Gloucester pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Gloucester
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Book a Last Minute Place to Stay in Gloucester
About Gloucester Vacation Rentals
Discover over 14 amazing vacation rental options in Gloucester 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 Gloucester.
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 1990.61 ft², with prices averaging US $265 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 Gloucester.
Top Pickleball-Ready Accommodation Types in Gloucester
| Type | Count |
|---|---|
| Vacation Homes | 12 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in Gloucester
★ 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 Gloucester with PickleTrip™.
Weather in Gloucester, NC
View the weather forecast for Gloucester before booking your Gloucester Vacation Rentals to confirm your best time to go.
Top Attractions Around Gloucester, NC
PickleTrip offers a large selection of top attractions around Gloucester . Research things to do on your vacation before you visit Gloucester.
Frequently Asked Questions About Gloucester?
What are the top vacation rentals, resorts, and hotels in Gloucester 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 Gloucester. 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 Gloucester!
- The Yellowfin Inn- Down East Vacation Home with Sound Side Views
- Waterfront cottage w/dock & kayaks
- Revival Retreat! A private and spacious 2 - bedroom home in charming Gloucester
- Straits Serenity-Sound Front Home with Boat Lift & Dock (NEW CONSTRUCTION)
- The Revival Retreat
- Gloucester House with Sea View
- Sound Front, Pet Friendly House with Boat Lift (Dolphin Lookout)
- Dolphin Lookout home
- Straits Serenity home
- The Mystic- 2-bedroom mobile home in charming Gloucester Pet Friendly
How many PickleTrip vacation rentals or resorts are available in Gloucester?
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 14 properties listed in Gloucester 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.
