Cold Spring pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in Cold Spring
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Top-Rated Villas with a Pool in Cold Spring
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Pet-Friendly Villas in Cold Spring
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Cold Spring Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in Cold Spring
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Book a Last Minute Place to Stay in Cold Spring
About Cold Spring Vacation Rentals
Discover over 33 amazing vacation rental options in Cold Spring 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 Cold Spring.
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 716.82 ft², with prices averaging US $438 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 Cold Spring.
Top Pickleball-Ready Accommodation Types in Cold Spring
| Type | Count |
|---|---|
| Vacation Homes | 23 |
| Cottages | 4 |
| Holiday Apartments | 3 |
Use these Quick Filters to Find a Vacation Rental in Cold Spring
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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 Cold Spring with PickleTrip™.
Weather in Cold Spring, NY
View the weather forecast for Cold Spring before booking your Cold Spring Vacation Rentals to confirm your best time to go.
Top Attractions Around Cold Spring, NY
PickleTrip offers a large selection of top attractions around Cold Spring . Research things to do on your vacation before you visit Cold Spring.
Other Places to Stay in Cold Spring, NY
Frequently Asked Questions About Cold Spring?
What are the top vacation rentals, resorts, and hotels in Cold Spring 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 Cold Spring. 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 Cold Spring!
- Charming Home in Cold Spring -18 mil or 30 mins drive to West Point
- Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town
- Cold Spring Mountain Retreat: Secluded Autumn Oasis
- Hudson Valley's Nature Experience with Incredible Views!
- Countryside Motel
- Countryside Motel
- 1780 Hudson Valley Farmhouse
- Charming Cold Spring escape on 2.75 acres
- Bright/modern escape : nestled in the forest, walk to the village & train
- Willow Lane Country RV SITE ONLY - sewer+water+metered elec
Which vacation rentals, resorts, or hotels in Cold Spring is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Cold Spring? 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.
- Relaxing Lake Retreat in Cold Spring
- 3BR/2BA (+studio) with Yard in Beautiful Wooded Cold Spring neighborhood
How many PickleTrip vacation rentals or resorts are available in Cold Spring?
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 33 properties listed in Cold Spring 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.
