Where to Stay on Cuttyhunk Island

Planning a trip to Cuttyhunk is an exciting adventure, and finding the perfect place to stay is the first step. Unlike larger tourist destinations, Cuttyhunk’s charm lies in its limited and unique accommodation options. From historic inns to private cottage rentals, your stay will be an integral part of the island experience.

Inns & Guesthouses

For a traditional island stay with historic charm, consider one of Cuttyhunk’s long-standing inns. They offer a unique experience and are often booked well in advance.

The Avalon

The Avalon is another iconic island guesthouse, offering comfortable accommodations with stunning views of Buzzards Bay. It provides a peaceful and private retreat, perfect for those looking to unwind and soak in the island’s tranquility.

The Cuttyhunk Fishing Club Inn

As one of the island’s most famous landmarks, this historic inn is a beloved destination for anglers and families alike. Overlooking the harbor, it offers a classic, rustic feel with a storied past. It’s a popular spot for those seeking a communal and timeless island getaway.

Private Cottage Rentals

For a more private and personalized stay, a cottage rental is an excellent choice. The island’s market is a mix of privately managed homes and those listed on major booking platforms.

A Note on Booking Rentals

Cottage rentals on Cuttyhunk are in very high demand and are often booked a year in advance. It is crucial to plan early, especially for summer and fall weekends.

  • Online Platforms: Your best first step is to check platforms like Airbnb and Vrbo. These sites offer photos, reviews, and a secure way to book.
  • Local Resources: Some rentals are managed directly by homeowners or local agents.

The Long Shack

The Long Shack on Cuttyhunk Island is located on Tower Hill Road and has a full kitchen, cozy ambiance and can sleep up to six guests .

Pete’s Place

Pete’s place offers 10 unique rental properties of various sizes throughout the island.

CuttyQuad

CuttyQuad is a 4-unit home located in the middle of town on Broadway. Each unit has an open kitchen and living room space, two bedrooms with varying bed sizes, and one bathroom.

Military & Coast Guard Lodging

For military members and their families, there is a special recreational lodging facility managed by the U.S. Coast Guard. This unique option is housed in a former lifeboat station and offers a very different kind of island stay. If you are eligible, it’s a great option to explore.

Cuttyhunk Island Recreational Lodging

A former Coast Guard lifeboat station now converted into a house with 2 separate apartments that can be rented separately or as the entire house. It is available via a lottery system to authorized users from the armed forces – Active duty, national guard, reservists, retired military, etc.

Important Tips for Your Stay

Securing your accommodations on Cuttyhunk requires a bit of foresight. Here are some key things to keep in mind to ensure a smooth trip.

Book Early

Cuttyhunk is a small island with limited lodging. The most popular spots are often reserved months to a year ahead of time. Book your stay and your ferry tickets as far in advance as possible to avoid disappointment.

Are There Campgrounds?

It’s important to know that camping is not permitted on Cuttyhunk Island. All visitors must secure a reservation at a licensed inn or a private rental property before arriving.

What to Pack

Remember, the island has limited amenities. Many rentals and inns do not include a full-service kitchen, so plan your meals accordingly. Bring any specific supplies you need, and don’t forget to pack comfortable shoes for walking!


No matter which option you choose, a trip to Cuttyhunk Island promises a unique and memorable escape from the everyday. Start your planning today to secure your place in this small slice of paradise. And once you’ve booked your stay, be sure to explore all the incredible things to do on Cuttyhunk Island.