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Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

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A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.
A kitchen with white cabinets, a double sink, a stove with four burners, and a round mirror above the sink.
A narrow bathroom with a checkered floor, a toilet, a sink, and a mirror on the wall.
A neatly made bed with patterned pillows, a dark green throw, and a framed picture on the wall.
A compact kitchen with a white refrigerator, a microwave on a wooden shelf, and a wall clock.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroom

Popular amenities

  • Air conditioning
  • Laundry
  • Parking available
The current price is $262
$231 nightly
$262 total
Total with taxes and fees
Aug 30 - Aug 31

Explore the area

View in a map
Winchester, VA
  • Place, Stonewall Jackson's Headquarters
    ‪2 min walk‬
  • Place, Shenandoah Valley Discovery Museum
    ‪11 min walk‬
  • Place, Patsy Cline Historic House
    ‪15 min walk‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪25 min drive‬

Room options

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  • Pet friendly
  • Parking included
  • Air conditioning
  • Laundry
4.3 out of 5, Excellent, 1,061 reviews
$69 nightly
The price is $76
Aug 30 - Aug 31
Total with taxes and fees
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About the neighborhood

Winchester

With a stay at this apartment in Winchester (Winchester Historic District), you'll be steps from Stonewall Jackson's Headquarters and 4 minutes by foot from Handley Regional Library. .This apartment is 0.5 mi (0.8 km) from Bright Box Theater and 0.5 mi (0.8 km) from Old Court House Civil War Museum.
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What's nearby

  • Stonewall Jackson's Headquarters - 2 min walk - 0.1 miles
  • Bright Box Theater - 6 min walk - 0.4 miles
  • Shenandoah Valley Discovery Museum - 11 min walk - 0.6 miles
  • Winchester Little Theater - 11 min walk - 0.6 miles
  • Patsy Cline Historic House - 15 min walk - 0.8 miles

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 31 min drive

Restaurants

  • ‪Hideaway Café - ‬4 min walk
  • ‪50/50 Taphouse - ‬10 min walk
  • ‪Water Street Kitchen - ‬6 min walk
  • ‪Escutcheon Brewing - ‬11 min walk
  • ‪Violino Ristorante Italiano - ‬3 min walk

About this property

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park is a bright 2 bedroom ground floor apartment just two blocks away from the heart of the city the much loved walking mall. It is an older building but has a charm that will delight you —Its crazy convenient to be within walking distance to downtowns local shops, live music, art studios, delicious restaurants and much more.
Make yourself comfortable in your air-conditioned apartment, which features a microwave. The bathroom has a bathtub or shower and a hair dryer.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Parking on site

Food and drink

  • Microwave
  • Oven
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Living room

Entertainment

  • TV

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

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)

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 12:00 PM

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 complete the following before checking out:
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Rules

Quiet Hours 11pm to 7 am

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Timothy B.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Scott

Stayed 1 night in Dec 2025