Vacation rentals with a pool in Burnside

5 out of 5 average rating, 11 reviews

The two-story building features a welcoming yellow entrance and expansive covered decks on both levels. A gravel driveway leads up to the property, with trees lining the background and a soft sunset sky providing a warm backdrop.

Home in Monticello

Cumberland Belle Lakehouse-5bedrm,10bed,5bath

Perfect space for your get together or event! 5 Bedrooms, 5 Attached Baths, 10 Beds. Sleeps 20 easily. New SwimSpa (large hot tub/ small lap pool)! Entire 2nd floor unit. 2 large decks. Plenty of parking. 2 gas grills and a fire pit. Must be comfortable with STAIRS as this is a second floor unit. ***There is a separate listing to rent the entire home if more space is needed. This would add 4 additional bedrooms (10 beds) 2 more bathrooms, a full kitchen, dining table for 20 and access to sauna

4.96 out of 5 average rating, 23 reviews

The exterior of the home is presented, showcasing a ranch-style structure with a gabled roof. A covered porch is visible, adorned with seating. Lush greenery and colorful flowerbeds enhance the surrounding landscape, while clear blue skies provide a bright backdrop.

Home in Liberty

Teddy Hill Homestead

Teddy Hill Homestead is 2 miles from many Amish stores and markets. 6 miles from the Bread of Life. 16 miles from Lake Cumberland. 33 miles from Wolf Creek Dam. 5 minutes from the Green River with several spots to enter with kayaks. Lots of opportunities to see the rolling hills and soothing waterways of Kentucky. A little over 1,800 square feet with 2 bedrooms, large open living/dining/kitchen, large bathroom with walk in shower, half bath with laundry, game room, closet space, and a POOL!

A panoramic view showcases lush greenery surrounding a winding river. The landscape is dotted with trees under a clear blue sky, and distant hills create a serene backdrop. The natural light enhances the beauty of the scene, providing a tranquil atmosphere.

4.84 out of 5 average rating, 112 reviews

Ohana - Best Views and Best Experiences

One of the best views on the lake nestled in the Daniel Boone National Forest. Spacious 4 BR home w/bonus basement sleeping area w/Queen memory foam mattress. Large hot tub under covered screen porch & located in a private gated resort community w/multiple pools, tennis courts, walking/ATV trails- all within 1 mile of boat ramp. New furniture & TVs in every bedroom, basement game room with bar/poker table, jacuzzi tub in master. Terrific lake views from every room! Excellent WiFi for working.

4.9 out of 5 average rating, 10 reviews

Home in Pulaski County

The Bass Shack

Beautiful Golf & Lake retreat located on the 7th hole within Woodson Bend Resort. This is a gated community with 24 hr security, located on a 455 acre peninsula, surrounded by scenic Lake Cumberland. Amenities include a clubhouse with swimming pool (seasonal), tennis, pickleball, and basketball courts. 18 Hole golf course, 3 mile walking trail, playground, restaurant (seasonal), & boat launch. This condo is newly renovated and includes 2 bedrooms, 1 full bath, fully equipped kitchen & laundry.

A rustic stone fireplace stands as a focal point in the room, featuring a wooden mantel above the fire. Warm flames flicker inside the glass enclosure, while a textured area rug lies on the wooden floor, complemented by a plaid armchair nearby.

4.9 out of 5 average rating, 21 reviews

Lake Cumberland Resort Getaway at the Cabin

Charming private cottage in a gated Community at Lake Cumberland Resort, this 3-level home sits on 2 acres inside in the Daniel Boone National Forest & has fantastic reviews. Watch the sunrise from the front porch swing & sunsets from the the hot tub patio around the outdoor fire place. Gather around a campfire pit under the stars, or hike over a hundred miles of trails that literally start in your back yard. Active security patrols, three swimming pools, boat ramp, boat dock & tennis courts.

5 out of 5 average rating, 19 reviews

A spacious living area is furnished with comfortable leather sofas and a wooden coffee table. Natural light is invited in through large windows, revealing views of the outdoors. The open layout leads to a well-equipped kitchen, with decorative stone accents on the walls.

Home in Pulaski County

Lake-Front Woodson Bend 14-1

1st Floor condo sits on a gorgeous Lake Cumberland. 3-5 minutes walk to the clubhouse, which features a restaurant, swimming pool, kiddie pool, 6 dedicated Pickleball Courts, 2 tennis courts, basketball, volleyball, and playground. Well-appointed kitchen with stainless appliances features a bar area perfect for entertaining! The screened-in heated and cooled back porch w/lake views and a gas grill. The Primary bedroom has a king-size bed and Bedroom 2-Queen and Bedroom 3-Queen w/twin trundle.

A charming white bungalow is framed by a well-maintained lawn and colorful flower beds. A red roof adds a pop of color, and the welcoming entrance features a brick pathway leading to the front door. American flags adorn the porch, enhancing the inviting exterior.

4.83 out of 5 average rating, 24 reviews

Burnside Bungalow, w/ dock, pool & firepit

Experience a perfect lake getaway at Burnside Bungalow. This newly renovated 3-bedroom, 3-bathroom Lake Cumberland home sleeps 12 and offers views of the lake. The guests have exclusive access to a private dock slip and Villager Resort amenities. The home has an eat-in kitchen, Roku TV, Wi-Fi, and ample parking for vehicles. Enjoy lawn games, S’mores at the fire pit, and the lower level game and bunk room. Check-in time is 4 pm, and check-out time is 10 am. Smoking and pets are not allowed.

A spacious kitchen features natural wood cabinetry and a granite countertop, complemented by a sink and modern appliances. Large windows allow ample light to brighten the area, offering a view of the outdoor space, while a casual dining setup with wooden chairs is visible in the background.

4.78 out of 5 average rating, 60 reviews

Lake Cumberland's Woodson Bend Resort Condominium

This beautifully decorated rustic condo is located across from the swimming pool, restaurant, and tennis/pickleball courts with an 18-hole championship golf course! It's close to the volleyball court, basketball court, and the playground! Enjoy boat/golf packages and a catering service as well. Burnside Marina offers boat and jet ski rentals so you can have plenty of fun on Lake Cumberland! There's also Hiking-Rock Climbing-Biking-Fishing-Horse Riding-Somersplash Park-Rafting and antiquing.

4.93 out of 5 average rating, 74 reviews

A serene outdoor scene features several tall trees with autumn foliage in shades of orange and yellow. The grassy area nestled between the trees leads to a glimpse of a calm lake, enhancing the natural beauty of the lakeside setting.

Townhouse in Burnside

Lakeside Hideaway I - lakefront w/hot tub

Welcome to our newly renovated lakefront townhouse on Lake Cumberland! Enjoy the view from our spacious decks or relax in the hot tub, by the campfire, or in the community swimming pool. Boaters can access the public boat ramp a quarter mile down the road. Hiking and ATV trails are located in the surrounding Daniel Boone National Forest. Cumberland Falls, Natural Arch, Princess Falls, the Big South Fork Recreation Area, SomerSplash Waterpark, and wineries are located a short drive away.

A spacious cabin exterior is displayed, featuring a welcoming porch surrounded by tall, neatly trimmed conifer trees. The screened lower deck showcases several red lounge chairs, providing a relaxing outdoor area. The lush green lawn complements the natural surroundings, enhancing the inviting outdoor space.

4.93 out of 5 average rating, 75 reviews

Cozy Cabin w/Hot Tub in Lake Cumberland Resort, KY

This cabin backs up to the Daniel Boone National Forest. Located at Lake Cumberland Resort, in Burnside Kentucky, this cabin offers a 3 brm, 2 full bath that sleeps up to 10 people. There are smart tv's in every room, Wifi, 24 Hr gated security, a community pool open from memorial day to labor day, and a boat ramp inside the resort for easy access to the river. Perfect for planning a hiking trip , family reunion, boating adventure , UTV trip, girls/guys trip, or fishing tournament.

The exterior of the cabin features a wooden facade with dark green accents. A spacious screened-in porch is accessible via a set of steps. Rocking chairs are arranged on the porch, and colorful flower beds line the base of the structure, complemented by landscaping stones.

4.89 out of 5 average rating, 246 reviews

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!.

A charming cottage exterior is framed by lush greenery, featuring a welcoming red door with shutters. An American flag is displayed at the entrance, with a gravel path leading to the porch, which has wooden railings and a small seating area overlooking the natural surroundings.

4.88 out of 5 average rating, 78 reviews

Whispering Woods Cottage | Hot Tub | Pool

Welcome to Whispering Woods, your peaceful sanctuary nestled near Lake Cumberland. Step into our cozy 1-bedroom cottage that offers tranquil surroundings and a restorative night's sleep after your day's adventures. Perfect for a romantic getaway, a solo retreat, or a change of scenery for remote workers, Whispering Woods provides space for up to two guests. ☆ Book your escape at Whispering Woods today to experience the enchantment of lakeside living. Your perfect retreat awaits! ☆

Popular amenities for Burnside rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A vibrant sunset casts a warm orange glow over the water, reflecting shimmering colors across the surface. Silhouetted trees frame the scene, while the distant shoreline creates a serene backdrop, highlighting the natural beauty of the lake view.

Pitman Pointe w/ Lake View

4.79 out of 5 average rating, 19 reviews

Home in Wayne County

6 bedroom, private pool 8 person hot tub

A spacious lakefront estate is shown, featuring a drive-up area and a well-maintained lawn. The house has multiple gabled roofs, large windows, and a welcoming front porch adorned with seating. A two-car garage is visible to the right.

4.68 out of 5 average rating, 25 reviews

Lakefront Sunsetter at The Villager

4.89 out of 5 average rating, 9 reviews

Ellie's Place - Time to book your 2026 getaway!

A circular fire pit area is surrounded by five red Adirondack chairs set atop gravel. The sunny outdoor space features a neatly arranged stone perimeter, with a grassy area beyond, creating an inviting atmosphere for gatherings.

4.69 out of 5 average rating, 26 reviews

The Easy Peasy/Boat Ramp/Pool/Hot Tub/Speak Easy

5 out of 5 average rating, 3 reviews

A modern kitchen features wooden cabinetry and stainless steel appliances. A large granite countertop with seating for six is highlighted, illuminated by pendant lights. Open shelving displays decorative items, while an adjacent space includes a living area with a television and wooden furniture.

Home in Pulaski County

Lakefront Woodson Bend 97-1

A well-lit swimming pool is surrounded by lounge chairs on a concrete deck. The pool's water glows in a vibrant blue hue under the night sky, while several green umbrellas add a touch of color. The area features a secure fence and trees in the background.

4.67 out of 5 average rating, 9 reviews

Blue Lagoon at VillagerResort,Pool,Boat slip/dock

An aerial view showcases a lakeside home surrounded by trees, with a pool and large deck visible in the backyard. The tranquil waters of Lake Cumberland reflect the landscape, highlighting the serene setting. Ample parking can be seen along the private driveway.

4.56 out of 5 average rating, 110 reviews

Lakeside Retreat/ Jacuzzi and Private Pool

Condo rentals with a pool

4.89 out of 5 average rating, 9 reviews

Woodson Bend Gorgeous Lake View Condo First Floor

A two-story condo structure is surrounded by greenery, featuring a tree in the foreground and well-maintained grass. The building displays a mix of large windows and balconies, allowing for natural light to enter. A stone border outlines the walkway leading up to the entrance.

4.98 out of 5 average rating, 49 reviews

Relaxing Cumberland Getaway

The exterior of a two-story wood-paneled condo is depicted, adorned with colorful patriotic decorations. A large American flag hangs from the porch, and several plants are visible nearby. Ample windows allow natural light, while a grassy area surrounds the entrance.

5 out of 5 average rating, 20 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

A spacious living area features a comfortable dark sofa with decorative pillows, a light table with a lamp, and a patterned chair. Large windows allow natural light, while a door leads to an outdoor space. A textured rug enhances the inviting atmosphere.

Green Lite Lakeview (105-1) Lake, Golf, Pool

A spacious living area features a large sectional sofa adorned with colorful cushions, complemented by an oversized bean bag. Natural light brightens the room through sliding glass doors that lead to an outdoor space, with an open-flow view of a well-equipped kitchen.

4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

The entrance sign for Woodson Bend Resort is framed by natural stone and surrounded by well-maintained landscaping. Tall trees stand in the background, creating a serene setting that invites guests into the resort.

4.75 out of 5 average rating, 40 reviews

Lakefront Condo at Woodson Bend Resort

An inviting open-concept living area features comfortable seating arrangements, including a spacious sectional and recliner. Natural light enters through large windows, complementing the warm tones of the walls. The fully equipped kitchen is visible in the background, and a dining area with bar stools is accessible nearby.

4.46 out of 5 average rating, 13 reviews

On the Green (71-4) WB - Golf, Pool, Pickleball

The kitchen space features white cabinetry paired with sleek black appliances. A central island with bar seating provides a casual dining option. Natural light enters through the nearby window, illuminating the wooden countertop and hardwood flooring.

4.85 out of 5 average rating, 34 reviews

Lovely 3-bedroom lake condo with golf and a pool

Other vacation rentals with a pool

A spacious living area features two dark leather sofas and a central ottoman on a decorative area rug. Natural light enters through large windows, illuminating the open layout that connects to the kitchen area, visible in the background.

4.88 out of 5 average rating, 83 reviews

The Gathering Place (514C) Secluded, pool, lake

A bright living area features a modern gray sectional sofa, a patterned chair, and a glass coffee table. Natural light enters through large windows adorned with soft curtains. A propane fireplace adds warmth, while the open layout leads to the kitchen visible in the background.

4.83 out of 5 average rating, 12 reviews

The Love Shack (42C) Pool, Lake

The open living area features a blend of comfortable seating options, including dark upholstered sofas and an accent chair. Natural wood accents enhance the cozy atmosphere. A rustic table is visible in the background, leading to a well-equipped kitchen bathed in natural light.

4.74 out of 5 average rating, 98 reviews

Steeling Time (304C) Fun, Lake, Golf carts, Pool

The open living area showcases natural wood accents throughout, featuring a cozy stone fireplace as the focal point. A kitchen island with bar seating is adjacent to a large dining table, complemented by a comfortable seating area with rustic furniture.

4.81 out of 5 average rating, 31 reviews

Bigfoot Bear Bend (14C) Fun Lake Golf carts Pool

A spacious living area is highlighted by a high vaulted ceiling and a striking spiral staircase. Light-colored furnishings and neutral walls create an open atmosphere, while natural light floods through large windows, showcasing a cozy seating arrangement and a central coffee table.

4.89 out of 5 average rating, 61 reviews

Hillside Haven (108E) Fun, Lake, Golf carts, Pool

The studio suite features a spacious bed with a textured blanket, complemented by rustic barn wood accents. A dining area with a wooden table and four chairs is visible, along with a fully equipped kitchen. Large windows brighten the space, framed by simple blinds.

Apartment in Burnside

4.83 out of 5 average rating, 29 reviews

The Rustic Suite (500A)Fun, Lake, Golf carts, Food

Apartment in Bronston

5 out of 5 average rating, 4 reviews

Number Two Fairway (38-4) - Golf, Pool, Pickleball

A cozy living area features two armchairs positioned around a small round table, with a potted plant at the center. A stone fireplace serves as a focal point, complemented by a wall-mounted television and nautical-themed decor.