Holiday rentals with a kayak in Winston County

LakeView! Private Dock,Kayak,Fireplace,Paddleboard

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.

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!

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.

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.

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!

The Lake Lodge | Spacious, Dock Access, Sleeps 16

Welcome to The Lake Lodge, a spacious lakefront getaway on beautiful Smith Lake in Houston, AL. Ideal for families and groups, this 5BR/5BA retreat sleeps 16 comfortably. Enjoy the private dock with areas for sun and shade, plus a single-slip boat dock for easy access to the water. A nearby community boat launch adds extra convenience. Unwind, explore, and make lasting memories at this relaxing lakefront escape!

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.