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.
Guest suite in Pfafftown
4.97 out of 5 average rating, 124 reviewsThe Colonial Winston-Salem: a boutique guest suite
A beautifully decorated basement suite 15 minutes from downtown Winston, near Lewisville and some of 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!
Dec 12 – 19
Home in Winston-Salem
4.94 out of 5 average rating, 182 reviewsCozy King Blue H2O Staycation , Pool & Hot Tub
Quiet secluded STAYCATION w/ Fully Fenced Back Yard for the PUPS. We have a hot tub for year round use and a Stock Tank Pool . A fire pit to unwind. Double Hammock & Enjoy a back yard BBQ with a built in bar top table and a cozy Sectional to enjoy the outdoors. Inside we have an amazing plush King size mattress to take all stress away. Full kitchen * Hot tub - I will do my best to have it available at all times unless there is a mechanical issue. (No refunds if hot tub is not available)
Nov 20 – 27
Guest suite in Winston-Salem
4.99 out of 5 average rating, 501 reviewsThe 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.
Sep 17 – 24
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winston-Salem vacation rentals
Stay near Winston-Salem's top sights
Other great vacation rentals in Winston-Salem
Guest suite in Winston-Salem
4.98 out of 5 average rating, 247 reviewsArdmore studio, close to downtown, hospitals & WFU
Aug 19 – 26
Home in Ardmore
4.98 out of 5 average rating, 403 reviewsCamel City Cottage - located near the hospitals
Aug 1 – 8
Condo in Winston-Salem
4.9 out of 5 average rating, 245 reviewsCharming quiet condo all to yourself
Mar 1 – 8
Condo in Winston-Salem
4.97 out of 5 average rating, 114 reviewsOld Salem Getaway - Visit DTWS via the Strollway
Jun 20 – 27
Home in Winston-Salem
4.9 out of 5 average rating, 187 reviewsHouse in Sunnyside W-S w/Brewery Tour and Tasting!
Dec 31 – Jan 7
Home in Winston-Salem
4.99 out of 5 average rating, 155 reviewsSalem Twin Deck
Aug 23 – 30
Tiny home in Winston-Salem
4.87 out of 5 average rating, 246 reviewsRoost20 @ The Tiny House Farm
Jan 10 – 17
Farm stay in Greensboro
4.95 out of 5 average rating, 198 reviewsArya’s cottage with a loft & jacuzzi
Aug 5 – 12
Home in Winston-Salem
4.98 out of 5 average rating, 127 reviewsBeautiful 2 BR home with Office and Game Room
Jul 13 – 20
Guesthouse in Winston-Salem
4.94 out of 5 average rating, 298 reviewsStudio 1BR near WFU
Oct 15 – 22
Townhouse in Winston-Salem
5.0 out of 5 average rating, 13 reviewsSpacious Townhouse Close to Everything
Apr 28 – May 5
Home in Winston-Salem
4.84 out of 5 average rating, 85 reviewsCamilas House
Feb 28 – Mar 7
Other great vacation rentals in Winston-Salem
Guest suite in Winston-Salem
5.0 out of 5 average rating, 31 reviewsPrivate guest suite @ Maple Leaf Farm
May 31 – Jun 7
Apartment in Winston-Salem
4.97 out of 5 average rating, 33 reviewsK-Obscura, Romantic Downtown loft
Jun 6 – 13
Guest suite in Winston-Salem
4.94 out of 5 average rating, 35 reviewsEntire COZY Unit - 3 min walk to WFU.
May 25 – Jun 1
Apartment in West Salem
5.0 out of 5 average rating, 52 reviewsVintage Grocery-now Artsy downtown Apt near UNCSA
May 22 – 29
Home in Winston-Salem
4.98 out of 5 average rating, 53 reviews1 Bed Entire Place Ardmore 3 min Baptist Hospital
Sep 4 – 11
Home in Winston-Salem
5.0 out of 5 average rating, 15 reviewsCozy and homey house
Apr 3 – 10
Apartment in Ardmore
4.95 out of 5 average rating, 95 reviewsSpacious 1BR w/ KING Bed Near Hospital & Downtown
Aug 26 – Sep 2
Home in Ardmore
4.91 out of 5 average rating, 22 reviewsArdmore Carriage House - 5 Minute walk to Hospital
Aug 6 – 13
Guesthouse in Winston-Salem
4.8 out of 5 average rating, 88 reviews3 mins from Downtown - PS5, King Bed & EV Charger
Jul 9 – 16
Home in Winston-Salem
4.92 out of 5 average rating, 65 reviewsCozy home away from home in cul-de-sac community!
Dec 30 – Jan 6
Home in Winston-Salem
4.93 out of 5 average rating, 43 reviewsCamel City Hideaway
May 29 – Jun 5
Home in Winston-Salem
4.98 out of 5 average rating, 83 reviewsThe Dragonfly in Buena Vista (near BMH & WFU)
Jan 19 – 26
Quick stats about vacation rentals in Winston-Salem
Total rentals | 950 properties |
---|---|
Rentals with dedicated workspaces | 600 properties have a dedicated workspace |
Rentals with a pool | 50 properties have a pool |
Pet-friendly rentals | 370 properties allow pets |
Family-friendly rentals | 490 properties are a good fit for families |
Total number of reviews | 38K 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 240 vacation rentals in Buena Vista, over 440 vacation rentals in Ardmore, over 440 vacation rentals in West Salem, 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 600 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 370 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 Condo Rentals in Winston-Salem?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with self check-in, over 50 homes with wifi, 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 160 house rentals with self check-in in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Winston-Salem have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Winston-Salem have wifi?
Absolutely! We offer over 530 house rentals with wifi in Winston-Salem. Enjoy a tailored experience with all the comforts you desire.
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