41+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Vermont
  3. Braintree

Braintree pickleball Stays, Resort Rentals, & Homes

About Braintree Vacation Rentals

Discover over 41 amazing vacation rental options in Braintree 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 Braintree.

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 1092.96 ft², with prices averaging US $382 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 Braintree.

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Top Pickleball-Ready Accommodation Types in Braintree

Type Count
Vacation Homes 21
Holiday Apartments 2
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Braintree

★ 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 Braintree with PickleTrip™.

Weather in Braintree, VT

View the weather forecast for Braintree before booking your Braintree 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 Braintree, VT

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


Gifford Medical Center
Killington Resort
Sugarbush Ski Resort
Pico Mountain at Killington Ski Resort
Green Mountain National Forest
Norwich University
Mad River Glen Cooperative
Pico Peak
Little Pico Mountain
Camel's Hump State Park
Lake Dunmore
Suicide Six Ski Area
Sugarbush Resort Golf Club
Sugarbush Farm
Slaughterhouse Covered Bridge
Killington Golf Course
Vermont State House
Thunder Road International Speedbowl
Billings Farm and Museum

Other Places to Stay in Braintree, VT


Gifford Medical Center 162 Properties
Randolph 160 Properties
West Brookfield 43 Properties

Frequently Asked Questions About Braintree?

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

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

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

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 41 properties listed in Braintree 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 41 Braintree, VT Vacation Rentals

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