Vacation rentals in Cedar Island

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Top-rated vacation rentals in Cedar Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Hampton Bays
4.84 out of 5 average rating, 148 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Guest favorite
A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.
Bungalow in Westbrook
4.85 out of 5 average rating, 46 reviews

Adorable single story cottage-by-the-sea

Adorable, quiet seasonal single story cottage-by-the-sea, in Westbrook, CT. The cottage is located approximately 25 yards from private West Beach. You will love the large front porch and living room with plenty of space for everyone. Updated kitchen with all the amenities. Two bedrooms with closets & drawers. Picnic bench with stainless steel grille & Bonfire Solo Stove outside. Hot & cold outdoor shower to wash off the sand, after a day at the beach. Off road parking on the side of the house.

Top guest favorite
A charming cottage with a light-colored exterior sits in a manicured yard. The structure features multiple windows that allow natural light to fill the space. A small staircase leads to the entrance, surrounded by greenery and decorative landscaping, providing a welcoming facade.
Guesthouse in Madison
4.97 out of 5 average rating, 86 reviews

The Rising Tide Cottage

The Rising Tide Cottage is recently updated and located in a quiet neighborhood on the Connecticut shoreline. Downtown Madison is less than a mile away and home to award-winning restaurants, a movie theater, and many shops. We are 5 houses down from our neighborhood Pent Road Beach and supply complimentary beach chairs, towels and umbrella. Enjoy your morning coffee on the private patio watching the tide rise and fall, overlooking a protected wildlife sanctuary at Hammonassett Beach State Park

Guest favorite
A charming cottage is set amidst lush greenery and colorful hydrangeas. The front porch is adorned with rocking chairs, inviting relaxation. A red door adds a vibrant contrast to the light exterior, while gravel pathways guide the way through the well-kept yard.
Home in Madison
4.88 out of 5 average rating, 32 reviews

Perfect Cape Beach Cottage in Madison CT!

Come enjoy your perfectly quintessential New England vacation in this beautiful beach cottage in Madison, Conncecticut - modern, luxe, and pull-at-your-heart-strings-endearing, your worries will melt away in this peaceful property. DEEDED BEACH ACCESS TO PRIVATE NEIGHBORHOOD SANDY BEACH - pics of the beach included. Note that bedrooms are located at the top of a (one-story) spiral staircase - if anyone in your party has mobility issues or questions on access, please contact host for inputs.

Top guest favorite
The sunken living room showcases expansive windows offering unobstructed views of the water, allowing natural light to fill the space. A spacious gray couch faces a low black table, while a comfortable reading chair with an ottoman is positioned nearby, creating an inviting gathering area.
Home in Guilford
5 out of 5 average rating, 37 reviews

3BR Waterfront Oasis on Joshua Cove, Private Beach

Kick back & relax in this modern, stylish waterfront home with a private beach. Newly renovated, this house offers beautiful, unobstructed views of the Long Island Sound and a backyard equipped with an outdoor patio & dining area, hammock, firepit, adirondack chairs, chaise lounges, and cushioned outdoor furniture (in season). You can enjoy swimming at the home's private beach in summer, leaf-peeping in fall, and bird watching in spring. The house is located 5 minutes from downtown Guilford.

Top guest favorite
A historic New England home features a classic white exterior with multiple windows. Surrounding greenery includes mature trees and a well-maintained lawn. The side of the house provides a glimpse of a separate structure, enhancing the spacious outdoor area.
Home in Clinton
4.97 out of 5 average rating, 215 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.

Top guest favorite
A charming single-story home is surrounded by landscaped greenery, featuring tall hedges and flowering shrubs. The front entrance is framed by a set of stairs leading to a white door with side windows. A paved walkway guides visitors to the front of the house, offering a welcoming view.
Home in Clinton
5 out of 5 average rating, 12 reviews

South Beach Oasis

Bring the whole family to this great place with lots of room for fun. A 5 minute walk to the private beach and a short extra few minutes to the Clinton Beach. Short driving distance to shops, restaurants, other beaches. Spacious and comfortable 3 bedrooms, 2 1/2 baths, outdoor shower, dining room, kitchen eat-in, family room, deck with shower. Dog-friendly and family friendly. Safe beach for swimming, can walk to Cedar Island with children at low tide. Internet, tv, office space.

Guest favorite
A charming bungalow is visible in the foreground, featuring wooden shingle siding and a welcoming entrance. Two lounge chairs are positioned on the well-maintained lawn. A large willow tree and a fenced area provide a serene backdrop, enhancing the outdoor space's tranquil atmosphere.
Bungalow in Clinton
4.95 out of 5 average rating, 22 reviews

Clinton Beach Bungalow #4 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!

Guest favorite
A charming cottage exterior is framed by lush greenery and seasonal decorations. A welcoming sign is positioned near the entrance, and large windows offer natural light. The angled roof and symmetrical design highlight the cozy character of the home, complemented by a well-maintained front yard.
Cottage in Clinton
4.94 out of 5 average rating, 89 reviews

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.

Top guest favorite
The exterior of the historic barn is featured, showcasing weathered wood siding and a welcoming entrance with double doors. The structure is surrounded by trees and a gravel pathway leading to the front door. Soft morning light highlights the natural beauty of the setting.
Barn in Essex
4.96 out of 5 average rating, 187 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Guest favorite
A charming exterior of a single-story house is presented with light gray siding and a striking teal door. Surrounding landscaping includes vibrant blue hydrangeas and a gravel driveway, leading to a serene view of the nearby grassy area and trees in the distance.
Home in Clinton
5 out of 5 average rating, 11 reviews

Bliss by the Sea - Cozy Beachside Escape

Nestled in the Harborview Beach Association community. This charming single-level home, perfect for up to four guests, features two cozy bedrooms, a full bathroom, and a spacious back deck with a fenced-in yard. Enjoy the convenience of a well-equipped kitchen, entertainment options, and thoughtful amenities, all just a short walk or bike ride from the beach. Relax, unwind, and feel at home from the moment you arrive.

Top guest favorite
A warm bedroom features a red accent wall, complemented by a spacious bed adorned with floral-patterned bedding. Bedside tables with lamps are positioned on either side, and a piece of art hangs above. Natural light streams in through a window with light curtains.
Home in Clinton
4.95 out of 5 average rating, 82 reviews

“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach

Welcome to “11:11” - Named after my yoga studio. To me, 11:11 represents inner wisdom & peace which my home provides the perfect backdrop for achieving. Peaceful and relaxing 4-bedroom cape with lots of beauty and natural light. 4 season enclosed porch with large back yard & only 2 miles to the beach! Close to grocery stores, some of the shoreline’s top rated restaurants, and outlet shopping.

Popular amenities for Cedar Island vacation rentals