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

Winchester apartment in Winchester Historic District area

Choose dates to view prices

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

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

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms1 bathroom

Popular amenities

  • Air conditioning
  • Laundry
  • Parking available

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
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, 630 reviews
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The price is $93
Aug 30 - Aug 31
Total with taxes and fees
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About the neighborhood

Winchester

Winchester Historic District stay.A stay at this Winchester Historic District apartment places you steps from Stonewall Jackson's Headquarters and within a 5-minute walk of Handley Regional Library. Old Court House Civil War Museum and Bright Box Theater are also within half a mile (1 km).
View more Apartments in WinchesterOpens in a new window

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

  • ‪McDonald's - ‬4 min drive
  • ‪Cook Out - ‬4 min drive
  • ‪Starbucks - ‬4 min drive
  • ‪Taco Bell - ‬4 min drive
  • ‪McDonald's - ‬5 min drive

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.

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A modern living room with a sofa, armchair, dining table, and chairs. There is a TV mounted on the wall and a small table with a lamp.
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  • Parking included
  • Air conditioning
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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

  • No pets allowed, but service animals are welcome

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! to the airport?

This apartment is 19.8 mi (31-min drive) away from the Martinsburg, WV (MRB-Eastern West Virginia Regional) airport, the closest popular airport to the property.

How much does it cost to stay at Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!?

As of Aug 26, 2026, prices found for a 1-night stay for 2 adults at Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! on Aug 30, 2026 start from $262, 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.

Does Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! have an airport shuttle?

Airport shuttle services are not available at this apartment.

Does Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!?

No, there is no casino at this apartment.

What time is check-in at Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!?

Check-in begins at 3:00 PM.

Is there free parking at Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!?

Free parking is not available at this apartment.

Does Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! have a pool?

This apartment does not have a pool.

Does Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! have a spa?

There are no spa services available at this apartment.

How close is Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything! to downtown Winchester?

This apartment is 0.3 mi away from Winchester.

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

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