Vacation rentals with a kayak in Winston County

A spacious lakeside home is set against a backdrop of autumn foliage. The multi-level structure features large windows and a stone exterior. A boat dock with two slips is visible in the foreground, gently resting on calm waters, surrounded by a rocky shoreline.

5 out of 5 average rating, 53 reviews

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

Lake View offers stunning views from every level of the house. The luxury, comfort, and amenities of this home provides you the perfect place to relax, unwind, and make precious memories. The boat dock offers 2 boat slips and a nice swim deck with a ladder. The scenic views and calm waters is a perfect for swimming, kayaking/paddle boarding or just hanging out in the water on the Lily Pad all while soaking up the beautiful sunrises and sunsets. Lake View is wheelchair accessible w/ an elevator.

4.91 out of 5 average rating, 176 reviews

The image captures a serene lakeside scene, featuring a wooden dock extending into clear water amidst lush greenery. A rustic cabin is visible through the trees, providing a natural backdrop. The area offers space for relaxation and exploration, complemented by the surrounding forest.

Cave in Houston

LakeFront Cave with waterfalls & more @ Smith Lake

You won't find anything with more character than the Cave and its surroundings. Nestled at the end of a slough on Smith Lake, its seclusion adds to the appeal. Explore the waterfalls, the lake, and the cave and its unique features. Retire to the rustic cabin with beautiful lake views, indoor fireplace, and natural accents. Note that there is a set of steps (~25) to get to the cave. Ask us about options to accommodate more guests than the 4 listed. Bookings offered only 3 months in advance

5 out of 5 average rating, 9 reviews

A wooden walkway extends from the dock to a charming house surrounded by trees, with a partially visible deck. The water beneath reflects the greenery, while the clear sky creates a serene backdrop. The setting offers easy access to leisure activities.

Home in Double Springs

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!

5 out of 5 average rating, 30 reviews

A wooden dock extends over calm waters, leading to a gentle slope lined with trees. The sun filters through the canopy, casting dappled light on the shoreline. The dock provides access to the serene landscape of Lewis Smith Lake.

Home in Double Springs

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!

5 out of 5 average rating, 33 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!

4.99 out of 5 average rating, 85 reviews

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.

4.98 out of 5 average rating, 108 reviews

A gentle pathway leads down from the deck to a private dock extending over the serene waters of Smith Lake. Lush greenery and blooming flowers frame the scene, providing a tranquil environment with expansive views of the lake and surrounding landscape.

Camper/RV in Crane Hill

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.

5 out of 5 average rating, 5 reviews

Aerial view captures a spacious lakefront home surrounded by lush greenery. The property features a grassy shoreline leading to the calm waters, along with a private dock and boat slips. The serene landscape showcases the natural beauty of Smith Lake and its tranquil surroundings.

Home in Double Springs

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.

Home in Lewis Smith Lake/Smith Lake

5 out of 5 average rating, 59 reviews

4BR Lakeview Retreat| Dock Access, Kayak + Firepit

Welcome to Paradise Point on Smith Lake! ✨ This stunning 4BR, 3BA lakeview retreat features an ADA-accessible master suite, a fully equipped kitchen, spacious dining area, and a cozy living room with LED TVs. Take in breathtaking lake views from the patio or head out for fun with kayaks and paddleboards from your private dock. Whether you crave quiet mornings or exciting afternoons on the water, this is the ultimate lakeside getaway for family and friends!

4.96 out of 5 average rating, 28 reviews

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.

An outdoor dock area features several lounge chairs arranged on wooden decking. A covered space with fans provides shade, and a small boat is visible along the water's edge. Lush greenery lines the opposite bank, completing the serene lakeside setting.

5 out of 5 average rating, 58 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.