Holiday rentals with a kayak in New Haven

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Top-rated Accommodation with a Kayak in New Haven

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

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Top Guest favourite
A dining area features a wooden table surrounded by dark chairs, set with blue and white plates. Large windows allow natural light and provide an expansive view of the lake, where boats can be seen in the distance.
Cottage in Middlefield
4.97 out of 5 average rating, 111 reviews

Anchors' Away-

Welcome to your private lakefront sanctuary. Have the chance to make memories whether it is by fishing on either of the two docks? or the chance to kayak to explore the lake. Completely renovated with comfort and style in mind, this waterfront getaway offers panoramic lake views and direct water access. Start your mornings with coffee on one of the two private docks watching the sunrise. Unwind each evening on the patio all decked out with restful seating and a chance to watch the fireflys.

Top 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
5 out of 5 average rating, 116 reviews

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.

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
4.97 out of 5 average rating, 142 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.

Guest favourite
A lakeside patio is depicted, featuring several metal chairs arranged around a firepit. Two swinging chairs hang from a pergola, while a dock with a boat and kayak is visible on the water. A vibrant American flag flutters in the background.
Guest suite in Newtown
4.92 out of 5 average rating, 106 reviews

waterfront on Lake Zoar[ SUITE]

Enjoy your private patio overlooking the lake, Or just walk 12 steps to water Edge and visit the cozy lower level and enjoy the swings . Use our kayaks, and don’t forget to bring your fishing pole, go swimming ,or just sit in the sun with a book and listen to the waterfall and you are welcome to sit by the firepit Optional boat dock space, parking Hosts live upstairs Two miles to quaint Sandy Hook center with grocery and restaurants All quests must be register Ninety minutes to Boston/nyc

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
5 out of 5 average rating, 29 reviews

Mulberry Seaside Cottage

Enjoy direct water views any time of year in this cozy cottage. Relax on the generous porch swing, eat dinner overlooking the water, watch the sunset on the secret waterfront terrace, and stay active kayaking, biking, and swimming. The large backyard is great for yard games. In the cooler months, cozy up to the outdoor gas fire or inside with a book while watching a stunning winter sunset over the water. Minutes to the charming Guilford green, restaurants, Yale University and train station.

Top Guest favourite
Four light blue Adirondack chairs are arranged on the grassy area overlooking the water, offering a serene view. In the background, a wooden deck and two kayaks are visible, with a slight glimpse of a boat on the water.
Cottage in Indian Neck
4.98 out of 5 average rating, 60 reviews

The Dream Location for Your Perfect Vacation

Location, location, location! Nestled at the very tip of Indian Neck and entrance of the Branford River. Recently updated, 1000 sq ft, 3 bedroom, 1.5 bath, direct water front cottage(duplex) is centrally located for whatever your needs. This is truly New Englands coastal living at its finest. This location will not disappoint. Approximate Distance - Mohegan Sun(45miles), Foxwoods(50 miles), Yale(10), NYC(70), Hospice (5), Anthonys Ocean View (7), Amarante’ Sea Cliff (7), Owenego Inn (1)

Guest favourite
The exterior of a waterfront cottage showcases a blend of natural wood shingles and modern roofing. Multiple large windows provide abundant light, and a patio area is situated in front. The property is surrounded by lush greenery and offers views of the nearby water.
Home in Indian Neck
5 out of 5 average rating, 8 reviews

Waterfront Cottage in Branford

Picturesque waterfront cottage located in the Pawson Park district of Branford, Connecticut. The house is 2400 sqft and sits on .38 acres overlooking where the Branford Harbor meets the Long Island sound. During the summer months you will have access to a private dock that is a quick boat ride away from the Thimble Island. The house is located close to restaurants, bars and a walking trail. You will also have access to a private neighborhood beach for swimming. Pets welcome for a $300 fee

Top Guest favourite
Cabin in Madison
5 out of 5 average rating, 26 reviews

Riverfront Antique Cabin in the Heart of Madison

Antique, rustic cabin on Neck River just minutes from downtown Madison. Come kayak, birdwatch, and relax. First floor has a full, eat-in kitchen and tranquil living room with TV, pingpong, and games. Walk (1.5 miles) or kayak (during high tide) to Grass Island for a tranquil beach experience, or drive (2 miles) to downtown, with beaches, bookstores, a quaint town cinema and a wide array of restaurants. Relax (or fish) on the stone porch as egrets, osprey, and kingfishers fly above you.

Top Guest favourite
A bright living area features large glass doors that open to a beautiful view of the ocean. Comfortable seating includes a sectional sofa and accent chairs, with a modern TV and light wood flooring adding to the ambiance. An umbrella provides shade for outdoor seating on the deck.
Home in Milford
4.95 out of 5 average rating, 58 reviews

Charming 3 bedroom Beach Front Cottage

there is still time to enjoy the fall, the solitude of the beach as the tide ebbs and flows on warm days and cool nights. Have fun with the whole family, friends or loved ones at our beach front escape. Perfect for some fun in the sun. An amazing Sandbar at low-tide, a deck to relax on and a cozy inside are just a few of our great amenities. There is also a Kayak, Paddle-board and raft to enjoy. Feel free to use the fire-pit or fish off the beach. The opportunities are endless.

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
4.99 out of 5 average rating, 107 reviews

Waterfront Joshua Cove Cottage with private beach.

Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

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
4.98 out of 5 average rating, 61 reviews

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.

Top Guest favourite
Home in Milford
4.96 out of 5 average rating, 135 reviews

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Popular amenities for New Haven kayak rentals

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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 $102 AUD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of New Haven holiday rentals include Wi-Fi 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

Destinations to explore