
Clear Brook Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Clear Brook holiday rentals

1. Executive Suites
Executive Suites
2. Nostalgia Lane in the heart of the city
Nostalgia Lane in the heart of the city
3. ❤️ Secluded 1940s Romantic Tiny House on the River
❤️ Secluded 1940s Romantic Tiny House on the River
4. Stone chalet w/ views & hot tub
Stone chalet w/ views & hot tub
5. Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
6. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
7. Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
8. Quaint Mini Cottage in Shepherdstown - Walking Distance
Quaint Mini Cottage in Shepherdstown - Walking Distance
9. Luxury tiny home farm stay on historic property with hot tub in Stephens City
Luxury tiny home farm stay on historic property with hot tub in Stephens City
11. Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake.
Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake.
12. Cabin at the Gap | You Won't Believe the View!
Cabin at the Gap | You Won't Believe the View!
13. Peaceful Lakefront Cottage with Mountain Views!
Peaceful Lakefront Cottage with Mountain Views!
14. The Carriage House at Carrot Top Cottage
The Carriage House at Carrot Top Cottage
15. Best location! The Pullman Apt @ historic 1799 Inn
Best location! The Pullman Apt @ historic 1799 Inn
16. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
17. Woodsy Retreat with a Hot Tub and Seasonal Views!
Woodsy Retreat with a Hot Tub and Seasonal Views!
18. Chalet w/Hot Tub, Deck, Game Room & EV Charger
Chalet w/Hot Tub, Deck, Game Room & EV Charger
19. Walk to Stores: Home in Historic Shepherdstown!
Walk to Stores: Home in Historic Shepherdstown!
20. Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Art Docko - Lakefront Artist Retreat w/ Hot Tub!Find holiday rentals that suit your style
Top Clear Brook Hotel Reviews

Spark by Hilton Winchester
Find out more about Clear Brook
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Clear Brook holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Clear Brook. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Clear Brook. Seeing all the best attractions is bound to make you fall in love with Clear Brook. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Clear Brook short-term rentals, that won’t be hard to do.





































































