
Vacation rentals with a kayak in Middlesex County
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Middlesex County
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

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.

Romantic Getaway at The Lake!
Beautiful year round getaway! 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 the Mohegan Casino.

Cozy cottage 5 minutes from UConn
Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the live edge bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

Classic Lakehouse~Fire Pit_Canoes_Kayaks & Sunsets
Private lakefront home on Lake Pocotopaug with a fishing dock, kayaks, fire pit, and spectacular sunset views — perfect for family & friend getaways. Welcome to Lakeside Ferns, where you’ll enjoy direct waterfront access and private dock for swimming, fishing, kayaking, canoeing, and boating. Grill dinner, relax in the hammock by the water, and gather around the outdoor fire pit for s’mores under the stars. End each day with breathtaking sunsets over the lake — beautiful in every season.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Beautiful lakefront retreat just 15 mins to casino
Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.

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.

Go Jump in the Lake!
Our recently renovated 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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
The Lake House boasts an outdoor patio with a dog-run, complimentary kayaks for exploration, and a cozy fire pit under the starlight sky! ● 333 Mbps Wi-Fi | 43” Smart UHD TV | Washer & Dryer ● Nintendo (NES) w/ 30 Games | Board Games | Puzzles ● 4x Kayaks | Watercraft Trolleys | Horseshoe Pit ● Patio w/ Fire Pit & Gas Grill| Full Kitchen | Coffee (Keurig) Drive to: UCONN (10 Mins) | Hartford (20 Mins) | Boston (1 Hour) | NYC (2 Hours)

Cheerful 3 Bedroom Cottage with Fire Place
There is still time to book for some summer dates at the beach. 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.

Waterfront Retreat on the Mystic River
This kayakers paradise is a waterfront home secluded on 2.5 wooded acres along the Mystic River. Views of the water, tidal marsh, woods, and wildlife are constantly changing. Owned by two designers, this home’s modern aesthetic has interesting art, objects, furniture, lighting & textiles. Dine & relax on the porch, paddle kayaks on the river, walk on the scenic road into downtown Mystic, or visit nearby beaches and family destinations.

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.
Popular amenities for Middlesex County kayak rentals
House rentals with a kayak

Cozy Waterfront Home w/ Hot Tub Connecticut River

Coastal New England Waterfront Home-The Reed House

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Lakeside Paradise with Breathtaking Sunsets

Lake House Retreat

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

The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub

East Hampton Lake Lodge
Cottage rentals with a kayak

Cozy, bohemian, lake front cabin in the woods

Salty Kisses Beach Cottage Milford CT

Little Gem Waterfront beach home/ cottage

Cozy Cottage |Quintessential CT | Pet Friendly

Lakefront peaceful getaway cottage

Guest House at the Marina

Lakefront Cottage with Private Dock in CT

Cozy Oasis | Lakefront with Stunning Sunset Views
Cabin rentals with a kayak

Casa Lago

Riverfront Antique Cabin in the Heart of Madison

Swim, fish, kayak & RELAX!

Private Beach, Paddle Board, Swim

Lakefront – King – W&D – Pets OK – Kayaks – SUPs

Waterfront Cabin: Love Lake Life

Beautiful lakeside summer home

Lakeshore Cabin with boat dock
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Rentals with pools Middlesex County
- Private suite rentals Middlesex County
- Rentals with a patio Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with beach access Middlesex County
- Family-friendly rentals Middlesex County
- Beachfront rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Rentals with lake access Middlesex County
- Rentals with a washer and dryer Middlesex County
- Rentals with a fireplace Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with an EV charger Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Guesthouse rentals Middlesex County
- House rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with outdoor seating Middlesex County
- Bed and breakfasts Middlesex County
- Apartment rentals Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with a kayak Connecticut
- Rentals with a kayak United States
- Yale University
- Six Flags New England
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- Southampton Beach
- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
- Hammonasset Beach State Park
- Mystic Seaport Museum
- Foxwoods Resort Casino
- Yale University Art Gallery
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Ocean Beach
- Amagansett Beach
- Orient Beach State Park
- Ski Sundown
- Burlingame State Park
- University of Connecticut
- Wölffer Estate Vineyard





