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Vacation rentals with a kayak in New Haven

Find and book unique kayak rentals on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for New Haven kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Guest favorite
The exterior of a newly constructed home features a combination of blue and white siding. Large windows are present on multiple levels, allowing for ample natural light. A staircase leads to the entrance, while parking is available beneath the house.
Home in Milford
4.85 out of 5 average rating, 60 reviews

Newly Built Beach House Getaway

Superhost
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

Superhost
A calm water view is captured from a kayak, revealing gentle ripples reflecting a clear blue sky. Lush green trees line the shore in the background, with a hint of a cottage nestled among them. Sunlight bathes the landscape, emphasizing the tranquil setting.
Home in Short Beach
4.87 out of 5 average rating, 15 reviews

Calm Private Beach | less than 2h from NYC

Guest favorite
A covered patio area is visible, featuring a spacious seating arrangement with light-colored cushions. A brick chimney rises from the side of the home, surrounded by well-manicured grass and green shrubs. The peaceful setting is complemented by the presence of trees in the background.
Home in Madison
5 out of 5 average rating, 23 reviews

Beach Home & Garden Paradise

Guest favorite
The three-story house features a light grey exterior with multiple balconies on the front. A double garage is located on the ground floor, with large windows above offering a view of the spacious balconies. The welcoming entrance is framed by well-maintained landscaping.
Home in Milford
5 out of 5 average rating, 12 reviews

New build! 1 house from beach

Guest favorite
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

Guest favorite
Home in Newtown
4.93 out of 5 average rating, 15 reviews

Serenity by Lakefront Cottage!

Guest favorite
A tranquil view of a private beach stretches along the coastline, where gentle waves lap against the smooth sand. Soft clouds dot the blue sky, while beach houses stand in the background, providing a serene coastal ambiance.
Home in Morgan Point
4.96 out of 5 average rating, 50 reviews

Direct Beachfront Modern Cottage on Private Beach

Cottage rentals with a kayak

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

An aerial view captures the rustic cottage perched on a rocky coastline, surrounded by lush greenery. The image showcases a spacious deck extending into the water, with a white structure nearby. The vibrant blue water reflects the clear sky, enhancing the serene island atmosphere.
Cottage in Branford

Private Island Compound with Large Rustic Cottage

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

Superhost
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

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

Guest favorite
A serene view of an inlet bay beach is presented, featuring soft sandy shores leading to calm waters. A swan stands gracefully in the water, with the shoreline visible in the background, framed by trees and houses on the opposite side.
Cottage in Short Beach
4.96 out of 5 average rating, 52 reviews

Ret's Coastal Cottage w/Private Association beach

Guest favorite
A comfortable living area features a dark leather sofa and a coordinating armchair. A light coffee table sits in front, with decorative bowls arranged on top. Large windows allow natural light to fill the space, highlighting the hardwood flooring and staircase leading to the upper level.
Cottage in East Haven
4.94 out of 5 average rating, 33 reviews

Cozy Cottage with Water Views Steps to the Sand

Guest favorite
A spacious dining area is positioned near large windows that offer scenic views of the lake. A wooden dining table is set with round blue placemats and surrounded by black chairs. Light gray walls complement the natural light flooding the space.
Cottage in Middlefield
4.97 out of 5 average rating, 103 reviews

Anchors' Away-

Other vacation rentals with a kayak

Guest favorite
The exterior of the house features a classic design with a light blue façade and a gray roof. A swingset can be seen hanging from a large tree, while two blue adirondack chairs sit on the well-manicured lawn. A stone walkway leads to the entrance, surrounded by vibrant greenery.
Home in Madison
4.88 out of 5 average rating, 17 reviews

Cheerful 4BR Home-7 Min Walk to Private Beach

A serene view of a calm lake is captured, reflecting the scattered clouds above. Lush trees line the shore, creating a tranquil backdrop. The glassy water appears inviting, with gentle ripples enhancing the natural beauty of the scene.
Apartment in Newtown
5 out of 5 average rating, 4 reviews

Spacious Lakeside Hideaway

Top guest favorite
A bright bedroom features two twin beds with white wood frames, positioned on either side of a decorative fireplace. A round wicker table sits at the center, adorned with a vase of flowers. Light streams in through multiple windows, creating a warm ambiance.
Home in Brookfield
4.98 out of 5 average rating, 159 reviews

Stay at Old Dorset Farm & create lifelong memories

A deck overlooking the Housatonic River features a circular table surrounded by four white chairs. A red umbrella stands upright, providing shade. The tranquil water reflects the greenery of the shoreline and the partly cloudy sky.
Bungalow in Seymour
4.71 out of 5 average rating, 134 reviews

Beautiful Waterfront on Housatonic River

A hot tub is positioned on a deck overlooking a serene waterfront view. A tray of fresh fruit, cheese, and a glass of red wine rests on the edge of the hot tub, inviting relaxation amidst a scenic backdrop of water and trees under a clear blue sky.
Home in Fair Haven
4.86 out of 5 average rating, 29 reviews

Beautiful cozy home w jacuzzi & dock for boat

The historic two-family house is showcased from the front, featuring a wrap-around porch and white siding. The entrance is accentuated by steps leading up to the porch, with an American flag displayed at one corner. Green trees provide a natural backdrop.
Home in New Haven
4.76 out of 5 average rating, 107 reviews

1Bed Apt in historic Oyster House on Harbor

Top guest favorite
A spacious hot tub is positioned on a deck, offering views of Long Island Sound. Steps lead into the tub, while an outdoor seating area is visible in the background. Charles Island can be seen across the water, complementing the serene coastal scenery.
Home in Milford
5 out of 5 average rating, 103 reviews

Waterfront!-Hot Tub-The Charles Island Beach House

Top guest favorite
A serene lakeside view features a well-maintained lawn leading to calm waters. Two comfortable yellow chairs are positioned on the grass, offering a perfect spot for relaxation. Trees frame the setting, while distant homes can be seen along the shoreline, enhancing the peaceful ambiance.
Home in Wolcott
4.83 out of 5 average rating, 12 reviews

Cozy Waterfront Lake House

Quick stats about vacation rentals with a kayak in New Haven

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$10,447 GYD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore