143+ Wilton Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Wilton

Discover more than 143 holiday rentals in Wilton. PickleTrip™ holiday homes has everything you need to find a place to stay near Wilton, .

Whether you are looking for luxury villas in Wilton, 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 Wilton with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Wilton 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 Wilton with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Wilton Holiday Rentals

There are a lot of options in Wilton. If you plan on staying in the Wilton 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 Wilton:

There are many holiday rentals available in Wilton; however, here are a few of the most popular holiday homes listed in Wilton on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Wilton to find one that works for you.
Yes, there are 143 self-catering family homes and holiday rentals in Wilton.
There are more than 143 luxury holiday homes in or near Wilton, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 143 pet friendly rentals that are available in Wilton.