
Vacation rentals with a kayak in Winston County
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Top-rated kayak rentals in Winston County
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Lakeside Calm Haven: Dock,Kayak,Fireplace, Fishing
Discover Paradise Point, the ultimate lakefront escape on Smith Lake. This stunning cabin blends modern luxury with peaceful natural surroundings, offering panoramic lake views and direct access to fishing, kayaking, and paddleboarding from your private dock. Relax on the expansive deck, unwind by the firepit, or simply soak in the serene waterside setting. Ideal for families, couples, & groups, Paradise Point is the perfect waterfront retreat for an unforgettable vacation filled with adventure.

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.

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

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!

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.

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.

*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.

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.

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.

Double Decker Dock, Optional Boat Rental Delivery!
Welcome to our amazing lakefront home on Smith Lake with beautiful views and access to year round water. Our house is located on a quiet finger of the lake, surrounded by Bankhead National Forrest. You will love being only a few steps from the relaxing lake, enjoying the double decker dock and spacious front yard- feel free to bring your yard games, fishing poles, etc! Relax with your family and friends at our Piece of Paradise!

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!

Luxury Home- The Lake Daze Hideaway at Smith Lake
The Lake Daze Hideaway is a 3 bedroom, 3 1/2 bath one level home located on the beautiful Lewis Smith Lake. Numerous amenities only steps away! Enjoy hiking, swimming, kayaking, or lounging around in a hammock. Bring your own boat or jet ski and explore the wondrous sights. At night, roast marshmallows around a campfire. Watch the sunset on your own private dock. Only minutes from local restaurants and grocery store.
Popular amenities for Winston County kayak rentals
House rentals with a kayak

Waterfront|Few stairs|Kayaks|Firepit|Games|EV

White Oak: Modern Lakefront Escape!

Hot Tub! Lakefront w/ Fire Pit & Kayaks

NEW BUILD Redeemed Lakehouse

Modern Family 4BR Lake Retreat - Fire Pit - Dock

The Lazy Buoy

NEW Secluded Lakefront Home | Waterfall Cove

Smith Lake Family Getaway w/ Kayaks & Gameroom
Cabin rentals with a kayak

Cozy Smith Lake Cabin w/Flat Lot -Pet Friendly

Helicon Hideaway

Cute Cozy Log Cabin (deep water year round)

Rockshore Escape on Smith Lake

Rustic Cabin on Clear Creek!
Other vacation rentals with a kayak

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

4BR/3Bath Lakefront Home | PrivateDock | Secluded

Sipsey Serenity at Lakeshore East on Smith Lake

The Lake Lodge | Spacious, Dock Access, Sleeps 16

Littleville on the Lake

Romantic Cave Hideaway & Waterfalls on Smith Lake

Double Decker Dock, Optional Boat Rental Delivery!

Lakeside Calm Haven: Dock,Kayak,Fireplace, Fishing
Destinations to explore
- Rentals with pools Winston County
- Rentals with a fire pit Winston County
- Pet-friendly rentals Winston County
- Rentals with lake access Winston County
- Rentals with a fireplace Winston County
- Rentals with outdoor seating Winston County
- House rentals Winston County
- Family-friendly rentals Winston County
- Rentals with a kayak Alabama
- Rentals with a kayak United States




