Guesthouse vacation rentals in Winston-Salem

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Winston-Salem guesthouse rentals

Family-friendly guest house rentals

Guest house rentals with a patio

Guest favorite
Guesthouse in High Point
5 out of 5 average rating, 33 reviews

Stylish 2 Bedroom House with Full Kitchen near HPU

GregRating, 5 stars1 week ago
I stayed here 10 days. Excellent, quiet, serene location. Comfortable bed. Very nice. Adequate cookware. Plan on staying here again next year. Very impressed. Note: The Key entry code is about 9 digits and the system self-locks within 20-25 seconds of closing the door. I remember accidentally leaving my phone inside once a few years ago and the system self-locked. It was a nightmare.
Top guest favorite
Guesthouse in Greensboro
4.99 out of 5 average rating, 69 reviews

Tranquil and private lower level apartment

LaSheaRating, 5 stars1 week ago
We enjoyed another great stay at Diane’s place! It is so peaceful and relaxing! The space is beautifully decorated, white glove clean and every detail attended to! We felt very safe and would love to return for another stay! Diane is a great host!
Top guest favorite
Guesthouse in Summerfield
5 out of 5 average rating, 48 reviews

Modern Country Studio w/Kitchenette | Dog Friendly

SusanRating, 5 stars2 weeks ago
The space was exactly as it was shown in the listing and was perfect for our overnight stay. It was adjacent to the main home but felt very private.
Top guest favorite
Guesthouse in Ardmore
5 out of 5 average rating, 37 reviews

Melrose Place

CarolRating, 5 stars2 weeks ago
I had a delightful stay at Melissa's. Photos matched the interior of the studio and property was located in a quiet, peaceful neighborhood with beautiful hydrangeas right outside the window. Melissa was very welcoming and responsive to any concerns or questions. CM from IN
Superhost
Guesthouse in Greensboro
4.75 out of 5 average rating, 4 reviews

City House in Forest 15 min downtown GSO, NC

AbigailRating, 5 stars1 month ago
Older home in a nice neighborhood but it has been fixed up and the house was nice and clean. Beautiful yard with all the trees and Dennis was always very responsive
Top guest favorite
Guesthouse in Ardmore
5 out of 5 average rating, 17 reviews

Rosewood Carriage House

JamiRating, 5 stars1 week ago
This was a great place to stay while I was preparing to take my RN licensure exam! I stayed here so that I was really close to the testing center (approx. 3-4 minutes driving distance), and so that I could have a quiet and peaceful place to study a couple of days before taking it. Annie's place matched that, because it's a private loft above the garage and further back from the street, so I was able to study in peace. It was super clean and comfortable! Annie also provided a bluetooth speaker, and it was nice to be able to play my study music playlist! I just found out I passed the exam, and I think staying here helped contribute to being prepared!
Top guest favorite
Guesthouse in Greensboro
5 out of 5 average rating, 27 reviews

The Stratford Guesthouse

TeresaRating, 5 stars6 days ago
This was one of the best Airbnb homes I have ever stayed in. Very neat and decorated to perfection. Furniture was very neat, bed very comfortable. They had plenty of cleaning supplies on deck. Towels, body wash I mean you really just needed to bring yourself and your clothes. The host was very responsive and the neighborhood was very quiet. Thank you so much I will stay again if they would have me.
Top guest favorite
Guesthouse in Statesville
4.98 out of 5 average rating, 80 reviews

The Old Welding Shop

AlissaRating, 5 stars1 week ago
Our stay was right out of a fairytale! We are nature people and there was a trail to walk with animals (fake for archery) that the kids sought out. The home movie theatre was such a treat to relax on the couch and enjoy family time. The kitchen had plenty of cooking supplies and even complimentary coffee pods. Tad was so sweet when he saw us outside of the car and offered us reassurance he would be near if we needed anything at all. The animals were such a pleasant surprise and it was such a treat to watch them! My favorite part of our stay was feeling so at home away from home! We will be back as soon as we can! Thank you so much!

Guest house rentals with a washer and dryer

Guesthouse in Winston-Salem
4.84 out of 5 average rating, 43 reviews

Golden Studio, few minutes to Downtown.

VirginiaRating, 5 stars3 weeks ago
My husband and I are busy busy all the time with kids and sports plus our full time jobs. The spot was quite peaceful and it felt real private. It was just what we needed for quality time together. The host were clear and very responsive.
Top guest favorite
Guesthouse in Greensboro
4.92 out of 5 average rating, 170 reviews

The Bright Spot - Walk to Downtown Greensboro

RisRating, 5 stars1 week ago
Madison’s place was great. It was cute and quiet. Easy to check in and find. Even though it was right near downtown it felt safe. The parking was pretty limited at night but if you find a spot, you can walk to plenty of places. Madison was also very responsive to any questions I had during our stay. We had a great time and definitely recommend a stay here!
Top guest favorite
Guesthouse in Greensboro
4.94 out of 5 average rating, 181 reviews

Leafy, Suburban Abode

SueRating, 5 stars3 weeks ago
We had to change dates at last minute due to early birth of grandbaby and Dan was extremely accommodating! The area. Was just perfect for our needs and close to lots of places. Great area in a safe established neighborhood
Top guest favorite
Guesthouse in Clemmons
5 out of 5 average rating, 6 reviews

Guest House at Tall Tree Manor

BarryRating, 5 stars1 month ago
We stayed at Greg and Tammy’s place while in town for our daughter’s graduation from Wake Forest. It was the perfect place to unwind away from the hustle and bustle of the graduation activities. We fished in the pond, swam in the pool, walked through the garden, and visited the animals in the barn. Greg brought us fresh eggs and fresh broccoli, both of which were delicious. Honestly one of the best AirBNB experiences we have ever had. I give it five stars because it won’t allow me to give it 6. If we are back in town, we will definitely revisit.
Superhost
Guesthouse in Greensboro
4.9 out of 5 average rating, 10 reviews

Grandover Hideaway

TrajaunRating, 5 stars1 month ago
Great place will definitely stay again , one of the best places I’ve stayed so far
Superhost
Guesthouse in Summerfield
5 out of 5 average rating, 3 reviews

Luxurious guesthouse with gorgeous pasture views

SandraRating, 5 stars29 months ago
Our experience at Southern C’s Farm started 3 weeks before we arrived. That was how much time we had to plan a wedding! Short engagement! When I reached out to Jenny, she was quick to respond and furthermore, she was able to provide such great guidance and advice. And when I had any questions or felt my stress level rising, Jenny is the one who gave me a sense of peace that once we got there, it would all come together. And it did! During our event, she was there to reassure me and to provide solutions for any little hiccup that came up! And we did have some! I can’t thank Jenny enough for being such a wonderful and resourceful host! She is a doer! The property, I can’t say enough! It is breathtaking and was the perfect place for our family. We felt safe was was very comfortable! Very clean. I only wish we could have stayed longer! A huge heartfelt thanks to Jenny and Scott! They are great people. I can’t say enough good. Thank you.
Superhost
Guesthouse in High Point
4.67 out of 5 average rating, 21 reviews

A Spruce Cottage

Raul EduardoRating, 5 stars1 month ago
The place was great ! i highly recommend to book here.
Guest favorite
Guesthouse in Lexington
5 out of 5 average rating, 18 reviews

Peaceful retreat for adventure seakers

JanetRating, 5 stars8 months ago
Tina’s place was a 5 star oasis. The place was very clean and peaceful. She had everything that we needed there. We did not have any issues. We would definitely recommend.

Quick stats about guesthouse rentals in Winston-Salem

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$14,632 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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