67+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. New York
  3. Dexter

Dexter pickleball Stays, Resort Rentals, & Homes

About Dexter Vacation Rentals

Discover over 67 amazing vacation rental options in Dexter with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Dexter.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 523.71 ft², with prices averaging US $244 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Dexter.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Dexter

Type Count
Vacation Homes 28
Holiday Apartments 9
Cottages 7

Use these Quick Filters to Find a Vacation Rental in Dexter

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Dexter with PickleTrip™.

Weather in Dexter, NY

View the weather forecast for Dexter before booking your Dexter 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 Dexter, NY

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


Farmhouse Maple
Fort Drum
Salmon Run Mall
Roswell P. Flower Memorial Library
Southwick Beach State Park
Thousand Islands Winery
Thompson Park
Antique Boat Museum
New York State Zoo at Thompson Park
Evans Mills Speedway
Clayton Marina
Clayton Island Tours
1000 Islands River Rat Cheese
Alex Bay 500 Go-Karts
Scenic View Park
Highland Meadows Golf and Country Club
Coyote Moon Vineyards
Otter Creek WInery
Lake Ontario Playhouse
Cedar Point State Park

Other Places to Stay in Dexter, NY


Jefferson County 471 Properties
Farmhouse Maple 63 Properties
Pillar Point 41 Properties

Frequently Asked Questions About Dexter?

What are the top vacation rentals, resorts, and hotels in Dexter with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Dexter. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Dexter!

Which vacation rentals, resorts, or hotels in Dexter is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Dexter? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Dexter?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 67 properties listed in Dexter in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.


People Also Ask

There are 67 Dexter, NY Vacation Rentals

Recently Booked Vacation Rentals in Dexter