185+ Private Villas and Holiday Rentals in Gainesboro |
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  2. Virginia
  3. Winchester
  4. Gainesboro

Gainesboro Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Gainesboro

Discover more than 185 vacation rentals available in Gainesboro. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Gainesboro.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Gainesboro, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Gainesboro. On average, places to stay near Gainesboro offer 706.56 ft², with nightly prices averaging US $184.

With Casai, finding and comparing holiday rentals in Gainesboro is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Gainesboro

Type Count
Vacation Homes 57
Holiday Apartments 39
Cottages 2
Villas 1

Use these Quick Filters to Find a Holiday Rental in Gainesboro

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Gainesboro.

Weather in Gainesboro, VA

View the weather forecast for Gainesboro before booking your Gainesboro Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Gainesboro, VA

Casai offers a large selection of top attractions around Gainesboro . Research things to do on your vacation before you visit Gainesboro.


SheNonedoah University
Winchester Medical Center
George Washington National Forest
Summit Point Raceway
Dinosaur Land
Cacapon Resort State Park
Apple Blossom Mall
For the Kids
Martinsburg Mall
Mt Hebron Cemetery
Jim Barnett Park
SheNonedoah Valley Discovery Museum
Cacapon State Park
Wilson's Wild Animal Park
Patsy Cline Historic House
Winchester Little Theater
Mackintosh Fruit Farm
Rocking S Ranch
Museum of the SheNonedoah Valley
Valerie Hill Winery

Frequently Asked Questions About Gainesboro?

What are the top holiday rentals in Gainesboro?

With numerous options available in Gainesboro, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Gainesboro:

How many holiday rentals have private pools in Gainesboro?

Discover a selection of holiday rentals with private pools near Gainesboro with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Gainesboro are best for families?

If you're searching for a family-friendly holiday home in Gainesboro, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Gainesboro:

How many Casai.nz holiday rentals are available in Gainesboro?

As of 2025, Casai boasts over 185 properties listed in the Gainesboro area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Gainesboro.


People Also Ask

There are 185 Gainesboro, VA Holiday Rentals

Recently Booked Holiday Rentals in Gainesboro