry.

Sep 3 – 10

$71 per night

Superhost

Guesthouse in Lexington

The Cottage

Located in the historic district in Lexington, NC, "The Cottage" is a backyard studio apartment set in a beautiful garden surrounded by a privacy fence. Only blocks from the picturesque uptown we are also in a town famous for barbecue. We are about 30 min. from Winston-Salem, Greensboro, the NC Zoo and the Charlotte Speedway, and serve as a great place for your vacation headquarters!

Mar 1 – 8

$85 per night

Superhost

Guesthouse in High Point

Historic Bouldin Carriage House

Location!! Brand New Apartment in Historic Bouldin Carriage House is currently available to be enjoyed by you! Clean space with lots of natural light, beautifully decorated by professional interior designer with modern touches. Safe private entrance with off street parking included. 1 bedroom with queen bed, 1 sleeper sofa, 1 full bath Sleeps 2 One block from Main Street which means an easy walk to several local restaurants, coffee shop, boutiques and an award winning local brewery.

Feb 27 – Mar 5

$95 per night

Superhost

Guesthouse in Greensboro

Private Guesthouse in a Quiet Neighborhood.

If you are looking to party, this is not your place. Our lovely and cozy detached suite is in a quiet residential neighborhood close to the charming restaurants and shops of Friendly Shopping Center. A short 13 min drive to downtown Greensboro and a short 12 minute drive to the Greensboro Airport. Perfect for tourists or business travelers who want to be able to see all Greensboro has to offer.

May 23 – 30

$87 per night

Superhost

Guesthouse in Dobson

The Cottage at Haze Gray Vineyards

Ready for a romantic weekend getaway? Or just a break to get away to the country? This beautiful log cabin situated in a vineyard in the heart of the Yadkin Valley wine country. Our tasting room is situated on the other side of the vineyard where you can taste our wines made from the grapes we grow in our own vineyard. We are located close to several wineries in the local area. Other local Attractions include Rockford General Store, Pilot Mountain. Mt Airy or hiking at numerous parks.

Feb 3 – 10

$116 per night

Superhost

Guesthouse in Greensboro

Gate House Garden

Walk down the garden path to your own private mini suite. Constructed as an airbnb, the cozy studio space has an open floor plan, kitchenette (microwave only), clawfoot tub with shower, queen bed, and private backyard deck. Great for a 2-guest getaway or a place to work from home. Not a good fit for parties/events, as the main house is close by. Walk 5-min to scenic lake/trails. About 10 min drive to GAC, Tanger Center, UNCG, A&T, the coliseum & Guilford College, and 25 mins from High point.

May 26 – Jun 2

$90 per night

Superhost

Guesthouse in Greensboro

Stylish Studio Apartment Across From Park/Trails

Private keyless entry to a 2nd floor garage studio apartment in prestigious Hamilton Lakes. The space is one large room with a kitchen with granite counters and bar next to the living area. Sleeps 4 with queen bed, a twin and a sofa; 42" TV, SMART bluray, WIFI, NETFLIX, toaster oven, coffee maker, microwave, fridge, full bathroom with walk-in shower; washer/dryer in garage. Three miles of trails start across the street; 5 minute walk to the lake/playground. 3rd & 4th guests $15 each per night.

Jan 6 – 13

$74 per night

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Quick stats about vacation rentals in Winston-Salem

Total rentals	890 properties
Rentals with dedicated workspaces	550 properties have a dedicated workspace
Rentals with a pool	50 properties have a pool
Pet-friendly rentals	330 properties allow pets
Family-friendly rentals	460 properties are a good fit for families
Total number of reviews	35K reviews

Frequently Asked Questions

Where should I stay in Winston-Salem?
Make yourself at home in Winston-Salem by choosing from our most frequently booked neighborhoods. We have over 220 vacation rentals in Buena Vista, over 420 vacation rentals in West Salem, over 420 vacation rentals in Ardmore, and over 30 vacation rentals in Salem Gardens.
Are there vacation rentals with a dedicated workspace in Winston-Salem?
Yes! Work meets play with ease at over 550 vacation rentals in Winston-Salem featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Winston-Salem?
Four-legged friends are welcome in Winston-Salem. Choose from more than 330 vacation rentals for guests traveling with pets.
Are there Winston-Salem vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Winston-Salem, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in bungalow rentals in Winston-Salem?
Experience the best of Winston-Salem with our bungalow rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Cottage Rentals in Winston-Salem?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Winston-Salem have a bbq area?
Absolutely! We offer over 80 house rentals with a bbq area in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winston-Salem have self check-in?
Absolutely! We offer over 180 house rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winston-Salem have a gym?
Absolutely! We offer over 30 house rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Winston-Salem have wifi?
Absolutely! We offer over 30 private suite rentals with wifi in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.

Winston-Salem vacation rentals

Top-rated vacation rentals in Winston-Salem

Vacation rentals for every style

Apartments

Houses

Cabins

Popular amenities for Winston-Salem vacation rentals

Stay near Winston-Salem's top sights

Weekly rentals in Winston-Salem

Winston-Salem guest house rentals

Weekly guest house rentals in Winston-Salem

Quick stats about vacation rentals in Winston-Salem

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Winston-Salem?

Are there vacation rentals with a dedicated workspace in Winston-Salem?

Are there pet-friendly vacation rentals in Winston-Salem?

Are there Winston-Salem vacation rentals on Airbnb with pools?

How much does it cost to stay in bungalow rentals in Winston-Salem?

What are the most popular amenities for Cottage Rentals in Winston-Salem?

Do house rentals in Winston-Salem have a bbq area?

Do house rentals in Winston-Salem have self check-in?

Do house rentals in Winston-Salem have a gym?

Do private suite rentals in Winston-Salem have wifi?

Destinations to explore