45+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Ipswich

Ipswich pickleball Stays, Resort Rentals, & Homes

About Ipswich Vacation Rentals

Discover over 45 amazing vacation rental options in Ipswich 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 Ipswich.

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 934.64 ft², with prices averaging US $387 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 Ipswich.

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Top Pickleball-Ready Accommodation Types in Ipswich

Type Count
Vacation Homes 18
Holiday Apartments 14
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Ipswich

★ 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 Ipswich with PickleTrip™.

Weather in Ipswich, MA

View the weather forecast for Ipswich before booking your Ipswich 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 Ipswich, MA

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


Castle Hill on the Crane Estate
Greenwood Farm
Ipswich River
Wolf Hollow
Ipswich Museum
Hamlin Reservation
Clark Beach
Steep Hill Beach
Hampton Beach
Salem Witch Museum
University of Massachusetts Lowell
Burlington Mall
Cape Ann
Canobie Lake Park
CoCo Key Water Resort - Boston
Tsongas Arena
Witch House
Revere Beach
Hampton Beach State Park
Casino Ballroom

Other Places to Stay in Ipswich, MA


Essex County 1,284 Properties
Hamlin Reservation 50 Properties
Ipswich Museum 46 Properties
Greenwood Farm 44 Properties
Wolf Hollow 41 Properties
Great Neck 36 Properties
Ipswich River 34 Properties
Castle Hill on the Crane Estate 33 Properties
Steep Hill Beach 32 Properties
Clark Beach 31 Properties

Frequently Asked Questions About Ipswich?

What are the top vacation rentals, resorts, and hotels in Ipswich 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 Ipswich. 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 Ipswich!

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

Looking for a fun and active getaway with pickleball courts in Ipswich? 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 Ipswich?

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 45 properties listed in Ipswich 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
Great Neck Vacation Rentals in Ipswich, Massachusetts 36

People Also Ask

There are 45 Ipswich, MA Vacation Rentals

Recently Booked Vacation Rentals in Ipswich