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Upscale City Cottage Getaway

Photo gallery for Upscale City Cottage Getaway

Private kitchen
Private kitchen
Private kitchen
Private kitchen
Interior

Reviews

9.8 out of 10, Loved by Guests
Top 10% based on
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Winston-Salem, NC
  • Place, Reynolda House Museum of American Art
    ‪3 min drive‬
  • Place, Reynolda Gardens
    ‪3 min drive‬
  • Place, Wake Forest University
    ‪4 min drive‬
  • Airport, Winston-Salem, NC (INT-Smith Reynolds)
    ‪10 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

About this property

Upscale City Cottage Getaway

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Portable crib is available.
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Events

No events allowed
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Pets

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

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

What's nearby

  • Southeastern Center for Contemporary Art - 3 min drive - 1.8 km
  • Reynolda House Museum of American Art - 3 min drive - 2.4 km
  • Reynolda Gardens - 3 min drive - 2.4 km
  • Wake Forest University - 4 min drive - 2.7 km
  • Wake Forest University Baptist Medical Center - 7 min drive - 6.7 km

Getting around

  • Winston-Salem, NC (INT-Smith Reynolds) - 10 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Panera Bread - ‬4 min drive
  • ‪Mama Zoë Michael's Restaurant - ‬4 min drive
  • ‪Chick-fil-A - ‬12 min walk
  • ‪Einstein Bros. Bagels - ‬5 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 23 Mar, 2026, prices found for a 1-night stay for 2 adults at Upscale City Cottage Getaway on 30 Mar, 2026 start from S$268, 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

9.8

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. 21 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 1 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sarah S.

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

10/10 Excellent

mlindseyga1

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

10/10 Excellent

Rachana G.

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

10/10 Excellent

Amy J.

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

10/10 Excellent

Stacey.Roberts.

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

10/10 Excellent

Mary-Alis K.

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

10/10 Excellent

hallie p.

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

10/10 Excellent

Sharron G.

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

8/10 Good

Molly S.

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

Very nice kitchen

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

10/10 Excellent

Linda A.

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

10/10 Excellent

Robin M.

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

10/10 Excellent

Brian D.

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

10/10 Excellent

Pete H.

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Barton C.

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

10/10 Excellent

Carol R.

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

6/10 Okay

Anna E.

Liked: Check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Laura W.

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
Verified

10/10 Excellent

Janelle F.

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

Cute and Comfy Cottage with Great Yard

Cottage was beautiful and exactly what we were looking for. The yard was enormous with ample seating to enjoy the great fall weather. We saw a white tail deer at the back of the yard, off property. Location was great. Close to most places that we needed to go. However, as much of WS, quiet streets are becoming more rare. If back to WS, we would stay again. Daughter graduates this year!
Stayed 4 nights in Nov 2023
Verified

10/10 Excellent

Phred H.

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

10/10 Excellent

Monica W.

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

10/10 Excellent

Arielle G.

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

8/10 Good

Crystal L.

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

10/10 Excellent

TIna D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Feb 2025

About the host

Hosted by Alex & Matt

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Premier Host

They consistently provide great experiences for their guests
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