
Guest house holiday rentals in Winston-Salem
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Top-rated guest house rentals in Winston-Salem
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
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Get the amount of space that is right for you
Popular amenities for guest house rentals in Winston-Salem
Family-friendly guest house rentals

The Friendly Place
Very relaxing and comfortable stay. Great location to all needs . Very clean , will definitely stay again !

Studio 1BR near WFU
Absolutely loved the rustic yet extremely comfortable feeling of the room. The West End Café as recommended was phenomenal. Without Dave letting me know that Google maps takes you somewhere wrong I would’ve been lost. However, he was proactive and told me that and I ended up right at the door very easily. Beautiful area quiet felt at home. He actually came and checked on me this morning after I texted and told him I was leaving he came out of the house just to make sure everything was OK. If I have the opportunity to be back there and spend the night again, I will definitely stay at Dave’s place if it’s available. Not sure if it was on purpose or if someone else had left it, but there was even Bud Light in the fridge if I had wanted! Thank you for your hospitality!

Private cottage, pet-friendly
Jane was the hostess with the mostest! Very friendly and sweet. She is also very thoughtful - for instance, there is a binder with local recommendations. Her place felt like a little European cottage especially with the pool. Cozy and homey.

Cozy Downtown Kernersville Carriage House
Angela’s place is cute & quaint! It is beautiful decorated! The gardens are beautiful. You are located in the middle of everything with the lots to do close by but when you are on her property you are at peace. Very quiet & serene! We loved it and hope to stay again!

A charmer! Great spot near downtown.
We wish we could have stayed longer! Camille's place is sweet and exactly what we needed on parents' orientation weekend. We'll be back for sure! it was delightful to walk in and see a welcome sign just for me! Thank you Camille!

Courtyard Cottage Safe Parking! No pet fees!
Jennifer is an amazing host. The cottage location is wonderful and has everything you need for a great stay. It was super cozy for my pup and I for a week long stay, and the shared backyard space was lovely and private. I had minor issues with getting the tv to work, and Jennifer was super attentive and responsive in helping me get it to work again. 10/10 would recommend and stay again. Thanks!

Stylish Hamilton Lakes Studio Facing Park/Trails
Dorle & Steve were amazing! Their space was quiet, peaceful & beautiful. I would highly recommend any who is looking for a a quiet get away. This place is wonderful!
Guest house rentals with a patio

Adorable Spacious Studio with Full Kitchen near HP
Love the location really would stay again

Tranquil and private lower level apartment
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!

Modern Country Studio w/Kitchenette | Dog Friendly
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.

Melrose Place
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

City House in Forest 15 min downtown GSO, NC
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

Rosewood Carriage House
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!

The Stratford Guesthouse
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.

The Old Welding Shop
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 washing machine and dryer

Golden Studio, few minutes to Downtown.
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.

The Bright Spot - Walk to Downtown Greensboro
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!

Leafy, Suburban Abode
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

Guest House at Tall Tree Manor
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.

Grandover Hideaway
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.

Luxurious guesthouse with gorgeous pasture views
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.

A Spruce Cottage
The place was great ! i highly recommend to book here.

Peaceful retreat for adventure seakers
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
₹6,058 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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- North Carolina Zoo
- Wet'n Wild Emerald Pointe Water Park
- Hanging Rock State Park
- Pilot Mountain State Park
- Greensboro Science Center
- Meadowlands Golf Club
- High Meadows Golf & Country Club
- Sedgefield Country Club
- Old Beau Resort & Golf Club
- Old Town Club
- Stone Mountain State Park
- Starmount Forest Country Club
- Lake Norman State Park
- Dan Nicholas Park
- Mooresville Golf Course
- Divine Llama Vineyards
- Roaring Gap Club
- Gillespie Golf Course
- International Civil Rights Center & Museum
- Olde Homeplace Golf Club
- Lazy 5 Ranch