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.

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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, 27 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.

Top guest favorite

A circular pool, measuring 17 feet in diameter, is shown with clear water reflecting the sky. Lush greenery surrounds the area, with trees providing a backdrop. The pool deck features light-colored flooring and a ladder for easy access, creating a serene outdoor space.

Home in Womelsdorf

4.97 out of 5 average rating, 66 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

Guest favorite

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, 296 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.

Top guest favorite

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

4.97 out of 5 average rating, 148 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.

Top guest favorite

A large in-ground pool is surrounded by a concrete deck, featuring several lounge chairs positioned nearby. Lush landscaping borders the pool area, providing a vibrant green backdrop. A sunroom is visible in the background, with a wooden fence adding privacy to the space.

Home in Palmyra

5 out of 5 average rating, 33 reviews

Slice of Paradise

Our own little slice of paradise minutes from all Hershey attractions. Enjoy this beautiful 4-bedrooom house - Bedroom #1 king bed, Bedroom #2 queen bed, Bedroom #3 twin over full bunk bed, Bedroom #4 twin over full bunk bed. 2 Full Baths. A stunning sun room awaits your arrival overlooking the large in ground pool. Relax alongside the waterfall pond on the front porch with a feel of old-town USA. An entertainment center awaits in the finished basement in addition to a ping pong table.

Guest favorite

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

4.95 out of 5 average rating, 183 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!

Superhost

A private saltwater pool is framed by lush grass and tall trees, providing a peaceful outdoor setting. Two lounge chairs are positioned nearby, inviting relaxation. The surrounding landscape is well-maintained, ensuring a serene atmosphere for guests.

Home in Myerstown

4.93 out of 5 average rating, 42 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

Guest favorite

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

4.93 out of 5 average rating, 44 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

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

4.97 out of 5 average rating, 30 reviews

Modern Pool-Side Paradise

This unique place has a style all its own. Spacious and modern home has plenty of options to enjoy. Escape to Hershey when you stay at this charming 5-bedroom, 2.5-bathroom and 1-sofa bed vacation rental home! Spend your mornings sipping on coffee while watching your favorite shows on the Smart TV. Upon return home from the park, dive in the pool and relax while grilling a delicious homemade meal. End the night lounging by the fireplace and enjoying good conversation.

Guest favorite

A serene pond is surrounded by lush greenery, with two blue kayaks resting on its edge. A bench is positioned nearby, offering a place to relax and enjoy the tranquil setting. Reflections of the surrounding trees can be seen on the water's surface.

Home in Myerstown

4.94 out of 5 average rating, 50 reviews

Pond Bass Catch & Release | Pool | Near Hershey

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 ➤ Fun air hockey table ➤ Pack n Play ➤ Hammock ➤ Playground ➤ Outdoor firepit It's the perfect place for making memories with the whole family :)

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, 299 reviews

Foosball, Hot Tub & Firepit + Stock Tank Pool

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!

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, 31 reviews

Downtown Hershey House!

ABSOLUTE BEST LOCATION! Peaceful Covered Front Porch; Views of Hershey Town Square, Hershey Story Museum, Kissing Tower, & HERSHEY THEATRE, 1/2 a block away! Stroll to 25+ Restaurants, Shops, & Entertainment Galore! Convenience of Downtown Living, Easy Parking, & Quiet Neighborhood. Enjoy the Oasis of the Back Deck, Garden, BBQ, Yard, Fire Table , Etc. Come & Make the Sweetest Memories on Earth!