Holiday rentals with a kayak in Winston County

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Winston County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Lewis Smith Lake/Smith Lake

5 out of 5 average rating, 65 reviews

Lakefront Escape | Fish, Kayak & Relax

Discover Paradise Point, a luxury lakefront cabin on Smith Lake offering modern comfort & serene waterfront views. Enjoy panoramic lake scenery with direct access to a private dock for fishing, kayaking, & paddleboarding. Perfect for families, couples, & groups, this spacious retreat features a large deck, firepit & peaceful outdoor seating. Whether relaxing or exploring, Paradise Point delivers the ultimate Smith Lake getaway with adventure, comfort, and unforgettable natural beauty year-round.

LocationOutdoor spacesBathroom

Top Guest favourite

The exterior view showcases a charming multi-level home nestled among trees by the lake. A long wooden dock extends towards the house, leading to a covered porch with numerous windows. Warm string lights are visible, creating a welcoming atmosphere as the sun sets.

Home in Crane Hill

5 out of 5 average rating, 53 reviews

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. Come see why we were featured in Architectural Digest, Birmingham Home & Garden and The Lakeside Life magazines!

LocationOutdoor spacesHospitality

Top Guest favourite

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.

Home in Arley

4.99 out of 5 average rating, 93 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.

Outdoor spacesLocationLayout

Guest favourite

A scenic view of the house and boat dock is presented, with the home nestled among trees and facing the tranquil water. Two boat slips are visible on the dock, accompanied by lounge chairs and a sunshade. A gentle pathway leads from the dock to the house.

Home in Jasper

4.92 out of 5 average rating, 66 reviews

Serenity Now-Duncan Bridge side

If you’re looking for a the best view at Smith Lake, a relaxed environment, comfy beds, a fully stocked kitchen, a place for kids to be entertained so adults can have fun too, and a host that truly cares about your experience, you’re viewing the right property! Serenity Now (hello Seinfeld fans) is themed with a tribute to 9 decades of the TV shows that allow an escape from reality and make us laugh. So as the theme song goes, “Come and knock on our door….we’ve been waiting for you”.

ValueOutdoor spacesTV

Guest favourite

A spacious outdoor area features a fire pit surrounded by four blue chairs, inviting relaxation. The property showcases a modern lake house with a large covered patio that overlooks a green lawn, with access to nearby wooded areas.

Home in Double Springs

4.98 out of 5 average rating, 44 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 boat dock and swim platform. We provide 4 adult kayaks and 2 child kayaks. 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!

LocationOutdoor spacesDecor

Top Guest favourite

An open living space features a light-colored sofa with decorative pillows. A wooden coffee table is positioned in front. The kitchen area includes modern appliances and a large window, providing natural light. Neutral tones and wood accents create a bright and airy atmosphere.

Home in Logan

5 out of 5 average rating, 31 reviews

White Oak Cottage on Smith Lake(no steps to water)

White Oak Cottage is not your typical Smith Lake rental. Originally built as our family’s weekend escape, this cozy cottage offers a rare combination of lakefront relaxation and small-homestead charm. Spend your mornings drinking coffee on the screened porch, watching the chickens roam beneath the white oak trees, and your afternoons kayaking, swimming, or relaxing by the water. If you’re looking for a place that feels personal, peaceful, and full of character, you’ve found it.

Outdoor spacesLocationBarbecue

Top Guest favourite

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

4.91 out of 5 average rating, 213 reviews

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.

LocationOutdoor spacesIndoor spaces

Top Guest favourite

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, 105 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.

Outdoor spacesValueQuiet

Top Guest favourite

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.

Home in Arley

4.99 out of 5 average rating, 69 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.

Outdoor spacesValueBarbecue

Guest favourite

A spacious deck offers a panoramic view of Smith Lake, featuring comfortable loungers arranged along the edge. The calm waters reflect the clear blue sky, while lush greenery can be seen along the shoreline, creating a serene lakeside atmosphere.

Campervan/RV in Crane Hill

4.98 out of 5 average rating, 112 reviews

Smith Lake Glamping - ToNoMo Vintage Airstream

"TowNoMo" offers a unique lakeside retreat with a private screened in porch, and 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.

Outdoor spacesLocationSleep quality

Guest favourite

Home in Double Springs

5 out of 5 average rating, 19 reviews

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!

LocationNearbyAccuracy

Superhost

A kayak is secured at the edge of a wooden dock, overlooking clear turquoise waters. Rugged natural rock formations rise nearby, partially covered by lush greenery, providing a serene backdrop to the tranquil lake setting.

Cottage in Arley

4.92 out of 5 average rating, 25 reviews

Luxury Home- The Lake Daze Hideaway at Smith Lake

The Lake Daze Hideaway is a 3 bedroom, 3 1/2 bath one level home located on the beautiful Lewis Smith Lake. Numerous amenities only steps away! Enjoy hiking, swimming, kayaking, or lounging around in a hammock. Bring your own boat or jet ski and explore the wondrous sights. At night, roast marshmallows around a campfire. Watch the sunset on your own private dock. Only minutes from local restaurants and grocery store.

Outdoor spacesLocationBreakfast