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Wellfleet Vacation Rentals for OysterFest Weekend

Jennie Sparrow | Updated 9/22/2025

Planning to attend the Wellfleet OysterFest? This lively fall festival takes place October 18–19, 2025, and it’s the perfect excuse for a Cape Cod getaway. To make the most of the weekend, book a Wellfleet vacation rental close to the action—or consider nearby Eastham or Truro for even more options. Whether you’re looking for a cozy cottage within walking distance of downtown, a bayfront retreat with ocean views, or a larger home for a group of oyster-loving friends, these rentals offer the ideal place to stay during OysterFest.

Don’t wait—these Wellfleet, Eastham, and Truro vacation rentals are still available for OysterFest weekend, but they’ll book up fast! As the festival draws closer, competition for the best spots heats up. Each of these hand-picked homes offers something special, from private beaches where you can walk off a day of oysters to spacious kitchens perfect for preparing your own Cape Cod seafood feast.

1) Spacious and bright Wellfleet home

2) Charming 2-bedroom cozy cottage

3) “Absolute Best of The Best” – Cape Cod Magazine

4) Highland House-Pleasant Point

5) PRICES REDUCED! Completely Renovated with Nature Views

6) Cute 2 Bedroom Condo With Private Beach Access

7) Immaculate Cape Cod Home Less Than 1 Mile to Beach

8) Sea Star Cottage Perfect Retreat Close to Beach

9) Family Tides Cottage

10) Mid-Century Modern Truro on Great Pond

OysterFest is one of the most anticipated weekends on Cape Cod, and having the right home base makes all the difference. If these rentals are already spoken for, don’t worry—you can browse our full selection of Wellfleet vacation rentals to find the perfect spot. From cozy cottages to spacious family homes, there’s no better way to enjoy OysterFest than with a rental that puts you close to the fun and the flavor of Wellfleet.

About Jennie Sparrow

About Jennie Sparrow: A true Cape Codder, born and raised, I am thrilled to call Cape Cod my home. I have been with WeNeedaVacation since 2017 and am grateful that my position at WeNeedaVacation has offered me the opportunity to combine my love for the area with my passion for marketing. My favorite pastime is driving onto Nauset's outer beach with my family where I'm happiest feeling the sun on my face and the sand between my toes!