117+ Little Round Top Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Little Round Top

Discover more than 117 holiday rentals in Little Round Top. PickleTrip™ holiday homes has everything you need to find a place to stay near Little Round Top, PA.

Whether you are looking for luxury villas in Little Round Top, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Little Round Top with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Little Round Top for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Little Round Top with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Little Round Top Holiday Rentals

There are a lot of options in Little Round Top. If you plan on staying in the Little Round Top area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Little Round Top:

There are many holiday rentals available in Little Round Top; however, here are a few of the most popular holiday homes listed in Little Round Top on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Little Round Top to find one that works for you.
Yes, there are 117 self-catering family homes and holiday rentals in Little Round Top.
There are more than 117 luxury holiday homes in or near Little Round Top, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 117 pet friendly rentals that are available in Little Round Top.