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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Yellow Spring Apartments

Cozy English Basement Apt quiet but close to downtown
Exterior

Cozy English Basement Apt quiet but close to downtown

9.6 out of 10, Exceptional, (7)
"Downtown Winchester is charming, and the property was an easy walk from downtown (though in a safe suburban neighborhood). The property itself was just as advertised. I was able to cook meals there; the bed was comfortable; it was much nicer and more varied than a hotel room."
Cozy English Basement Apt quiet but close to downtown
Nostalgia Lane in the heart of the city
3 bedrooms, iron/ironing board, WiFi, bed sheets

Nostalgia Lane in the heart of the city

8.8 out of 10, Excellent, (10)
"Great location in the heart of Winchester. Walking distance to everything. "
The price is CA $255
CA $459 total
includes taxes & fees
Aug 6 - Aug 7
Nostalgia Lane in the heart of the city
The Blue Door steps from Handley Library
Exterior detail

The Blue Door steps from Handley Library

2.0 star property
7.0 out of 10, Good, (2)
"Perfect. Met all expectations. Small but Great."
The price is CA $110
CA $211 total
includes taxes & fees
Aug 5 - Aug 6
The Blue Door steps from Handley Library
Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit
Terrace/patio

Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit

9.4 out of 10, Exceptional, (3)
"This property was really cool to stay at. Nice and cozy with everything needed for a comfortable stay. "
The price is CA $311
CA $529 total
includes taxes & fees
Aug 25 - Aug 26
Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit
Morocco Loft 2BR overlooking city walking mall
Living area

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
The price is CA $245
CA $436 total
includes taxes & fees
Sep 1 - Sep 2
Morocco Loft 2BR overlooking city walking mall
Luxe Dome w/ Hot Tub, Full Bath & Mountain View!
1 bedroom, WiFi, bed sheets

Luxe Dome w/ Hot Tub, Full Bath & Mountain View!

10.0 out of 10, Exceptional, (4)
"Fabulous, will visit again"
The price is CA $302
CA $469 total
includes taxes & fees
Aug 12 - Aug 13
Luxe Dome w/ Hot Tub, Full Bath & Mountain View!
Charming Loft In Winchester Va, Furnished and all Inclusive
Living area

Charming Loft In Winchester Va, Furnished and all Inclusive

6.0 out of 10, (2)
"I believe we stayed at the apartment too soon after a recent fire.It was not ready for renters quite yet so our experience was not a good one."
Charming Loft In Winchester Va, Furnished and all Inclusive
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Dining

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

9.0 out of 10, Wonderful, (6)
"Lots of stairs to the bedroom and the tub shower was hard to get into for someone with knee problems. The washer dryer was off premises around to the back to the back of the house. wish they had left written instructions about how to get there , had to text her. Location was great!"
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
The Little Red Schoolhouse
Fridge, microwave, oven, stovetop

The Little Red Schoolhouse

9.8 out of 10, Exceptional, (8)
"We loved the overall school house theme. Very comfortable accommodations! "
The price is CA $120
CA $285 total
includes taxes & fees
Aug 14 - Aug 15
The Little Red Schoolhouse
Rosamond nice downtown studio apt
Interior

Rosamond nice downtown studio apt

8.0 out of 10, Very good, (2)
"Small but appropriately priced."
The price is CA $152
CA $266 total
includes taxes & fees
Aug 5 - Aug 6
Rosamond nice downtown studio apt
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly
Living area

Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

2.0 out of 10, (1)
"For a new listing to VRBO, the property did not meet our expectations. Check in time on app was incorrect delaying our activities. Communication with owner was delay and resulted in conversation with VRBO. Pictures of apartment were not accurate to the unit. The property is in a "Corporate Apartment" complex but apartment is nowhere near the standards of a corporate apartment. The cable remote didn't work. TV in bedroom was plugged in but no cable hook up. Windowsill and door frame damaged by...
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Fridge, microwave, oven, stovetop

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
10.0 out of 10, Exceptional, (4)
"The apartment is beautiful, comfortable and private. We enjoyed our quick getaway to Winchester."
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
1 bedroom, WiFi, bed sheets

Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

1.0 star property
6.0 out of 10, (2)
"When we arrived we were a little disappointed in how close the neighboring places were but it turned out not to be a problem. There are lots of trees but they didn’t have very many leaves so no shade. Small refrigerator but other than that we enjoyed it. It was a very unique place, it felt like you were sleeping outside."
The price is CA $214
CA $374 total
includes taxes & fees
Aug 13 - Aug 14
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Fridge, microwave, oven, stovetop

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

2.0 star property
8.0 out of 10, Very good, (3)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
The price is CA $190
CA $320 total
includes taxes & fees
Aug 5 - Aug 6
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
The Stock Exchange downtown 3rd floor studio apt
Fridge, microwave, oven, stovetop

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
6.0 out of 10, (1)
The price is CA $136
CA $256 total
includes taxes & fees
Aug 5 - Aug 6
The Stock Exchange downtown 3rd floor studio apt
Yellow Submarine trendy basement apt and courtyard
Fridge, microwave, oven, stovetop

Yellow Submarine trendy basement apt and courtyard

9.0 out of 10, Wonderful, (2)
"Very clean and comfortable. Really cool furniture pieces. Nice kitchen, dining room, living room. Will stay here again when in the area. "
The price is CA $201
CA $355 total
includes taxes & fees
Aug 10 - Aug 11
Yellow Submarine trendy basement apt and courtyard
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Living area

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

2.0 star property
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Scarborough Fair walk to downtown two story apt
Terrace/patio

Scarborough Fair walk to downtown two story apt

9.4 out of 10, Exceptional, (3)
"We stayed here overnight after our trip to Shenandoah. House had everything we needed for a peaceful night. "
The price is CA $283
CA $511 total
includes taxes & fees
Aug 5 - Aug 6
Scarborough Fair walk to downtown two story apt
Lofts for weekly rentals! 2 miles from historic downtown.
Fridge, microwave, stovetop, coffee/tea maker

Lofts for weekly rentals! 2 miles from historic downtown.

2.0 out of 10, (1)
"Furniture appeared to be random and old as if bought from a thrift store. Flooring baseboards were broke and chipped. Mold was visible in areas in the restroom. Had to kill small roaches at least once every other day until I bought a pesticide. Would not recommend a stay here ever. Luckily I was working most of the time. "
Lofts for weekly rentals! 2 miles from historic downtown.
Pretty Little Apt by the Train II
Interior

Pretty Little Apt by the Train II

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great time. Love this city"
Pretty Little Apt by the Train II
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Yellow Spring Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"Very clean. Bed was comfortable. "
Linda 1-night trip
Posted 9 hours ago
Ramada by Wyndham Strasburg/Shenandoah Valley