Gainesboro Vacation Rentals from $211: Search Short-Term Rentals

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

Beautiful Log Chalet/Cabin with Hot Tub : Visitors like this Gainesboro vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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Vacation Rentals in Gainesboro

"Very nice stay. We used the fire pit and hot tub and enjoyed both. Excellent location close to cacapon, we ended up hiking and doing the clay shooting. The cabin itself was very nice, cozy, and clean. "

$275 nightly

Nov 16 - Nov 17

Total with taxes and fees

"Hot tub was nice relaxing cozy cabin"

$189 nightly

Oct 22 - Oct 23

Total with taxes and fees

"We had a great time relaxing in the hot tub. We had so many adventures in the area we didn't have time for the fire pit. The place was gorgeous. "

$261 nightly

Nov 5 - Nov 6

Total with taxes and fees

"The property was awesome. Very secluded, very clean, fully stocked. Check in is a little late and check out a little early, but would definitely stay again. The property was incredible with only little things like the electric fireplaces or the bubbles on the hottub not working. Plenty of space for a whole family, and plenty to do if you bring dogs. "

"Excellent property for a quiet and relaxing long weekend. The wood stove and hot tub made the chilly evenings warm and romantic! Highly recommend this property!"

$300 nightly

Nov 5 - Nov 6

Total with taxes and fees

"Overall a decent cabin. Think it’s probably best if you have a group or family of 6 looking for something economical. Seems like the cabin could use an overall refresh. Wish the hot tub was on the enclosed patio. "

"Nice property, everything works well. It's a perfect space for two people. If you're looking to explore the city and just come back to relax, it's a good option for you."

"The house was very comfortable and welcoming. Loved that it was dog friendly, so our dog did not have to stay home. Tony was very kind and helpful with any questions we had, thank you so much! We really enjoyed our stay!!"

$298 nightly

Oct 26 - Oct 27

Total with taxes and fees

"The location was perfect for a quick get away. The property was beautiful and slept 4 adults comfortably. "

"We appreciated how welcoming the owner is to 4-legged family members and the options for dog-walking - both around the neighborhood and at the state park that is across the road. The property is very clean so you would never know that other dogs had been there. The property is perfect for a relaxing get-away. Our entire family enjoyed it."

"We rented both properties for our family reunion. We put the young adult guys at this property and they loved it. It gave them their own space which they appreciated. "

"Remote and very peaceful location. Modern home with very comfortable beds. Enjoyed by all. We don’t often think of returning to a previous location but this one is a very high probability as it fit our family of 8 very well. Great communications with host"

Smart TV, fireplace, DVD player, computer

"We loved our stay at this beautiful Log Chalet/Cabin! Highly recommended place for a group of friends like ours. We enjoyed biking, hiking and restaurants in Berkeley Springs and Hancock. Much more to explore and enjoy! We plan to be back next June. "

"The cabin was perfect, so quiet and peaceful. We thoroughly enjoyed our time there."

"Place was great, kids had alot of fun. Host was very informative and great. "

$560 nightly

Oct 21 - Oct 22

Total with taxes and fees

"My husband and I stayed here in February for a weekend getaway"

$273 nightly

Oct 20 - Oct 21

Total with taxes and fees

"We enjoyed our stay. We got the relaxing weekend we wanted. Everything that we needed was available and the cabin was very comfortable."

$357 nightly

Oct 28 - Oct 29

Total with taxes and fees

"Loved the hot tub and fire pit. Dogs enjoyed the secluded property."

$267 nightly

Nov 5 - Nov 6

Total with taxes and fees

"Although our stay was brief, the place was wonderful. We wouldn’t hesitate to stay there again."

$308 nightly

Nov 12 - Nov 13

Total with taxes and fees

"Nice cabin with great property. Endless things to do if your into the outdoors. Relatively close to all stores for being a pretty remote cabin. Would definitely recommend. Will be returning in the future. "

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Top Gainesboro Hotel Reviews

Travelodge by Wyndham Winchester

10/10 Excellent

"Everything was fine just bed was a little soft for us."

SpringHill Suites by Marriott Winchester

10/10 Excellent

"The entire hotel was exceptionally clean. The room was perfect, very comfortable. The breakfast was great, better than most hotels I have stayed in. Loved being able to make my own waffle and having topping options for the scrambled eggs was a great. The breakfast attendant was very nice. Front desk associate at check in was fantastic, gave us a list of places in Old Town to check out and we loved the restaurant we chose! Great service, clean hotel and we would definitely stay here again! "

Find out more about Gainesboro

Everything you need to know about Gainesboro 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 Gainesboro 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 Gainesboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gainesboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Gainesboro 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 $211 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 Gainesboro rentals

At Expedia, we put the best Gainesboro 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 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 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 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.

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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?

Beautiful Log Chalet/Cabin with Hot Tub: Visitors like this Gainesboro vacation home rental. It is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 garden, 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 Mackintosh Fruit Farm. 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.

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Gainesboro Vacation Rentals

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Vacation Rentals in Gainesboro

Private getaway w/ hot tub, wifi. Secluded amongst trees & near Sleepy Creek.

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

Hot Tub, FirePit, Large Yard, Screened Porch, WiFi

Private Log Cabin - Hot Tub, NEW SatelliteWi-Fi, Fireplace, Sm Pet Considered

Hot Tub, Large Deck, WiFi, Fire Pit at Chalet Cabin

Cabin w New Hot Tub, River/Kayak, WiFi, & Fire Pit

Charming Loft In Winchester Va, Furnished and all Inclusive

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

Secluded Pet-Friendly High-Tech Log Cabin in the Woods

Authentic Log Cabin Getaway w/Private Hot Tub

The Barndominium at Berkeley Ridge - Book your getaway today!

The Honey Bear House

Beautiful Log Chalet/Cabin with Hot Tub

Spectacular couples retreat, private wooded location, pet friendly, WiFi

Secluded,Mountain View, House, Hot tub, Wifi, King beds, Near Cacapon State Park

Amazing Views, Hot Tub, Fire Pit, Deck & Fireplace

Relaxing & Rejuvenating Retreat w/Hot tub, Pool, Sauna, & Games for family+pets

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

Cozy Cabin w/Fire Pit, Hot Tub, Deck, & Pool Table

Historic pet friendly cabin/shooting range/ATV trails/fish ponds/on 82 acres.

Top Gainesboro Hotel Reviews

Travelodge by Wyndham Winchester

Find out more about Gainesboro

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