
Family-friendly holiday rentals in Winston County
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Top-rated family-friendly rentals in Winston County
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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.

Comfy Smith Lake Cottage - 3/2 near Duncan Bridge
Spend the holidays at the Lake! Needing a quick getaway for gathering family over the holidays OR overflow beds for out of town guests? You've found your spot! Your family will be close to everything at our Comfy Smith Lake Cottage near Duncan Bridge. This 3-bed, 2-bath home is located in an amazing location--no long windy, bumpy roads to find us! Located on the main channel of Smith Lake, your views will provide amazing photo ops to create awesome memories and make your friends jealous!

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

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.

River Art Cabin near Bankhead NT
Need a quiet place to unwind and relax? Enjoy relaxing days away from crowds. Our farm is 600 acres of oaks, dogwoods, pines and wildflowers surrounded by the Bankhead National Forest! Fishing or exploring the incredible canyons of the Sipsey Wilderness. Want a night with no street lights for perfect stargazing? Take a walk down to our Secret Beach on Clear Creek. No way the photos can show the beauty! No internet...intentionally. You can disconnect for a few days. New WiFi!!

Salem Grace RV Camper
Be at one with nature with us! This rustic RV sleeps 6 people located on the edge of Bankhead National Forest. The camper has a small indoor kitchen with a refrigerator/freezer combo, a gas stove and oven, bathroom with shower, and an outdoor grill, a picnic table, and fire pit. For the adventurous type, there are numerous hiking trails throughout the property, with many naturally occurring caves and creek tributaries. Enjoy Life Today! In this unforgettable peaceful escape.

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.

Enchanting Cabin/Cottage on Beautiful Smith Lake
Enjoy the clear waters of beautiful Smith Lake in this cozy rustic/modern cabin, set on a large point lot with one of the best panoramic views on the lake, and only 20 steps away the water. Relax on the point at sunset, float or swim from the private boat dock/swim platform, or relax and enjoy the view from the large screened porch. It's the perfect lake experience, with plenty of indoor and outdoor amenities including WIFI to make your visit most enjoyable.

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.

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!

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.

Happy Happy Lakehouse- Min. Steps, Game Room, Dock
What matters the most to us is that you feel right at home at The Happy Happy Lakehouse. All the basics you expect in a home away from home will be available to you and your guests. Even in the low water season, water surrounds the large dock, which has plenty of water toys. Firewood is always stocked and the views are breathtaking. What questions can we help answer?
Popular amenities for Winston County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub! Lakefront w/ Fire Pit & Kayaks

Luxury Home- The Lake Daze Hideaway at Smith Lake

Emerald Bay on Smith Lake

The Cove At Smith Lake – Lakefront Retreat

Riverfront Treehouse w/Hot Tub, Romantic/Secluded

Lake Acess! Views! Boat Dock! Hot Tub! Gameroom!
Family- and pet-friendly home rentals

Waterfront|Few stairs|Kayaks|Firepit|Games|EV

Makin' Waves at Smith Lake

Valhalla *Secluded 5 Bedroom Estate on Smith Lake*

"All Decked Out" fabulous house on Smith Lake

'Lil Blue House @ Smith Lake

Rockshore Escape on Smith Lake

NEW Secluded Lakefront Home | Waterfall Cove

*The Copper Penny* at Smith Lake - 4BR/3BA
Family-friendly home rentals with a pool

Luxury Lakefront Cottage w/ Kayaks and SUPs

Smith Lake Townhome Retreat

Martin’s Smith Lake Condo

Smith Lake Condo Duncan Bridge Jasper-Arley

Oasis In The South

Condo at Duncan Bridge with Big TVs

Beautiful Lakefront Condo with Pool and Boat Slip

Lake Life 105
Destinations to explore
- Rentals with a fire pit Winston County
- Rentals with lake access Winston County
- House rentals Winston County
- Pet-friendly rentals Winston County
- Rentals with a kayak Winston County
- Rentals with a fireplace Winston County
- Rentals with pools Winston County
- Rentals with outdoor seating Winston County
- Family-friendly rentals Alabama
- Family-friendly rentals United States




