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Holiday rentals with a kayak in Winston County

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Winston County

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

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Guest favourite
Home in Lewis Smith Lake/Smith Lake
5 out of 5 average rating, 60 reviews

Luxury Lake House | Firepit, Private Dock & Kayaks

Welcome to Paradise Point on Smith Lake✨ A 4BR lakefront retreat designed for comfort, connection, and adventure. Featuring an ADA-friendly master suite, a fully equipped kitchen, spacious dining area, and a cozy living room with LED TVs, it’s the perfect blend of style and ease. Step onto the patio for stunning lake views, or head to the private dock where kayaks & paddleboards await. Whether you prefer peaceful mornings or action-packed afternoons, this retreat is perfect for family & friends.

Superhost
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
4.89 out of 5 average rating, 180 reviews

LakeFront Cave with waterfalls & more @ Smith Lake

You won't find anything with more character than the Cave and its surroundings. Nestled at the end of a slough on Smith Lake, its seclusion adds to the appeal. Explore the waterfalls, the lake, and the cave and its unique features. Retire to the rustic cabin with beautiful lake views, indoor fireplace, and natural accents. Note that there is a set of steps (~25) to get to the cave. Ask us about options to accommodate more guests than the 4 listed. Bookings offered only 3 months in advance

Guest favourite
A spacious living area features large windows that offer expansive views of the lake. Natural wood accents complement the design. A comfortable sofa is positioned near a coffee table, with a dining table visible in the background. Sunlight filters into the room, creating a bright and welcoming space.
Home in Houston
4.94 out of 5 average rating, 34 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

Top guest favourite
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
5 out of 5 average rating, 33 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 favourite
The exterior showcases a multi-level home nestled among trees, featuring a spacious deck illuminated by string lights. A tiered stone pathway leads from the house down to the deck area, surrounded by natural landscaping. A gravel driveway can be seen in the background.
Home in Arley
5 out of 5 average rating, 36 reviews

Dwell at Smith Lake: Sleeps 22!

Welcome to a home designed for multiple families, larger groups, and retreats! This property features a beautiful chef's kitchen, indoor and outdoor dining spaces, a main level and basement living area, and great kids space over the garage. There is plentiful outdoor entertaining space on the tiered deck and outdoor fire pit overlooking the lake, and a stone pathway that connects to a sidewalk leading down to a double slip dock. Enjoy the beautiful views of Smith Lake from our home!

Top guest favourite
A scenic view of the house and boat dock is presented, with the home nestled among trees and facing the tranquil water. Two boat slips are visible on the dock, accompanied by lounge chairs and a sunshade. A gentle pathway leads from the dock to the house.
Home in Jasper
4.94 out of 5 average rating, 47 reviews

Serenity Now-Duncan Bridge side

If you’re looking for a the best view at Smith Lake, a relaxed environment, comfy beds, a fully stocked kitchen, a place for kids to be entertained so adults can have fun too, and a host that truly cares about your experience, you’re viewing the right property! Serenity Now (hello Seinfeld fans) is themed with a tribute to 9 decades of the TV shows that allow an escape from reality and make us laugh. So as the theme song goes, “Come and knock on our door….we’ve been waiting for you”.

Top guest favourite
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, 89 reviews

Private Lakefront Getaway in Arley, AL

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 favourite
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.
Campervan/Motorhome in Crane Hill
4.98 out of 5 average rating, 110 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.

Top guest favourite
A bright living area is highlighted by large glass doors that open to a scenic view of the water. A light-colored sofa with decorative pillows faces a round coffee table, complemented by two cozy armchairs. Natural light fills the room, creating a relaxed atmosphere.
Home in Arley
4.98 out of 5 average rating, 94 reviews

*The Copper Penny* at Smith Lake - 4BR/3BA

Kick back and relax as you enjoy this peaceful Smith Lake retreat located on Rock Creek. COMPLETELY renovated February 2021. Plenty of parking and multiple outdoor lounge/seating areas for you to enjoy. Swim platform with anchors for boat tie off, neighborhood boat launch, kayaks, stand-up paddle board, gas outdoor grill, fire pit with wood, cornhole set, Bluetooth speaker included. Non-refundable pet fee of $250. No more than 2 pets and breeds must be pre-approved.

Guest favourite
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
4.81 out of 5 average rating, 43 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.

Top guest favourite
The exterior of the house features a dark wooden facade with a metal roof, complemented by symmetrical large windows and a welcoming front porch. A stone pathway leads to the entrance, framed by neatly trimmed bushes and a small water feature.
Home in Arley
5 out of 5 average rating, 62 reviews

Littleville on the Lake

Beautiful lake property in a secluded wooded area with five bedrooms all with a lake view, fire pit, entertainment area, two kitchens, two indoor fireplaces, outdoor patios with dining and grill, and a fun dock with paddle boards and kayaks for our guest. High Speed wireless Internet in the house and at the dock, makes both a great place to work or relax. Great woods to hike in or just enjoy the beautiful sunset from one of the screened in porches.

Guest favourite
The exterior of the cottage is framed by lush greenery, showcasing a combination of wooden siding and large glass windows. A spacious deck is visible, leading to a path surrounded by trees. The house features a sloped roof and multiple gabled sections.
Cottage in Crane Hill
4.92 out of 5 average rating, 38 reviews

Luxury Lakefront Cottage w/ Kayaks and SUPs

Welcome to your luxury lakefront cottage in a private gated community! This custom home on the neighborhood’s premier point lot has 5 bedrooms, 3.5 baths (sleeping for 14 guests), 2 living rooms, and boasts pristine 270 degree lake views, from nearly every room. Enjoy a true cozy lake vacation feel with designer and RH decor, private boat dock, 4 kayaks, 3 SUPs, outdoor kitchen, and Adirondack-surrounded fire pit all nestled among the trees!

Popular amenities for kayak rentals in Winston County