Vacation rentals with a pool in Winston County

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Top-rated rentals with a pool in Winston County

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Home in Crane Hill

5 out of 5 average rating, 4 reviews

Panoramic views in Silverock, Crane Hill, AL

Only steps from the water, this 4 bdrm, 3.5 bath house (plus new loft daybed) is located on a spacious end-of-the-point lot in Silverock Cove, a gated community on Smith Lake featuring two pools and picturesque boardwalks. Our home has wraparound water views from every room with a great porch and stone patio with fire pit to take it all in! Whether your looking for a quiet, relaxing getaway with friends or a fun family trip out on the water, this is the place. 7 day rental required by our HOA.

Guest favorite

Home in Crane Hill

5 out of 5 average rating, 8 reviews

Serenity Sunsets - Smith Lake

Welcome to our stunning and luxurious lake bungalow retreat! This rental offers the perfect blend of relaxation and entertainment. Situated on a hilltop with long range lake views and breathtaking sunsets that will leave you in awe. Step outside and indulge in the ultimate outdoor experience. Take a refreshing dip in the sparkling pool, work on your short game at the custom putting green, play ping pong on the turf lawn and as the sun sets gather around the fire pits! (*$150/day to heat pool)

Home in Crane Hill

5 out of 5 average rating, 9 reviews

Luxury on Smith Lake 5BR/3.5BA, Steps to Water!!

Welcome to the oasis of Mandolin Rain Cabin in the private, gated and family oriented development of Point William at Smith Lake! Our home is absolutely the best vacation layout you will find anywhere. Two levels of elevated lakefront living, elegance and class with 5BR/3.5BA, equally generous spaces indoors and out. Luxury designer furnishings, bedding and finishes will delight. 4 King beds in 4 spacious bedrooms and 4 twin bunks in 5th bedroom. Many lake toys come with this home rental!

Guest favorite

Home in Crane Hill

5 out of 5 average rating, 25 reviews

Water's edge, gated community, private dock w/SUPs

***Coming soon: 6-person hot tub, outdoor shower and an improved fire pit with seating/surrounding lighting***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.

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Home in Cullman

5 out of 5 average rating, 17 reviews

Your Luxury Smith Lake Pool House - Relax & Unwind

Escape to your luxurious Smith Lake pool house retreat! Wake up in a plush king bed and savor your morning coffee by the private pool. Whip gourmet meals in the chef’s kitchen or dine al fresco on the patio. After a day of lake adventures, relax with your favorite shows on the 75" 4K Smart TV. Perfect for romantic getaways or family trips, this stylish haven offers modern comforts and serene relaxation. Your unforgettable spring escape awaits. Book now and experience the magic of Smith Lake!

Guest favorite

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.

Guest favorite

Home in Cullman

4.92 out of 5 average rating, 36 reviews

Private Heated Pool! May and June discounted!

"Sweet Home Alabama" is a new construction, modern, high end home completed in 2022, situated on 10 private, secluded, gated acres. The home itself has 4 bedrooms and 3.5 baths. Amenities include private heated pool, 2 person sauna, semi-private championship bass fishing pond, gravel fishing beach with peddle boat, firepit with supplied wood and tons of seating, spaces for camping and room for hiking and exploring. Its like your own campground complete with high end home and private pool!

Guest favorite

Condo in Jasper

4.94 out of 5 average rating, 49 reviews

Beautiful Lakefront Condo with Pool and Boat Slip

Come enjoy the fresh air and relax at Smith Lake. This recently renovated 3 BA/2 BA condo features a gorgeous lakefront view from both the living room and main room. Duncan Bridge Resort is a gated complex with a community pool exclusively for owners and guests. Each unit also has its own assigned boat slip available to you during your stay. This condo sleeps 6. Bedroom #1 Main: King size bed with an en-suite bathroom Bedroom #2 Guest: 2 Twin size beds Bedroom #3 Guest: 2 Twin size beds

Apartment in Jasper

5 out of 5 average rating, 3 reviews

Condo at Duncan Bridge with Big TVs

Bring the whole family to this great place with lots of room for fun. Space for 9 people. This 3 bed/2 bath condo is very well equipped for a fun relaxing time on Smith Lake. This is our “happy place” & home away from home. You will find many little details to make your stay more relaxing. There’s a community pool as well as outside charcoal grills. We have provided surfboard, wakeboard, and a ZUP board for use during your stay. There’s board games and even an XBOX with a few games.

Top guest favorite

Condo in Cullman

5 out of 5 average rating, 11 reviews

Amazing 3 Bedroom 3 Bath Condo with Pool

You can't go wrong with this 3 bedroom 3 bath condo. Its location is a quick 20 min drive from downtown Cullman, AL. This top floor unit has sweeping views of the lake and is brand new! The Master Bedroom also has an amazing view of the lake along with access to the porch where you can enjoy an early morning coffee. The amenities are unlike any other on Smith Lake with the endless pool being the highlight. Enjoy a nice warm day taking in the view and a dip in the pool.

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Cottage in Crane Hill

4.9 out of 5 average rating, 29 reviews

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!

Top guest favorite

Vacation home in Cullman

5 out of 5 average rating, 12 reviews

Waterfront Smith Lake home with beautiful view!

Breathtaking 180 degree uninterrupted views at this waterfront property with year round deep water. Wake up to see the lake from every bedroom! Located just minutes from I-65, in Cullman, for easy access. Ideal entertainment space with 2,800 sq ft indoors, covered outdoor patio, large composite deck over the water, private boat slip/swim pier, 2 community pools, communal basketball and pickle-ball court, and high speed fiber internet.