Compare Winchester Guest House Rentals

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Featured Guest Houses in Winchester

$307 nightly

$331 total

Apr 26 - Apr 27

Total with taxes and fees

White Moose Inn features free WiFi in public areas, free use of bicycles, and a computer station. You can put free parking to good use if you drive. The front desk has multilingual staff that can help with concierge services and luggage storage. Other amenities at this golf guesthouse include a terrace, a garden, and wedding services.

Breakfast included

Parking included

Free Cancellation

Reserve now, pay when you stay

$322 nightly

$367 total

Apr 11 - Apr 12

Total with taxes and fees

Guests of Briar Patch Bed & Breakfast Inn enjoy free WiFi in public areas, a hot tub, and a seasonal outdoor pool. A stay here includes free parking. This guesthouse also has barbecue grills.

Pool

Hot Tub

The Bluebird Suite at Harpers Ferry Guest House

$216 nightly

$241 total

Apr 12 - Apr 13

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Free WiFi

Air conditioning

The Goldfinch Suite at Harpers Ferry Guest House

$216 nightly

$241 total

Apr 12 - Apr 13

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Air conditioning

Parking available

►New! Unique Custom Crafted Train Station Lodge W/ private walking trails

$228 nightly

$253 total

Apr 12 - Apr 13

Total with taxes and fees

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

Free WiFi

Air conditioning

Magical Unicorn Hollow /Wineries /Great Meadows Events
Fully furnished apartment

$406 nightly

$436 total

Apr 26 - Apr 27

Total with taxes and fees

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

Free WiFi

Air conditioning

Guests staying at this guesthouse have access to laundry facilities, a water dispenser, and barbecue grills.

Air conditioning

Parking available

2-Room Chickadee Suite @ Harpers Ferry Guest House

$246 nightly

$274 total

Apr 12 - Apr 13

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Air conditioning

Parking available

Stone Leaf Farm Private Nature Retreat: Scenic Mountain, Forest & Garden Views

Guests staying at this guesthouse can enjoy an outdoor pool, a garden, and barbecue grills.

Pool

Pet friendly

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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

Holiday Inn Winchester Se-Historic Gateway by IHG

333 Front Royal Pike Winchester VA

$95 nightly

$103 total

Apr 19 - Apr 20

Total with taxes and fees

9/10 Wonderful! (999 reviews)

La Quinta Inn & Suites by Wyndham Winchester

1055 Millwood Pike, Route 50 East Winchester VA

$110 nightly

$119 total

Apr 12 - Apr 13

Total with taxes and fees

9.2/10 Wonderful! (2,266 reviews)

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St Winchester VA

$122 nightly

$138 total

Apr 16 - Apr 17

Total with taxes and fees

9.4/10 Exceptional! (1,005 reviews)

Winchester Guest Houses essential information

Accommodation	18 Guest Houses
Lowest Price	$103
Highest Price	$436
Popular accommodation	White Moose Inn, Briar Patch Bed & Breakfast Inn, The Bluebird Suite at Harpers Ferry Guest House, The Goldfinch Suite at Harpers Ferry Guest House, ►New! Unique Custom Crafted Train Station Lodge W/ private walking trails, Magical Unicorn Hollow /Wineries /Great Meadows Events Fully furnished apartment, Shenandoah Mountain House - Guest Suite, 2-Room Chickadee Suite @ Harpers Ferry Guest House, Stone Leaf Farm Private Nature Retreat: Scenic Mountain, Forest & Garden Views