Gainesboro holiday homes

We found 251 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Gainesboro that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Gainesboro

Showing deals for:13 Nov - 20 Nov

Living area
Terrace/patio
Living area
Exterior
Exceptional
(11 reviews)

Luxury tiny home farm stay on historic property with hot tub in Stephens City

Stephens City

8% off
NZ$2,052
for 7 nights, 1 cabin
NZ$293 per night
includes taxes & fees
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Living area
Living area
Living area
Interior
Exceptional
(5 reviews)

Eagle's Nest at Ice Mountain - massive mountain top chalet with panoramic views

Slanesville

7% off
NZ$6,180
for 7 nights, 1 home
NZ$883 per night
includes taxes & fees
Eagle's Nest at Ice Mountain - massive mountain top chalet with panoramic views
Porch #2 off the kitchen
Kitchen
Game room - pool, ping pong and arcade games
Farmhouse built in 1891
Exceptional
(29 reviews)

Charming 1891 Country Farmhouse: Game Room, Fire Pit, 2 Acres, EV Charger

Winchester

7% off
NZ$3,009
for 7 nights, 1 room
NZ$430 per night
includes taxes & fees
Charming 1891 Country Farmhouse: Game Room, Fire Pit, 2 Acres, EV Charger
Room
Property grounds
Exterior
Private kitchen
Excellent
(26 reviews)

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

Berkeley Springs

7% off
NZ$2,070
for 7 nights, 1 cabin
NZ$296 per night
includes taxes & fees
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Private kitchen
Interior
Living area
Dining
Exceptional
(12 reviews)

Cozy Creekview Cabin - Berkeley Springs, WV

Berkeley Springs

8% off
NZ$4,056
for 7 nights, 1 cabin
NZ$579 per night
includes taxes & fees
Cozy Creekview Cabin - Berkeley Springs, WV
Living area
Living area
Interior
Interior
Exceptional
(17 reviews)

Log Cabin with Hottub, EV charger, Game room

Great Cacapon

9% off
NZ$5,563
for 7 nights, 1 cabin
NZ$795 per night
includes taxes & fees
Log Cabin with Hottub, EV charger, Game room
Living area
Enjoy the Dove’s Nest fully stocked kitchen.  Just bring your food for preparing your gourmet meals!!!
Terrace/patio
A longer wooded view looking up at the deck.
Exceptional
(175 reviews)

Spectacular couples retreat, private wooded location, dog friendly, Fiber WiFi

Berkeley Springs

8% off
NZ$2,714
for 7 nights, 1 cabin
NZ$388 per night
includes taxes & fees
Spectacular couples retreat, private wooded location, dog friendly, Fiber WiFi
Property grounds
Dining
Interior
Exterior
Exceptional
(13 reviews)

Woods, River, Relaxation- Berkley Springs

Great Cacapon

12% off
NZ$3,144
for 7 nights, 1 cabin
NZ$449 per night
includes taxes & fees
Woods, River, Relaxation- Berkley Springs
Private kitchen
Living area
Outdoor spa tub
Living area
Exceptional
(32 reviews)

Secluded cozy cabin with modern amenities/hot tub/pet friendly/wifi

Berkeley Springs

8% off
NZ$3,161
for 7 nights, 1 cabin
NZ$452 per night
includes taxes & fees
Secluded cozy cabin with modern amenities/hot tub/pet friendly/wifi
Interior
Stunning Outdoor Community Pool With Elevated Hot Tub. Tennis courts, too.
Exterior
Interior
Wonderful
(129 reviews)

Coolfont 4 BDRM, lots of beds! Cozy Wooded Cottage.

Berkeley Springs

9% off
NZ$3,863
for 7 nights, 1 cottage
NZ$552 per night
includes taxes & fees
Coolfont 4 BDRM, lots of beds! Cozy Wooded Cottage.
Main Area Living Room
Main Area Living Room
Exterior - Evening
Open Dining
Exceptional
(290 reviews)

Sky Mountain Chalet - Sweeping Mountain Views, Hot Tub, Sauna, EV Charger

Berkeley Springs

7% off
NZ$7,768
for 7 nights, 1 home
NZ$1,110 per night
includes taxes & fees
Sky Mountain Chalet - Sweeping Mountain Views, Hot Tub, Sauna, EV Charger
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Gainesboro getaway

Learn about the unique charm of Gainesboro with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Gainesboro

Do you want to find top things to see and do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Gainesboro a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Rock Harbor Golf Course (7.4 mi / 11.8 km)
  • Summit Point Motorsports Park (15.7 mi / 25.3 km)
  • Dinosaur Land (16.4 mi / 26.4 km)
  • Rocking S Ranch (4.5 mi / 7.2 km)
  • Valerie Hill Winery (12.9 mi / 20.8 km)
  • Nalls Farm Market (8.9 mi / 14.3 km)

Exploring the natural features in Gainesboro

Whether you're an active traveller or just want to take in the scenery, Gainesboro is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Mackintosh Fruit Farm (12.9 mi / 20.8 km)
  • Cacapon Resort State Park (16 mi / 25.7 km)
  • Clearbrook Park (9 mi / 14.5 km)
  • Poor House Farm Park (17.2 mi / 27.6 km)
  • Star Fort Civil War Battlefield (7.1 mi / 11.5 km)
  • Clearbrook Park Playground (9 mi / 14.5 km)

Transport to and around Gainesboro

Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), the closest airport, located 16.8 mi (27.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Washington Dulles International Airport (IAD), which is 49 mi (78.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Gainesboro?
Chalets are the most popular type of holiday home in Gainesboro, according to our data. Even if you have something different in mind, Bookabach has properties in many shapes and sizes. Browse our options to find your perfect Gainesboro pad.
How much does it cost to rent a holiday home in Gainesboro?
The average price for a holiday home in Gainesboro depends on a number of factors, such as season, property type and length of stay. Whether you're thinking about a sprawling house with room for friends and family or a cosy cottage just enough for two, just enter your dates of travel to view some great-value stays.
How much does it cost to rent a beach house in Gainesboro?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Gainesboro travel dates to view your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use the filters to select the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in Gainesboro?
Yes. There are. You'll have a choice of three stays that allow pets in Gainesboro on Bookabach. Our furry best friends need to get away from it all too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where your pup can be near his favourite humans.
What are popular home amenities in Gainesboro?
When it comes to home amenities that guests are on the lookout for in Gainesboro, mountain views, a garden and a fireplace rank highest. With Bookabach holiday homes, you'll discover options to match your style and taste, whether you're going away with family, friends or even pets.
Are there large group holiday homes in Gainesboro?
You'll find three properties in Gainesboro that can host five or more people. From family getaways to events like birthday parties, these stays have enough room to spend time with your favourite people.
Are there holiday homes in Gainesboro that welcome kids?
Bring the entire family together for a fun-filled adventure in Gainesboro at one of our three family-friendly holiday homes. A lot of these stays provide amenities that are ideally suited to trips with youngsters, including laundry facilities, living rooms and private pools. Simply click on the "Properties good for families" filter box and choose your favourite option.
What are the top attractions for families in Gainesboro?
Keep the kids amused at these fun family-friendly attractions in Gainesboro:
  • Shenandoah Valley Discovery Museum
  • Museum of the Shenandoah Valley
  • Jim Barnett Park
Can I find two-bedroom holiday homes in Gainesboro?
You can select from two two-bedroom holiday homes in Gainesboro. Put the kids in the second room or fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Gainesboro?
Whether you'd like to keep up with the latest headlines, write a few emails or surf your social networks, there are two holiday homes with WiFi in Gainesboro. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Gainesboro?
Pick your dates and then use the filters to locate holiday homes with air conditioning in Gainesboro on Bookabach. With three air-conditioned properties available here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a holiday home in Gainesboro?
We advise checking with the Gainesboro holiday home you're looking at on Bookabach as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Gainesboro for?
It's really down to the Gainesboro property. To view all available options offering extended stays, just enter your dates and guest number into Bookabach's search page. Look forward to having the property to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a yard where the kids can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.