Vacation rentals in Cedar Island

4.98 out of 5 average rating, 49 reviews

The charming exterior of a two-story yellow house is framed by lush greenery. White shutters complement the front porch, which features rocking chairs and hanging flower baskets. An American flag adds a welcoming touch to the peaceful ambiance of the home.

Apartment in Clinton

Shoreline Oasis

Keep it simple at this peaceful little oasis located in a quiet neighborhood, but close to all the fun stuff! We are a 5 min drive to beautiful beaches at Hammonassett State Park, a 6 min drive to Chamard Vineyards and close to many other lovely bars/restaurants. We are walking distance to Clinton’s little downtown, the train station (can easily get to New Haven and NYC) and the waterfront, where you can hit up Lobster Landing- Clinton’s very own home of the greatest lobster roll in New England!

4.89 out of 5 average rating, 160 reviews

A sandy beach stretches along the water's edge, with individuals walking near the shoreline. A small boat can be seen in the distance, alongside calm waves lapping gently against the sand. Several trees and structures are visible along the waterfront, contributing to a serene coastal atmosphere.

Cottage in Westbrook

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.

4.95 out of 5 average rating, 38 reviews

A tranquil beach scene captures a curved shoreline meeting calm water, with soft sand and scattered seaweed. The sky is painted in warm hues of orange and purple, reflecting on the surface of the water. Silhouettes of distant rocks and small landmasses are visible on the horizon.

Guesthouse in Clinton

Studio Cottage

Peaceful & centrally located studio cottage on Connecticut shoreline. Close to beaches, restaurants, winery, outlet shopping, and I-95. Approximately 20 minutes outside of New Haven. Ideal for exploring the shoreline & river valley. Bright, clean, efficient, well- equipped cozy studio cottage with queen bed, sitting area, kitchen & full bathroom . Outdoor space with fire pit & grill. Onsite parking. Ideal for two people whether traveling through the area or for a little rest & relaxation

A rustic seafood shack features a prominent sign reading 'Lobster Landing'. The white facade is complemented by red accents, and outdoor seating is visible alongside a wooden fence. Clear skies and a few scattered clouds enhance the setting's open, inviting feel.

4.94 out of 5 average rating, 143 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Comfy cozy with amazing views of River. Convenient to beaches, and includes free pass to the Clinton Town Beach! The well-equipped, intimate kitchen overlooking the river is a pleasure for any cook. You will love our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to groceries, coffee shops and amazing CT scenery! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants with music, and lots more.

A charming exterior view of the New England home features a covered porch with seating options. Black rocking chairs and a small side table are positioned on the patio, and well-maintained green grass surrounds the property, enhanced by the dappled sunlight filtering through nearby trees.

4.97 out of 5 average rating, 193 reviews

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.

4.96 out of 5 average rating, 141 reviews

An outdoor seating area is featured in front of a modern structure, surrounded by lush greenery. Comfortable chairs encircle a stylish fire pit, while warm lights hang above, enhancing the inviting atmosphere. Stone pavers lead towards an expansive open area, promoting a seamless indoor-outdoor connection.

Cottage in Weston

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

5 out of 5 average rating, 200 reviews

A young piglet is seen resting on a bed of straw. Its shiny black and white fur contrasts with the golden straw, while its small ears perk up. The background features blurred earthy tones, suggesting a rustic farm environment.

Guesthouse in Portland

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

5 out of 5 average rating, 18 reviews

A welcoming entryway features a stylish console table with intricate detailing. Bright light streams through large windows adorned with soft white curtains, highlighting the spacious interior. The open design leads into a cozy living area, where natural light enhances the comfortable ambiance.

Bungalow in Clinton

Clinton Beach Bungalow #1 Waterside Landing

Walk to beach. Connecticut Shoreline in Clinton, situated between Madison and Old Saybrook. Relax in this chic Bungalow with water & garden views, fully equipped kitchen, luxurious linens, comfortable queen bed, beautiful furnishings, and vaulted ceilings. To make your beach days effortless, beach towels and wagons are included. Perfect for couples seeking a relaxing coastal getaway. Planning a larger gathering? Ask about our 3 other bungalows & The Captains House that sleeps 4!

4.94 out of 5 average rating, 231 reviews

A mirrored closet showcases organized shelves with neatly folded blankets and linens. A drawer unit is positioned below the shelving, providing additional storage. Soft natural light filters through a nearby window, illuminating the wood flooring and creating a bright atmosphere in the space.

Guesthouse in Clinton

The Gardener's Cottage Dog friendly/weekly/monthly

The Gardener's Cottage, less then a mile from the Long Island Sound, is a great alternative to the common hotel. Situated a stones throw from Hammonasset State Park and Beach, Clinton Outlets, and the Shore Line East train station. Near by you will find places to kayak, Chamard Wineries, Marinas and many quaint New England towns. The Cottage is fitted with it's own router coupled with an eating nook that can double as a work space. Pets are allowed. Self check-in

4.98 out of 5 average rating, 270 reviews

The cottage is depicted from across the tranquil river, showcasing its large glass windows reflecting the warm glow of the interior lights. The surrounding greenery and outdoor dining area create a serene atmosphere, enhancing the peaceful riverside setting.

Home in Lyme

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

4.95 out of 5 average rating, 101 reviews

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.

4.97 out of 5 average rating, 102 reviews

A wooden playset is situated in a spacious backyard, featuring a slide, swings, a climbing structure, and a fort-like space with a roof. Surrounding it are tall evergreen trees, adding a natural backdrop to the play area. The ground is covered in wood chips for safety.

Guesthouse in Madison

Beachy & Bright Coastal Escape - 5 Mins to Beach

Charming coastal guesthouse in Madison’s historic district—just a 5-min walk to a private beach, 5-min drive to town, and 20 mins to New Haven. Bright, beachy, and newly renovated with a king bedroom, full kitchen, private deck, and huge backyard. Set on nearly an acre in the heart of New England, it’s perfect for couples, families, and girls’ getaways. Walk to cafes, shops, and the iconic RJ Julia bookstore.

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Other great vacation rentals in Cedar Island

4.97 out of 5 average rating, 33 reviews

A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.

Home in Branford

Adorable Beach House on LI Sound

JordanRating, 5 stars3 weeks ago

Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.

4.96 out of 5 average rating, 27 reviews

The image showcases the exterior of a residential building set against a backdrop of large, moss-covered rocks and lush greenery. Native plants and landscaping complement the natural setting, with trees providing dappled sunlight over the scene.

Apartment in Westbrook

Meadowview & Pondside Retreat

LaurenRating, 5 stars1 day ago

We had a lovely stay at this beautiful home! We actually ended up having pictures taken in the backyard because of how gorgeous the scenery is. Becky was super responsive and friendly. Definitely would love to come back! :)

5 out of 5 average rating, 7 reviews

A private covered porch features dark wooden railings and a wooden floor, looking out over scenic views of the water and surrounding greenery. Two chairs are positioned for relaxation, and the sky is clear with distant mountains visible.

Apartment in Westbrook

Private Guest Suite Water Views

TulsiRating, 5 stars5 months ago

Great cozy place with a lovely view of the marsh from the bedroom window. Bruce was a kind and thoughtful host, the place was very clean and easy to get in and out with clear instructions and labels on everything. Thank you !

5 out of 5 average rating, 5 reviews

A two-level deck is positioned at the back of the property, featuring a seating area with comfortable cushions and a coffee table. Potted plants frame the deck, while an umbrella provides shade. Nearby, outdoor grilling equipment is visible, along with bicycles in the background.

Guest suite in Clinton

Private 2-room suite + bath in beach town

LizzieRating, 5 stars2 weeks ago

We had a great time! The unit is very clean and comfortable and has everything you would need. The unit is exactly as pictured and described. The outdoor amenities (hot tub, deck and grill) are a huge bonus. The outdoor space is so calm and serene. The neighborhood is very quiet and peaceful and there are plenty of food/dining options within driving distance in lieu of a full kitchen (which is already described). Delicious lobster rolls are only a few minutes away via car which is great! While we were there we visited Lake Compounce as well as the USS Nautilus - that was fun! Suzanne is such a kind and wonderful host. She made our stay extra pleasant and was always available to answer questions or provide anything necessary. She provided a snack basket which came in handy and was much appreciated. Her dog,Molly, is a sweet dog and we enjoyed her company. We are so grateful for Suzanne and her warm hospitality :) Thank you once again!

Superhost

A circular fire-pit area is surrounded by eight wooden adirondack chairs, arranged on a bed of gravel. The setting features a central fire pit, with blue cushions on some chairs, creating a cozy atmosphere for gathering.

4.92 out of 5 average rating, 12 reviews

Clinton Beach House & Cottage w/ Pool, Near Shore

HannahRating, 5 stars5 months ago

We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!

5 out of 5 average rating, 12 reviews

A wrap-around balcony provides sweeping views of Gardiner’s Bay. Comfortable lounge chairs are positioned for relaxation, while the clear sky reflects over the water. The area offers a serene setting for enjoying the outdoors.

Home in East Marion

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

TimothyRating, 5 stars1 month ago

We had a wonderful weekend stay at Eileen's beautiful waterfront home. The view from the living room and primary bedroom of the water was so peaceful. The kitchen was well appointed and the cozy living room made for a wonderful family gathering spot when we weren't dining out at the fabulous nearby restaurants, visiting wineries, or viewing local scenery. Eileen was incredibly responsive to small questions we had. We would definitely book again!!

A modern kitchen features a white island with a marble countertop and a sink, surrounded by cabinetry. The space is accented by pendant lighting over the island and a mix of stainless steel appliances. A full-length mirror and a hallway leading to additional areas are visible.

5 out of 5 average rating, 6 reviews

Remodeled Cottage in a Marina!

CathyRating, 5 stars2 weeks ago

Overall excellent great host great location for a family trip. Near Mystic aquarium, old Saybrook, Marina restaurant, and outlets.

A spacious living area is highlighted by a comfortable sectional sofa, paired with decorative pillows and a soft throw. A wooden table with white chairs stands nearby, accompanied by a guitar against the wall. Natural light streams in through large windows, illuminating the light wood flooring.