We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Vacation rentals with a pool in Lebanon County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lebanon County

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A spacious outdoor area features a private saltwater pool surrounded by lounge chairs, set in a large fenced yard. The indoor living room showcases comfortable seating and a large TV, while a sunroom is filled with inviting seating, adding to the home's relaxation options.

Home in Annville

5 out of 5 average rating, 34 reviews

Hershey Adventure Awaits! Outdoor Pool + Game Room

Hershey Adventure Awaits! Hang out & relax in the awesome outdoor space featuring a large private saltwater inground pool (open May-Sept), plenty of outdoor seating options, sunroom, & large fenced in backyard that is perfect for yard games. Or when the weather changes or it's dark, move down to the lower level game room. This newly remodeled 2,800 sq ft ranch home comfortably accommodates 12 people in 4 bedrooms & 2.5 baths. The kitchen is fully stocked & the dining areas have seating for all.

Home in Fredericksburg

4.82 out of 5 average rating, 62 reviews

Blue mountain retreat

A gorgeous modern rustic home perched on a wooded hillside offers amazing panoramic views of the nearby mountains and wildlife! Enjoy being nestled deep in the woods with all the luxury amenities you deserve while having a hands-on experience with our animals. Horse and pony rides! Reservations required. The perfect stay for families and friends (sleeps up to 30), with over 4,000 square feet of living space, heated saltwater pool, hot tub, massage chair, game room, Starlink Wi-Fi, and much more

Home in Womelsdorf

4.95 out of 5 average rating, 87 reviews

Whitetail Hill Homestead |POOL|Fire Pit |Family

Welcome to our home! Located in a rural, quiet area, this home is the perfect family friendly getaway! 5 bedrooms and 3 Full bathrooms means plenty of space for everyone! Enjoy a beautiful view overlooking a nearby valley field, watch for wildlife at the edge of the fields, or enjoy a cozy fire in our outdoor fire ring! Indoors enjoy tastefully selected decor, a large modern kitchen, stocked with everything you need, a coffee bar, and comfortable bedrooms! Enjoy our 17' diameter pool this summer

A sparkling pool reflects the clear blue sky, surrounded by lounge chairs with vibrant orange cushions. The nearby house features a wooden facade with large windows and a chimney, while a shaded seating area is housed in a gazebo, offering an inviting outdoor space.

Guesthouse in Lititz

4.94 out of 5 average rating, 317 reviews

The Grey Wolf (studio-style loft suite)

Enjoy my clean, comfy, eco-friendly & private loft space! We are situated on top of a hill in the beautiful lake area of Lititz, PA, known as Speedwell Forge. You will enjoy lovely views and quiet privacy from the property. The main house is adjacent to the loft suite. The loft is the top floor of the carriage house. Explore charming downtown Lititz only 4 miles away! Pool season: Memorial Day-Labor Day. (Exact dates TBD) **ONE parking space only** Overnight EV charging on site for a small fee.

An inviting swimming pool is surrounded by lush greenery, featuring a smooth slide for added fun. The clear blue water reflects the sky, and the pool area is paved with concrete, providing a spacious layout for relaxation and enjoyment.

Home in Jonestown

4.95 out of 5 average rating, 171 reviews

Relax in your lower-level living space and enjoy.

Relax with your friends or family at this peaceful / quiet 23 acre Appalachian Vista. As you drive in the quarter mile drive and approch Appalachian Vista Aframe home nestled up against the base of the Appalachian mountain. Feel free to relax by the pool or if your adventurous walks or biking throughout the wooded trails of the Appalachian plus tubing / kayaking the swatara creek or just enjoy nature wildlife from the front porch. Cozy up in our fully furnished with kitchen lower level lodge.

An above-ground swimming pool is situated in a spacious grass area, surrounded by greenery. A deck extends from the back of the house, with lounge chairs positioned nearby. The sky displays a soft, cloudy hue, hinting at an evening ambiance.

Home in Lebanon

4.94 out of 5 average rating, 194 reviews

Farm Homestead-spacious house on working farm

Experience life in the country on a working farm in Amish country. Waking up to a beautiful sunrise, watching horse & buggies out your front window, open fields with geese out the back are just a few advantages to this beauty in the country. Centrally located between Hershey, Harrisburg, Gettysburg, Lancaster & Mt. Gretna. Plus just a 10 minute drive to Lebanon Expo Center & VA Hospital, 15 minutes off the turnpike, same distance to the PA Renaissance Faire & LVC. Come be our guests!

Home in Myerstown

4.91 out of 5 average rating, 57 reviews

Isaac Bahney Homestead w/ POOL & HOT TUB

BNB Breeze Presents: Isaac Bahney Homestead! This locally-famed historic home is nestled in downtown Myerstown, PA. Less than an hour from Hershey Park, Harrisburg/capitol attractions and Lancaster County/Amish attractions. Enjoy the pool, hot tub and luxurious amenities this home provides, along with wheelchair accessibility! - Hot Tub - Private Salt-water Pool (available Memorial Day through Oct 23rd) - Grill - Outdoor Sitting Area - Private Backyard - Conference Room - Game Room

Home in Myerstown

4.93 out of 5 average rating, 68 reviews

Hershey Retreat | Pool, Spa, Sauna, Plunge, & Pond

Come and relax with the family or friends in this spacious and stylish home with special touches: ➤ Mins to Hersheypark and all things Hershey ➤ Pool ➤ Hot Tub ➤ Pond w 2 kayaks ➤ Bass catch & release ➤ EV Charger ➤ Sauna and outdoor shower ➤ BBQ grill for cookouts ➤ Fully equipped kitchen ➤ Air hockey table ➤ Pack n Play ➤ Cold Plunge ➤ Playground ➤ Outdoor firepit Note: The caretaker lives in a separate home onsite; friendly dogs stay with him. You will have full privacy.

A clear swimming pool glistens under sunlight, surrounded by lounge chairs. A spacious backyard features a gazebo and greenery, with a white fence providing privacy. The house is visible in the background, highlighting its outdoor living space.

Home in Palmyra

4.77 out of 5 average rating, 47 reviews

3 bedroom home in palmyra PA.

Beautiful 3BR Family Retreat Near Hershey | Pool & Nature. 1037 King St, Palmyra, PA Sleeps 8: King master, Queen room, Twin bunks + basement bed. Private fenced yard with pool (4-9ft depth - adult supervision required, no diving/glass, use at own risk). Fishpond (no fish). Patio: wear shoes on uneven surfaces. Cook while watching pool! Nearby Hersheypark 6.2mi Indian Echo Caverns 8.6mi Memorial Lake 12.4mi Lebanon Valley Trail 5.8mi Kayaking: Boyd Big Tree 10.3mi

The historic brick house is set against a vibrant sunset, with a pool in the foreground. Lounge chairs are positioned near the poolside, and an umbrella provides shade at a nearby table. Lush greenery surrounds the space, adding to the inviting atmosphere.

Home in Campbelltown

4.94 out of 5 average rating, 52 reviews

The Stauffer House

Welcome to The Stauffer House! This historical home offers character, tranquility and a great location. Built in 1848, The Stauffer House comes with history, while still including all the modern amenities. It also has a Carriage House on it that goes with the listing, that way you have the whole estate completely to yourself. It's located just 10 minutes from all the Hershey attractions. This family-friendly home will help make your vacation comfortable and memorable.

Top guest favorite

An outdoor space features a circular stock tank pool, surrounded by natural stone and arranged decorative fencing. String lights hang above, casting a soft glow, while lush greenery lines the background, creating a serene atmosphere.

Home in Lebanon

4.99 out of 5 average rating, 311 reviews

307+ Five Star Reviews Near Hershey w/ Hot Tub!

Trust In The Reviews! A Truly Unique "Red Door Retreat" Nestled In a Family-Oriented Neighborhood Just 13 Miles and 20-30 Minutes From Hershey's Chocolate Factory and Amusement Park. Jam Packed w/ Amenities & Newly Designed In 2024! Red Door Features an Arcade 1Up Infinity Table w/ 50+ Games, Pac Man Arcade, Popcorn & Gumball Machine, Fully-Fenced Yard (w/ Grass!), 45 Jet Hot Tub, Stock Tank Pool, Foosball, Firepit & Grill!

The two-story farmhouse is set on open green land, featuring a covered front porch with white railings. Large windows allow natural light to fill the interior, while a well-maintained lawn surrounds the property, creating a peaceful countryside setting.

Home in Grantville

4.91 out of 5 average rating, 23 reviews

Family Escape w/ Pool & Play Area Near Hershey, PA

WELCOME TO YOUR FAMILY-FRIENDLY RETREAT IN GRANTVILLE, PENNSYLVANIA! Discover the perfect getaway at this inviting 3-bedroom, 2.5-bathroom home just 8 miles from Hershey Park. Designed with families, couples, friends, and groups in mind, this charming countryside like property features modern comforts, exciting outdoor amenities, and plenty of space to relax and recharge for upto 10 guests

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Lebanon County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area is highlighted by a large stone fireplace and arching windows that allow natural light to fill the room. A plush beige sofa is arranged around a circular ottoman on a colorful area rug, creating a cozy space for relaxation.

Home in Hershey

4.88 out of 5 average rating, 57 reviews

Pool & Furnished Patio: Group Getaway in Hershey

Home in Annville

Sweet Adventure! Large Pool

A large swimming pool features a deep blue surface, framed by a spacious patio. Surrounding landscaping includes several green shrubs and trees, enhancing the outdoors. The pool area is bordered by a white fence, providing a sense of privacy and seclusion.

Home in Palmyra

4.95 out of 5 average rating, 42 reviews

Modern Pool-Side Paradise

A cozy living area features a leather sofa and an armchair, positioned around a circular coffee table. A large television is mounted on a wooden stand. Natural light enters through partially covered windows, and decorative artwork adorns the walls.

Home in Palmyra

4.93 out of 5 average rating, 15 reviews

Cozy family home near Hershey

An outdoor seating area is provided under a wooden gazebo. Two colorful chairs, one blue and one white, are positioned around a circular table. A partially covered pool area is visible in the background, surrounded by a privacy fence.

Home in Palmyra

4.79 out of 5 average rating, 66 reviews

Coca House with stunning salts water pool

Top guest favorite

Home in Hershey

5 out of 5 average rating, 14 reviews

Heated Indoor pool, private getaway, relax

Top guest favorite

A charming two-story home is showcased with a welcoming covered front porch. Comfortable seating is arranged on the porch, complemented by decorative plants. The exterior features light siding and dark shutters, with a red door adding a pop of color beneath an ornate gable.

Home in Hershey

5 out of 5 average rating, 43 reviews

Downtown Hershey House!

A private saltwater pool is surrounded by a spacious patio, featuring shaded areas and lush greenery. A diving board extends over the shallow end, while a red umbrella provides a pop of color and shade near the poolside seating.

Home in Palmyra

4.7 out of 5 average rating, 114 reviews

Family and friends (salt water Pool )near Hershey

Condo rentals with a pool

An indoor pool area is displayed with colorful flags hanging overhead. Sunlight streams through large windows, illuminating the water's surface. Lounge chairs line the poolside, offering a relaxing space to unwind. Umbrellas provide shade around the pool for comfort.

Condo in Hershey

Hershey 2BR Suite Villa nearby Park w/indoor pool

A serene outdoor pool area is framed by a charming gazebo featuring wooden seating. The pool's water glistens under evening lights, with a nearby building housing multiple windows reflecting the twilight sky. Lounge chairs are arranged around the pool for relaxation.

Condo in Hershey

Hershey, PA- Hershey Resort-2Bd Suite - BG

An inviting inground pool is surrounded by a spacious stone patio and lush greenery. Several lounge chairs, shaded by umbrellas, are positioned along the edge. Guests are enjoying the water while others are gathered nearby, creating a lively and relaxed atmosphere.

Condo in Ephrata

4.85 out of 5 average rating, 20 reviews

The Highland Oasis

The entrance to Suites At Hershey is framed by well-maintained landscaping, featuring neatly shaped bushes and vibrant flowers. The sign above reads 'Clubhouse & Registration,' indicating the welcoming atmosphere of the property. Bright blue skies and fluffy clouds enhance the inviting appearance.

Condo in Hershey

5 out of 5 average rating, 7 reviews

2 Bedrooms, 2 Bath Suites at Hershey Resort Lux

A well-lit outdoor pool area features a spacious gazebo with seating, surrounded by manicured greenery. The pool area includes lounge chairs and a building with restrooms and amenities, all under an evening sky with illuminated hotel windows in the background.

Condo in Hershey

5 out of 5 average rating, 3 reviews

Hershey 2BR Resort Villa nearby Hershey Park

Other vacation rentals with a pool

Top guest favorite

A spacious outdoor area features a private saltwater pool surrounded by lounge chairs, set in a large fenced yard. The indoor living room showcases comfortable seating and a large TV, while a sunroom is filled with inviting seating, adding to the home's relaxation options.

Home in Annville

5 out of 5 average rating, 34 reviews

Hershey Adventure Awaits! Outdoor Pool + Game Room

A sparkling pool reflects the clear blue sky, surrounded by lounge chairs with vibrant orange cushions. The nearby house features a wooden facade with large windows and a chimney, while a shaded seating area is housed in a gazebo, offering an inviting outdoor space.

Guesthouse in Lititz

4.94 out of 5 average rating, 317 reviews

The Grey Wolf (studio-style loft suite)

A clear blue pool is captured under bright sunlight, surrounded by a stone border and a secure fence. Chaise lounges and small tables provide seating areas on the concrete deck, with potted flowers adding a touch of greenery to the scene.

Apartment in Elizabethtown

4.94 out of 5 average rating, 163 reviews

Splash by Hershey

Home in Fredericksburg

4.82 out of 5 average rating, 62 reviews

Blue mountain retreat

Top guest favorite

An outdoor space features a circular stock tank pool, surrounded by natural stone and arranged decorative fencing. String lights hang above, casting a soft glow, while lush greenery lines the background, creating a serene atmosphere.

Home in Lebanon

4.99 out of 5 average rating, 311 reviews

307+ Five Star Reviews Near Hershey w/ Hot Tub!

An inviting swimming pool is surrounded by lush greenery, featuring a smooth slide for added fun. The clear blue water reflects the sky, and the pool area is paved with concrete, providing a spacious layout for relaxation and enjoyment.

Home in Jonestown

4.95 out of 5 average rating, 171 reviews

Relax in your lower-level living space and enjoy.

Top guest favorite

A warm firepit surrounded by several seating options is highlighted, creating a cozy outdoor gathering space. Strings of lights add ambiance to the area, which offers proximity to a hot tub and outdoor pool, all set within a private yard.

Home in Annville

4.99 out of 5 average rating, 152 reviews

Hot Tub, Firepit & Stock Tank Pool + Gameroom

Top guest favorite

A compact kitchen features dark wooden cabinetry and a granite countertop. Modern appliances include a stainless steel stove and a dishwasher, with a sink positioned beneath a window allowing natural light. A small plant adds a touch of greenery to the countertop.

Apartment in Hershey

4.94 out of 5 average rating, 63 reviews

5 Minutes from Hershey Park/ Hershey Giant Center!

Destinations to explore