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Vacation rentals with a kayak in East Haven

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in East Haven

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A spacious deck overlooks the shimmering waters of Long Island Sound, offering both lounge seating and a dining area. The railing lines the edge of the deck, enhancing views of the tranquil waves and bright blue sky, creating a serene waterfront atmosphere.

Home in East Haven

4.92 out of 5 average rating, 100 reviews

Luxury Beachfront Retreat - Modern Shoreline Villa

Welcome to luxury living and the peaceful beach vibes on Cosey Beach! Jutting out into Long Island Sound, guests will enjoy unparalleled waterfront living as waves break directly under your luxury vacation villa. Breathtaking sunrises and sunsets abound from the main living spaces and multiple decks. Descend to your private beach to use one of the provided kayaks or paddle boards, or wander down the street to family friendly fun, including splash pad, casual restaurants, and ice cream counter.

A lakeside cabin is framed by vibrant autumn foliage, showcasing a rich red exterior. The structure is positioned on a grassy area with steps leading to the water. The serene lake can be seen in the background, reflecting the clear blue sky.

Home in East Haddam

4.92 out of 5 average rating, 239 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Top guest favorite

A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.

Home in Milford

4.98 out of 5 average rating, 127 reviews

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

Top guest favorite

An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.

Cottage in Guilford

4.99 out of 5 average rating, 107 reviews

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Top guest favorite

Two kayaks are secured to a wooden fence in the backyard. The kayaks, one orange and one blue, stand out against the greenery of the grass and the fence. The area is well-maintained, creating a welcoming space for outdoor activities.

Home in Milford

5 out of 5 average rating, 114 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

A serene view of the marina at dusk, featuring multiple boats docked in the foreground. The calm water reflects the surrounding landscape and a rising moon, while hillside homes are visible in the background, framed by lush trees.

Loft in Fair Haven

4.88 out of 5 average rating, 104 reviews

Cozy Riverside Loft Getaway | New Haven

Escape to this charming Fall Foliage Loft on the Quinnipiac River! With a smart TV, full kitchen, bath, and pull-out sofa, it’s a perfect waterfront retreat. Enjoy autumn sunsets from your private balcony or stroll the colorful marina. Just off I-91, minutes from New Haven’s pizza scene and Lighthouse Point Park. On-site, savor oysters & cocktails at Fair Haven Oyster Co. Rent a kayak or e-boat, or book a charter to explore the river & Sound. Rest, relax, adventure & ENJOY 🍁🔥🍕

An oceanfront space features a kayak positioned on the floor, with sunlight illuminating the area. The backdrop showcases expansive views of the water and sky, complemented by picnic tables set outside, visible through large windows. Stairs lead to an upper level, enhancing accessibility.

Home in Milford

4.96 out of 5 average rating, 108 reviews

Oceanfront Retreat: Modern Beach House

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

A spacious deck extends toward the water, featuring a railing that offers unobstructed views. The surface is light-colored, and the ocean sparkles in the background. The sandy beach is visible to the left, providing a serene setting for relaxation.

Home in East Haven

4.96 out of 5 average rating, 104 reviews

Cozy Beach - Direct Waterfront!

Welcome to your perfect beach front vacation! Our modified charming turn of the century 1900's beach cottage has all you need to relax and unwind directly on the beach. 4 bedrooms, 1.5 baths, a new kitchen, very large deck and all the amenities you could ask for. Walk to the public beach, the splash pad or either of the two amazing seafood restaurants all within a few feet. Wake and fall asleep to the peaceful sound of ocean waves--the beach is calling.

Top guest favorite

The exterior of a two-story, grey-shingled building is showcased, featuring multiple windows aligned symmetrically. A well-maintained garden with colorful flowers and greenery surrounds the entrance, which includes a modest front door. A gravel path leads to the property, set against a cloudy sky.

Cottage in Clinton

4.98 out of 5 average rating, 106 reviews

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.

Top guest favorite

A sunlit porch area features a spacious bed adorned with a white quilt and colorful accent pillows. A striped rug lies on the floor, while wicker furniture and large windows create an airy atmosphere. Natural light fills the space, offering views of the outdoors.

Cottage in Guilford

4.94 out of 5 average rating, 274 reviews

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

A two-story, brown wooden house is situated near the water, featuring multiple balconies and large windows. A wooden staircase leads down to the stone-studded shoreline. Lush greenery surrounds the property, with a hammock visible among the trees and a dock extending into the lake.

Home in Lake Pocotopaug

4.98 out of 5 average rating, 108 reviews

Classic Lake House~4 Steps to water_FirePit_kayaks

Spectacular sunsets 365 days a year. What will your stay look like? Enjoy Lakeside Ferns with Family & Friends. Fish from the dock. Cruise the lake in a two person kayak, two individual kayaks, canoe, or peddle boat. Grill dinner on the charcoal or gas grills. Roast marshmallows by the fire pit. Gaze at sunsets over the lake while rocking in a hammock.

A spacious outdoor deck area is visible, leading to a sandy beach. The house features large windows on the upper level, allowing natural light to fill the interior. Surrounding buildings include a mix of colors and styles, contributing to the residential atmosphere.

Home in Milford

4.82 out of 5 average rating, 102 reviews

Beachfront house on Long Island Sound

Fully furnished house with a private beach overlooking Long Island Sound waters in a quiet residential area. Enjoy the beach, kayaking , and nearby nature sanctuary. Excellent Greek Spot Cafe & Grill, just a 3-minute walk from the house. Discover many more cafes, restaurants, and bars, as well as great shopping attractions, just a short drive away.

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Popular amenities for East Haven kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Top 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

The lake house features a spacious deck overlooking the water, with a private dock extending into the lake. Surrounded by lush greenery, the home has multiple outdoor seating areas and provides easy access to kayaks and boats, enhancing the scenic lakeside environment.

Home in Clinton

4.88 out of 5 average rating, 25 reviews

Boulder Lake House Retreat

A beachfront house is seen surrounded by sandy terrain and tall grasses. The property features a sunroom with large windows, and multiple outdoor seating areas including blue and white chairs arranged on the sand. The structure showcases a mix of natural wood and gray tones.

Home in North Fork

4.89 out of 5 average rating, 27 reviews

The Sandy Shack - Coastal Escape

Top guest favorite

A fire pit area is surrounded by multiple red Adirondack chairs, providing a cozy gathering space. The grassy area leads to the lakefront, where a dock is visible. Lush greenery lines the opposite shore under a clear blue sky.

Home in Colchester

4.98 out of 5 average rating, 53 reviews

Waterfront Lake House on Pickerel Lake

A serene lakeside view captures a vibrant sunset reflected on the calm water. The sky is filled with shades of orange and purple, framed by distant hills. A stone wall borders the foreground, leading into a pebbled area near the water's edge.

Home in Lake Pocotopaug

4.91 out of 5 average rating, 33 reviews

Lakeside Paradise with Breathtaking Sunsets

Top guest favorite

A two-story home features a light-colored exterior with traditional shutters and a welcoming front porch. The yard is neatly landscaped with greenery and flowers. A wooden deck is visible at the back, providing an inviting outdoor space.

Home in Saybrook Manor

4.96 out of 5 average rating, 131 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.

Home in Milford

4.96 out of 5 average rating, 49 reviews

Beachfront paradise- come, stay, relax!

The modern villa is depicted from an aerial view, showcasing its unique architectural design. The exterior features soft curves and a light-colored façade, harmoniously blending with the surrounding greenery. A wooden walkway leads to the entrance, emphasizing its connection to the natural landscape.

Home in Deep River

4.86 out of 5 average rating, 81 reviews

Starship River Views: Dates Just Newly Released

Cottage rentals with a kayak

Top guest favorite

A two-story cottage features horizontal siding and a distinctive light blue front door. A large window is positioned above the entrance, allowing natural light to enter. The garage is on the ground level, with a small staircase leading to the entryway.

Cottage in Milford

4.93 out of 5 average rating, 54 reviews

Salty Kisses Beach Cottage Milford CT

Top guest favorite

Two wooden chairs are positioned on a grassy area overlooking the calm water. A fire pit sits in between the chairs, and a swing hangs from a nearby tree. In the background, a dock extends into the water, framed by trees.

Cottage in Shelter Island

4.97 out of 5 average rating, 109 reviews

Shelter Island Waterfront Getaway

A beach cottage is presented with a wooden walkway leading from the sandy beach to the entrance. A deck with seating and a kayak is visible, with a backdrop of a clear blue sky and greenery completing the scene.

Cottage in Morgan Point

5 out of 5 average rating, 5 reviews

Caroline Beach Escape

A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.

Cottage in Milford

4.86 out of 5 average rating, 86 reviews

Cheerful 3 Bedroom Cottage with Fire Place

Top guest favorite

A bright dining area is highlighted by large windows that allow natural light to fill the space. A rustic wooden table is adorned with a floral centerpiece consisting of small vases, each housing a single flower. The room features light-colored walls and attractive white chairs.

Cottage in Fairfield Beach

4.98 out of 5 average rating, 126 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Aerial view of a tranquil waterfront landscape featuring numerous small islands and rocky shorelines. The serene blue waters reflect sunlight, and a few scattered trees dot the land, enhancing the natural beauty of the coastal environment.

Cottage in Guilford

4.86 out of 5 average rating, 43 reviews

Your own Thimble Islands private cottage!

Top guest favorite

The newly renovated house is set against a backdrop of trees, featuring a charming exterior with grey siding and a brick chimney. A small porch is visible, and colorful autumn leaves are scattered across the front yard, enhancing the welcoming appearance.

Cottage in Colchester

4.97 out of 5 average rating, 180 reviews

Lakefront peaceful getaway cottage

Rugged rocks line the shoreline, leading down to calm water. A wooden dock extends into the bay, providing access to the serene setting. Lush trees frame the scene, showcasing the natural beauty and tranquility of the coastal environment.

Cottage in Short Beach

5 out of 5 average rating, 9 reviews

Shore home in private community, away from it all

Other vacation rentals with a kayak

Top guest favorite

Two kayaks are displayed on a black rack in the yard, situated near the Neck River. Lush green grass surrounds the area, and trees line the riverbank, adding a natural backdrop to the scene.

Guesthouse in Madison

5 out of 5 average rating, 60 reviews

Coastal River Barn Retreat

A charming residence is framed by lush green trees and well-maintained gardens. A stone pathway leads to the entrance, flanked by decorative stone pillars. Natural light brightens the exterior, showcasing the welcoming façade and inviting front porch.

Home in Westville

4.83 out of 5 average rating, 18 reviews

E&E Guest House

Top guest favorite

A spacious backyard is featured, with a circular stone fire pit surrounded by several colorful Adirondack chairs. Lush green grass extends towards a charming white house in the background, bordered by trees under a clear blue sky.

Home in South End

5 out of 5 average rating, 42 reviews

Private Waterfront Access + Hot Tub + Scenic Yard

Top guest favorite

A view of Lake Pocotopaug, framed by lush greenery. A spacious deck extends towards the water, furnished with outdoor seating. A yellow inflatable sits on the dock, which is accessible for guests. The tranquil lake is surrounded by gentle hills in the background.

Home in Lake Pocotopaug

4.99 out of 5 average rating, 76 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

A three-story beach house features a light-colored exterior with multiple large windows and a covered balcony on the top floor. The architectural design showcases clean lines and a welcoming entrance with a front porch. Nearby trees add a touch of greenery to the setting.

Home in Milford

4.91 out of 5 average rating, 22 reviews

Tranquil beach retreat

The image presents a coastal view featuring a well-maintained property adjacent to the shoreline. The sky displays a gradient of colors at sunset, and gentle waves can be seen lapping against the rocky beach. Surrounding greenery complements the tranquil setting.

Home in North Fork

4.87 out of 5 average rating, 23 reviews

North Fork Sound Front Home with Pool

A serene backyard is depicted, featuring a soft green lawn bordered by flourishing plants and flowers. Stone pathways meander gently through the garden, leading towards a view of the water. Trees provide shade, enhancing the natural, peaceful setting.

Home in South End

4.89 out of 5 average rating, 27 reviews

Coastal Cottage on the Water

Top guest favorite

A pair of bicycles, one blue with a wicker basket and one red, are positioned on sandy terrain. Dark, dramatic clouds loom overhead, while a kite soars against a backdrop of sunset hues. The scene captures the coastal atmosphere, with the beach visible in the distance.

Home in Old Saybrook

5 out of 5 average rating, 61 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

Quick stats about vacation rentals with a kayak in East Haven

Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ588 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore