Gainesboro Holiday Rentals from €181: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Gainesboro has to offer?

Beautiful Log Chalet/Cabin with Hot Tub : This holiday home rental outside of Gainesboro is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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Holiday 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. "

includes taxes & fees

14 Oct - 15 Oct

"Hot tub was nice relaxing cozy cabin"

includes taxes & fees

13 Oct - 14 Oct

"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. "

includes taxes & fees

29 Oct - 30 Oct

"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!"

includes taxes & fees

13 Oct - 14 Oct

"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!!"

includes taxes & fees

13 Oct - 14 Oct

"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."

"It was a very nice place very cozy and comfortable."

includes taxes & fees

21 Oct - 22 Oct

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

includes taxes & fees

11 Nov - 12 Nov

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

includes taxes & fees

5 Nov - 6 Nov

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

includes taxes & fees

12 Nov - 13 Nov

"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. "

"This is an amazing place! Quiet, off the beaten path, but close to everything! Owners thought of everything that you could need or want! Very impressive linen closet for bathroom essentials! Screened in porch was awesome! Perfect fire pit to dutch oven cook! "

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Top Gainesboro Hotel Reviews

TRU By Hilton Winchester

10/10 Excellent

"Parking, staff and shops/restaurants nearby excellent. Not impressed with no tea/coffee in rooms."

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent

"Booked a room late at night with no hassle. Rooms were clean, modern, and quiet. The air conditioner worked beautifully and kept the room cold all night. Breakfast was provided in the AM and had eggs, meats, breads, fruits, waffles, etc. It was a pleasant surprise to stay at such a nice La Quinta."

Travelodge by Wyndham Winchester

10/10 Excellent

"I love this place. Very clean. I've been to many motels in the area and they are horrible, filthy, unkempt properties. Here they have an elevator which is very easy on the legs and arms when getting one's luggage in. Very congenial owner. They don't discriminate against smokers. Other motels in the area put a smoker in rooms that weren't even cleaned. I would recommend this Travel Lodge to all types of guests. Business or leisure."

Find out more about Gainesboro

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 €181 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 are some of the best holiday rentals that Gainesboro has to offer?

Beautiful Log Chalet/Cabin with Hot Tub: This holiday home rental outside of Gainesboro is located in the mountains, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 wider area, you’ll find Rock Harbor Golf Course and Museum of the Shenandoah Valley.

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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Holiday Rentals in Gainesboro

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Holiday 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

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.

Charming 2-bedroom cabin upstairs only Wifi , AC in tranquil Berkeley Springs

Top Gainesboro Hotel Reviews

TRU By Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

Hampton Inn Winchester-University/Mall Area

Hampton Inn Martinsburg

Holiday Inn Winchester Se-Historic Gateway by IHG

Travelodge by Wyndham Winchester

Quality Inn Winchester

Hilton Garden Inn Martinsburg

The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Gainesboro

Frequently asked questions

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