92+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Maine
  3. Roxbury

Roxbury pickleball Stays, Resort Rentals, & Homes

About Roxbury Vacation Rentals

Discover over 92 amazing vacation rental options in Roxbury 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 Roxbury.

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 833.97 ft², with prices averaging US $298 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 Roxbury.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Roxbury

Type Count
Vacation Homes 52
Holiday Apartments 5
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Roxbury

★ 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 Roxbury with PickleTrip™.

Weather in Roxbury, ME

View the weather forecast for Roxbury before booking your Roxbury Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Roxbury, ME

PickleTrip offers a large selection of top attractions around Roxbury . Research things to do on your vacation before you visit Roxbury.


White Mountain National Forest
Sunday River
Rangeley Lake
University of Maine - Farmington
Angel Falls
Black Mountain
Lake Umbagog
Mt. Abram
Rangeley Lakes Trails Center
Titcomb Mountain Ski Area
Spruce Peak Ski Lift
Rangeley Lake State Park
Rumford Falls
Sunday River Golf Club
Bethel Historical Society
Height of Land
Mount Blue State Park
Saddleback
Mount Abraham

Other Places to Stay in Roxbury, ME


Byron 92 Properties

Frequently Asked Questions About Roxbury?

What are the top vacation rentals, resorts, and hotels in Roxbury 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 Roxbury. 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 Roxbury!

Which vacation rentals, resorts, or hotels in Roxbury is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Roxbury? 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.

How many PickleTrip vacation rentals or resorts are available in Roxbury?

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 92 properties listed in Roxbury 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.


People Also Ask

There are 92 Roxbury, ME Vacation Rentals

Recently Booked Vacation Rentals in Roxbury