Boston pickleball Stays, Resort Rentals, & Homes
About Boston Vacation Rentals
Discover over 16 amazing vacation rental options in Boston 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 Boston.
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 640.59 ft², with prices averaging US $353 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 Boston.
Top Pickleball-Ready Accommodation Types in Boston
| Type | Count |
|---|---|
| Vacation Homes | 14 |
| Holiday Apartments | 2 |
Use these Quick Filters to Find a Vacation Rental in Boston
★ 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 Boston with PickleTrip™.
Weather in Boston, OH
View the weather forecast for Boston before booking your Boston Vacation Rentals to confirm your best time to go.
Top Attractions Around Boston, OH
PickleTrip offers a large selection of top attractions around Boston . Research things to do on your vacation before you visit Boston.
Other Places to Stay in Boston, OH
Frequently Asked Questions About Boston?
What are the top vacation rentals, resorts, and hotels in Boston 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 Boston. 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 Boston!
- Quiet & private in the heart of Peninsula, National Park and on the Towpath
- Hot Tub, CVNP, Private Waterfall Trail, Firepit
- Located in beautiful/historic downtown Peninsula in the heart of a National Park
- The White House - best view in CVNP
- Farm Guesthouse in CVNP near Brandywine Falls
- Hidden Gem in the Valley!
- Luxury Barn with Best View in the Cuyahoga National Park.
- Peninsula Paradise - Walk to Hiking and Shopping!
- Freshly remodeled 3,100 sq ft home big enough for two families. Pet Friendly!
- Spacious 5-bedroom house in peaceful Peninsula with AC
How many PickleTrip vacation rentals or resorts are available in Boston?
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 16 properties listed in Boston 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.
