222+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Maine
  3. Boothbay Harbor
  4. Sheepscot

Sheepscot pickleball Stays, Resort Rentals, & Homes

About Sheepscot Vacation Rentals

Discover over 222 amazing vacation rental options in Sheepscot 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 Sheepscot.

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 828.23 ft², with prices averaging US $357 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 Sheepscot.

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Top Pickleball-Ready Accommodation Types in Sheepscot

Type Count
Vacation Homes 98
Holiday Apartments 56
Cottages 36

Use these Quick Filters to Find a Vacation Rental in Sheepscot

★ 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 Sheepscot with PickleTrip™.

Weather in Sheepscot, ME

View the weather forecast for Sheepscot before booking your Sheepscot 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 Sheepscot, ME

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


Acadia National Park
Pemaquid Point Lighthouse Park
Coastal Maine Botanical Gardens
Boothbay Harbor Marina
Maine Maritime Museum
Boothbay Railway Village
Reid State Park
Bath Visitor Information Center
Monkey C Monkey Do
Chocolate Church
Opera House at Boothbay Harbor
Pemaquid Beach Park
Edgecomb Potters Gallery
Burnt Island Living Lighthouse
Fisherman's Memorial Park
Maine State Aquarium
Rachel Carson Salt Pond Preserve
Barrett Park
Boothbay Harbor Memorial Library
Midcoast Kayak

Frequently Asked Questions About Sheepscot?

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

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

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

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 222 properties listed in Sheepscot 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.


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There are 222 Sheepscot, ME Vacation Rentals

Recently Booked Vacation Rentals in Sheepscot