
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.

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.
4.98 out of 5 average rating, 195 reviews
Rustic Pond Cabin: Nature, Stars & Serenity
🦉Serene rustic cabin in Colebrook, Ct in beautiful Litchfield County! Cozy King bed under skylight, queen downstairs, woodstove and all the comforts of home. All natural pond- swim, fish, canoe n kayak! Sits far from main roads on quiet back road. Can walk, run or bike to local trails or stay n walk the trail around the pond, have campfires outside in firepit! Clean & no crazy rules! Surrounded by acres nature! Private-Great WIFI! Close to ski resorts, dispensaries and amazing Berkshires!🦉
4.95 out of 5 average rating, 130 reviews
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!
4.99 out of 5 average rating, 186 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.
4.93 out of 5 average rating, 361 reviews
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.
4.88 out of 5 average rating, 109 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.
4.97 out of 5 average rating, 158 reviews
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.
4.98 out of 5 average rating, 181 reviews
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!
4.95 out of 5 average rating, 752 reviews
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.
4.99 out of 5 average rating, 113 reviews
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.
4.96 out of 5 average rating, 463 reviews
Little Lake Cabin— Lake Access, Hot Tub & Kayaks
Named one of Connecticut's best Airbnbs by Business Insider, The Little Lake Cabin is a cozy wooded retreat near Candlewood Lake. Guests enjoy access to the lake and marina, plus kayaks for exploring the lake. Relax in the year-round hot tub, gather around the fire pit, and unwind under the stars. Close to hiking, wineries, skiing, boating, antique shops, and charming New England towns...perfect for couples getaways and lake escapes.
4.96 out of 5 average rating, 409 reviews
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!
4.96 out of 5 average rating, 183 reviewsPopular amenities for Connecticut kayak rentals
Holiday House Rentals with a Kayak

Relax by the water in a 4 bedroom house
4.82 out of 5 average rating, 142 reviews
Hilltop Retreat- Lakefront with Dock
4.95 out of 5 average rating, 105 reviews
Cozy Cape on the Cove
4.88 out of 5 average rating, 112 reviews
5BR Beach House, Game Room + Huge Backyard
4.94 out of 5 average rating, 108 reviews
Lake House w/Game Rm 5 Min From Foxwoods & Mohegan
5.0 out of 5 average rating, 102 reviews
Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
5.0 out of 5 average rating, 222 reviews
Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
5.0 out of 5 average rating, 103 reviews
Beautiful lakefront home, 4bed 2.5ba
4.86 out of 5 average rating, 149 reviewsCottages with a kayak

Cozy Cottage |Quintessential CT | Pet Friendly
4.99 out of 5 average rating, 173 reviews
Peaceful Lakehouse | Thompson CT | Gorgeous Views
4.99 out of 5 average rating, 187 reviews
Cozy Oasis, Lakefront with Stunning Sunset Views
4.94 out of 5 average rating, 152 reviews
Waterfront cottage overhanging the water!
4.9 out of 5 average rating, 259 reviews
Anchors' Away-
4.98 out of 5 average rating, 126 reviews
Beautiful lakefront retreat just 15 mins to casino
4.95 out of 5 average rating, 128 reviews
Cottage in downtown Mystic
4.91 out of 5 average rating, 285 reviews
Lakefront Cottage Complete with Kayaks!
4.89 out of 5 average rating, 116 reviewsCabin rentals with a kayak

Lakefront - King - W&D - Pets OK - Kayaks - SUPs
4.89 out of 5 average rating, 197 reviews
Cozy Cabin, Fall Foliage, Lake
4.95 out of 5 average rating, 124 reviews
Secluded Cabin on Golden Pond
4.84 out of 5 average rating, 209 reviews
Lakeside Landing
4.98 out of 5 average rating, 41 reviews
Riverfront Antique Cabin in the Heart of Madison
4.98 out of 5 average rating, 51 reviews
West Hill Cabin
4.97 out of 5 average rating, 78 reviews
Lakeshore Cabin with boat dock
4.98 out of 5 average rating, 44 reviews
Mystic Area Waterfront Cabin #2
4.88 out of 5 average rating, 24 reviewsDestinations to explore
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