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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. - Upscale City Cottage Getaway (Winston-Salem)
A modern kitchen with white cabinetry, a central island, a built-in oven, a stainless steel refrigerator, and a ceiling fan. - Upscale City Cottage Getaway (Winston-Salem)
A modern kitchen with white marble countertops, stainless steel appliances, and a ceiling fan. - Upscale City Cottage Getaway (Winston-Salem)
A covered patio with outdoor seating, a fire pit, and a view of a lush garden. - Upscale City Cottage Getaway (Winston-Salem)
A living room with a brown leather sofa, a glass coffee table, a patterned rug, and a wooden floor. - Upscale City Cottage Getaway (Winston-Salem)
Nestled near Wake Forest University, this modernized mid-century cottage offers the ultimate retreat. Unwind in the spacious private backyard with large entertaining space, perfect for dogs to roam free. With a short drive to the mountains and proximity to numerous restaurants and grocery stores, your stay is sure to be convenient and enjoyable.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

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

Add dates for prices

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.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Outside only-Do not dispose of cigarettes in yard.

Services and conveniences

  • Iron/ironing board

Things to do

  • Tennis

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

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.

Rules

Please clean up after pets in the yard. Scooper and bags provided.
Please keep pets off of furniture and beds.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
3 total (up to 23 kg per pet)
Note from host: Dogs must be on flea and tick preventative.

Children and extra beds

Children are welcome
Note from host: Portable crib is available.

Events

No events allowed

Smoking

Smoking is not permitted
Outside only-Do not dispose of cigarettes in yard.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Winston-Salem travel guide
View more Cottages in Winston-Salem
Map
Winston-Salem, NC

What's nearby

  • A large brick building with a tall steeple and a clock tower, surrounded by a green lawn and trees.
    Wake Forest University
    4 min drive - 2.6 miles
  • A cluster of orchids with patterned petals and a pink center.
    Reynolda Gardens
    5 min drive - 3.2 miles
  • Reynolda Manor Public Library
    4 min drive - 2.3 miles
  • Reynolda House Museum of American Art
    4 min drive - 2.8 miles
  • Lawrence Joel Veterans Memorial Coliseum
    8 min drive - 4.9 miles

Getting around

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

Restaurants

  • McDonald's
    4 min drive
  • Panera Bread
    4 min drive
  • Culver's
    3 min drive
  • Mama Zoë Michael's Restaurant
    4 min drive
  • Chick-fil-A
    12 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).

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Upscale City Cottage Getaway Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 26 out of 31 reviews
Rating 8 - Good. 3 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 1 out of 31 reviews

9.6

Cleanliness

9.4

Location

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

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

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

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

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

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

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

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

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

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

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

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

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

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

2/10 Terrible

Kenneth and Lorena M.

Disliked: Cleanliness, check-in, communication, location, listing accuracy
Don’t stay here. The house is right on a main road, and it feels like you are literally on the street. There are triple yellow lines and heavy traffic, so the noise is constant. On top of that, the AC makes a loud pounding noise every time it turns on and off, with vibration strong enough to wake you up in the middle of the night.The backyard looks much better in the pictures than it does in person. Between the chain-link fence, visible neighbors, and dirty patio, it was not a space we felt comfortable enjoying. The house was also not properly cleaned — there was dust, outdated furniture, and even clothing left in a drawer, which showed a lack of care and attention to detail.The bathroom felt unsafe because there was nothing to hold onto when getting out of the shower, and it was slippery. The property is listed as upscale, but it is absolutely not. Even the gravel driveway is difficult to access because of the heavy traffic on the road. Very disappointing stay.
Back yard patio was dirty.
Dusty all over the outdated furniture
Hair on the floor behind door.
Clothing left in drawer,
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

TIna D.

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