
Holiday rentals with a kayak in Winston County
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Top-rated rentals with kayak in Winston County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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:

Lakeside Retreat: Dock,Kayaks, 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.

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!

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

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.

The American Dream on Smith Lake
Kick back and relax in this calm, stylish space where patriotism is appreciated everyday. The American Dream is perched on a beautiful bluff offering dynamic peaceful lake views of seasonal waterfalls and the Bankhead National Forest. We do have 63 steps down to our two slip boat dock where you can tie-up your own vessel during your stay. We are located on year round deep water (avg. 30ft deep) 5 minute drive from Clear Creek Recreation Area/ boat launch.

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!
Popular amenities for kayak rentals in Winston County
House rentals with a kayak

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

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

NEW BUILD Redeemed Lakehouse

Modern Family 4BR Lake Retreat - Fire Pit - Dock

The Lazy Buoy

Double Decker Dock, Optional Boat Rental Delivery!

The Poppy at Smith Lake

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

Helicon Hideaway

The Longview - Modern Lake Cabin in Quiet Cove

Rockshore Escape on Smith Lake

Cute Cozy Log Cabin (deep water year round)

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

Smith Lake Glamping - 1MoTow Vintage Airstream

Hot Tub! Hidden Kayak Cove -2 Masters, Kayaks!

Sunset Rock - Located near Rock Creek Marina - Ame

Enjoy entire Lake House, 3 bedrooms, dock, kayaks+

Lake Acess! Views! Boat Dock! Hot Tub! Gameroom!
Destinations to explore
- Family-friendly rentals Winston County
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- Rentals with lake access Winston County
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