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Clear Brook Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
8.8 out of 10, Excellent, (5 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.
$232 nightly
The price is $263
Oct 19 - Oct 20
Total with taxes and fees
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
A dining area with a white table and bench, a hanging light fixture, and a door leading to another room.

2. 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.
$330 nightly
The price is $374
Oct 19 - Oct 20
Total with taxes and fees
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
A spacious living area with a stone wall, a fireplace, a blue sofa, and a kitchen with wooden cabinets and a large window.

3. 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.
$299 nightly
The price is $323
Oct 25 - Oct 26
Total with taxes and fees
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
A living room with a sofa, armchair, coffee table, and a television.

4. 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.
$295 nightly
The price is $334
Oct 19 - Oct 20
Total with taxes and fees
Nostalgia Lane in the heart of the city
Forest Haven is beautiful at night

5. 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.
$305 nightly
The price is $340
Oct 22 - Oct 23
Total with taxes and fees
Forest 2BR chalet w/ hot tub & backyard
Grab a towel and relax in the hot tub

6. 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.
$347 nightly
The price is $376
Oct 19 - Oct 20
Total with taxes and fees
Stone chalet w/ views & hot tub
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.
$385 nightly
The price is $417
Nov 9 - Nov 10
Total with taxes and fees
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, (88 reviews)
"Great little getaway. Our only issue was the intense heat of 100 every day. The AC was heavenly!"
United States
Dennis C.
$96 nightly
The price is $107
Oct 25 - Oct 26
Total with taxes and fees
❤️ Secluded 1940s Romantic Tiny House on the River
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

9. 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.
$276 nightly
The price is $307
Nov 13 - Nov 14
Total with taxes and fees
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

10. Schilling House

Schilling House
3.0 star property
Bolivar
$299 nightly
The price is $320
Oct 26 - Oct 27
Total with taxes and fees
Schilling House
A living room with a dining table, chairs, a sofa, and a television.

11. 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.
$211 nightly
The price is $235
Oct 20 - Oct 21
Total with taxes and fees
Quaint Mini Cottage in Shepherdstown - Walking Distance
A deck with outdoor seating and a lake view.

12. 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, (13 reviews)
"We had a lovely stay and it was so nice for our dog as well. The Mountain Lake Cub had a doggy beach day on Saturday morning and it was a super fun experience. The host was friendly and responsive!"
United States
Dawn S.
$234 nightly
The price is $260
Oct 22 - Oct 23
Total with taxes and fees
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.

13. 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, (7 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.
$352 nightly
The price is $381
Oct 19 - Oct 20
Total with taxes and fees
Cabin w Fire Pit, Hot Tub, Screened Porch & More
A hot tub outside a building with a view of autumn trees.

14. 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.
$308 nightly
The price is $343
Oct 21 - Oct 22
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
A wooden deck with a table and chairs, a floating dock, and an umbrella providing shade.

15. Rustic Log Cabin with Private Dock on the Lake!

Rustic Log Cabin with Private Dock on the Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (15 reviews)
"Great location with beautiful views. Definitely would stay there again"
United States
David D.
$372 nightly
The price is $414
Oct 22 - Oct 23
Total with taxes and fees
Rustic Log Cabin with Private Dock on the Lake!
A spacious room with a large dining table, white chairs, and a ceiling fan.

16. ~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, (110 reviews)
"It was very clean, comfortable and well supplied with everything you would need. Beautiful scenery."
United States
John B.
$327 nightly
The price is $364
Oct 21 - Oct 22
Total with taxes and fees
~Family & Pet Friendly Mountain Cabin~ Steam Shower~ 5 minutes from lake
A covered outdoor area with wicker furniture, a ceiling fan, and a view of a lake and forest.

17. Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (42 reviews)
"Clean house. Host was able to accessible. Hot tub worked and clean. Kitchen had everything we needed. Great place to stay and relax"
United States
Lisa h.
$381 nightly
The price is $424
Nov 4 - Nov 5
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
A bedroom with a bed, bedside table, lamp, and a window with curtains.

18. Chalet w/Hot Tub, Deck, Game Room & EV Charger

Chalet w/Hot Tub, Deck, Game Room & EV Charger
Stephens City
10.0 out of 10, Exceptional, (11 reviews)
"Loved the house and privacy it provided. Relaxing getaway and it was furnished nicely. Slippers and robes added an extra touch. Communication was stellar."
United States
Rebekah G.
$330 nightly
The price is $362
Nov 3 - Nov 4
Total with taxes and fees
Chalet w/Hot Tub, Deck, Game Room & EV Charger
A wooden interior with a dining table set for four, a fireplace, and large windows offering a view of the outdoors.

19. 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.
$359 nightly
The price is $400
Nov 4 - Nov 5
Total with taxes and fees
Cozy Cabin | Lakefront, Hot Tub, Outdoor Sauna
A bedroom with a bed, a table, and a view of the outdoors.

20. The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (54 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
$198 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
The Carriage House at Carrot Top Cottage
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

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Everything was good"
gerald 1-night trip
Posted 3 hours ago
Comfort Inn & Suites Winchester

Find out more about Clear Brook

Everything you need to know about Clear Brook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Clear Brook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Clear Brook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Clear Brook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Clear Brook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Clear Brook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $177 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Clear Brook rentals

At Expedia, we put the best Clear Brook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Clear Brook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Clear Brook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Clear Brook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.