Compare Winchester Cottage Rentals

Name: Cottage w/ Hot Tub and 100-Mile Valley Views!
Price range: $404 total

Featured Cottages in Winchester

Secluded, Cozy Cottage in the Shenandoah Valley

Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.

Hot Tub

Kitchen

Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.

Hot Tub

Kitchen

Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

$282 nightly

$325 total

Nov 4 - Nov 5

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & Pond

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

At this cottage, guests have access to features like laundry facilities.

Kitchen

Washer

Quaint Mini Cottage in Shepherdstown - Walking Distance

$211 nightly

$235 total

Oct 19 - Oct 20

Total with taxes and fees

At this cottage, guests have access to barbecue grills.

Kitchen

Free WiFi

RIVERKEEPER INN, Waterfront Property on the Potomac River

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

Kitchen

Washer

Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!

This cottage features a hot tub and a garden. This smoke-free cottage also has barbecue grills.

Hot Tub

Kitchen

$363 nightly

$404 total

Oct 29 - Oct 30

Total with taxes and fees

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. Limited parking is available.

Hot Tub

Kitchen

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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.

Hotel Options in Winchester

Microtel Inn & Suites by Wyndham Winchester

150 Faraday Plaza Winchester VA

$84 nightly

$93 total

Nov 15 - Nov 16

Total with taxes and fees

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

$130 nightly

$148 total

Oct 28 - Oct 29

Total with taxes and fees

9.4/10 Exceptional! (1,002 reviews)

TRU By Hilton Winchester

118 Mercedes Court Winchester VA

$85 nightly

$95 total

Nov 1 - Nov 2

Total with taxes and fees

Cottages

Book a cottage in Winchester
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winchester. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winchester better.

Cottage apartments in Winchester range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winchester
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winchester and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winchester cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winchester. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winchester Cottages essential information

Accommodation	194 Cottages
Lowest Price	$93
Highest Price	$404
Popular accommodation	Secluded, Cozy Cottage in the Shenandoah Valley, Secluded Cottage on 10 Acres. Close to Shen. Natl. Park and Luray Caverns, Cottage by the Caverns FIRE PIT MOUNTAIN VIEWS, Serene 2-Bedroom Upper Cottage - Unit 2 in Loudoun Co, VA - 12 Cool Acres & Pond, Hunt Country cottage in Upperville!, Quaint Mini Cottage in Shepherdstown - Walking Distance, RIVERKEEPER INN, Waterfront Property on the Potomac River , Charming Cottage, Fresh Eggs, Friendly Pets AND Pet Friendly!, Cottage w/ Hot Tub and 100-Mile Valley Views!