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Holiday rentals with a kayak in New Haven

Find and book unique kayak rentals on Airbnb

Quick stats about holiday rentals with a kayak in New Haven

  • Total holiday rentals

    Explore 10 holiday rentals in New Haven

  • Nightly prices starting at

    New Haven holiday rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 770 verified reviews to help you choose

  • Wifi availability

    10 of New Haven holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across New Haven rentals

  • 4.9 Average rating

    New Haven stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    New Haven’s top spots include Yale University, Yale University Art Gallery and Fairmount Theatre

Top-rated rentals with kayak in New Haven

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

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Top guest favourite
Home in Branford

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.

4.93 out of 5 average rating, 45 reviews
Superhost
Home in New Haven

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

5.0 out of 5 average rating, 6 reviews
Top guest favourite
Cottage in Middlefield

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

4.98 out of 5 average rating, 125 reviews
Guest favourite
An aerial view captures the coastal neighborhood, with a sandy beach and clear blue water. The vibrant homes line the shore, featuring varied architectural styles. Lush greenery borders the area, enhancing the sense of tranquility and charm typical of beachside living.
Home in Milford

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.

4.99 out of 5 average rating, 125 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.

4.88 out of 5 average rating, 109 reviews
Top guest favourite
A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.
Home in Milford

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, 156 reviews
Guest favourite
Cottage in Branford

Ret's Coastal Cottage w/Private Association beach

A charming sun filled cottage, 500 ft (2 min walk) to a sandy inlet bay beach, nestled in the quaint Short Beach community of Branford. The cottage offers a large open floor plan, wood burning fireplace, all the space & coziness you need! Perfect place to relax but close enough to go out and experience all things New England has to offer. Explore Long Island Sound, on kayaks or biking, both provided, take walks or jog along the beautiful scenic area. Walking distance to 2 great restaurants.

4.96 out of 5 average rating, 68 reviews
Top guest favourite
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

Beautiful Water Views! 1 house from beach

Book now! 2027 calendar filling up fast. One house from the beach. Stunning newer build with breathtaking views of Long Island Sound, Charles Island, & incredible sunrises. Enjoy the luxury of a 5-star hotel with the privacy of home. Three spacious balconies, luxurious linens, a fully equipped kitchen, & thoughtful amenities for an unforgettable stay. Whether for family vacations, weddings, business trips, or college visits, our prime location near Tyde and Yale University makes it ideal.

5.0 out of 5 average rating, 22 reviews
Top guest favourite
A tranquil view of Swan Lake is captured, surrounded by autumn foliage. Colorful outdoor chairs are positioned on a leaf-covered shore. Sunlight reflects off the calm water, creating a serene atmosphere that invites relaxation.
Home in Oxford

Lakefront Summer Oasis - kayak, fish and get cozy!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

4.97 out of 5 average rating, 78 reviews
Top guest favourite
An aerial view captures a charming beach cottage surrounded by greenery, with the expansive beach and ocean visible in the distance. The vibrant blue water contrasts with the sandy shore, while the quiet neighborhood adds to the serene atmosphere.
Home in West Haven

Relaxing Waterview Getaway

Welcome to Anchor Haven! Make unforgettable memories at our charming newly remodeled beach cottage located within a stone's throw to the shore. Relax while enjoying the ocean views and beautiful sunrises from the two story porch. Located in a desirable, quiet neighborhood of West Haven CT and within walking distance to the beach, pizza, liquor and deli. Anchor Haven sleeps 8 guests comfortably. One bedroom and a full bathroom are located on the first level, with no stairs access.

4.99 out of 5 average rating, 79 reviews
Top guest favourite
A comfortable living area features a plush sectional sofa with neutral cushions, arranged around a round wicker coffee table. Natural light fills the space, highlighting the light wood flooring and a serene coastal-themed artwork on the wall. Two stylish light fixtures add an elegant touch.
Home in Milford

Luxe cozy 2br/1ba Milford bungalow-walk to beach!

Beautifully updated bungalow 3 minute walk to beach. Features two decks for views & enjoyment of Silver Sands State Park. Back deck has dining table & grill for dinners, drinks, birdwatching, stargazing. House has cedar outdoor shower, two double kayaks, stand up paddle board, paddles, beach chairs/towels, umbrellas, cooler, wagon. Spacious living room has tons of natural light. Bedrooms are cozy each with a full bed; primary opens to back deck. 5 min drive to downtown Milford.

5.0 out of 5 average rating, 70 reviews
Top guest favourite
Home in Milford

Beachside Oasis

Welcome to your perfect coastal escape in Milford Connecticut -a cozy, tropical vibe retreat just across the street from the beach. Our home has an outdoor living space with pavilion, tiki bar fireplace, a grill with a pavilion , outdoor TV and shower to relax and gather with family and friends. Spend your days at the beach , swimming, paddle boarding or taking long walks on the beach and come home to relax in our private backyard paradise. The perfect summer coastal getaway!

5.0 out of 5 average rating, 24 reviews

Popular amenities for kayak rentals in New Haven

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a kayak

Guest favourite
A three-story beach house features a light-colored exterior with multiple large windows and a covered balcony on the top floor. The architectural design showcases clean lines and a welcoming entrance with a front porch. Nearby trees add a touch of greenery to the setting.
Home in Milford

Tranquil beach retreat

4.93 out of 5 average rating, 27 reviews
Guest favourite
Home in Madison

Coastal getaway with water views in every room

4.91 out of 5 average rating, 68 reviews
Superhost
The exterior of a charming blue carriage house is showcased, featuring a well-maintained lawn and decorative shrubs. A small seating area with two chairs is positioned near the entrance, which is surrounded by glass doors. A gravel driveway extends alongside the house.
Home in Branford

Beach Bum Carriage House steps to beach w/kayaks

4.67 out of 5 average rating, 83 reviews
Guest favourite
A two-story house is elevated on stilts, showcasing large windows that allow natural light to fill the interior. A gravel driveway leads to the house, bordered by flowering plants. Scenic salt marsh views are visible in the background, enhancing the home's inviting presence.
Home in East Haven

Spectacular Waterfront Home on Private Sandy Beach

4.95 out of 5 average rating, 57 reviews
Top guest favourite
A scenic waterfront terrace is framed by natural rock formations and lush greenery. An umbrella provides shade over a seating area featuring two Adirondack chairs and a small table, all offering unobstructed views of the water and boats in the distance.
Home in Guilford

Mulberry Seaside Cottage

5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Southbury

Lakeside Sanctuary

5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Milford

1 Min Walk to Beach! Firepit, Kayaks & Beach Gear

5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Milford

Private Beach Apartment with Backyard in Milford!

4.83 out of 5 average rating, 18 reviews

Cottage rentals with a kayak

Top guest favourite
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

Salty Kisses Beach Cottage Milford CT

4.93 out of 5 average rating, 55 reviews
Top guest favourite
An aerial view captures a cozy cottage surrounded by lush greenery, featuring large windows that glow warmly in the evening light. A stone patio is visible, with outdoor seating and a fire pit. Nearby, a well-maintained lawn and a parking area with vehicles can be seen.
Cottage in Guilford

Waterfront Joshua Cove Cottage with private beach.

4.99 out of 5 average rating, 113 reviews
Guest favourite
A charming beach cottage is visible from the water, featuring a white exterior and a welcoming front porch with railings. A set of stairs leads down to the sandy beach area, where a green chair and small table are situated, ideal for relaxation by the shore.
Cottage in Milford

Waterfront Beach Cottage

4.88 out of 5 average rating, 159 reviews
Guest favourite
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 East Haven

Caroline Beach Escape

5.0 out of 5 average rating, 8 reviews
Guest favourite
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 Branford

Shore home in private community, away from it all

5.0 out of 5 average rating, 13 reviews
Top guest favourite
Cottage in Newtown

Sumak-Kawsay · Lake front Hot Tub CT

5.0 out of 5 average rating, 15 reviews
Guest favourite
The exterior of a beach cottage is depicted during twilight, with warm light glowing through the windows. The house features a white staircase leading to the entrance and is framed by bushes and decorative grasses. Nearby buildings share a similar coastal aesthetic.
Cottage in Milford

CT Walnut Beach cottage SUP heaven

4.78 out of 5 average rating, 64 reviews
Guest favourite
Cottage in Fairfield

Dreamy Beachfront Cottage on Private Beach

4.9 out of 5 average rating, 29 reviews

Other holiday rentals with a kayak

Guest favourite
A serene view of the water is captured under a cloudy sky, with sunlight reflecting off the surface. The horizon features a gentle gradient of blues and silvers, offering a calming atmosphere. Soft waves can be seen in the foreground, enhancing the tranquil scene.
Flat in Milford

Walk to the beach

5.0 out of 5 average rating, 12 reviews
Superhost
Flat in East Rock

East Rock 4 bedroom 2 baths apt.

Guest favourite
Guest suite in Newtown

waterfront on Lake Zoar[ SUITE]

4.91 out of 5 average rating, 111 reviewsAerial view showcases a serene coastline lined with charming beachfront homes. The clear blue water reflects the sky, while the lush greenery in the background creates a peaceful backdrop. The image highlights the tranquil and inviting nature of the surrounding area.
Flat in New Haven

Cozy Beachfront Apartment - 6 min Yale/Downtown

4.81 out of 5 average rating, 43 reviews
Top guest favourite
A sandy area features a cluster of blue and white striped lounge chairs arranged around a thatched umbrella. In the background, a swimming pool is visible surrounded by a white fence, with clear skies above.
Guest suite in East Haven

Perfect Labor Day Vaca & FREE Beach Club Passes!

4.91 out of 5 average rating, 47 reviews
Guest favourite
A serene coastal scene displays a sandy beach curving into a calm cove, bordered by greenery. Kayaks and paddleboards are neatly lined up on the sand, ready for use. The tranquil water reflects the surrounding landscape and offers a backdrop of distant homes along the shoreline.
Home in Branford

Calm Private Beach | less than 2h from NYC

4.89 out of 5 average rating, 18 reviews
Guest favourite
A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.
Home in Milford

Beachfront paradise- come, stay, relax!

4.96 out of 5 average rating, 53 reviews
Guest favourite
Home in Milford

Point Beach House

4.92 out of 5 average rating, 26 reviews

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