Vacation rentals with a kayak in Winston County

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Top-rated kayak rentals in Winston County

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Guest favorite
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
4.91 out of 5 average rating, 44 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 favorite
Home in Lewis Smith Lake/Smith Lake
5 out of 5 average rating, 63 reviews

Close to Cullman Town! Dock,Kayak,Fire Pit,Fishing

Discover Paradise Point, a luxurious Smith Lake cabin where modern design meets serene lakeside living. Enjoy panoramic water views, cook in the fully equipped kitchen, and relax in the spacious living areas or ADA-accessible master suite. Step outside to dine on the patio, launch a kayak from your private dock, or simply soak in the breathtaking scenery. Perfect for families and small groups, Paradise Point combines comfort, style, and outdoor adventure for an unforgettable lakeside escape.

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, 82 reviews

Emerald Bay on Smith -- New Lake Home !!

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 quaint cabin sits amongst trees, featuring a light green exterior and a sloped metal roof. The entrance is accessed by a wooden deck and stone path, with large windows on either side and natural landscaping surrounding the home.
Cabin in Arley
5 out of 5 average rating, 11 reviews

Helicon Hideaway

Our quaint little cabin is nestled in the trees overlooking beautiful Smith Lake with year round water. Relax on the deck or around the fire pit, or head down to the dock that includes a partiality shaded sun deck and one boat slip. The cabin has an abundance of windows allowing natural light to beam in making it feel open and airy. If you are a nature lover, this is the cabin for you! We are excited to share our lake cabin with you and hope you make wonderful memories! Jaysen and Summer

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
4.97 out of 5 average rating, 36 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
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 favorite
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
4.9 out of 5 average rating, 52 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”.

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
4.9 out of 5 average rating, 188 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.

Top guest favorite
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
4.99 out of 5 average rating, 67 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 favorite
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
4.93 out of 5 average rating, 42 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!

Guest favorite
Home in Double Springs
5 out of 5 average rating, 5 reviews

Sipsey Serenity at Lakeshore East on Smith Lake

This three-bedroom, 2.5-bath house in the Lakeshore East community on Smith Lake comfortably sleeps up to 12 guests with nine beds. Enjoy the large swim pier and a double boat dock on your waterfront, perfect for water adventures. Surrounded by nature, this beautiful retreat can be enjoyed year-round for relaxing, fishing, boating, or just unwinding in a peaceful setting. Come experience the best of the best on Smith Lake!

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, 40 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.

Popular amenities for Winston County kayak rentals