Vacation rentals with a kayak in Winston County

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Top-rated kayak rentals in Winston County

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Top guest favorite
A spacious wooden dock extends over serene waters, featuring several seating options, including a white table and two lounge chairs. Lush greenery lines the background, complementing the clear blue sky and calm lake, creating a tranquil spot for relaxation.
Camper/RV in Crane Hill
4.98 out of 5 average rating, 111 reviews

Smith Lake Glamping - ToNoMo Vintage Airstream

"TowNoMo" offers a unique lakeside retreat with amenities that truly set it apart. Beyond the charm of a refurbished vintage Airstream, guests enjoy unparalleled access to Smith Lake's pristine waters. This property includes complimentary use of a private dock, kayaks, paddleboards, and fishing gear plus a first booked, first served complimentary boat slip — luxuries not often available elsewhere. Dive into activities like fishing, swimming, paddleboarding, and kayaking with ease. Please note:

Top guest favorite
Home in Lewis Smith Lake/Smith Lake
5 out of 5 average rating, 64 reviews

Lakefront Retreat: Dock,Paddleboard,Kayak& Fishing

Discover Paradise Point, a luxury lakefront cabin on Smith Lake offering modern comfort & serene waterfront views. Enjoy panoramic lake scenery with direct access to a private dock for fishing, kayaking, & paddleboarding. Perfect for families, couples, & groups, this spacious retreat features a large deck, firepit & peaceful outdoor seating. Whether relaxing or exploring, Paradise Point delivers the ultimate Smith Lake getaway with adventure, comfort, and unforgettable natural beauty year-round.

Top guest favorite
A spacious lakeside home is presented with a stone façade and a large balcony featuring several outdoor seating arrangements. Expansive windows reflect the surrounding nature, while a paved pathway leads to the entrance. The two levels are enhanced by wooden beams, contributing to a modern yet rustic design.
Home in Arley
5 out of 5 average rating, 68 reviews

LakeView: No Steps/Hot Tub/Elevator/Swim Dock

Lake View offers stunning views from every level of the house. The luxury, comfort, and amenities of this home provides you the perfect place to relax, unwind, and make precious memories. The boat dock offers 2 boat slips and a nice swim deck with a ladder. The scenic views and calm waters is a perfect for swimming, kayaking/paddle boarding or just hanging out in the water on the Lily Pad all while soaking up the beautiful sunrises and sunsets. Lake View is wheelchair accessible w/ an elevator.

Top guest favorite
The exterior view showcases a charming multi-level home nestled among trees by the lake. A long wooden dock extends towards the house, leading to a covered porch with numerous windows. Warm string lights are visible, creating a welcoming atmosphere as the sun sets.
Home in Crane Hill
5 out of 5 average rating, 43 reviews

Water's edge, gated community with pool, hot tub

No detail was spared in outfitting this space, all with breathtaking lake views from nearly every window. The double slip dock is steps away, complete with SUPs, kayaks, an inflatable lily pad, plus a lift for your boat! Perfectly located within a gated, private hamlet with access to the hilltop community pool and clubhouse. Dockside delivery with pontoon rentals, Level 2 EV charger. Come see why we were featured in Architectural Digest, Birmingham Home & Garden and The Lakeside Life magazines!

Top guest favorite
Home in Houston
4.92 out of 5 average rating, 51 reviews

Smith Lake Family Getaway w/ Kayaks & Gameroom

Lewis Smith Lake family home getaway in the secluded Brushy Creek area! The home includes 4 bedrooms + loft bedroom, 3 baths (sleeping for 18 guests), 2 living rooms, and boasts amazing lake views, from nearly every room. Enjoy a cabin lake home and bring the family together on the two story dock, amazing great room, 2 kayaks, and game room Bedroom 1: King bed w/ ensuite bath Bedroom 2: Queen Bed Bedroom 3: Queen Bed Bedroom 4: Loft with 2 Queen Bed Bedroom 5: King bed & 3 sets twin bunk beds

Superhost
Cabin in Double Springs
5 out of 5 average rating, 13 reviews

Rockshore Escape on Smith Lake

Welcome to Rockshore Escape, where family fun meets lakefront luxury on stunning Smith Lake in Alabama. Our charming cabin comes with a fully equipped kitchen and inviting living area for gatherings. Outdoors: Expansive porch with smart TV, seating; multiple grills; fire pit; private dock with kayaks & paddle board; outdoor shower; hammock; games like corn hole, ping pong, giant Jenga. We are excited to share our lake cabin with you and hope you create cherished memories! Chris and Amanda

Top guest favorite
The view captures the two-story luxury lake home set among lush greenery. The spacious outdoor dock features a gazebo and multiple lounge chairs, providing an inviting space for relaxation. The tranquil water reflects the clear sky, emphasizing the home's serene lakeside location.
Home in Arley
4.99 out of 5 average rating, 88 reviews

Emerald Bay on Smith Lake

Welcome to Emerald Bay - a luxury lake home named for its expansive bay views in clear year round water. This custom home completed in 2022 is situated off the main channel in a protected bay. You will find breathtaking views throughout the home and outdoor entertaining at its finest. Enjoy swimming and water sports right off the stunning rock shoreline or from the 2-story double slip dock with roof top entertainment space. The large fire pit and hot tub provide entertainment after dark.

Guest favorite
A spacious outdoor area features a fire pit surrounded by four blue chairs, inviting relaxation. The property showcases a modern lake house with a large covered patio that overlooks a green lawn, with access to nearby wooded areas.
Home in Double Springs
4.98 out of 5 average rating, 40 reviews

4BR/3Bath Lakefront Home | PrivateDock | Secluded

Cane Creek Hideaway is located on Lewis Smith Lake within the beautiful William Bankhead National Forest. Our lake home (Built & Established in 2023) is a secluded, private retreat with 130' of waterfront. We offer a private swim dock. There are 4 adult kayaks and 2 child kayaks provided for your use. The property itself is almost 2 acres. We offer a 4 bedroom, 3 bath home, which is the perfect getaway for a family or group of friends. Experience The Beauty of Lewis Smith Lake with Us!

Top guest favorite
A spacious bedroom overlooks the serene lake, with light streaming through a large window. A comfortable bed is adorned with soft linens and decorative pillows. A nightstand with a lamp provides additional light, while a cozy chair sits nearby.
Home in Arley
4.99 out of 5 average rating, 86 reviews

Lakefront 6BR retreat with private beach

Lake Haven Hospitality is excited to bring this farmhouse style LAKEFRONT home ready for you to enjoy on Lewis Smith Lake in Arley, AL. Bring the entire crew and play on kayaks or swim mat by request, use the diving board, make smores at your private lakeside fire pit, have fun on the beach, drink coffee or hot tea on the deck and enjoy the beautiful view with gorgeous sunsets. This is lakeside living at its finest! This home was created to be a lake haven for every person that stays.

Top guest favorite
The entrance to the cave reveals a rustic cabin just outside, surrounded by lush greenery. Soft mist hangs in the air, highlighting natural light streaming through the trees. A patio leads to a welcoming seating area, featuring wooden chairs and local flora accenting the scene.
Cave in Houston
4.91 out of 5 average rating, 201 reviews

Romantic Cave Hideaway & Waterfalls on Smith Lake

Discover a true wonder right on one of the most beautiful manmade lakes in the country. Your one-of-a-kind stay is a cabin nestled inside a real cave with all the comforts you need to fully enjoy lake life. Unwind to the sound of a private, natural waterfall, sip coffee or go fishing on the pier, and enjoy outdoor showers that heal the soul. Perfect for couples, adventurers, and anyone craving a retreat, this hidden gem will satisfy those looking for something truly unique.

Guest favorite
An aerial view captures a spacious house nestled among lush green trees. The surrounding landscape features a well-maintained yard with an inviting pathway leading to the entrance, offering a sense of privacy within the natural setting.
Cottage in Arley
4.84 out of 5 average rating, 37 reviews

Relaxing 4-Bedroom Cottage on Smith Lake

Relax with the whole family at this peaceful place to stay. Smith lake offers plenty of adventures including boating, fishing, kayaking or just jumping into clear lake waters for a swim. Conveniently located between 2 marinas -Duncan Bridge (5 minutes away) and Duskin Point. Just a short stroll downstairs to a private dock and you have access to a secluded cove and place to tie off your boat. Relax on the deck and enjoy the quiet after a fun-filled day on the water.

Guest favorite
The rustic log cabin is positioned on a hillside, accented by a wooden deck that extends along the front. Lush greenery surrounds the structure, and the main channel is visible in the background. Cloudy skies create a serene atmosphere, enhancing the natural setting.
Cabin in Arley
4.85 out of 5 average rating, 52 reviews

Cute Cozy Log Cabin (deep water year round)

Rustic Secluded Log Cabin, on over 2 acres, perched on the hillside point, overlooking the main channel, amazing views of Smith Lake from all 3 sides. Year round deep water on main channel. There's steps leading from the cabin down to the boat dock and swim deck as well as a private access road to the left as you are driving down the hill leading down to a clearing with plenty of space for parking and easy access to the water for fishing off the bank or swimming.

Popular amenities for Winston County kayak rentals