Vacation rentals with a kayak in Winston County

4BR Lakefront Escape | Kayaks, Dock & Cozy Firepit

Discover Paradise Point on Smith Lake a 4BR lakefront retreat where comfort meets adventure. Enjoy an ADA-accessible master suite, a fully equipped kitchen, a spacious dining area, & a cozy living room with LED TVs. Step outside to stunning lake views, unwind on the patio, or launch kayaks and paddleboards from your private dock. From tranquil mornings to adventure-filled afternoons, Paradise Point is the perfect setting for family and friends to connect and create lasting memories. 🛶🌅

NEW BUILD Redeemed Lakehouse

All new. Wheelchair accessible. Enjoy the convenience of stepping out the front door to the dock, zero steps and easy access where you can hang out or jump from the top dock or swim on the bottom deck. Conveniently located to Lakeshore Inn restaurant and Marina, Chef Troy Restaurant, Lakeshore Convenient Store for pizza, and Smoking Pig BBQ. Queen & twin first bedroom, queen second and two full in third while loft has four twins. WiFi and TV in every room. Enjoy the breathtaking views!

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!

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.

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.

The Lazy Buoy

Welcome to The Lazy Buoy—your peaceful getaway nestled on the scenic shores of Smith Lake in Double Springs, AL. This spacious and family-friendly 4-bedroom, 2-bath lakefront home offers the perfect blend of comfort and adventure. Whether you're sipping coffee on the porch or kayaking at sunrise, this lake house was designed for memory-making. From thoughtful kid-friendly amenities to streaming-ready TVs and a small weight set for your morning pump, we've got it all covered.

White Oak: Modern Lakeside Cottage (Boat Rental)

New construction! Completed in late 2023. White Oak: A Modern Lakeside Cottage on Lewis Smith Lake in Alabama. The cottage is nestled on a quiet slough, perfect for swimming and lounging with family and friends all summer. Design is essential, but cozy vibes and family time matter most. All new furniture and bedding throughout, no detail was forgotten across the entire property. Enjoy our complimentary lake toys or spring for our tri-toon boat rental.

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!