Vacation rentals with a kayak in New Haven County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in New Haven County

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Loft in Branford

5.0 out of 5 average rating, 57 reviews

Shoreline Carriage House

Overlooking acres of salt marsh and distant views of Long Island Sound, this cozy one-bedroom carriage house is perfect for a weekend (or week!) away. The Carriage House boasts access to the pool, a quick 3-5 minute walk to gorgeous beaches, a short drive or bike to restaurants and breweries, and a charming historic downtown. If you are in the mood to stay in (we totally get it), the space includes a brand new queen-sized bed, comfy couch, smart TV and a deck to enjoy the view and sea breeze.

Guest favorite

Home in East Haven

4.95 out of 5 average rating, 103 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 favorite

Home in East Haven

4.93 out of 5 average rating, 72 reviews

Luxury Beachfront Retreat - Modern Shoreline Villa

Welcome to luxury living and the peaceful beach vibes on Cosey Beach! Jutting out into Long Island Sound, guests will enjoy unparalleled waterfront living as waves break directly under your luxury vacation villa. Breathtaking sunrises and sunsets abound from the main living spaces and multiple decks. Descend to your private beach to use one of the provided kayaks or paddle boards, or wander down the street to family friendly fun, including splash pad, casual restaurants, and ice cream counter.

Guest favorite

Apartment in Branford

4.89 out of 5 average rating, 9 reviews

Stony Crk Studio ideal for trvl nurses…

Peaceful shoreline studio/retreat for trvl nurses, grad students etc near New Haven. Single occupancy studio comprises upper east-wing of our home—has its own entrance up the exterior stairway with a dbbl-locked interior door and soundproofing for your privacy. Enjoy the balcony views and sunny chaise lounge chairs in rear-garden. Kick off your shoes and totally RELAX in our sleepy niche called Stony Creek, where the beach and harbor, food and shops & historic Thimble Islands are steps away.

Guest favorite

Cottage in Middlefield

5.0 out of 5 average rating, 85 reviews

Anchors' Away-

Anchors Away! Is the perfect setting for a quick get away! Or a prolonged vacation! Where reading, chilling, fishing, boating are not just words--Its a state of mind!! If you were any closer to the lake, you would feel as if you were on a houseboat... Every amenity is here for you to enjoy. Convenient to Interstate 91, Merrit Parkway, RT. 9.Recently gut renovated you will find the luxury of a hotel, yet quiet enjoyment. The property has two full bedrooms-one full bath-large great room!

Guest favorite

Home in Oxford

4.94 out of 5 average rating, 18 reviews

Lakefront Oasis - Updated Treasure!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. We have updated the bedrooms, completely renovated the bathrooms and have 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. Small pets allowed.

Guest favorite

Cottage in Guilford

5.0 out of 5 average rating, 83 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.

Guest favorite

Home in East Haven

4.96 out of 5 average rating, 25 reviews

Direct Beachfront Modern Cottage on Private Beach

Welcome to Blue Haven, a modern beachfront cottage right on water! - 10 seconds to water. - Private beach to enjoy swimming, kayaking, and strolls along the Long Island Sound. - Fully updated well stocked kitchen - Grill for outdoor BBQ's - Large deck to catch some rays - Outdoor shower to rinse off - New AC units and ceiling fans throughout - Large TV with AppleTV connectivity and WIFI. - Only 90 min to NYC, close to Yale in New Haven. - Sorry - No pets allowed.

Guest favorite

Home in East Haven

4.99 out of 5 average rating, 84 reviews

Cozy Beach - Direct Waterfront!

Welcome to your perfect beach front vacation! Our modified charming turn of the century 1900's beach cottage has all you need to relax and unwind directly on the beach. 4 bedrooms, 1.5 baths, a new kitchen, very large deck and all the amenities you could ask for. Walk to the public beach, the splash pad or either of the two amazing seafood restaurants all within a few feet. Wake and fall asleep to the peaceful sound of ocean waves--the beach is calling.

Guest favorite

Home in Milford

5.0 out of 5 average rating, 50 reviews

Direct Oceanfront Home

Breathtaking 4-bedroom coastal retreat with direct ocean views where the Long Island Sound becomes your backyard playground. Convenience is at your fingertips: home is located within walking distance to restaurants and town center is just a short ride away. The back patio is fully equipped with a gas grill, outdoor dining area, and stairs leading directly into the Long Island Sound- truly the perfect blend of comfort and coastal bliss!

Guest favorite

Loft in New Haven

4.84 out of 5 average rating, 70 reviews

Marina Loft Getaway

An adorable and rustic loft right on the Quinnipiac River. Featuring all the creature comforts expected as well as smart tv, Mac computer, full kitchen and bath as well as a pull out sofa. Take in the views on the private balcony or explore the marina grounds! Feeling adventurous? Book a kayak/e-boat rental and enjoy the Q River just steps away. Sit back and relax in this perfect little getaway loft.

Guest favorite

Apartment in Branford

4.94 out of 5 average rating, 17 reviews

Ocean front 1 bedroom apartment

This charming apartment is across the street from LI sound and has an outdoor shower for your use. It has been completely remodeled, including appliances and is large at 1300 sq ft. This is the ideal location for 2 people to unwind and get away from it all and enjoy the beach, put your kayaks in 50’ from property or enjoy the excellent restaurants and attractions along the Connecticut shore line.