Vacation rentals with a kayak in Connecticut

Find and book unique kayak rentals on Airbnb

Top-rated accommodations with a kayak in Connecticut

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

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Guest favourite

Home in East Haven

4.96 out of 5 average rating, 140 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Guest favourite

Home in Woodstock

4.84 out of 5 average rating, 105 reviews

Secluded 2 Acre Lake Front Home!

Take advantage of our winter rates! Escape to this breathtaking retreat on Lake Chamberlain, tucked away in Connecticut's serene "Quiet Corner". This spacious 2-acre home offers total privacy and stunning natural beauty. In the summer, dive into swimming, fishing, and kayaking 🛶🏊‍♀️. When winter arrives, experience ice skating ⛸️ right on the lake! Whether you're here for relaxation or adventure, this peaceful getaway will steal your heart. Once you arrive, you may never want to leave! 🏡💖

Guest favourite

Home in East Haddam

4.94 out of 5 average rating, 175 reviews

Romantic Getaway at The Lake!

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 Hartford, 30 minutes from the Mohegan Casino.

Guest favourite

Cottage in Thompson

4.99 out of 5 average rating, 136 reviews

Private Lakefront Paradise on Quaddick Lake, CT

Enjoy the tranquility of nature at this traditional lake cottage in Thompson, CT - boat, swim, fish, relax, enjoy. Ideally perched overlooking beautiful Quaddick Lake, this property is located approximately 60 minutes from Boston, Providence and Hartford. Vacationing at the lake is easy. You will enjoy picturesque sunrises & tranquil surroundings. This vintage 1928 cottage has recently updated features ensuring you feel calm, comfortable and far away from the busy world.

Superhost

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Guest favourite

Cottage in Plymouth

4.95 out of 5 average rating, 103 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

Come stay @cozyoasisct for sunset hour and enjoy dramatic views from the comfort of the living room, kitchen, or outdoor patio. Our private community lake is great for swimming, fishing, kayaking, bird watching and ice skating in the winter. Great for your next getaway, relaxing weekend, or just a place to work remotely. The property is equipped with kayaks, shuffleboard, fast WiFi, deskspace, Smart TVs, and a full kitchen. We can’t wait to host you! We're Pet Friendly!

Guest favourite

Home in Montville

4.92 out of 5 average rating, 108 reviews

Thames River Cottage · Near Casinos + USCGA

4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

Guest favourite

Home in Lyme

4.98 out of 5 average rating, 248 reviews

“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.

Guest favourite

Home in Danbury

4.88 out of 5 average rating, 135 reviews

Candlewood Lakefront Retreat

This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

Guest favourite

Cottage in Hebron

4.92 out of 5 average rating, 101 reviews

The Blue Heron at Amston Lake

3 BEDROOM, quiet cottage near Amston Lake. 3 minute walk to private main beach. 1.5 bath with oversized shower stall. Sliding door leads to large, covered patio. Full, semi private large backyard. Hammock, bicycles, canoe, kayak, fire pit and grill provided. Ping pong table/dart board in basement. Close to Airline Trails, vineyards, breweries, casinos., state parks.

Guest favourite

Cottage in East Haddam

4.9 out of 5 average rating, 118 reviews

Direct Waterfront Cottage on Moodus Reservoir.

Relax with the whole family at this peaceful place to stay with direct access to the lower Moodus Reservoir. The backyard leads out to the lake with a small beach area (fits approximately two lawn chairs). Sit on the patio by the fire pit and enjoy the view or grab a kayak, pedal boat, or paddleboard and enjoy your time directly on the lake.

Guest favourite

Cottage in Mystic

4.9 out of 5 average rating, 243 reviews

Cottage in downtown Mystic

Cozy 3 bedroom, 1.5 bath cottage in the heart of downtown Mystic. Walk to shops and dining, parks, the Mystic River and the Mystic Seaport. Aquarium and beaches nearby. Indoor areas light and airy. Plenty of outdoor space to enjoy with a deck, porch, and patio with a fire pit. Access to 2 kayaks.