88+ Sharpe Hill Vineyard Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Sharpe Hill Vineyard

Discover more than 88 holiday rentals in Sharpe Hill Vineyard. PickleTrip™ holiday homes has everything you need to find a place to stay near Sharpe Hill Vineyard, CT.

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

Show more
Show less

Frequently Asked Questions About Sharpe Hill Vineyard Holiday Rentals

There are a lot of options in Sharpe Hill Vineyard. If you plan on staying in the Sharpe Hill Vineyard 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 Sharpe Hill Vineyard:

There are many holiday rentals available in Sharpe Hill Vineyard; however, here are a few of the most popular holiday homes listed in Sharpe Hill Vineyard on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Sharpe Hill Vineyard to find one that works for you.
Yes, there are 88 self-catering family homes and holiday rentals in Sharpe Hill Vineyard.
There are more than 88 luxury holiday homes in or near Sharpe Hill Vineyard, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 88 pet friendly rentals that are available in Sharpe Hill Vineyard.