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.