
Vacation rentals with a kayak in Winston County
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Top-rated kayak rentals in Winston County
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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

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.

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.

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!

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!

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”.

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.

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.

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!

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!

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
House rentals with a kayak

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

The Lake Lodge | Spacious, Dock Access, Sleeps 16

NEW BUILD Redeemed Lakehouse

Emerald Cove at Smith Lake

The Lazy Buoy

Double Decker Dock, Optional Boat Rental Delivery!

The Poppy at Smith Lake

The American Dream on Smith Lake
Cabin rentals with a kayak

Cozy Smith Lake Cabin w/Flat Lot -Pet Friendly

Rockshore Escape on Smith Lake

Cute Cozy Log Cabin (deep water year round)

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

Luxury Lakefront Cottage w/ Kayaks and SUPs

The Reel Retreat at Battle Branch

4BR/3Bath Lakefront Home | PrivateDock | Secluded

Hot Tub! Lakefront w/ Fire Pit & Kayaks

Littleville on the Lake

Romantic Cave Hideaway & Waterfalls on Smith Lake

Smith Lake Family Getaway w/ Kayaks & Gameroom

Close to Cullman Town! Dock,Kayak,Fire Pit,Fishing
Destinations to explore
- Rentals with pools Winston County
- Rentals with a fire pit Winston County
- Rentals with a fireplace Winston County
- Rentals with outdoor seating Winston County
- Pet-friendly rentals Winston County
- Family-friendly rentals Winston County
- House rentals Winston County
- Rentals with lake access Winston County
- Rentals with a kayak Alabama
- Rentals with a kayak United States




