Fairfield pickleball Stays, Resort Rentals, & Homes
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- 999 ft² House
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Luxury Places to Stay in Fairfield
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Top-Rated Villas with a Pool in Fairfield
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Pet-Friendly Villas in Fairfield
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Large Private Villas in Fairfield
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Wheelchair Accessible Holiday Homes in Fairfield
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Fairfield Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Fairfield
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Book a Last Minute Place to Stay in Fairfield
About Fairfield Vacation Rentals
Discover over 248 amazing vacation rental options in Fairfield 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 Fairfield.
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 1326.9 ft², with prices averaging US $371 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 Fairfield.
Top Pickleball-Ready Accommodation Types in Fairfield
Type | Count |
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Vacation Homes | 82 |
Villas | 68 |
Holiday Apartments | 67 |
Cottages | 3 |
Use these Quick Filters to Find a Vacation Rental in Fairfield
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★ 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 Fairfield with PickleTrip™.
Weather in Fairfield, BB
View the weather forecast for Fairfield before booking your Fairfield Vacation Rentals to confirm your best time to go.
Top Attractions Around Fairfield, BB
PickleTrip offers a large selection of top attractions around Fairfield . Research things to do on your vacation before you visit Fairfield.
Frequently Asked Questions About Fairfield?
What are the top vacation rentals, resorts, and hotels in Fairfield 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 Fairfield. 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 Fairfield!
- Farther Away - A Cliff Top Cottage Overlooking Beautiful East Coast Beach
- New Listing - Pool House Villa, by stunning Bottom Bay Beach, St Philip
- Award-winning Oceanfront Villa next to World Famous Crane Beach and Crane Resort
- 'Bout Time. Lovely villa with pool and close to beach
- Luxury 3 bedroom, 3 bathroom villa with pool and hot tub .
- Your Relaxing Tropical Getaway Near Crane Resort
- 3 Bedroom, 2 bath Villa with private pool, 1 external pool shower and ocean view
- Hunter Cottage - luxury villa with pool. Car special included in Summer Rate
- Amazing Pool & 2 min walk to beach - Ocean View
- 93 m² House ∙ 1 bedroom ∙ 2 guests
How many pickleball-ready properties have private pools in Fairfield?
Discover 53 accommodations with private or nearby pickleball courts in Fairfield. Some of the best destinations to stay and play pickleball are:
- Historic Plantation House in Beautiful Tropical Garden Setting
- 'PARLATUVIER' 4 bedroom ocean view home
- 465 m² Villa ∙ 3 bedrooms ∙ 6 guests
- New Listing - Take Five Villa with Private Pool, by Beautiful Bottom Bay Beach
Which vacation rentals, resorts, or hotels in Fairfield is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Fairfield? 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.
- Historic Plantation House in Beautiful Tropical Garden Setting
- Manderley Villas
- 465 m² Villa ∙ 3 bedrooms ∙ 6 guests
How many PickleTrip vacation rentals or resorts are available in Fairfield?
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 248 properties listed in Fairfield 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.