Vacation rentals with a kayak in Winston County

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Top-rated kayak rentals in Winston County

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Guest favorite

A smooth walkway leads from the dock to a grassy area flanked by trees. The pathway is lined with a railing, providing a safe passage toward a dark-colored house situated among the greenery.

Home in Jasper

4.9 out of 5 average rating, 20 reviews

4 bedroom home on spectacular Lewis Smith Lake!

Beautiful 4br/3ba home on Smith Lake. A flat walk to the water! NO steps to dock or beach which is perfect for the littles and elderly. Duncan Marina is a 5 minute drive to boat ramp! Park your boat at our dock.We are located close to a grocery and near Jasper so that you can go enjoy the local restaurants and breweries! We have kayaks, life jackets, SUP board and canoe!We have fishing rods and all the "stuff". We are very baby friendly. Absolutely NO DOGS. True service dogs require paperwork.

Guest favorite

The spacious family home is nestled among lush greenery, showcasing a unique architectural design with large triangular windows. A two-story dock extends into the water, providing boat access. The tranquil lake setting complements the vibrant natural surroundings.

Home in Houston

4.93 out of 5 average rating, 29 reviews

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.

Guest favorite

An outdoor deck with a spacious wooden table and bench seating overlooks the serene waters of Smith Lake. Trees line the lakeshore, providing a natural backdrop, while a gentle slope leads to the private dock visible in the distance.

Home in Lewis Smith Lake/Smith Lake

5 out of 5 average rating, 49 reviews

Spring/Summer Special: Explore! 4BR, 3Bath, Privat

"Discover Paradise Point: Where Nature Meets Luxury on Smith Lake" Welcome to Paradise Point, where the serene shores of Smith Lake blend seamlessly with luxurious comforts. Boasting 4 bedrooms, including an ADA-compliant master suite, and 3 elegant bathrooms, relaxation takes center stage. A fully equipped kitchen awaits culinary adventures, while the spacious dining table invites gatherings. Unwind in the living area with LED TVs or step onto the lakeside patio for breathtaking views. Embark

Superhost

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

4.9 out of 5 average rating, 159 reviews

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

Top guest favorite

A spacious outdoor deck features wooden flooring and is surrounded by trees, offering a view overlooking the water. Two Adirondack chairs are positioned near a gas firepit at the center, creating a cozy spot for relaxation and gathering.

Home in Crane Hill

4.94 out of 5 average rating, 36 reviews

Lake Front, Private Dock, Game room, Paddle Boards

Kick back and enjoy the view! Sitting right on deep water in the Rock Creek area of Crane Hill on Smith Lake, this home is ready for fun rain or shine! This home is large enough to accommodate your vacation group inside or outside. Perfect for entertaining, the outdoor deck features a large, screened porch food prep area and outdoor dining area. Gather around the gas firepit and enjoy the sunset, or hang out on the water at the well maintained dock with boat slip and plenty of chairs. Beau

Guest favorite

A serene lakefront home is displayed alongside a calm inlet, featuring a double slip boat dock extending into the water. The structure showcases a multi-level design with natural surroundings and lush greenery, reflecting off the tranquil surface of the lake.

Home in Crane Hill

4.95 out of 5 average rating, 66 reviews

All 'Decked' Out - Optional Boat rental delivered

Amazing lakefront home on Smith Lake with beautiful views and access to year round water. Our house is located at the end of an inlet, so the area is cozy and calm. You will be only a few steps from Smith Lake and a walk to the neighborhood pool. The main level of the house hosts an open concept with an eat in kitchen and living area. The house also consists of a screened in porch with majestic views of the water, a swim up pier, and a double slip boat dock. Pontoon Boat Rental available.

Superhost

A private lakefront home is nestled among lush trees, showcasing a spacious deck that leads down to the water. Steps are visible, leading to the entrance of the house, which features large windows for natural light.

Home in Jasper

4.8 out of 5 average rating, 41 reviews

Hidden Kayak Cove w/ Hot Tub, Firepit, & 2 Masters

Hidden Kayak Cove is a private lakefront home on Lewis Smith Lake tucked in a secluded cove with hot tub, fire pit, and 2 kayaks to enjoy! We are walking distance (less than a mile) from Hidden Cove Farms wedding venue and 3.6 miles from The Narrow Gate Ranch wedding venue. This 2600 sq.ft. 4 bedroom, 3 bath home sits on 2.5 wooded acres. Perfect for your group of 12 people! Come relax and enjoy the hot tub, fire pit, 2 kayaks, 2 Master suites, game room, great fishing off the dock, etc!

Top guest favorite

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

5 out of 5 average rating, 24 reviews

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!

Guest favorite

Two kayakers navigate the calm waters while a boat dock stands prominently in the foreground. The lakefront house is nestled amid lush trees, showcasing a serene landscape. The sun illuminates the scene, reflecting off the water and enhancing the natural beauty of the setting.

Home in Arley

5 out of 5 average rating, 79 reviews

Your HGTV Lakefront Designer Home Awaits!

This professionally designed and newly renovated lakefront house is located right in the middle of the lake with access to everything on the water. It is fully loaded with a new hot tub, fire pit, 4 arcade games, kayaks, SUPs, Coffee Bar, Waffle Bar, 3 living areas, 4 King Suites, incredible fishing and sleeps 14 guests. Wait until you see the master bedroom and en suite. You will feel right at home no detail has been overlooked all the way down to the USB chargers on each nightstand.

Guest favorite

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

4.98 out of 5 average rating, 105 reviews

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.

Superhost

An aerial view captures a serene lakeside landscape, showcasing multiple docks extending into the calm waters of Smith Lake. Lush trees border the area, with a spacious house visible among the greenery, providing a sense of peace and access to outdoor activities.

Cottage in Arley

4.81 out of 5 average rating, 32 reviews

Relaxing 4-Bedroom Cottage on Smith Lake

Relax with the whole family at this peaceful place to stay. Smith lake offers plenty of adventures including boating, fishing, kayaking or just jumping into clear lake waters for a swim. Conveniently located between 2 marinas -Duncan Bridge (5 minutes away) and Duskin Point. Just a short stroll downstairs to a private dock and you have access to a secluded cove and place to tie off your boat. Relax on the deck and enjoy the quiet after a fun-filled day on the water.

Top guest favorite

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.

Home in Arley

4.98 out of 5 average rating, 85 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.