Vacation rentals with a kayak in Middlesex County

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Top-rated kayak rentals in Middlesex County

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Guest favorite

Cottage in Lebanon

4.87 out of 5 average rating, 145 reviews

Go Jump in the Lake!

NEWLY RENOVATED FOR THE 2023 SEASON! Our lake house is situated on 1.5 acres just 250 steps to the Cove Road boat launch on beautiful Amston Lake. The lake is a pristine 188-acre retreat located in Lebanon and Hebron, CT. Swimming, kayaking, canoeing, paddle boarding, fishing, and sunbathing are all activities you can enjoy. There are no motor boats allowed so you can enjoy all of those activities in a peaceful environment. Two beaches are located 1/2 or 1 mile away with ample parking at both

Guest favorite

Vacation home in East Hampton

5 out of 5 average rating, 42 reviews

Family Friendly Lake House Lake Pocotopaug Sunsets

Enjoy this newly renovated and decorated, cozy retreat on the lake! With breathtaking views and sunsets, this beautiful lakefront cottage provides a peaceful setting that offers an unforgettable experience for anyone visiting. The 3-bedroom, 2-bathroom cottage is full of charm with cozy indoor and outdoor living spaces. Including an outdoor undersea mermaid mural. With all the amenities of a larger home, this cottage on the lake is the perfect place to make memories that will last a lifetime.

Guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 118 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Guest favorite

Place to stay in Middletown

4.95 out of 5 average rating, 44 reviews

Luxury Estate Elegant & Private~White Lion Manor

Escape the frenzy of the world in this family friendly rental, every detail is taken care of, From the garden, saltwater pool, and courtyard views. With over 7,500 sq ft of opulent living space, White Lion Manor is more than a stay it’s a unique experience tailored for those seeking the extraordinary.The 6 person hot tub, sauna, massage chair, and endless amenities will help you Indulge in the opulence of our meticulously curated mansion and immerse yourself in the lavish lifestyle you deserve.

Guest favorite

Home in East Hampton

4.98 out of 5 average rating, 60 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

Fun on Lake Pocotopaug - Fun on the water with swimming, kayaks, rowboat, and paddle boards; fun on land with ping pong, pool table, puzzles, and many games. Gather around the fire pit at night & roast marshmallows. In central CT with easy day trips to Mystic Seaport & Aquarium, Gillette Castle, Mark Twain House and so much more. Close to renowned musical theater at Goodspeed Opera House. Hiking and mountain biking possibilities galore at close by state parks. EV CHARGER FOR YOUR USE IN GARAGE

Guest favorite

Home in East Hampton

4.88 out of 5 average rating, 34 reviews

Waterfront Lake House

Stunning 4-bedroom, 2.5-bathroom lake house that boasts luxurious amenities and breathtaking views. This spacious and elegantly designed home is perfect for families or groups of friends looking to escape the hustle and bustle of everyday life and unwind in a tranquil lakeside setting. Situated directly on the lake, allows access to all the water activities you could want. Whether you're looking to swim, fish, or simply soak up the sun, you can do it all from the comfort of your own backyard.

Guest favorite

Home in East Haddam

4.94 out of 5 average rating, 152 reviews

Romantic Getaway at The Lake!

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 Hartford, 30 minutes from the Mohegan Casino.

Guest favorite

Cottage in Guilford

4.99 out of 5 average rating, 96 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 Lyme

4.97 out of 5 average rating, 234 reviews

“The Answer” Your Autumn Riverfront Retreat

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

Superhost

Home in Clinton

5 out of 5 average rating, 4 reviews

Boulder Lake House Retreat

Experience the magic of fall at our beautiful lake house—an ideal retreat for families, friends, or a romantic getaway! Nestled along Boulder Lake and just under 3 miles from Hammonasset State Park, our home offers the perfect blend of comforts and adventure. Enjoy the crisp autumn air while kayaking on the lake, savor a warm cup of coffee on the deck as you take in the vibrant fall foliage, or gather around the fire pit for a cozy evening under the stars!

Guest favorite

Cottage in Guilford

4.93 out of 5 average rating, 256 reviews

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Superhost

Home in East Hampton

4.78 out of 5 average rating, 23 reviews

Charming River Home

Beautiful River Views and River Access! This unique 5 bed, 2 full bath contemporary sits on 1.39 acres of tranquil, private land with year-round views of the CT River and St. Clements Marina. Enjoy relaxing on your large deck while taking in the river views or take a short stroll to the Oakum Dock Preserve at the end of your quiet road to fish or drop your kayak in for a day of fun on the CT River.