Upscale City Cottage Getaway

Photo gallery for Upscale City Cottage Getaway

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.
A modern kitchen with white cabinetry, a central island, a built-in oven, a stainless steel refrigerator, and a ceiling fan.
A covered patio with outdoor seating, a fire pit, and a view of a lush garden.
A modern kitchen with white marble countertops, stainless steel appliances, and a ceiling fan.
A living room with a brown leather sofa, a glass coffee table, a patterned rug, and a wooden floor.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Dog-friendly
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Internet

Explore the area

View in a map
Winston-Salem, NC
  • Place, Wake Forest University
    ‪4 min drive‬
  • Place, Reynolda House Museum of American Art
    ‪4 min drive‬
  • Place, Reynolda Gardens
    ‪5 min drive‬
  • Airport, Greensboro, NC (GSO-Piedmont Triad Intl.)
    ‪36 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

Add dates for prices

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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.
View more Cottages in Winston-SalemOpens in a new window
Map
Winston-Salem, NC

What's nearby

  • Reynolda Manner Shopping Center - 4 min drive - 3.7 km
  • Reynolda Manor Public Library - 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
  • ‪Culver's - ‬3 min drive
  • ‪Mama Zoë Michael's Restaurant - ‬4 min drive
  • ‪Panera Bread - ‬4 min drive
  • ‪McDonald's - ‬14 min walk

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 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 1.9 mi (3 km) from Reynolda Manner Shopping Center and 2.2 mi (3.5 km) from Wake Forest University. Reynolda Manor Public Library and Reynolda House Museum of American Art are also within 3 miles (5 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 33 reviews
Rating 8 - Good. 3 out of 33 reviews
Rating 6 - Okay. 1 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 1 out of 33 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay. Home is clean, comfy beds and backyard is great for a family cookout.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super responsive host. Nicely updated, quaint home with large fenced-in property. Clean and fairly priced.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
quaint and cozy. Close to Wake Forest!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We are outdoors people. The backyard is huge! Our dogs loved romping out back, and we enjoyed the patio lights and fire pit.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Perfect place to visit family in the area. Great yard and cute house. Beds were very comfortable and everything was super clean!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great hosts and place!

Close to campus and cozy space!
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic proximity to Wake Forst

Overall a great stay. Lovely accommodations.
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing and comfortable stay

Our stay was really relaxing. The house was very clean and just as described. Great backyard for hanging out. Would definitely stay here again.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice house and location

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!
Stayed 5 nights in Jun 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in easy, communication with host was excellent. House was clean. Great location
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

We had a great stay at this tidy, convenient property! Our kids really enjoyed the backyard. Would stay here again and recommend to friends!
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Visiting my daughter at Wake Forest. The location was perfect for getting to and from campus, and we had a great time. I would definitely stay again.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

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!
Stayed 5 nights in Apr 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice kitchen

Conveniently located near WFU campus.
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Golf Weekend

Property was perfect! Clean, spacious interior, large fenced in backyard. Walkable neighborhood. Nice shopping centers nearby.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Waleforest

The place had everything we needed. Beds were comfortable and clean
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wake Forest game weekend

Cute place. Great for 2 couples. Easy acces to Wake Forest and downtown dining/shopping
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family friendly

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!
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

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. :-)
Stayed 2 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great visit

The house is very clean and modern. It had a broken tv remote, but the owner was able to replace it. Thanks you for a great experience.
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot 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.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dropping son at college

We were dropping our oldest son at Wake Forest University for his freshman year. The property was was perfect both for location and amenities. It served as the ideal launching point in the move in process as we are from California. It was clean, well kept and very comfortable. Could not have asked for a better accommodations.
Stayed 5 nights in Aug 2024
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