Classic Cape Cod Beach Cottages Near Lecount Hollow Beach

Experience the timeless charm of Surf Side Cottages, a collection of classic Cape Cod vacation cottages nestled in South Wellfleet, just a short walk from beautiful Lecount Hollow Beach and the Cape Cod National Seashore.

Surf Side Cottages began as a cottage colony in the 1940s and has welcomed generations of families and friends ever since. With their mid-century modern character and relaxed coastal atmosphere, these charming Wellfleet vacation rentals are ideal for family getaways, couples, and groups who want to stay in separate cottages while enjoying a Cape Cod vacation together.

Returning to the same week each summer has become a cherished tradition for many guests, creating lasting memories and friendships along the way.

Some cottages have been thoughtfully updated, while others have retained more of their original character. All continue to reflect the authentic charm and simplicity of a classic Cape Cod summer.

Discover the Best of Wellfleet and the Outer Cape

Located near the corner of Lecount Hollow Road and Ocean View Drive, Surf Side Cottages offers a wonderful home base for exploring Wellfleet and the surrounding Outer Cape.

Spend your days enjoying the Atlantic Ocean at Lecount Hollow Beach, exploring the scenic Cape Cod National Seashore, biking along the Cape Cod Rail Trail, or discovering Wellfleet's freshwater ponds and beautiful bay beaches.

Local favorites include The Beachcomber, Wellfleet's waterfront restaurants, fresh seafood, art galleries, and the many shops and attractions that make the Outer Cape such a special summer destination. Provincetown is also within reach for an enjoyable day trip.

A Cape Cod Cottage for Every Vacation

Whether you're planning a traditional weeklong Cape Cod vacation, returning for another summer at Surf Side Cottages, or coordinating a getaway with extended family and friends, the collection offers the flexibility to enjoy time together while having your own private cottage.

Each cottage has its own individual character, with a variety of layouts and amenities. Guests can explore the available rentals to find accommodations that best suit their needs.

Plan Your Surf Side Cottages Vacation

Step back into a simpler time and discover why generations of visitors have made Surf Side Cottages part of their Cape Cod summer traditions.

Explore available Surf Side Cottages vacation rentals in Wellfleet, Massachusetts, and start planning your next unforgettable Outer Cape getaway.