Mansion holiday rentals in Winston-Salem

Find and book unique mansions on Airbnb

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Popular amenities for Winston-Salem mansion rentals

Luxury mansion rentals

Superhost
Home in High Point
5 out of 5 average rating, 3 reviews

Beautiful High Point House near Downtown~

JaylaRating, 5 stars18 months ago
Susanne was extremely helpful and responsive during my stay. The house is beautiful, I loved the neighborhood and how I felt at home!
Top Guest favourite
Home in Jamestown
4.94 out of 5 average rating, 100 reviews

The Woodfern House

SteveRating, 5 stars1 month ago
Friendly neighbors, great neighborhood, easy walk to downtown restaurants, roomy house, garage had fun kid activities- kept them busy, EV chargers in garage was an unexpected surprise, Doc provided a propane grill and Blackstone which was great, kitchen had an electric griddle which was handy. Everyone was happy!
Top Guest favourite
Home in Summerfield
4.97 out of 5 average rating, 88 reviews

Lovely Lodge on Horse Farm

CarmenRating, 5 stars1 month ago
the place was beautiful and felt like home. it was free of clutter and for a person with 3 boys under 5 that was a blessing. the beds were very comfortable and the house had everything you needed, down to kids life jackets for the canoes. we were busy with a wedding all weekend so we did not get to take advantage of the peace of walking around the farm but I highly recommend Brides check this place out as a possible venue. the hosts were so polite. My 2 year old got marker on one of the couches and I did not realize it in all the chaos of the weekend, it came clean but the hosts had every right to be angry with us about this and charge me addiiontal money, but they were so very gracious. I highly recommend this place and will be referring all my fellow associates in the wedding planning world to promote this gem!
Top Guest favourite
Home in Winston-Salem
4.96 out of 5 average rating, 52 reviews

5Bd/4Ba sleeps 12 & 5min to WFU

RussellRating, 5 stars5 days ago
Terrific stay in town, we needed a place to stay for our family during some home renovations and Chad‘s place was perfect. Plenty of room to spread out with family, lots to do in the home and a very tranquil back porch! Feels very private and secluded, but you’re minutes away from many local favorite spots. Chad was extremely responsive and helpful!
Top Guest favourite
Home in Greensboro
5 out of 5 average rating, 18 reviews

Everything You Need

MireilleRating, 5 stars1 month ago
The house was just like the photos. The neighborhood is beautiful and safe. Zakiyyah was very responsive and helpful.
Superhost
Farm stay in Pleasant Garden
5 out of 5 average rating, 6 reviews

Hazel House

BillRating, 5 stars23 months ago
We were looking for a place where our larger family and family dog could relax over a long college graduation weekend. This farmhouse provided just that! Teri was an amazing host and responsive when we had questions. We enjoyed the historic feel of the interior and beautiful outside settings for morning walks and evenings by the fire pit. If you're looking for that country feel, this farmhouse and surroundings deliver. Thank you, Teri!
Top Guest favourite
Home in Greensboro
4.97 out of 5 average rating, 71 reviews

The Triad Wonder: Center of the Triad Cities

VictorRating, 5 stars1 month ago
Thank you for letting us use your house..
Top Guest favourite
Home in High Point
5 out of 5 average rating, 45 reviews

EPIC Game Room! - *Stonehurst at Emerywood!*

TeresaRating, 5 stars1 month ago
Leah & Mark were great hosts! They proactively reached out to see how things were going to ensure we felt right at home. The home was absolutely beautiful and the amenities were great! The home was spotless and looked exactly like the pictures! We were very impressed with everything! If I’m in the area again, we’ll definitely stay there again!

Pet-friendly mansion rentals

Guest favourite
Home in Winston-Salem
4.86 out of 5 average rating, 7 reviews

Charming Cape-Cod 4 Bedroom House

KristinaRating, 5 stars2 days ago
Our group had an amazing time staying here! Everyone's room had a comfortable, clean bed, the backyard was super peaceful for a morning coffee, and the neighborhood itself was quiet and safe. Would absolutely stay here again!
Top Guest favourite
Home in High Point
4.95 out of 5 average rating, 21 reviews

Downtown Retreat - Fenced Yard - Furniture Market

AdriannaRating, 5 stars1 week ago
The house was very comfy and homely. Kitchen was very nice, bathrooms were very clean. Rooms where nicely kept and cozy.
Superhost
Home in High Point
4.85 out of 5 average rating, 34 reviews

Rated One of High Point's BEST Airbnbs!

CarolinRating, 5 stars1 week ago
Our go-to Airbnb in High Point. We love the place and the location. Andrea is a great host, very responsive and helpful. She goes above and beyond - we needed a flat iron last minute and within a couple of hours she had it delivered to us. Best Airbnb in High Point by far!!!
Guest favourite
Home in High Point
4.98 out of 5 average rating, 44 reviews

Modern | Hot Tub | Bar | Patio | HPU

ChanceRating, 5 stars4 weeks ago
I had mandatory training for the military and utilized the Airbnb for myself and 9 other service members. The space was perfect for us to bond and have shared meals. Everyone had plenty of space to sleep and all the amenities matched the listing. I would definitely stay here again and thank you to the owners for supporting the military!
Top Guest favourite
Home in Greensboro
4.95 out of 5 average rating, 148 reviews

2 Kit/Dining, Work Center, B-Ball Goal, + Fire Pit

BenjaminRating, 5 stars1 week ago
The house was perfect for our annual golf trip. We had 6 guys and the house allowed for plenty of space for us to hang out, play cards and it was close to all of the courses we wanted to play over the weekend. Would absolutely stay here again! Some nice touches: towels in every room, comfortable beds, lots of couches and chairs for groups of people to hang in one room comfortably.
Guest favourite
Home in Greensboro
4.95 out of 5 average rating, 60 reviews

Lake Jeanette Celebrity Retreat - EV

DonaldRating, 5 stars3 weeks ago
Was in Greensboro for daughter’s soccer at Bryan Park soccer complex. The house was clean, comfortable, and a short drive to the fields and activities around Greensboro. Manny was very responsive to any questions or requests and checked in regularly. The neighborhood is quiet and we enjoyed taking walks. Would highly recommend for anyone visiting Greensboro.
Superhost
Home in Winston-Salem
4.91 out of 5 average rating, 100 reviews

Proximity and Privacy

DianaRating, 5 stars1 month ago
The house is in a lovely neighborhood and was very comfortable. Evan was a great communicator and host. He even had some breakfast items in the fridge for us. We would definitely stay in his house again.
Superhost
Home in Winston-Salem
4.83 out of 5 average rating, 121 reviews

The Sunrise HavenBright and Cozy 4-Bedroom Home -

SandraRating, 5 stars1 month ago
We had a wonderful time staying here for our family reunion. The living room was great for nightly game night. And the porch was so nice to sit and drink coffee in the morning. Lina was very responsive when we would text with questions. Would highly recommend!

Mansion rentals with a pool

Superhost
Home in Jamestown
4.81 out of 5 average rating, 47 reviews

Heated Pool | Hot-tub | Pool Table | King Beds

KellyRating, 5 stars1 month ago
Our family was in the Greensboro area to visit family and Jeremy’s house provided a great location with plenty of space and amenities for our family of five. The beds were comfortable and the hot tub was great. Lots of golf courses near by too! We would definitely stay again in the future!
Superhost
Home in Greensboro
5 out of 5 average rating, 31 reviews

Roomy,Open,Pool access,King Suite,20 mins to Elon!

CressidaRating, 5 stars1 week ago
Tenesha’s place was great for myself and my co-workers even though we didn’t spend much time in the house. There was plenty of space for everyone to spread out and enjoy and the entire home was welcoming and clean. Tanesha was a responsive and gracious host and went above and beyond to check in to make sure we didn’t have questions. Also appreciated the minimal check out requirements for this location.
Superhost
Home in High Point
4.83 out of 5 average rating, 24 reviews

5BD Family Oasis | Pool | FirePit | Bball | Pong

LauraRating, 5 stars1 month ago
We were there in early spring so could not take advantage of all of the amenities. I am not sure the mini basketball court is mentioned in the description. So cute! My husband loved the firepit and grilled chicken one night. House is in an established neighborhood.
Superhost
Home in Jamestown
4.98 out of 5 average rating, 47 reviews

Poolside Retreat: Greensboro, High Point, Winston

SamaraRating, 5 stars7 months ago
Jay and Tia's place was phenomenal!! I pictures accurately depict the space but almost don't do it justice! It is just so beautiful, clean, roomy and welcoming! The home was spacious and smelled delicious! The neighborhood was easy to find and quiet and the back deck and yard provided more than enough room to visit, enjoy nature and have fun! Jay was proactive and thoughtful, immediately checking in with me upon arrival. He knew we intended to use the pool and even though it had been cleaned the previous day, a hurricane rolled through the night before and resulted in debris filling the pool. He was generous in offering to have the pool cleaned again the following morning so we would have at least some time to enjoy it. The hosts were very responsive, friendly, polite and accommodating and the home was wonderful. The small details like water, popcorn and hygiene items that some people had forgotten, were a nice personal touch! We would love to come back to this home again!
Superhost
Home in Mayodan
4.91 out of 5 average rating, 244 reviews

Home away from home.. 20 minutes-Greensboro/Triad

DarcyRating, 5 stars4 days ago
This is a return stay for us as we have enjoyed this beautiful property previously. This home is gorgeous and has a spacious layout. Host Kimberly is fantastic to work with. I highly recommend to others traveling to the Madison, NC area!
Superhost
Townhouse in High Point
4.92 out of 5 average rating, 87 reviews

Super Spacious 3 level townhome in prime location

KippRating, 5 stars3 weeks ago
I would stay here again! We had a great time and enjoyed ourselves!
Superhost
Home in Greensboro
4.89 out of 5 average rating, 45 reviews

6BR Greensboro home with Pool. 3 miles from I-85

AylaRating, 5 stars2 weeks ago
It was a peaceful relaxing stay with great amenities for the kids. Plenty of space and well stocked kitchen

Destinations to explore