Hot Upperville Cottage Rates

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Featured Cottages in Upperville

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

Boyce
Located in Boyce, this cottage is in a rural location, within a 10-minute drive of Duvall Designs Gallery and Burwell-Morgan Mill.
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Purcellville
This cottage is 17.6 mi (28.4 km) from Hollywood Casino at Charles Town Races and 0.3 mi (0.5 km) from Franklin Park.
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg
The price is AU$624 per night from 27 Apr to 28 Apr
AU$624
includes taxes & fees
27 Apr - 28 Apr
With a stay at this cottage in Middleburg, you'll be within a 10-minute drive of National Sporting Library & Museum and Tudor Day Spa.
18th Century Stone Cottage minutes from historic Middleburg
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Historical cottage in the town of Paris

Historical cottage in the town of Paris

Paris
Located in Paris, this cottage is on a river, within a 5-minute drive of Paris Barns and Sky Meadows State Park.
Historical cottage in the town of Paris
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

Catharpin
When you stay at this cottage in Catharpin, you'll be within a 10-minute drive of Lenah Mill Dog Park and StoneSprings Hospital Center.
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Harpers Ferry
With a stay at this cottage in Harpers Ferry, you'll be on the waterfront, just a 1-minute walk from Shannondale Springs Wildlife Management Area and 11 minutes ...
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

Front Royal
The price is AU$793 per night from 18 May to 19 May
AU$793
includes taxes & fees
18 May - 19 May
With a stay at this cottage in Front Royal, you'll be on a river, within a 10-minute drive of Shenandoah National Park and Shenandoah River.
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!

Harpers Ferry
Located in Harpers Ferry, this cottage is in the mountains, within a 10-minute drive of Shannondale Springs Wildlife Management Area and Shenandoah Lake ...
Cottage w/ Hot Tub and 100-Mile Valley Views!
Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg

Leesburg
The price is AU$741 per night from 23 Apr to 24 Apr
AU$741
includes taxes & fees
23 Apr - 24 Apr
A stay at this cottage places you in the heart of Leesburg, steps from Catoctin Valley and 2 minutes by foot from Dodona Manor.
Royal Heritage Home @ Historic Leesburg
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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.

Upperville 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 Upperville 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 Upperville 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 Upperville, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Upperville Cottages essential information

Accommodation
80 Cottages
Lowest Price
AU$157
Highest Price
AU$1,065
Popular accommodation
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi , Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond, 18th Century Stone Cottage minutes from historic Middleburg, Historical cottage in the town of Paris, Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC. , Art Docko - Lakefront Artist Retreat w/ Hot Tub!, Riverfront! Shenandoah River! Sleeps 4! New Hot Tub , Cottage w/ Hot Tub and 100-Mile Valley Views!, Royal Heritage Home @ Historic Leesburg

Top trending hotels in Upperville

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$447 per night from 11 May to 12 May
AU$447
includes taxes & fees
11 May - 12 May
Located in Leesburg, Lansdowne Resort and Spa is a 1-minute drive from The Golf Club at Lansdowne and 6 minutes from Village at Leesburg.
Lansdowne Resort and Spa
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$160 per night from 27 Apr to 28 Apr
AU$160
includes taxes & fees
27 Apr - 28 Apr
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
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street, Middleburg, VA
Fully refundableReserve now, pay when you stay
The price is AU$1,065 per night from 11 May to 12 May
AU$1,065
includes taxes & fees
11 May - 12 May
Located in Middleburg, Salamander Resort And Spa is in the historical district, within a 15-minute drive of Greenhill Winery & Vineyards and Chrysalis ...
Salamander Resort And Spa
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Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy, Harpers Ferry, WV
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 21 Apr to 22 Apr
AU$157
includes taxes & fees
21 Apr - 22 Apr
A stay at Clarion Inn Harpers Ferry - Charles Town places you in the heart of Harpers Ferry, within a 5-minute drive of Appalachian Trail Conservancy Headquarters ...
Clarion Inn Harpers Ferry - Charles Town
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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.