Sag Harbor houses

Stay in one of our 2,429 vacation home rentals in Sag Harbor and you’ll have the perfect base for your next great adventure. Bay Point, Wainscott Woods and Shorewood are among this city’s most popular neighborhoods.

Explore a variety of vacation home rentals in Sag Harbor, where prices vary to suit every preference. From affordable choices to upmarket properties, Vrbo makes it easy to compare options and find the ultimate stay for your retreat.

The ideal time to stay in a vacation home rental in Sag Harbor is up to you! First, think about the temperatures and weather conditions during different times of the year. Also decide whether you prefer traveling in the peak season, shoulder season or off-season.

There’s only one thing better than enjoying your break in one of our Sag Harbor vacation home rentals — staying someplace that has gorgeous views. Look through our options to discover a house with the conveniences you need and the vistas that’ll make your trip even more amazing. Sort your results by “Guest rating” or “Recommended” and see what’s available.

Explore our weekend rentals and get packing for a fun-filled couple of days away. Our top tips for booking the perfect house in Sag Harbor? Be flexible when searching and adjust your dates until you find the vacation home rental that matches your style.

There are 44 vacation home rentals where pets are allowed in Sag Harbor, so your furry friend can join in on the excitement! Use our filter tool to search for pet-friendly houses that come with perks like dogs beds and free treats for them, and lots of cozy conveniences for you.

It’s easy to see why many families love Sag Harbor, with popular attractions like Cooper’s Beach, East Hampton Main Beach and The Hamptons Beaches to explore. Discover this destination’s wonders together and then return to the cozy comforts of your vacation home rental.

Great customer support from the second you book until after your stay is one of the many reasons to choose us for your vacation home rental. We also have properties that go beyond the traditional hotel room — think houses in incredible locations, whether that’s by the ocean or in the countryside. And with flexible cancellation policies and benefits like damage deposit protection, we offer peace of mind.