Fully renovated modernized mid-century cottage in the city conveniently close to everything the city and surrounding areas have to offer. Dog friendly with a huge professionally maintained fenced in private backyard with large entertaining space. We are 2 Miles from Wake Forest University and Reynolda Gardens, and within a mile of dozens of restaurants of all cuisines and multiple grocery stores. A short drive to the mountains for hiking.
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Pets allowed: dogs less than 23 kg per pet (limit 3 pets total)
Dogs must be on flea and tick preventative.
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Smoking
Smoking is not permitted
Outside only-Do not dispose of cigarettes in yard.
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Please clean up after pets in the yard. Scooper and bags provided.
Please keep pets off of furniture and beds.
Important information
You need to know
Property # 3383627vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Winston-Salem
Winston-Salem is home to this cottage. Reynolda Gardens and Historic Bethabara Park reflect the area's natural beauty and area attractions include Airbound Trampoline Park and Forest Hills. Adventure Landing Winston-Salem and SciWorks are also worth visiting.
Reynolda Manor Public Library - 4 min drive - 3.7 km
Reynolda Manner Shopping Center - 4 min drive - 3.7 km
Wake Forest University - 4 min drive - 4.1 km
Reynolda House Museum of American Art - 4 min drive - 4.4 km
Reynolda Gardens - 5 min drive - 5.1 km
Getting around
Winston-Salem, NC (INT-Smith Reynolds) - 10 min drive
Restaurants
McDonald's - 4 min drive
Panera Bread - 4 min drive
Chick-fil-A - 12 min walk
Culver's - 3 min drive
Mama Zoë Michael's Restaurant - 4 min drive
Frequently asked questions
Is Upscale City Cottage Getaway pet-friendly?
Yes, this property allows dogs (limit 3 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Upscale City Cottage Getaway?
As of 18 June 2026, prices found for a 1-night stay for 2 adults at Upscale City Cottage Getaway on 20 September 2026 start from NZ$450, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Upscale City Cottage Getaway?
On-site parking is available at the property.
What time is check-in at Upscale City Cottage Getaway?
Check-in begins at 4:00 PM.
What time is check-out at Upscale City Cottage Getaway?
Checkout is at 11:00 AM.
Where is Upscale City Cottage Getaway located?
Situated in Winston-Salem, this cottage is within 3 miles (5 km) of Reynolda Manner Shopping Center, Reynolda Manor Public Library and Wake Forest University. Reynolda House Museum of American Art and Reynolda Gardens are also within 3 miles (5 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a great stay here! The place was clean, check-in was easy, and the owner was easy to communicate with. The place was also conveniently located. Would stay here again!
Perfect for our needs! Our dogs loved the large backyard and the house was clean and comfortable. Would absolutely stay again. You can certainly here noise from the road while outside, but it wasn't an issue when we were inside at night or anything. Some dog owners may want to know that the neighbors have dogs as well that may bark.
We enjoyed our stay there. It was clean, had everything we needed and was in a great location for us. Will stay there again when I come back in that area!
This was my first VRBO experience. The house was roomy and well styled. I felt very safe during my stay. The backyard was a lovely extension of the house. I highly recommend this property!
Really beautiful home, a lot of nice custom work that lends to good hosting and fun times. We enjoyed the backyard and the fire pit. To anyone bringing dogs, the yard is nice, but the neighbors dogs can reach through the fence and get to your dog, had a close call with my boy, so I just took him out on a leash whenever they were out. Great area and beautiful downtown, definitely go to penny path cafe! We will be back, everyone enjoyed the stay.
The property is in a convenient location. Close to the university, restaurants, grocery stores and downtown. It is on a main road but it was not hard to get in and out of the property. Traffic could not be heard at all when inside. Very easy check-in and check-out process. Cute house and furnishings decent. We did not have time to use the backyard patio but it looked inviting. One drawback in terms of cleanliness is improvement is needed regarding dusting the furniture/clearing cobwebs from ceilings. Also have cleaners pay attention to cleaning the shower drain better; a pink film was noted which can be due to a bacterium that thrives in moist environments (sure most people have seen this in their own home). Finally, please supply more than 2 rolls of toilet paper or advise that this is the quantity that will be provided. Sorry did not have time to communicate these issues with the owners as we were going non-stop for our short time there. Otherwise, we had a nice stay; the beds were comfortable enough and there were sufficient towels for everyone. Liked that there was an automatic spotlight which was great when arriving back to the home very late at night.
Had a very nice stay. Quiet and comfortable house, well maintained and appointed. Close to WFU, grocery, etc. If staying w more than two folks be aware you’re sharing a full bath. Would stay again if we weren’t moving back to the area. :-)
This place was perfect for our family trip to Winston Salem. The house was in a great location close to Wake Forest University, shopping, restaurants, and Truist stadium (baseball). The hosts were very helpful and timely with responses to any of our questions. Would highly recommend this cottage for your stay in Winston Salem!
We stayed here while visiting family in the area. We chose it because it was pet friendly and the large fenced back yard was ideal for our dog.
I was really impressed with the thoughtfulness of our hosts. They provided so many conveniences not typical of most VRBO’s. The pictures accurately reflect the state of this home. It is very well maintained and it was a pleasure to stay here. We will definitely stay here again.
I feel the street address sign could be larger and more visible. The air machines in the house were loud. Something in the house really set off my allergies.
Anna E.
Stayed 3 nights in Aug 2025
About the host
Hosted by Alex & Matt
Premier Host
They consistently provide great experiences for their guests