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Apartment

Pretty Little Apt by the Train II

Photo gallery for Pretty Little Apt by the Train II

A kitchen with a white countertop, a sink, a coffee maker, and a window with a view of trees.
A dining area with a wooden table and chairs, a ceiling fan, and a view into the kitchen.
A compact kitchen with a refrigerator, stove, microwave, and a shelf with various kitchen items.
A living room with a sofa, two side tables with lamps, a coffee table, a plant, and a window with curtains.
A porch with a white bench, two metal chairs, a small round table, and a potted plant.

Reviews

9.6 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Patsy Cline Historic House
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Dogs and cats allowed
  • Air conditioning
  • Porch or lanai
  • Internet access
  • Non smoking

Explore the area

View in a map
Winchester, VA
  • Place, Handley Regional Library
    ‪5 min walk‬
  • Place, Bright Box Theater
    ‪6 min walk‬
  • Place, Shenandoah Valley Discovery Museum
    ‪9 min walk‬
  • Airport, Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪25 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Spaces

Porch or lanai

About this property

Pretty Little Apt by the Train II

This little place is just plain charming.
Lots of light and personality.
Wonderful alternative to the typical hotel experience.
Fabulous for short term rental needs.
Come enjoy Downtown
Flat screen TV/ Record Player FREE PARKING/WIFI
Near Piccadillys Pub, the Walking Mall, our beautiful and historic library, Shenandoah Univ. -5 minute Winchester Med Center -5 min DC. -1.5 hr Skyline Drive -30 min
Free Parking too !

Reach out on social media if you need more. Michele Bouve Hoffman
The space
This vintage apartment above downtown shop is just plain charming. It is decorated with lots of light - and personality!
Enjoy your morning coffee on the porch swing and wait for the train to come by. The main bedroom has a queen sized bed and large closet. There is a turntable and some vinyl there for your enjoyment.
Many guests have been delighted with their stays and have said that the apt. is more spacious than it looks in pics .
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs and cats (limit 1 total)
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Smoking

Smoking is not permitted
Quiet hours 10pm to 7 am
Leave linens our cleaners strip them. Put used towels in the tub. Leave A/C’s on/turn off lights /lock door /return key where you got it. Thanks.
Check for all personal items and wash and put away any used dishes — pls leave apt how you found it :) thanks

Important information

You need to know

Property # 2677700
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Winchester

Old Town Winchester, a neighborhood in Winchester, is home to this apartment. Shenandoah Valley Discovery Museum and Rock Harbor Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Apple Valley Square Shopping Center and Northside Station Shopping Center. Nalls Farm Market and Frederick County Fairgrounds are also worth visiting.
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Map
Winchester, VA

What's nearby

  • Handley Regional Library - 5 min walk - 0.5 km
  • Bright Box Theater - 6 min walk - 0.6 km
  • Shenandoah Valley Discovery Museum - 9 min walk - 0.8 km
  • Patsy Cline Historic House - 12 min walk - 1.1 km
  • Shenandoah University - 4 min drive - 2.4 km

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 29 min drive

Restaurants

  • Cook Out
  • Starbucks
  • Taco Bell
  • Zaxby's Chicken Fingers & Buffalo Wings
  • ‪McDonald's - ‬3 min drive

Frequently asked questions

Is Pretty Little Apt by the Train II pet-friendly?

Yes, this property allows cats and dogs (limit 1 total).

How much does it cost to stay at Pretty Little Apt by the Train II?

As of Aug 21, 2026, prices found for a 1-night stay for 2 adults at Pretty Little Apt by the Train II on Aug 30, 2026 start from $195, 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.

What time is check-in at Pretty Little Apt by the Train II?

Check-in begins at 3:00 PM.

What time is check-out at Pretty Little Apt by the Train II?

Check-out is at 12:00 PM.

Where is Pretty Little Apt by the Train II located?

Located in Old Town Winchester, this apartment building is within a 10-minute walk of Handley Regional Library, Old Court House Civil War Museum, and Bright Box Theater. Mt Hebron Cemetery and Stonewall Jackson's Headquarters are also within 10 minutes.

About the host

Hosted by michele bouve hoffman

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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