Hot Winchester Cottage Rates

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Featured Cottages in Winchester

Beautiful 360 views!

Beautiful 360 views!

Luray
When you stay at this cottage in Luray, you'll be in the mountains, within a 15-minute drive of Shenandoah National Park and Luray Caverns.
Beautiful 360 views!
Lovettsville Cottage in Heart of Wine Country

Lovettsville Cottage in Heart of Wine Country

Lovettsville
With a stay at this cottage in Lovettsville, you'll be steps from Catoctin Valley and a 3-minute drive from Potomac River.
Lovettsville Cottage in Heart of Wine Country
Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!

Upperville
Located in Upperville, this cottage is a 2-minute drive from Upperville Park and 7 minutes from Paris Barns.
Hunt Country cottage in Upperville!
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Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops

Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops

Luray
When you stay at this cottage in Luray, you'll be on a river, a 3-minute drive from Luray Caverns and 7 minutes from Shenandoah National Park.
Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*

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

Luray
The price is AU$510 per night from 25 Nov to 26 Nov
AU$510
includes taxes & fees
25 Nov - 26 Nov
With a stay at this cottage, you'll be centrally located in Luray, within a 10-minute drive of Shenandoah National Park and Luray Caverns.
Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*
The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage

Harpers Ferry
The price is AU$263 per night from 25 Nov to 26 Nov
AU$263
includes taxes & fees
25 Nov - 26 Nov
With a stay at this cottage in Harpers Ferry, you'll be within a 15-minute drive of Harpers Ferry National Historical Park and Hollywood Casino at Charles Town ...
The Carriage House at Carrot Top Cottage
 Welcome to the “old town cottage”

Welcome to the “old town cottage”

Warrenton
With a stay at this cottage in Warrenton, you'll be within a 10-minute walk of Liberty Heritage Society Museum and Old Jail Museum.
Welcome to the “old town cottage”
Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2 out of 5
Harpers Ferry
The price is AU$470 per night from 24 Nov to 25 Nov
AU$470
includes taxes & fees
24 Nov - 25 Nov
With a stay at this cottage in Harpers Ferry, you'll be a 2-minute drive from Harpers Ferry National Historical Park and 10 minutes from Hollywood Casino at ...
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River

RIVERKEEPER INN, Waterfront Property on the Potomac River

Harper's Ferry
With a stay at this cottage in Harpers Ferry, you'll be on the waterfront, within a 15-minute drive of Harpers Ferry National Historical Park and Potomac ...
RIVERKEEPER INN, Waterfront Property on the Potomac River
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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.

Winchester Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winchester will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winchester definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winchester, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winchester Cottages essential information

Accommodation
157 Cottages
Lowest Price
AU$101
Highest Price
AU$510
Popular accommodation
Beautiful 360 views!, Lovettsville Cottage in Heart of Wine Country, Hunt Country cottage in Upperville!, Our Cottage is in Historical Luray, Walking Distance of Town Restaurants & Shops, Cottage by the Caverns *FIRE PIT* *MOUNTAIN VIEWS*, The Carriage House at Carrot Top Cottage, Welcome to the “old town cottage”, Amazing dog-friendly cottage. Walk 2 Harpers Ferry, RIVERKEEPER INN, Waterfront Property on the Potomac River

Top trending hotels in Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 1 Dec to 2 Dec
AU$159
includes taxes & fees
1 Dec - 2 Dec
With a stay at La Quinta Inn & Suites by Wyndham Winchester in Winchester, you'll be in the business district, just a 3-minute walk from Shenandoah University ...
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 2 Dec to 3 Dec
AU$126
includes taxes & fees
2 Dec - 3 Dec
Located in Winchester, Microtel Inn & Suites by Wyndham Winchester is within a 10-minute drive of Jim Barnett Park and Winchester Medical Center.
Microtel Inn & Suites by Wyndham Winchester
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$101 per night from 5 Dec to 6 Dec
AU$101
includes taxes & fees
5 Dec - 6 Dec
Red Roof Inn Winchester, VA is centrally located in Winchester, a 3-minute walk from Shenandoah University and 15 minutes by foot from Apple Blossom Mall.
Red Roof Inn Winchester, VA
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The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 1 Dec to 2 Dec
AU$220
includes taxes & fees
1 Dec - 2 Dec
The George Washington Hotel, A Wyndham Grand Hotel is centrally located in Winchester, a 4-minute walk from Handley Regional Library and 9 minutes by foot from ...
The George Washington Hotel, A Wyndham Grand Hotel
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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.

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^Subject to availability and chosen travel dates.