Vacation rentals with a kayak in New Haven County

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Top-rated kayak rentals in New Haven County

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Guest favorite

Apartment in New Haven

4.98 out of 5 average rating, 93 reviews

Private Apartment, Fast Wi-Fi, Free Parking, TV's

In the heart of Yale, with free parking and easy self check-in. Three bedrooms have queen beds and the living room has a sleepable couch. Yale and downtown are walkable. Food trucks are around the corner on weekdays, and a great café is around the block with amazing coffee and food. The street is safe and protected by Yale security 24/7. Use the fast Wi-Fi, refrigerator, stove, coffee, TV, bikes, washer/dryer, Central AC, etc. View my hundreds of 5-star reviews and I look forward to hosting you!

Jan 25 – Feb 1

ﺩ.ﺇ716 per night

Guest favorite

Loft in Branford

5.0 out of 5 average rating, 55 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.

Jun 3 – 10

ﺩ.ﺇ1,032 per night

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.

Dec 13 – 20

ﺩ.ﺇ365 per night

Guest favorite

Cottage in Middlefield

5.0 out of 5 average rating, 82 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!

Mar 27 – Apr 3

ﺩ.ﺇ1,088 per night

Guest favorite

Home in Oxford

4.93 out of 5 average rating, 15 reviews

ʘ⁠‿⁠ʘ 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.

Jan 5 – 12

ﺩ.ﺇ1,366 per night

Guest favorite

Cottage in Guilford

5.0 out of 5 average rating, 82 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.

Oct 3 – 10

ﺩ.ﺇ1,564 per night

Guest favorite

Home in Milford

5.0 out of 5 average rating, 22 reviews

Lux 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 teak dining table & grill for dinners, drinks, birdwatching, stargazing. House has 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.

May 29 – Jun 5

ﺩ.ﺇ1,328 per night

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.

Nov 10 – 17

ﺩ.ﺇ4,134 per night

Guest favorite

Home in East Haven

5.0 out of 5 average rating, 48 reviews

Direct Waterfront Home Located on Private Beach

Newly remodeled two bedroom home located on a beautiful private beach. Brand new EVERYTHING! Exquisite charm. Breathtaking views of Long Island Sound. Hardwood floors throughout, brand new appliances (including washer/dryer), fully furnished. Includes all kitchen necessities. Private deck with gas grill. WiFi included. Smart TV. Off street parking, central A/C. Just a few minutes drive to downtown New Haven and Yale. Enjoy a quiet day relaxing on your private beach.

Dec 27 – Jan 3

ﺩ.ﺇ1,723 per night

Guest favorite

Home in East Haven

4.99 out of 5 average rating, 81 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.

Mar 28 – Apr 4

ﺩ.ﺇ3,080 per night

Guest favorite

Home in Milford

5.0 out of 5 average rating, 46 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!

Mar 31 – Apr 7

ﺩ.ﺇ1,810 per night

Guest favorite

Loft in New Haven

4.84 out of 5 average rating, 68 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.

Jun 22 – 29

ﺩ.ﺇ803 per night