Holiday rentals in Clinton

Clinton's Hidden Secret, A Distillerie until 1926

Imagine the clinking of glasses, laughter and friendship during prohibition. This was Pierre Houpert's private distillerie with quite a history. Burned down before the feds stepped in, after almost 100 years it waited for new life whilst almost crumbling to the ground. Now new life breaths from every stone. Enjoy the views from any of the 3 porches. Take a walk on the trails across the street or just walk down to the reservoir to see the sunset or just listen to the history tell you the stories.

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.

Boulder Lake House Retreat

🍂 Fall at Boulder Lake House Retreat 🍂 Experience the magic of autumn at our charming lake house—an ideal retreat for families, friends, or a romantic getaway! Nestled along Boulder Lake and just under 3 miles from Hammonasset Beach State Park, our home offers the perfect mix of comfort and outdoor adventure. Wake up to crisp mornings, sip coffee on the deck, and cozy up with a book by the fireplace. Whether you’re kayaking or exploring local trails, enjoy all fall has to offer!

Soundscape Beachfront House!

Need an escape by the sea with gorgeous sunrises and stunning sunsets? Come stay at this beautiful beachfront retreat. Wake up with the best views of the Long Island Sound, smell the ocean and enjoy your coffee or wine while watching sailboats and admiring seagulls take flight. Sunbathe on the extended sand deck or step down into the lower sandy beach to swim, kayak, or paddle board. Come relax with friends and family, seize the day, escape the daily grind and get re-energized!

Pet Friendly One Bedroom House

Great pet friendly house located close to the water, downtown, beaches, train service and I-95. Off street parking, laundry facilities, great fully fenced in back yard. Large, one bedroom and one bath with a pull out queen size sleeper couch in the main room. Wi-Fi, Roku TV, boards games, and DVDs available. Property is located close to restaurants and many outdoor activities including the town beach and docks. There is a pass available to bring a car to the Clinton town beach.

Cozy cottage near Clinton Marina on CT Shoreline

It's cozy and warm, close to downtown with lots of great neighborhood walking. Enjoy the beauty of quintessential New England towns while having access to local shops and world class Outlet Malls. The cottage is sunny, with lots of windows and sky lights, and even a cozy upstairs loft with a reading space. Bedrooms furnished with allergy free bedding, all free trade, organic sheets. Perfect for a getaway! Two parking spaces and washer/dryer included.

Tide Unit- Charming Furnished Boutique 1BR

Welcome to Tide! A renovated, private-entry 1BR boutique suite designed to provide everything you need for comfort and convenience. Perfect for small families, couples, or solo travelers, this unit is just minutes from restaurants, Clinton Beach, train service, and I-95. Features a queen bed, sleeper sofa, one bathroom, and a stocked kitchen. Enjoy a smart TV, fast Wi-Fi, washer/dryer, free parking, keyless entry and no shared spaces. Pets are welcome!

Guest House at the Marina

Traveling nurses, academic rentals happily considered! A beautiful, modern one bedroom apartment on the second floor with a gorgeous view of the Indian River and tidal marsh. It is 600 sq feet, completely renovated, with a queen size bed, a well-appointed kitchen & bathroom. Walking distance to the Clinton train station. Stays in-season include use of 2 kayaks or SUPs per day (2 hours) provided by Indian River Kayak from Memorial Day to Labor Day.

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

INSTANT BOOK: May 2026 - Jan 2027 = All Open Availability SUMMER 2026: June + July + Aug Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option

Treasured 1924 Colonial "Sweet Caroline"

"Sweet Caroline" is a charming 4 bedroom shoreline colonial that has been recently renovated to provide an up-to-date feel while maintaining it's 1920's charm. We fell in love with this home last summer while visiting friends and family and decided to make it our home away from home. We have enjoyed her so much that we decided to share her with others seeking similar cozy, New England shoreline, accommodations.