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Our top choices for Upperville apartments

1. "The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine CountryMarkham
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $264
CA $396 total
includes taxes & fees
Nov 9 - Nov 10

2. Lunar Loft, with mountain views
Lunar Loft, with mountain viewsBluemont
9.4 out of 10, Exceptional, (13 reviews)
The price is CA $191
CA $367 total
includes taxes & fees
Nov 9 - Nov 10

3. Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.
Stylish 1-bd/1-ba gardern apt within quaint Bluemont village, walk to wineries.Bluemont
9.8 out of 10, Exceptional, (15 reviews)
The price is CA $196
CA $458 total
includes taxes & fees
Nov 10 - Nov 11

4. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.Middleburg
9.6 out of 10, Exceptional, (29 reviews)
The price is CA $210
CA $348 total
includes taxes & fees
Dec 6 - Dec 7

5. Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
Romantic African-Inspired Studio on Alpaca Farm – Under the StarsThe Plains
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $491
CA $686 total
includes taxes & fees
Nov 19 - Nov 20

6. Downtown Apt 3 • 2BR • Near Park & River • Private
Downtown Apt 3 • 2BR • Near Park & River • PrivateFront Royal
10.0 out of 10, Exceptional, (1 review)
The price is CA $229
CA $389 total
includes taxes & fees
Nov 12 - Nov 13

7. Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main StreetWarrenton
10.0 out of 10, Exceptional, (13 reviews)
The price is CA $231
CA $359 total
includes taxes & fees
Nov 16 - Nov 17

8. The Queen of Winchester Three Bedroom with Upper Level Deck
The Queen of Winchester Three Bedroom with Upper Level DeckWinchester
7.6 out of 10, Good, (8 reviews)
The price is CA $106
CA $334 total
includes taxes & fees
Nov 30 - Dec 1

9. Rosamond nice downtown studio apt
Rosamond nice downtown studio aptWinchester Historic District
8.8 out of 10, Excellent, (3 reviews)
The price is CA $155
CA $259 total
includes taxes & fees
Nov 12 - Nov 13

10. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!Winchester Historic District
8.8 out of 10, Excellent, (5 reviews)
The price is CA $209
CA $354 total
includes taxes & fees
Nov 19 - Nov 20

11. Cozy 1BR Apt Minutes From Skyline Drive!!
Cozy 1BR Apt Minutes From Skyline Drive!!Amissville
9.6 out of 10, Exceptional, (48 reviews)
The price is CA $175
CA $322 total
includes taxes & fees
Nov 17 - Nov 18

12. Historic 2-Bedroom in Old Town Warrenton, Virginia
Historic 2-Bedroom in Old Town Warrenton, VirginiaWarrenton
10.0 out of 10, Exceptional, (85 reviews)
The price is CA $265
CA $388 total
includes taxes & fees
Nov 16 - Nov 17

13. Morocco Loft 2BR overlooking city walking mall
Morocco Loft 2BR overlooking city walking mallOld Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $250
CA $437 total
includes taxes & fees
Nov 17 - Nov 18

14. Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mallWinchester Historic District
8.4 out of 10, Very good, (6 reviews)
The price is CA $193
CA $316 total
includes taxes & fees
Nov 18 - Nov 19

15. Executive Suites
Executive SuitesWinchester
The price is CA $354
CA $401 total
includes taxes & fees
Nov 20 - Nov 21

16. The Stock Exchange downtown 3rd floor studio apt
The Stock Exchange downtown 3rd floor studio aptWinchester Historic District
7.0 out of 10, Good, (2 reviews)
The price is CA $155
CA $267 total
includes taxes & fees
Nov 12 - Nov 13

17. Downtown Apt 2 • 2BR • Near Park & River • Private
Downtown Apt 2 • 2BR • Near Park & River • PrivateFront Royal
The price is CA $229
CA $416 total
includes taxes & fees
Nov 10 - Nov 11

18. Nostalgia Lane in the heart of the city
Nostalgia Lane in the heart of the cityOld Town Winchester
8.8 out of 10, Excellent, (21 reviews)
The price is CA $259
CA $449 total
includes taxes & fees
Nov 17 - Nov 18

19. Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
Downtown Apt.1 • 2BR/2BA• Near Park/River• PrivateFront Royal
10.0 out of 10, Exceptional, (1 review)
The price is CA $237
CA $418 total
includes taxes & fees
Nov 12 - Nov 13
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.
Learn more about Upperville
Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.
















































































































