Gainesboro Vacation Rentals

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Our top choices for Gainesboro vacation rentals

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (21 reviews)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is CA $101
CA $267 total
includes taxes & fees
May 19 - May 20
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.
Cross Junction
9.6 out of 10, Exceptional, (78 reviews)
"We had a great stay with our dogs! Beautiful property and cabin and perfect for getting away. "
United States
Ashley H.
The price is CA $169
CA $446 total
includes taxes & fees
Jun 14 - Jun 15
Historic pet friendly cabin with shooting range, and ATV trails on 80 acres.

River Cabin w/hot tub, fire pit, deck, games, wifi

River Cabin w/hot tub, fire pit, deck, games, wifi
Great Cacapon
9.4 out of 10, Exceptional, (200 reviews)
"We had a great time celebrating our New Year at the cabin! We can't wait to return this summer!"
United States
Jacob S.
The price is CA $285
CA $587 total
includes taxes & fees
Jun 11 - Jun 12
River Cabin w/hot tub, fire pit, deck, games, wifi

River Access Cabin with Hot Tub, Fire Pit & WiFi!

River Access Cabin with Hot Tub, Fire Pit & WiFi!
Berkeley Springs
9.4 out of 10, Exceptional, (29 reviews)
"Host was welcoming!! Hot tub was great!! Especially after a day of hiking"
United States
Jill B.
The price is CA $203
CA $398 total
includes taxes & fees
May 17 - May 18
River Access Cabin with Hot Tub, Fire Pit & WiFi!

Hot Tub, Firepit, Grill, Wifi near Golf & Hiking

Hot Tub, Firepit, Grill, Wifi near Golf & Hiking
Berkeley Springs
8.8 out of 10, Excellent, (3 reviews)
"Everything was wonderful as far as price, being clean, pretty, location, and communication with owner. Very bad service though, which meant no tv for us to unwind at night and no tvs in bedrooms. "
United States
Ryan N.
The price is CA $329
CA $589 total
includes taxes & fees
Jun 14 - Jun 15
Hot Tub, Firepit, Grill, Wifi near Golf & Hiking

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, (4 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 CA $199
CA $246 total
includes taxes & fees
Jun 1 - Jun 2
Luxury tiny home farm stay on historic property with hot tub in Stephens City

Cozy & Modern w/Hot Tub, Fire Pit, Grill & Pond

Cozy & Modern w/Hot Tub, Fire Pit, Grill & Pond
Berkeley Springs
9.6 out of 10, Exceptional, (14 reviews)
"Nice, peaceful environment and cabin. Perfect to get away."
United States
Kacie E.
The price is CA $219
CA $418 total
includes taxes & fees
May 19 - May 20
Cozy & Modern w/Hot Tub, Fire Pit, Grill & Pond

Sky Mountain A-Frame B - King Studio - Mountain Views - Hot Tub

Sky Mountain A-Frame B - King Studio - Mountain Views - Hot Tub
Berkeley Springs
The price is CA $274
CA $347 total
includes taxes & fees
May 26 - May 27
Sky Mountain A-Frame B - King Studio - Mountain Views - Hot Tub

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
7.8 out of 10, Good, (16 reviews)
"Beautiful little place. We had originally booked another place nearby managed by the same host, and when there was an unexpected issue with one of the amenities, they offered to move us here. Hosts were extremely responsive and lovely to work with. The chalet was great."
United States
D O.
The price is CA $187
CA $463 total
includes taxes & fees
May 17 - May 18
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Modern w Mountain Views, Hot Tub, Deck & Fire Pit
Berkeley Springs
9.6 out of 10, Exceptional, (11 reviews)
"Beautiful get away"
United States
Brett R.
The price is CA $226
CA $410 total
includes taxes & fees
May 20 - May 21
Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Upscale w Fireplace, Fire Pit, Games in Gated Comm

Upscale w Fireplace, Fire Pit, Games in Gated Comm
Paw Paw
9.8 out of 10, Exceptional, (7 reviews)
"Loved our stay overall. Beautiful decor, cozy and remote location. Great communication with host as well. Perfect spot to get away from the hustle and stresses of daily work life. "
United States
Jella S.
The price is CA $253
CA $528 total
includes taxes & fees
May 18 - May 19
Upscale w Fireplace, Fire Pit, Games in Gated Comm

Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.2 out of 10, Wonderful, (41 reviews)
"The cabin was cozy. We enjoyed the fireplace nightly as well as the hot tub.The cabin was clean and the host was very responsive. "
United States
gail h.
The price is CA $280
CA $531 total
includes taxes & fees
Jun 10 - Jun 11
Stone chalet w/ views & hot tub

Great Views! A-Frame w Hot Tub, Grill & Fire Pit

Great Views! A-Frame w Hot Tub, Grill & Fire Pit
Berkeley Springs
9.0 out of 10, Wonderful, (20 reviews)
"We had a great time here. It was very clean, quiet and peaceful."
United States
Melissa K.
The price is CA $240
CA $427 total
includes taxes & fees
May 17 - May 18
Great Views! A-Frame w Hot Tub, Grill & Fire Pit

Waterfront w/Hot Tub, Fire Pit, Deck & Water Toys!

Waterfront w/Hot Tub, Fire Pit, Deck & Water Toys!
Great Cacapon
8.4 out of 10, Very good, (5 reviews)
"We had a friends meet up at this cabin. We loved the waterfront access and spent a lot of time on the deck enjoying the view. Also love that it was dog friendly. The available kayaks and canoes were a nice plus. Overall it was a pretty good cabin, but the listing makes it seem much bigger than it is. The listing says it's 4000 sq ft, which it is not. We still had enough of room for 6 people and some dogs. The main floor bedroom does not have any windows (which is not apparent from the pictures)....
United States
Amanda D.
The price is CA $276
CA $575 total
includes taxes & fees
May 27 - May 28
Waterfront w/Hot Tub, Fire Pit, Deck & Water Toys!

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (23 reviews)
"Host was super nice and location was pretty. "
United States
Kimberly B.
The price is CA $130
CA $370 total
includes taxes & fees
May 18 - May 19
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

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

Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly
Gerrardstown
9.4 out of 10, Exceptional, (11 reviews)
"We had a fabulous time and highly recommend this rental."
United States
Amber H.
The price is CA $260
CA $470 total
includes taxes & fees
Jun 3 - Jun 4
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

The Little Red Schoolhouse

The Little Red Schoolhouse
Cross Junction
9.8 out of 10, Exceptional, (14 reviews)
"Lovely two night stay. The hot tub was clean and enjoyable as quick get away for my husband and me. Would absolutely stay again and refer others to do the same. "
United States
Nikki B.
The price is CA $183
CA $363 total
includes taxes & fees
May 26 - May 27
The Little Red Schoolhouse

Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs

Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs
Berkeley Springs
9.2 out of 10, Wonderful, (19 reviews)
"We had a fun and relaxing time at Tony's place. We had all the amenities we needed. The house was in great condition and professionally cleaned. We will definitely return!"
United States
Milagros C.
The price is CA $219
CA $522 total
includes taxes & fees
May 18 - May 19
Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs

Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.8 out of 10, Exceptional, (7 reviews)
"This was yhe perfect place for us to stay in Old Winchester. A short walk to just about everything. The apartment was clean and comfortable. We had no issues with checking in and communication was great with the property owner. We would definitely rent from them again."
United States
Stephanie L.
The price is CA $178
CA $299 total
includes taxes & fees
May 17 - May 18
Pretty Little Apt by the Train II

Cozy English Basement Apt quiet but close to downtown

Cozy English Basement Apt quiet but close to downtown
Winchester
9.6 out of 10, Exceptional, (7 reviews)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
United States
Anonymous traveller
The price is CA $137
CA $241 total
includes taxes & fees
May 24 - May 25
Cozy English Basement Apt quiet but close to downtown
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 Gainesboro Hotel Reviews

Find out more about Gainesboro

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Gainesboro. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Gainesboro?

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

What's the top vacation rental that Gainesboro has to offer?

Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna: Visitors like this Gainesboro vacation home rental. It is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Gainesboro?

Explore the area and family-friendly sights such as Shenandoah Valley Discovery Museum, or get out into nature at a spot like Cacapon Resort State Park. In the larger area, you’ll find Rock Harbor Golf Course and Museum of the Shenandoah Valley.

What’s a vacation rental in Gainesboro like?

A vacation rental is a private property where you can stay for short or long periods in Gainesboro. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. 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 popular option for family trips.