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Clear Brook Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Clear Brook vacation rentals

A living room with a glass-top coffee table, wicker chairs, a sofa, and a painting on the wall.

1. 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
10.0 out of 10, Exceptional, (4 reviews)
"The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district."
United States
Timothy B.
The price is AED 544
AED 961 total
includes taxes & fees
13 Oct - 14 Oct
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Forest Haven is beautiful at night

2. Forest 2BR chalet w/ hot tub & backyard

Forest 2BR chalet w/ hot tub & backyard
Gerrardstown
9.6 out of 10, Exceptional, (5 reviews)
"Just an overnight stay. On our way back home from northern New York. The place was nice. It is peaceful sitting on the deck. The check in process was a little tedious with various emails and downloads required. The Backstep is a little sketchy. Be careful walking in. Overall the place was nice"
United States
John Z.
The price is AED 591
AED 1,248 total
includes taxes & fees
22 Oct - 23 Oct
Forest 2BR chalet w/ hot tub & backyard
Grab a towel and relax in the hot tub

3. Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.0 out of 10, Wonderful, (44 reviews)
"Lovely, cozy cabin. Hot tub was very relaxing. Overall a wonderful place to stay."
United States
Michael H.
The price is AED 692
AED 1,381 total
includes taxes & fees
19 Oct - 20 Oct
Stone chalet w/ views & hot tub
A spacious living area with a stone wall, a fireplace, a blue sofa, and a kitchen with wooden cabinets and a large window.

4. Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
7.8 out of 10, Good, (24 reviews)
"Nice relaxing place. Enjoyed it very much."
United States
Scott K.
The price is AED 510
AED 1,201 total
includes taxes & fees
13 Oct - 14 Oct
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
A dining area with a white table and bench, a hanging light fixture, and a door leading to another room.

5. WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (10 reviews)
"Great location…"
United States
John P.
The price is AED 753
AED 1,373 total
includes taxes & fees
13 Oct - 14 Oct
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
A living room with a sofa, armchair, coffee table, and a television.

6. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
8.8 out of 10, Excellent, (21 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
The price is AED 680
AED 1,228 total
includes taxes & fees
13 Oct - 14 Oct
Nostalgia Lane in the heart of the city
A living room with a TV, two sofas, a coffee table, and a large plant.

7. Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
Gerrardstown
9.0 out of 10, Wonderful, (12 reviews)
"We had a fabulous time and highly recommend this rental."
United States
Amber H.
The price is AED 993
AED 1,719 total
includes taxes & fees
2 Nov - 3 Nov
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
A rustic cabin with a wooden staircase leading to a porch, surrounded by lush greenery and pink flowers.

8. ❤️ Secluded 1940s Romantic Tiny House on the River

❤️ Secluded 1940s Romantic Tiny House on the River
Shepherdstown
9.6 out of 10, Exceptional, (86 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
The price is AED 152
AED 392 total
includes taxes & fees
25 Oct - 26 Oct
❤️ Secluded 1940s Romantic Tiny House on the River
A living room with a dining table, chairs, a sofa, and a television.

9. Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance
Shepherdstown
9.8 out of 10, Exceptional, (25 reviews)
"Great location and home base for visiting Shepherdstown, Harpers Ferry, and Sharpsburg. Perfect for a couple."
United States
Virginia W.
The price is AED 441
AED 813 total
includes taxes & fees
18 Oct - 19 Oct
Quaint Mini Cottage in Shepherdstown - Walking Distance
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

10. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location and property."
United States
Helen F.
The price is AED 533
AED 1,195 total
includes taxes & fees
30 Oct - 31 Oct
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A hot tub in front of a wooden cabin with a tree in the background.

11. 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
Stephens City
10.0 out of 10, Exceptional, (14 reviews)
"The house was wonderfully situated and stocked for our needs. It is very well kept and decorated. We enjoyed our stay very much!"
United States
Shawn P.
The price is AED 533
AED 675 total
includes taxes & fees
20 Oct - 21 Oct
Luxury tiny home farm stay on historic property with hot tub in Stephens City
A wooden cabin with a porch, a bench, and a table.

12. Peaceful mountain cabin in charming Berryville VA - next to river and brewery

Peaceful mountain cabin in charming Berryville VA - next to river and brewery
Berryville
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, the log cabin has the old world charm and beautiful settings. "
United States
Anonymous traveler
The price is AED 275
AED 903 total
includes taxes & fees
18 Oct - 19 Oct
Peaceful mountain cabin in charming Berryville VA - next to river and brewery
A covered outdoor seating area with wicker furniture and a table, overlooking a parking lot and a building with a sign reading "1799 INN".

13. Best location! The Pullman Apt @ historic 1799 Inn

Best location! The Pullman Apt @ historic 1799 Inn
Harpers Ferry
9.2 out of 10, Wonderful, (60 reviews)
"Location is unbeatable- but bring ear plugs for the train whistling through the night."
United States
Karla
The price is AED 498
AED 842 total
includes taxes & fees
1 Nov - 2 Nov
Best location! The Pullman Apt @ historic 1799 Inn
A spacious room with a large dining table, white chairs, and a ceiling fan.

14. ~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!

~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
Harpers Ferry
10.0 out of 10, Exceptional, (107 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
The price is AED 705
AED 1,447 total
includes taxes & fees
21 Oct - 22 Oct
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake!
A cozy living room with a fireplace, a dining area with a table and chairs, and a large window overlooking a forest.

15. 2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
6.4 out of 10, (12 reviews)
"This place was wonderful. When have stayed at 4 different cabins like this and this was our favorite. The place was cozy and clean. The pantry was well stocked. The fire pit even had a wood fire prepared. The owners were really nice and communicated well. The facilities at the woods were included We live very the location and the hot tub Highly recommend"
United States
Christopher
The price is AED 560
AED 998 total
includes taxes & fees
2 Nov - 3 Nov
2-Bedroom cabin Hot tub Fireplace PS5
A deck with outdoor seating and a lake view.

16. Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach

Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Had a wonderful stay here. Shaun was an excellent host with easy communication. Peaceful location with a lake! Convenient to Harper’s Ferry. "
United States
Liz P.
The price is AED 147
AED 907 total
includes taxes & fees
22 Oct - 23 Oct
Mountain Lake Retreat of Harpers Ferry; Hot Tub-Fenced Yard-Firepit-Winery-Beach
A spacious living room with a wooden floor, a dining area with a table and chairs, a yellow armchair, a black spiral staircase, and large windows offering a view of the outdoors.

17. Cabin w Fire Pit, Hot Tub, Screened Porch & More

Cabin w Fire Pit, Hot Tub, Screened Porch & More
The Woods
9.8 out of 10, Exceptional, (6 reviews)
"Great little place for a mini trip away. Host was really helpful and great when I had questions. The house was adorable and was perfect for us. Hot tub on the deck was wonderful. Lots of little extra items in case you forgot things so that was a huge plus. Highly recommend!"
United States
Katlin M.
The price is AED 678
AED 1,512 total
includes taxes & fees
26 Oct - 27 Oct
Cabin w Fire Pit, Hot Tub, Screened Porch & More
A wooden deck with a table and chairs, a barbecue grill, and a red umbrella.

18. 3BR cabin w/ hot tub & game room

3BR cabin w/ hot tub & game room
Harpers Ferry
9.0 out of 10, Wonderful, (70 reviews)
"House was wonderful, and I loved how often Tony checked in! Will absolutely be staying here again!"
United States
Chelsey-Ann
The price is AED 706
AED 1,313 total
includes taxes & fees
19 Oct - 20 Oct
3BR cabin w/ hot tub & game room
A hot tub outside a building with a view of autumn trees.

19. Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29 reviews)
"Property was a great location for all we wanted to do during our vacation. The beach area was the perfect retreat for some relaxation after long days of hiking. Area is beautiful, house was comfortable (slept like a baby), and we had a great stay. Would definitely stay again."
United States
Rebecca N.
The price is AED 367
AED 1,259 total
includes taxes & fees
21 Oct - 22 Oct
Woodsy Retreat with a Hot Tub and Seasonal Views!
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

20. Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna

Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
Harpers Ferry
9.8 out of 10, Exceptional, (49 reviews)
"Very relaxing great time."
United States
Alfred A.
The price is AED 665
AED 1,728 total
includes taxes & fees
13 Oct - 14 Oct
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
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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Top Clear Brook Hotel Reviews

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

8/10 Good
"Add some protein to the breakfast please. Otherwise, our stay was excellent!"
John 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Winchester

Frequently asked questions

Can I find a vacation rental in Clear Brook?

Yes, we have vacation rentals near well known points of interest in Clear Brook, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Clear Brook?

Blue Ridge Beauty Home Dog Friendly, Walk to Rivers, A.T. Trail, & HF. NEW LVP: Visitors like this Clear Brook vacation home rental. It is located in the mountains and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Clear Brook?

Clearbrook Lake and Clearbrook Park Playground are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Clearbrook Park and Bright Box Theater.

What’s a vacation rental in Clear Brook like?

A vacation rental is a private property you can stay in for a couple of days or more in Clear Brook. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.