144+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Pepperell

Pepperell pickleball Stays, Resort Rentals, & Homes

About Pepperell Vacation Rentals

Discover over 144 amazing vacation rental options in Pepperell 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 Pepperell.

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 638.05 ft², with prices averaging US $282 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 Pepperell.

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Top Pickleball-Ready Accommodation Types in Pepperell

Type Count
Vacation Homes 42
Holiday Apartments 25
Cottages 20
Villas 1

Use these Quick Filters to Find a Vacation Rental in Pepperell

★ 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 Pepperell with PickleTrip™.

Weather in Pepperell, MA

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

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


SkyDive Pepperell
Nashua River Rail Trail
Wachusett Mountain Ski Area
University of Massachusetts Lowell
Merrimack Premium Outlets
Canobie Lake Park
Nashoba Valley Ski Area
Tsongas Arena
New England Sports Center
Mall of New Hampshire
Coco Key Water Resort at Courtyard by Marriott Fitchburg
Fitchburg State University
Lowell Memorial Auditorium
Walden Pond
Cushing Academy
Louisa May Alcott's Orchard House
Kimball Farm
Nashoba Valley Winery
Old Manse
Westford Town Common

Other Places to Stay in Pepperell, MA


Nashua River Rail Trail 152 Properties
SkyDive Pepperell 41 Properties

Frequently Asked Questions About Pepperell?

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

How many pickleball-ready properties have private pools in Pepperell?

Discover 6 accommodations with private or nearby pickleball courts in Pepperell. Some of the best destinations to stay and play pickleball are:

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

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

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 144 properties listed in Pepperell 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.


People Also Ask

There are 144 Pepperell, MA Vacation Rentals

Recently Booked Vacation Rentals in Pepperell