
Holiday rentals with a kayak in New Haven County
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in New Haven County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Stay at Old Dorset Farm & create lifelong memories
This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm
LocationValueHiking

Historic Riverside Getaway|Private Beach + Boats
Newly renovated riverfront home circa 1885 - direct access and private beach on the Quinnipiac River 3 bedrooms, 2.5 baths, double sinks & steam shower in primary bathroom High cleaning standards Private Waterfront access - watercraft available to rent on property BBQ/outdoor entertainment area Open concept main floor: 4K Roku Smart TV, complete with state of the art speakers, 2 couches, 1 full sized pull-out bed High-end kitchen appliances including: double dishwasher, full sized gas range/oven
Hospitality

5* Branford Cottage with access to Owenego Club.
Quintessential coastal home in heart of Branford’s historic Indian Neck. Renovated in 2025, 4-bedroom, 2,000-sq-ft retreat blends 1920's charm w/modern comforts, & character of original fir hardwood floors throughout. It's 4 house's from the water, & access to Owenego Beach Club for guests. Walking distance to local fav's- Lenny's. Radici, Guacamloe's, & Lil Riggs. Modern amenities. Dog friendly under 50lb - $150 per dog per stay(max 2), undisclosed dogs incur add'l fine. See add'l guidelines.
ValueLocationNearby

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 spacesLocationFamily

Anchors' Away-
Escape to a charming lakefront retreat where peaceful mornings, panoramic water views, are the gift that nature gives you. conveniently located near major highways, shopping, restaurants and local attractions, - Our cottage offers the best of two worlds-tranquil relaxation and easy access to everything you need. Guests will be given a Hold Harmless Agreement to sign upon reservation acceptance-There are kayaks available to use- A waiver has to be signed before they can be used on the lake
ValueLocationQuiet

Walnut Beach Escape Fenced Oasis Yard
🌊 Steps from Walnut Beach & Silver Sands State Park, this guest-favorite coastal escape blends beach access, privacy & relaxed luxury. Enjoy a tropical-inspired backyard oasis with a cascading fish pond, multiple lounge areas & a seasonal palm tree—perfect after a day by the shore. Inside, unwind in a beautifully designed home with a gourmet kitchen & modern comforts. Just 90 minutes from NYC & 15 from New Haven, it’s an ideal retreat for beach days, nature lovers & laid-back coastal living.
Outdoor spacesValueParks

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.
Outdoor spacesLocationBathroom

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.
LocationOutdoor spacesBeach

Lake Retreat, Paddle Board, Swim
Escape daily stress at Deer Ridge Cabin CT, a bright and airy retreat with all amenities. Enjoy the private community beach and paddleboarding at the lake, a 5-minute walk away. Or exploring nearby hiking trails. Only a 15-min drive to downtown Lichfield to indulge in great restaurants and shopping. Experience local wineries. Conveniently located 2 hrs from NYC, this peaceful cabin offers a quick escape to nature while being close to everything! Deer Ridge Cabin CT is your perfect getaway!
LocationOutdoor spacesAccess

Cozy Cottage |Quintessential CT | Pet Friendly
Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.
LocationOutdoor spacesWalkability

Cozy Oasis, Lakefront with Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits! Pet friendly!
Outdoor spacesLocationCondition

The Studio Apartment at Indian Cove
A unique loft located above a barn garage. Nestled in nature with trees and birds all around. This loft is located in a private beach community. The walk to the beach is 2 blocks. We are located in a very safe neighborhood. Renovated space has high ceilings with windows that are on 3 sides. You will find hardwood floors throughout. The bathroom has a tub/shower with tiled floors and a skylight to let in natural light. Bikes and kayaks are available for your use.
Outdoor spacesLocationCheck-in
Popular amenities for kayak rentals in New Haven County
House rentals with a kayak

Beautiful lakefront home, 4bed 2.5ba
LocationOutdoor spacesAmenities

Beautiful Lake House on Lake Pocotopaug
LocationValueIndoor spaces

Mulberry Seaside Cottage
LocationOutdoor spacesSleep quality

Lakefront Summer Oasis - kayak, fish and get cozy!
LocationOutdoor spacesLayout

River Cottage in Weston, CT
Outdoor spacesLocationIndoor spaces

Relax by the water in a 4 bedroom house
Outdoor spacesLocationLayout

Cozy Waterfront Lake House
Outdoor spacesValueView

Lakefront Getaway • Hot Tub, Decks, Fires & More
LocationOutdoor spacesView
Cottage rentals with a kayak

Charming Fairfield Beach Cottage
LocationOutdoor spacesPets

Ret's Coastal Cottage w/Private Association beach
Outdoor spacesLocationAir conditioning

Lake Waramug Cottage Washington CT- Ski Mohawk
Outdoor spacesLocationPets

Family Friendly Lake House Lake Pocotopaug Sunsets
Outdoor spacesLocationCleanliness

Renovated 2-Bedroom Cottage on the North Fork
Outdoor spacesLocationComfort

Stunning waterfront modern farmhouse with dock.
Outdoor spacesLocationSleep quality

The Bay Breeze
Outdoor spacesLocationCleanliness

Salty Kisses Beach Cottage Milford CT
Outdoor spacesValueFamily
Cabin rentals with a kayak

Riverfront Antique Cabin in the Heart of Madison
ValueOutdoor spacesKitchen

The Colchester Cottage
Outdoor spacesLocationCleanliness

Swim, fish, kayak & RELAX!
Outdoor spacesLocationSleep quality

Spacious family lakeside homestead
LocationNearbyAccuracy

Beautiful lakeside summer home
ValueLocationHospitality
Destinations to explore
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- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Thunder Ridge Ski Area
- Ocean Beach Park
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Sunken Meadow State Park
- University of Connecticut
- Kent Falls State Park
- Hammonasset Beach State Park
- Mohawk Mountain Ski Area
- Compo Beach
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Sherwood Island State Park
- Wölffer Estate Vineyard
- Ski Sundown
- Ocean Beach





