Holiday Rentals in Gainesboro

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Holiday Rentals in Gainesboro

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
9.8 out of 10, Exceptional, (244)
"We really enjoyed the property. It was clean. Internet worked well. Washer and dryer was nice. Too cold to enjoy the hot tub for me. My suggestions are a new shower head, thank goodness I didn’t have to wash my hair. The flow is too spread out and not enough to efficiently rinse as you shower. Second is a cheaper Kcup machine would be nice. Traveling with ground coffee is not really ideal for a quick trip away. Third thing I suggest is two beach towels (minimum) for the use of the hot tub. We...
The price is €294
per night
6 Jun - 7 Jun
Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
8.8 out of 10, Excellent, (13)
"It was rainy but so lovely. The place was perfect with such a wonderful location and beautiful view from screened in porch. The cabin is a bit old and the screened in porch was not cleaned. But really a great space and close the DC."
The price is €259
per night
6 Jun - 7 Jun
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
9.6 out of 10, Exceptional, (149)
"great spot for a get a way. highly recommend the baths in town."
Secluded Pet-Friendly High-Tech Log Cabin in the Woods
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Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
10.0 out of 10, Exceptional, (25)
"The pictures and description are 100% accurate, but being there in person to take in the peaceful surroundings and views of nature with the family was a great experience. The hostess was responsive from the moment we booked and provided all the info we needed to make it to this mountain top cabin on the VA/WV border. We drove up on a Friday and after getting out of DC traffic we were on our way to Almost Heaven cabin. When we’re about a mile or so from the cabin we saw a black bear crossing...
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream
A luxurious cabin quietly tucked away in the woods, pet friendly, WiFi
10.0 out of 10, Exceptional, (175)
"We have stayed in other cabins over the years and this one is definitely at the top of the list for being the best. It was so neat, clean, and well organized. We were able to unpack our things and begin to relax immediately. Janie was great to work with and gave us good suggestions for places to eat and things to do. This is definitely a little jem for sure."
A luxurious cabin quietly tucked away in the woods, pet friendly, WiFi
Hot Tub, Private Lake, & Huge Deck at Chalet Cabin
9.2 out of 10, Wonderful, (20)
"It was nice to get away and relax in a secluded location. Enjoyed the hot tub. Had a good time walking around Berkeley Springs (even though most shops were closed). All in all it was a nice time away from work and hectic life."
The price is €371
per night
12 Jun - 13 Jun
Hot Tub, Private Lake, & Huge Deck at Chalet Cabin
The Outlook - A Majestic View!
9.6 out of 10, Exceptional, (58)
"Great weekend spent with family. Beautiful setting with a beautiful mountain view. Very clean and comfortable."
The Outlook - A Majestic View!
Spectacular couples retreat, private wooded location, pet friendly, WiFi
10.0 out of 10, Exceptional, (127)
"this place is amazing, well kept and simply beautiful and amazing inside and out. This is our second time visiting, and we will be back. The owner is amazing. She keeps in touch with you and let you know everything is going on."
Spectacular couples retreat, private wooded location, pet friendly, WiFi
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
10.0 out of 10, Exceptional, (225)
"Very nice home with great space to gather. Close to activities, we did the rails to trails out of Hancock. And had a wonderful dinner in Berkley Springs."
The price is €731
per night
9 Jun - 10 Jun
Secluded, Convenient, Hot tub, WiFi, Near Cacapon State Park
13 BR Boutique in Berryville
8.0 out of 10, Very good, (5)
"This house is a gem in progress. It was very spacious and naturally divided into separate areas so it worked well to group families with small children away from older couples without children. Several issues did develop during our stay which were immediately addressed. The dish washer was repaired and worked fine for us. The large common area had very minimal lighting but we moved lamps into the area to remedy that. There was ample refrigerator space but no freezer so we improvised with ice...
13 BR Boutique in Berryville
Private Family Escape with Hot Tub
10.0 out of 10, Exceptional, (1)
"Beautiful cabin in the woods. Loved everything. "
Private Family Escape with Hot Tub
Private Log Cabin - Hot Tub, NEW SatelliteWi-Fi, Fireplace, Sm Pet Considered
9.8 out of 10, Exceptional, (106)
"My wife and I spent weekend looking peace and quiet. It rained the entire weekend. We listen to the rain while drinking coffee and wine. Could’ve found a more relaxing location. Will definitely rent again."
Private Log Cabin - Hot Tub, NEW SatelliteWi-Fi, Fireplace, Sm Pet Considered
River Walk Cottage - Romantic Escape
9.4 out of 10, Exceptional, (29)
"Had a swell time. Seclusion was great. Nearby town and hikes were fun."
River Walk Cottage - Romantic Escape
Modern Berkeley Springs Cabin w/ Private Hot Tub!
10.0 out of 10, Exceptional, (3)
Modern Berkeley Springs Cabin w/ Private Hot Tub!
Beautiful Log Chalet/Cabin with Hot Tub
10.0 out of 10, Exceptional, (48)
"This is an amazing house for a large family or a few families! Plenty of space to spread out both indoor and out. Would definitely stay here again. 1 minor downfall - the beds are not that comfortable. Besides that the house was fully stocked and lovely!"
Beautiful Log Chalet/Cabin with Hot Tub
Stone Chalet - Amazing Views, Hot Tub, & Huge Deck
10.0 out of 10, Exceptional, (17)
"The cabin was impeccably clean and well-stocked. The view is incredible! The weather was cool and rainy so we didn’t utilize the decks or the fire pit. We were able to squeeze in some hot tub time which was exceptionally clean and relaxing. Bed was comfy. We definitely enjoyed our stay."
The price is €284
per night
11 Jun - 12 Jun
Stone Chalet - Amazing Views, Hot Tub, & Huge Deck
Authentic Log Cabin Getaway w/Private Hot Tub
10.0 out of 10, Exceptional, (43)
"Great property."
Authentic Log Cabin Getaway w/Private Hot Tub
Emerald in Berkeley Springs, WV
10.0 out of 10, Exceptional, (17)
"Big open living area. Private lot. Nicely equipped and appointed, well stocked."
Emerald in Berkeley Springs, WV
Modern Townhome within walking distance of Old Town Winchester and attractions
10.0 out of 10, Exceptional, (4)
"John was super helpful and the place was lovely."
Modern Townhome within walking distance of Old Town Winchester and attractions
Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!
9.8 out of 10, Exceptional, (38)
"This is a stunning, beautifully decorated, well stocked house with a view and an incredible river access point. We spent the days just lounging about in the river chatting with the occasional kayaker who passed by, sitting by the firepit at night, and playing games on the beautiful screened-in porch. Two fridges, games in the basement, easy water access - might be one of the best VRBO rentals we've ever had. Already planning on booking again for next year."
Breathtaking! 5 Acre Private Riverfront Cabin in the Mountains!
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See all available properties in Gainesboro
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.

Other types of properties in Gainesboro you may be interested in

La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1368)
"Friendly staff, easy check in, clean, close to SU, convenient to restaurants. "
The price is €116
per night
9 Jun - 10 Jun
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (804)
"They are new and clean. Excellent service."
The price is €86
per night
17 Jun - 18 Jun
Microtel Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.0 out of 10, Very good, (1073)
"Nice clean room, bathroom and comfortable bed. Would be great to have scrambled eggs at breakfast instead of hard boiled. "
The price is €64
per night
1 Jul - 2 Jul
Travelodge by Wyndham Winchester
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.

Everything you need to know about Gainesboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gainesboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Gainesboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gainesboro holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gainesboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gainesboro holiday rentals we have selected for you start as low as €259 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gainesboro rentals

At Expedia, we put the best Gainesboro holiday 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 Gainesboro 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 Gainesboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gainesboro. 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 holiday rental in Gainesboro?

Yes, there are holiday rentals close to the most popular sights in Gainesboro, or you can select a more secluded option if you're looking for a relaxing stay.

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 Jim Barnett Park. In the wider area, you’ll find Museum of the Shenandoah Valley and Shenandoah University.

What’s a holiday rental in Gainesboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gainesboro. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.

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