Holiday rentals with a kayak in Connecticut

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Connecticut

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A jetted swim spa is positioned on a deck overlooking Lake Garda at sunset. The water's surface reflects soft hues of orange and pink, with serene trees framing the view. The spa displays an illuminated edge, enhancing the tranquil atmosphere of the lakeside setting.

Cottage in Burlington

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.

ValueOutdoor spacesRiver

4.98 out of 5 average rating, 195 reviews

Top Guest favourite

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

Home in Vernon

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

Outdoor spacesValueBiking

4.99 out of 5 average rating, 186 reviews

Top Guest favourite

A bright blue kayak is positioned at the edge of a calm cove, with tranquil water reflecting soft pastel hues of twilight. Lush greenery lines the shore, and a wooded landscape extends into the distance, creating a serene setting for kayaking.

Home in Montville

Cozy Cape on the Cove

Our two-bedroom cape on the tidal cove is a paradise for any birdwatcher, fisherman, or kayak enthusiast. It’s not for swimming though. We are located near any destination you may want (i.e. casinos), yet far enough off the beaten path to enjoy some peace & quiet. Listen to the birds and crickets by the firepit or take out our rentable kayaks for a morning paddle. Dogs welcome too! Pet fee is $50 per stay. Maximum 2 dogs. Maximum of 3 guests. Any unauthorized guest will be charged at $50/each.

Outdoor spacesValueQuiet

4.88 out of 5 average rating, 112 reviews

Top Guest favourite

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

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.

Outdoor spacesLocationPets

4.93 out of 5 average rating, 361 reviews

Guest favourite

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

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

LocationValueAccuracy

4.88 out of 5 average rating, 109 reviews

Top Guest favourite

The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.

Home in Coventry

Cozy cottage 5 minutes from UConn

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Outdoor spacesLocationGetting around

4.98 out of 5 average rating, 181 reviews

Top Guest favourite

A camp cottage exterior is shown, featuring a wooden facade with a red trim. Two rocking chairs are situated on the porch, inviting relaxation. Multiple windows allow natural light to enter, and a pathway leads to the entrance among the surrounding trees.

Cabin in Voluntown

Ellis -Lakeside Cabin on Beach Pond with Sauna

Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!

LocationOutdoor spacesPets

4.95 out of 5 average rating, 751 reviews

Top Guest favourite

Home in Branford

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

Outdoor spacesValueNearby

4.99 out of 5 average rating, 112 reviews

Guest favourite

A serene view of Beaver Pond is presented, with calm water reflecting the blue sky and soft clouds above. Lush green grass frames the foreground, while trees and greenery outline the opposite bank, creating a peaceful natural setting.

Home in Meriden

Relax by the water in a 4 bedroom house

Relax with the whole family at this recently renovated, spacious 4 bedroom house on Beaver Pond. Centrally located in the crossroads of Connecticut and a short train ride away from NYC, come relax by the water in a quiet neighborhood setting. Stay home and enjoy a kayak or canoe on the pond or visit the many nearby attractions like mini golf, skiing, hiking or the rest that Connecticut has to offer. The home has been recently remodeled and has a very spacious yard.

LocationOutdoor spacesBathroom

4.82 out of 5 average rating, 142 reviews

Guest favourite

The living room features a cozy arrangement of green couches around a coffee table. A stone fireplace serves as the focal point, surrounded by wooden paneling. Bright sunlight enters through large windows, illuminating the space and highlighting nearby decor.

Cabin in Coventry

Lakefront - King - W&D - Pets OK - Kayaks - SUPs

Outdoor spacesValueHospitality

4.89 out of 5 average rating, 197 reviews

Top Guest favourite

A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.

ValueOutdoor spacesPets

4.96 out of 5 average rating, 462 reviews

Guest favourite

Tiny home in East Lyme

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Outdoor spacesLocationAmenities

4.96 out of 5 average rating, 183 reviews