Middletown pickleball Stays, Resort Rentals, & Homes
About Middletown Vacation Rentals
Discover over 134 amazing vacation rental options in Middletown 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 Middletown.
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 599.69 ft², with prices averaging US $419 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 Middletown.
Top Pickleball-Ready Accommodation Types in Middletown
| Type | Count |
|---|---|
| Vacation Homes | 94 |
| Cottages | 11 |
| Holiday Apartments | 4 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in Middletown
★ 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 Middletown with PickleTrip™.
Weather in Middletown, NJ
View the weather forecast for Middletown before booking your Middletown Vacation Rentals to confirm your best time to go.
Top Attractions Around Middletown, NJ
PickleTrip offers a large selection of top attractions around Middletown . Research things to do on your vacation before you visit Middletown.
Frequently Asked Questions About Middletown?
What are the top vacation rentals, resorts, and hotels in Middletown 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 Middletown. 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 Middletown!
- Pristine 3bed , 3bath 1 min walkto the beach water amusement park. Hot Tub 5 TVs
- Off-Season 6-8 month rental: WFH at the beach or commute via train/ferry to NYC!
- Cozy Cottage Retreat on North Jersey Shore
- Walk to Beach: Keansburg Home w/Patio & Fire Pit!
- Welcome to Paradise! The perfect beach cottage!
- Spacious home in Red Bank; great for groups. 15 mins to Sandy Hook or Sea Bright
- Welcome to Blue Haven: Comfort and Charm~Steps from the Beach!
- Fabulous 3-bedroom house with Garage Game Room ! 3 blks to Beach ! AC/Barbeque
- Seaside Cottage: 1 block to free beach w/NY Skyline. 30min to NYC.
- Oceanfront Villa Panoramic NYC Views +Luxury Home
How many pickleball-ready properties have private pools in Middletown?
Discover 3 accommodations with private or nearby pickleball courts in Middletown. Some of the best destinations to stay and play pickleball are:
- Stunning Bayfront Sandy Hook Retreat: Views & Yard
- Victorian Mansion/indoor basketball,hockey court
- NEW LISTING! Gorgeous Keansburg Home with Pool: Walk to Beach! by RedAwning
Which vacation rentals, resorts, or hotels in Middletown is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Middletown? 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 Middletown?
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 134 properties listed in Middletown in 2026, 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.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Port Monmouth Vacation Rentals in Middletown, New Jersey | 76 |
