Gainesboro Holiday Rentals

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Our top choices for Gainesboro holiday 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, (18 reviews)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is HK$569
HK$1,502 total
includes taxes & fees
9 Mar - 10 Mar
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
9.8 out of 10, Exceptional, (304 reviews)
"This was so a wonderful cabin with so much privacy!Will be coming back. "
United States
Jamie S.
The price is HK$977
HK$2,681 total
includes taxes & fees
30 Mar - 31 Mar
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Stone chalet w/ views & hot tub

Stone chalet w/ views & hot tub
Gerrardstown
9.2 out of 10, Wonderful, (39 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 HK$1,336
HK$2,692 total
includes taxes & fees
29 Mar - 30 Mar
Stone chalet w/ views & hot tub

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)
"We loved that the home is secluded, and quiet. We appreciated that the house was clean and fully stocked. The host was very responsive."
United States
Shannon D.
The price is HK$1,160
HK$2,253 total
includes taxes & fees
10 Mar - 11 Mar
River Access Cabin with Hot Tub, Fire Pit & WiFi!

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, (10 reviews)
"Amazing cabin getaway "
United States
Aleks S.
The price is HK$1,160
HK$2,124 total
includes taxes & fees
17 Mar - 18 Mar
Modern w Mountain Views, Hot Tub, Deck & Fire Pit

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

Fireplace, Wraparound Deck, & WiFi at Chalet Cabin
Gerrardstown
8.4 out of 10, Very good, (14 reviews)
"Enjoyed the hot tub. "
United States
Robert Z.
The price is HK$1,063
HK$2,226 total
includes taxes & fees
11 Mar - 12 Mar
Fireplace, Wraparound Deck, & WiFi at Chalet Cabin

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)
"My husband and I had a fantastic getaway at this cabin! The location was perfect, and the cabin itself is beautifully constructed and meticulously maintained. It was spotlessly clean, well-appointed, and tastefully decorated. The kitchen was a joy to cook in, with high-quality cookware. The host was incredibly attentive, kind, and helpful, making our stay even better."
United States
Samantha H.
The price is HK$1,439
HK$2,962 total
includes taxes & fees
18 Mar - 19 Mar
Upscale w Fireplace, Fire Pit, Games in Gated Comm

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 HK$565
HK$1,464 total
includes taxes & fees
9 Mar - 10 Mar
The Little Red Schoolhouse

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, (2 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is HK$1,020
HK$1,280 total
includes taxes & fees
23 Mar - 24 Mar
Luxury tiny home farm stay on historic property with hot tub in Stephens City

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 HK$1,247
HK$2,429 total
includes taxes & fees
12 Mar - 13 Mar
Hot Tub, Firepit, Grill, Wifi near Golf & Hiking

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 HK$1,317
HK$2,411 total
includes taxes & fees
17 Mar - 18 Mar
Hot Tub, Fire Pit, Deck, Grill, WiFi, Dog-Friendly

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 HK$1,161
HK$2,078 total
includes taxes & fees
25 Mar - 26 Mar
Great Views! A-Frame w Hot Tub, Grill & Fire Pit

Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.

Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.
Berkeley Springs
10.0 out of 10, Exceptional, (283 reviews)
"Helpful host and excellent jacuzzi"
United States
Jenny R.
The price is HK$2,060
HK$5,696 total
includes taxes & fees
9 Mar - 10 Mar
Mountain View,Chalet,Hot tub,Sauna,King beds,Firepit,Near Cacapon Resort.

Dog-Friendly Cottage w Playground, Grill & Games

Dog-Friendly Cottage w Playground, Grill & Games
Middletown
9.6 out of 10, Exceptional, (16 reviews)
"Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative "
United States
Corrin D.
The price is HK$1,258
HK$2,262 total
includes taxes & fees
8 Mar - 9 Mar
Dog-Friendly Cottage w Playground, Grill & Games

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

Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs
Berkeley Springs
9.0 out of 10, Wonderful, (14 reviews)
"We had an amazing time at this cabin,the nice and cozy atmosphere was incredible, outside is beautiful and peaceful day/night. Would definitely give it more thank 5 stars. Many thanks Tony "
United States
Adam K.
The price is HK$1,247
HK$2,653 total
includes taxes & fees
9 Mar - 10 Mar
Grill, Fire Pit, WiFi, Deck, Hammock, Games & Dogs

Cameron Charmer pristine downtown apt with double master suites

Cameron Charmer pristine downtown apt with double master suites
Winchester
9.4 out of 10, Exceptional, (6 reviews)
"Nice house in a good central location. "
United States
Mitchell V.
The price is HK$1,545
HK$2,724 total
includes taxes & fees
8 Mar - 9 Mar
Cameron Charmer pristine downtown apt with double master suites

Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.0 out of 10, Wonderful, (15 reviews)
"Adorable place and perfect for Winchester and surrounding parks, wineries, and farms."
United States
Tracy F.
The price is HK$1,444
HK$2,591 total
includes taxes & fees
8 Mar - 9 Mar
Nostalgia Lane in the heart of the city

Forest Haven: Hot Tub, Record Player, Fire Pit

Forest Haven: Hot Tub, Record Player, Fire Pit
Berkeley Springs
10.0 out of 10, Exceptional, (9 reviews)
"We enjoyed the tall trees, hot tub, and fire pit. "
United States
Kate O.
The price is HK$795
HK$2,329 total
includes taxes & fees
9 Mar - 10 Mar
Forest Haven: Hot Tub, Record Player, Fire Pit

Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
The price is HK$1,389
HK$2,520 total
includes taxes & fees
8 Mar - 9 Mar
Morocco Loft 2BR overlooking city walking mall

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!

3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
Stephens City
9.4 out of 10, Exceptional, (8 reviews)
"Had a great stay at this property for a girls weekend. Nearby to cute shops, a nice winery, grocery stores and restaurants. Nice amenities with games, entertainment systems, outdoor space, and in a great neighborhood too. Lots of space for families or friend reunions. Will rent again here when staying in the area. "
United States
Maureen W.
The price is HK$930
HK$2,373 total
includes taxes & fees
7 Mar - 8 Mar
3BDR, 3 Full-Bath house in City, 2 living rooms [3,000 sq. ft.] - Pet Friendly!
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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Find out more about Gainesboro

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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?

Serene Mountaintop Cabin - Pool, Hot Tub [Fall-Spring], Infrared Sauna: This holiday home rental outside of Gainesboro is located in the mountains, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games 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.