HouseStay has supported families seeking flexible, temporary housing solutions. For job relocations, snowbirds, and military reassignments, Sag Harbor has been a reliable destination for those needing a comfortable place to land.
In recent months, we’ve listed 3 fully furnished rentals, including 3 houses. These properties were equipped with amenities like No Smoking Allowed, Indoor Fireplace, and Full Kitchen—perfect for creating a space that truly felt like home. Many rentals also included convenient utilities such as Trash Pick Up, WiFi, and Cable TV.
The average monthly rent for a 4 bedroom / 3 bath House in Sag Harbor has hovered around $50,204 but have ranged between $18,552 and $88,212, giving future renters a helpful benchmark as they plan ahead. If you like Sag Harbor, consider checking out nearby properties in East Hampton, Old Lyme, New Haven, Wallingford, and Middletown, where similar family friendly monthly housing options may be available. Our listings are always being updated, so be sure to check back soon for new opportunities in Sag Harbor!
HouseStay has featured a variety of homes that offered the perfect blend of comfort, style, and relaxation. From houses, these properties were thoughtfully curated to feel like a true vacation retreat.
Vacationers have enjoyed 3 unique properties located in the Sag Harbor neighborhoods, close to popular attractions and entertainment options. Each home was equipped with amenities designed to elevate the leisure experience—like No Smoking Allowed, Indoor Fireplace, and Full Kitchen for added comfort.
Utility packages often included essentials like Trash Pick Up, WiFi, and Cable TV, ensuring a smooth and enjoyable extended stay for travelers. With average monthly pricing for a 4 bedroom / 3 bath rental around $50,204, guests were able to plan memorable getaways that fit a variety of group sizes and budgets, with rentals from $18,552 to $88,212.
Nearby cities like East Hampton, Old Lyme, New Haven, Wallingford, and Middletown may offer similar monthly vacation housing options. Our inventory updates regularly, so check back soon for a stylish and stress-free extended stay in Sag Harbor.
HouseStay Guarantee
We perform in-depth background checks on Host and Tenants to create a community everyone can trust.
Roommate Free
HouseStay only offers entire accommodations. We don’t offer spare rooms or shared spaces.
Fully Furnished
All accommodations listed on HouseStay are fully furnished and include all utilities in the monthly rate.
Month-to-Month Flexibility
Not sure how long you’ll be staying? All listings are available for a minimum of 30 nights with no maximum.
Sag Harbor, located on the eastern end of Long Island, is an ideal destination for those seeking an extended stay furnished rental. For families looking to relocate, Sag Harbor offers a safe and family-friendly environment with excellent schools such as Pierson High School and nearby colleges like Stony Brook University and Suffolk County Community College. The neighborhoods of Sag Harbor, including Main Street and the historic district, provide a quaint and charming atmosphere for families to explore and enjoy.
Digital nomads will appreciate Sag Harbor’s relaxed and laid-back vibe, perfect for those looking to work remotely while enjoying the natural beauty of the area. With month-to-month fully furnished rentals available, digital nomads can easily settle in and make Sag Harbor their home base while exploring nearby cities like East Hampton and Southampton. The town is also home to popular museums like the Sag Harbor Whaling Museum, providing plenty of opportunities for inspiration and cultural experiences.
Vacationers will love the picturesque beaches of Sag Harbor, such as Long Beach and Foster Memorial Beach, perfect for soaking up the sun and enjoying water activities. The town is also surrounded by scenic parks like Mashashimuet Park and Elizabeth Morton National Wildlife Refuge, offering plenty of opportunities for outdoor recreation. For shopping enthusiasts, the village is filled with charming boutiques and art galleries along with nearby malls like the Tanger Outlets.
For business travelers and medical tourists, Sag Harbor is conveniently located near hospitals like Stony Brook Southampton Hospital and offers easy access to major highways and transportation hubs. In addition, the town provides a variety of dining options, entertainment venues, and accommodations to suit every need. Sag Harbor is also a great option for students, travel nurses, sports professionals, and entertainment professionals looking for short-term housing in a scenic and welcoming environment. Whether you are looking to relocate, work remotely, or simply enjoy a relaxing vacation, Sag Harbor’s monthly short-term rentals offer a perfect solution for your extended stay needs.