Guilford pickleball Stays, Resort Rentals, & Homes
About Guilford Vacation Rentals
Discover over 532 amazing vacation rental options in Guilford 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 Guilford.
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 1602.99 ft², with prices averaging US $466 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 Guilford.
Top Pickleball-Ready Accommodation Types in Guilford
| Type | Count |
|---|---|
| Vacation Homes | 434 |
| Villas | 29 |
| Cottages | 10 |
| Holiday Apartments | 4 |
Use these Quick Filters to Find a Vacation Rental in Guilford
★ 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 Guilford with PickleTrip™.
Weather in Guilford, IL
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Top Attractions Around Guilford, IL
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Other Places to Stay in Guilford, IL
Frequently Asked Questions About Guilford?
What are the top vacation rentals, resorts, and hotels in Guilford 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 Guilford. 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 Guilford!
- North Woods Lodge Vibes Hot Tub+Fire Pit 3 Seasons Room Galena Territory Retreat
- Sensational golf views from the patio!
- Farmstead Tee & Ski - Resort Core location, Fireplaces, Dog Friendly
- Perfect Getaway - Cozy Cottage in The Galena Territory
- Longwood Hideaway - A Warm, Elegant Retreat for Rest & Restoration
- Lakeside is a spacious, flowing home located on the north shores of Lake Galena
- Pet Free Home/Owner Club Access/Steps to Pool/Winter Sports/Near Resort and Golf
- Newly remodeled, Located in Galena Territories. Small dogs OK under 25 LBS
- Fall in Galena - Golf View - 2 King Beds - Near Trails, Indoor Pool & Downtown
- Stunning views, amazing gathering spaces, hot tub
How many pickleball-ready properties have private pools in Guilford?
Discover 37 accommodations with private or nearby pickleball courts in Guilford. Some of the best destinations to stay and play pickleball are:
- 3 Bed, 2 Bath Spacious Galena Home
- Galena Townhome w/Deck & Golf Course View!
- Fabulous Lake Links Loft with 2-bedrooms in picturesque Galena
- Lakeside Comfort: Sunny Days & Relaxing Nights!
Which vacation rentals, resorts, or hotels in Guilford is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Guilford? 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.
- REMODELED! 2B/2B, Deck off10th GOLF Green, Dog Friendly, Pool, WIFI, in Resort!
- The Galena Glen - Luxe Escape, Sauna!, Hot Tub, Fire Pit, Games
- Expansive golf views from this single-family home!
How many PickleTrip vacation rentals or resorts are available in Guilford?
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 532 properties listed in Guilford 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.
