Guest house holiday rentals in Winston-Salem

Find and book unique guest house rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for guest house rentals in Winston-Salem

Family-friendly guest house rentals

Superhost
Guest house in Greensboro
4.87 out of 5 average rating, 279 reviews

The Friendly Place

MollieRating, 5 stars4 weeks ago
The perfect spot for a weekend trip! Super close to downtown and close to restaurants. Host communicated throughly. The place was just like the photos and had everything we needed.
Top guest favourite
Guest house in Winston-Salem
4.95 out of 5 average rating, 371 reviews

Studio 1BR near WFU

DeniseRating, 5 starstoday
We had a great stay at Dave's place, very dog-friendly! It was spacious and good for our one-night stay. Our dog had plenty of yard to do her business and sniff around. Due to Dave's clear directions, we had no problem finding the place in daylight. Our event was at night, but we could also find it upon coming back to the apartment. Dave was friendly and welcoming, helping us to feel right at home.
Top guest favourite
Guest house in Kernersville
4.88 out of 5 average rating, 85 reviews

Cozy Downtown Kernersville Carriage House

JunyanRating, 5 stars9 months ago
Angela was a great host and saw to everything we needed. She was always available to make sure our stay was great. Definitely recommend!
Guest favourite
Guest house in Winston-Salem
4.93 out of 5 average rating, 849 reviews

Courtyard Cottage Safe Parking! No pet fees!

Mary KayRating, 5 starstoday
What an adorable place! It is sweet and has everything you need. I’d stay there again in a heartbeat!
Top guest favourite
Guest house in Greensboro
4.97 out of 5 average rating, 400 reviews

Stylish Hamilton Lakes Studio Facing Park/Trails

ParissaRating, 5 stars2 weeks ago
Fantastic location, beautiful decoration. Cozy, clean, comfortable. Super friendly hosts. Love staying at their locations.

Guest house rentals with a patio

Superhost
Guest house in Winston-Salem
4.79 out of 5 average rating, 135 reviews

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

JerredRating, 5 stars1 month ago
Amazing stay. Thank you for everything and it was a pleasure doing business with you.
Top guest favourite
Guest house in Greensboro
4.98 out of 5 average rating, 63 reviews

Tranquil and private lower level apartment

AnthonyRating, 5 stars4 days ago
I wouldn’t hesitate to stay again at Diane’s Airbnb. She and her husband were wonderful, responsive hosts. Their home is pristine and peaceful. I’d certainly stay there again…
Top guest favourite
Guest house in Summerfield
5 out of 5 average rating, 43 reviews

Modern Country Studio w/Kitchenette | Dog Friendly

NicoleRating, 5 stars3 weeks ago
Ryan was wonderful! Super attentive and also was able to accommodate a slightly later check-out time. Any questions we had was responded right away. What a lovely spot, did not disappoint at all. It was so nice feeling like we were living in luxury for a night! Highly recommend!
Top guest favourite
Guest house in High Point
5 out of 5 average rating, 13 reviews

The Little White House

TimRating, 5 stars1 month ago
Katherine’s place was perfect r for my needs. It was one of the best 1bdrs I’ve ever stayed in. I certainly hope to be back.
Top guest favourite
Guest house in High Point
5 out of 5 average rating, 26 reviews

Woods Retreat

KatherineRating, 5 starstoday
Ozzie was a wonderfully responsive host and checked in on us throughout the visit to ensure we were comfortable and happy. The house was beautiful and just as described in the listing. The setting is perfect for a quiet getaway.
Superhost
Guest house in Greensboro
4.75 out of 5 average rating, 4 reviews

City House in Forest 15 min downtown GSO, NC

AbigailRating, 5 stars3 days 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 favourite
Guest house in Greensboro
5 out of 5 average rating, 18 reviews

The Stratford Guesthouse

IsabellaRating, 5 starstoday
Wonderful guest house with attention to detail. So clean and cute. Would love to stay again.
Top guest favourite
Guest house in Statesville
4.97 out of 5 average rating, 74 reviews

The Old Welding Shop

JulieRating, 5 stars1 week ago
We loved everything about our stay and would highly recommend it. After a long drive, a wedding, and spending time doing activities in town, it was nice to come back to a quiet comfortable place to wind down. We did not walk the property but I'm sure it would have been beautiful. If you need easy accessibility for someone, it would be perfect. There was very flat parking right up to the door, no steps inside or out, no carpet, and a walk-in shower. If we ever needed to come to the area again, we would definitely stay here again.

Guest house rentals with a washing machine and dryer

Guest house in Winston-Salem
4.83 out of 5 average rating, 42 reviews

Golden Studio, few minutes to Downtown.

JoshuaRating, 5 stars17 months ago
Super nice little studio very quiet area
Guest favourite
Guest house in West Salem
4.98 out of 5 average rating, 80 reviews

Backyard Pool House

StephanieRating, 5 stars2 weeks ago
We truly enjoyed our stay at Ben’s place. The house was very close to downtown and Old Salem for those visiting the area. We enjoyed the light and open feel of the house and wished it had been warm enough to enjoy the pool! Ben was very responsive and directions were clear even when arriving after dark. I would recommend Ben’s place as a quiet, clean space close to all.
Superhost
Guest house in Greensboro
4.88 out of 5 average rating, 8 reviews

Grandover Hideaway

RileyRating, 5 stars1 month ago
I really enjoyed my stay, worth every penny. This is a safe location, in a really quiet and peaceful neighborhood. The air bnb had everything I needed for a month stay. Lindsay was very friendly and responsive , which is very appreciated. Only thing I would mention is the neighbor has a larger dog whose area can see into the yard of the air bnb.. I do have a dog that is rather reactive so we walked around the neighborhood when she needed to go outside. The owners do put the dog back in the house if he barks too much.
Top guest favourite
Guest house in Advance
5 out of 5 average rating, 7 reviews

The Bunkhouse at Olde Stone Farm

JohanaRating, 5 starstoday
It was a perfect stay. The location was wonderful and quiet, the house clean and organized, we had everything we needed, a fully equipped kitchen, and comfortable and warm beds. 100% recommended. Andi and Lori were very friendly, answered questions quickly, and were always attentive. Thank you so much for everything.
Superhost
Guest house in Summerfield
5 out of 5 average rating, 3 reviews

Luxurious guesthouse with gorgeous pasture views

SandraRating, 5 stars28 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
Guest house in High Point
4.65 out of 5 average rating, 20 reviews

A Spruce Cottage

JoelRating, 5 stars2 weeks ago
I had a pleasant stay; I recommend this location.
Guest favourite
Guest house in Lexington
5 out of 5 average rating, 18 reviews

Peaceful retreat for adventure seakers

JanetRating, 5 stars6 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 guest house rentals in Winston-Salem

  • Total rentals

    10 properties

  • Nightly prices starting at

    £53 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

Destinations to explore