Holiday rentals with a kayak in Winston County

Luxury Lake House | Firepit, Private Dock & Kayaks

Welcome to Paradise Point on Smith Lake✨ A 4BR lakefront retreat designed for comfort, connection, and adventure. Featuring an ADA-friendly master suite, a fully equipped kitchen, spacious dining area, and a cozy living room with LED TVs, it’s the perfect blend of style and ease. Step onto the patio for stunning lake views, or head to the private dock where kayaks & paddleboards await. Whether you prefer peaceful mornings or action-packed afternoons, this retreat is perfect for family & friends.

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

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

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!

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!

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.

*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.