Vacation rentals with a kayak in Winston County

Home in Lewis Smith Lake/Smith Lake

5 out of 5 average rating, 63 reviews

Lakeside Calm Haven: Dock,Kayak,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.

4.91 out of 5 average rating, 47 reviews

A spacious living area features large windows that offer expansive views of the lake. Natural wood accents complement the design. A comfortable sofa is positioned near a coffee table, with a dining table visible in the background. Sunlight filters into the room, creating a bright and welcoming space.

Home in Houston

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.

The view captures the two-story luxury lake home set among lush greenery. The spacious outdoor dock features a gazebo and multiple lounge chairs, providing an inviting space for relaxation. The tranquil water reflects the clear sky, emphasizing the home's serene lakeside location.

4.99 out of 5 average rating, 84 reviews

Emerald Bay on Smith Lake

Welcome to Emerald Bay - a luxury lake home named for its expansive bay views in clear year round water. This custom home completed in 2022 is situated off the main channel in a protected bay. You will find breathtaking views throughout the home and outdoor entertaining at its finest. Enjoy swimming and water sports right off the stunning rock shoreline or from the 2-story double slip dock with roof top entertainment space. The large fire pit and hot tub provide entertainment after dark.

5 out of 5 average rating, 11 reviews

A quaint cabin sits amongst trees, featuring a light green exterior and a sloped metal roof. The entrance is accessed by a wooden deck and stone path, with large windows on either side and natural landscaping surrounding the home.

Cabin in Arley

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

5 out of 5 average rating, 14 reviews

A wooden dock extends over the water, featuring a shaded area provided by a large blue umbrella. Two chairs are set near the edge, overlooking serene surroundings of trees and water, creating a peaceful spot for relaxation.

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!

A spacious bedroom overlooks the serene lake, with light streaming through a large window. A comfortable bed is adorned with soft linens and decorative pillows. A nightstand with a lamp provides additional light, while a cozy chair sits nearby.

4.99 out of 5 average rating, 85 reviews

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.

4.9 out of 5 average rating, 190 reviews

The entrance to the cave reveals a rustic cabin just outside, surrounded by lush greenery. Soft mist hangs in the air, highlighting natural light streaming through the trees. A patio leads to a welcoming seating area, featuring wooden chairs and local flora accenting the scene.

Cave in Houston

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.

A bright living area is highlighted by large glass doors that open to a scenic view of the water. A light-colored sofa with decorative pillows faces a round coffee table, complemented by two cozy armchairs. Natural light fills the room, creating a relaxed atmosphere.

4.98 out of 5 average rating, 95 reviews

*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.

5 out of 5 average rating, 32 reviews

A collage displays multiple areas of the property. The top left features a two-slip covered dock on the lake, with striped lounge chairs inviting relaxation. The top right shows a cozy porch with white chairs overlooking wooded surroundings. The bottom left highlights a living room with comfortable seating and decorative accents. The bottom right showcases a bedroom with a king size bed, framed by soft curtains allowing natural light.

Home in Jasper

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.

The exterior of the house features a dark wooden facade with a metal roof, complemented by symmetrical large windows and a welcoming front porch. A stone pathway leads to the entrance, framed by neatly trimmed bushes and a small water feature.

4.99 out of 5 average rating, 67 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.

4.93 out of 5 average rating, 42 reviews

A modern lakefront cottage is depicted, featuring large windows that provide expansive views of the surrounding landscape. The structure combines natural stone and wood elements, surrounded by trees. A spacious deck with steps leading down to the dock is visible in the foreground.

Cottage in Crane Hill

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!