Guesthouse holiday rentals in Guilford County

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Guilford County guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Winston-Salem
4.95 out of 5 average rating, 383 reviews

Studio 1BR near WFU

DougRating, 5 stars5 days ago
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!
Top Guest favourite
Guesthouse in Kernersville
4.89 out of 5 average rating, 90 reviews

Cozy Downtown Kernersville Carriage House

PrudenceRating, 5 stars1 week ago
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!
Guest favourite
Guesthouse in Winston-Salem
4.93 out of 5 average rating, 857 reviews

Courtyard Cottage Safe Parking! No pet fees!

AmandaRating, 5 stars2 weeks ago
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!
Guest favourite
Guesthouse in Saxapahaw
4.92 out of 5 average rating, 767 reviews

The Yurt at Frog Pond Farm

AmelieRating, 5 stars1 week ago
We thoroughly enjoyed our stay in the yurt! Linda will be the first to warn you that this is more like camping than a hotel, but there is something very special about this place.
Top Guest favourite
Guesthouse in Hillsborough
4.97 out of 5 average rating, 374 reviews

Hummingbird Retreat

EmilyRating, 5 stars4 days ago
This is such a gem! We were traveling for the first time with our 5 month old, and this was the perfect location! It was quiet, comfortable, and had everything we could need. We enjoyed the local area parks, restaurants, and downtown evening adventures. 10/10 would recommend, especially for parents of little ones. Elizabeth was kind and incredibly accommodating. Our stroller got wet in a downpour, and she let us air it out on her front porch. ☺️

Guesthouses with a patio

Superhost
Guesthouse in Winston-Salem
4.78 out of 5 average rating, 138 reviews

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

DameiaRating, 5 stars1 month ago
It was another great stay for me. I enjoyed a hot shower, cooking in the well equipped kitchen, and swinging in the wooden swing. I always get the R&R I need when staying here. Thank you as always.
Top Guest favourite
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 favourite
Guesthouse in High Point
5 out of 5 average rating, 16 reviews

The Little White House

AubreyRating, 5 stars4 weeks ago
Katherine’s place was the nicest Airbnb we have EVER stayed in! It was so clean and had every single amenity that she had in the description and then some. We walked in and felt right at home. She was sweet enough to let us come early since we had a long drive from PA. We would absolutely come again!
Top Guest favourite
Guesthouse in Siler City
4.96 out of 5 average rating, 103 reviews

Shepard Farm

KristinRating, 5 stars5 days ago
This location was a slice of heaven! The surroundings were peaceful and safe. We had everything we needed, and the bed was like sleeping on a cloud. I had the best rest I’ve had in YEARS! Shannon was such a caring, responsive host, and her family even went the extra mile in adding to our experience. We can’t say enough great things!
Guest favourite
Guesthouse in Eden
4.91 out of 5 average rating, 11 reviews

Private Garage Apartment

Wray (Brent)Rating, 5 stars7 months ago
My wife and I had a wonderful stay at Sandra’s AirB&B would highly recommend 😊
Top Guest favourite
Guesthouse in Advance
5 out of 5 average rating, 11 reviews

The Bunkhouse at Olde Stone Farm

MarcelRating, 5 stars1 week ago
Wet nice and clean, close to the lacrosse fields
Top Guest favourite
Guesthouse in Clemmons
4.96 out of 5 average rating, 211 reviews

Bee Happy- Studio & Pets Welcome- No cleaning Fees

ShaneRating, 5 stars1 week ago
Flawless experience! The way it should done.
Guest favourite
Guesthouse in Elon
4.96 out of 5 average rating, 23 reviews

The Walkout In the Woods / 1 mile from Elon

DianeRating, 5 stars3 weeks ago
We had a lovely weekend at Walkout in the Woods -- terrific amenities! Courtney was super responsive and helpful. Highlights include the coffee/tea bar, pool table, dart board, and full kitchen. It was a little bit cool in the evenings so we enjoyed the fire pit out back and the fire table on the patio. Very relaxing to sit and listen to the birds. The unit is pet-friendly, and even though I have allergies to dogs and cats, the place was very clean and I had no problems over the weekend. Beautiful place!

Guest house rentals with a washing machine and dryer

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

Stylish 2 Bedroom House with Full Kitchen near HPU

GregRating, 5 stars6 days 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 favourite
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!
Guesthouse in Summerfield

Pickleball and Privacy

StephenRating, 5 stars7 months ago
Perfect spot to relax and decompress after a long day of work.
Superhost
Guesthouse in Greensboro
4.89 out of 5 average rating, 9 reviews

Grandover Hideaway

RileyRating, 5 stars3 months 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.
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.
Guesthouse in Greensboro
5 out of 5 average rating, 5 reviews

Copeland Cottage

KennethRating, 5 stars10 months ago
Lisa was a tremendous host. She was always quick to respond to my questions or messages, provided clear instructions/expectations regarding the home, and was proactive in making sure we were comfortable and had what we needed. I couldn't have asked for a better host 😊
Guest favourite
Guesthouse in Jamestown
4.92 out of 5 average rating, 237 reviews

Beautiful Duplex

NatRating, 5 stars1 day ago
This was a delightful stay! I was driving from Georgia to Baltimore and needed a halfway point. I just wish I could have stayed here longer!! Loved the covered hammock.
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

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