Vacation rentals with a pool in Hershey

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Top-rated rentals with a pool in Hershey

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

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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, 318 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.

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

4.95 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.

Top guest favorite

A charming house is seen surrounded by lush greenery, with a circular above-ground pool enclosed by a wooden deck. The inviting outdoor area features a spacious lawn, and the porch is adorned with seating for relaxation and socializing.

Home in Auburn

5 out of 5 average rating, 112 reviews

11-Acre Farmhouse Retreat | Creek, Pool, Hot Tub

✨ Peaceful Creekside Farmstead Getaway! Located on 11 acres of serene land, this farmhouse offers a perfect mix of relaxation and adventure and is an entire farmhouse offering private, peaceful accommodations! ★ Private Outdoor Pool ★ Game Room with Pool Table & Ping-Pong ★ 52" Smart TV for entertainment ★ Free Wi-Fi ★ Fire Pit & Blackstone Griddle ★ 7-Person, 93-Jet Hot Tub for relaxation ★ Creekside Views with a bridge in front of the house ★ Spacious Outdoor Area perfect for kids to play!

Guest favorite

A serene view captures the home nestled amidst green grass and trees. The pool glistens in the sunlight, surrounded by a spacious patio and seating area. Rolling farmland stretches across the horizon under a soft, cloudy sky.

Villa in Paradise

4.97 out of 5 average rating, 182 reviews

Hilltop Mansion: Farm Views+HotTub+Pool+GameRoom.

This gorgeous home is located at the very top of a hill in one of the most central locations in Lancaster County. You'll be surrounded by breathtaking views of the nearby farmland and the interior has been beautifully decorated in calming, neutral tones. No amenity has been spared for your stay some of which include a spacious master suite, stunning kitchen, Keurig machine, large game room, a kid's toy room, a firepit, yard games and a patio with outdoor seating, a hot tub, pool and a grill.

Guest favorite

The outdoor patio area features a spacious pool surrounded by lounge chairs. An outdoor seating arrangement with a fire pit is positioned before the pool, inviting relaxation. The stone farmhouse and trees in the background complete the serene retreat atmosphere.

Villa in Morgantown

4.99 out of 5 average rating, 141 reviews

Mill Road Farmhouse: Restored with Beautiful Pool.

The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

Top guest favorite

Home in Coatesville

4.97 out of 5 average rating, 126 reviews

King’s place, hot tub Pool is open!

New hot tub, above ground pool with deck built into it ! Recently remodeled, Centrally located on a 1 acre lot. Not far from all the tourist attractions that Lancaster has to offer. 1 hr from philly airport, 15 minutes from downingtown, 15 minutes from gap,and 20 minutes from Intercourse. A quiet neighborhood with a spacious back yard, which is great for kids. Whether you bring cornhole, use the grill, or sit around the propane fire pit. The yard and large back deck have so much to offer!

Top guest favorite

A private swimming pool is set against a backdrop of lush greenery, enclosed by a black fence. The water appears clear and inviting, with steps leading into the shallow end. Surrounding trees provide shade, creating a peaceful outdoor space.

Bungalow in Lancaster

4.96 out of 5 average rating, 587 reviews

The River Nook in Lancaster

Our cozy three bedroom, two bathroom riverside cottage comfortably sleeps 6-8 adults, includes a 3 sided fireplace, fully stocked kitchen, and multiple seating areas both indoors and outdoors. Scandinavian, rustic/modern decor includes a hanging rope bed. Outdoor pavilion and spacious backyard in a quiet neighborhood make this the perfect getaway! *5 min to downtown Lancaster *5 min to the Riverdale Manor *10 min to Dutch Wonderland *15 min to Sight & Sound Theater *40 min to Hershey Park

Guest favorite

Home in Honey Brook

4.93 out of 5 average rating, 284 reviews

Ode to the '70's - hot tub & pool in Honey Brook

4 bedroom/2 bath home - modern renovation with retro flair. Large backyard with saltwater pool, hot tub, grill, fire pit, and kids playhouse! (Pool open May-Sept) We've furnished this home with our favorite pieces to create a space that inspires creativity & life. Pickleball courts within walking distance in local park. Paddles and balls provided. Close to the Honey Brook Thrift Store, September Farms & other local attractions! 1/2 hour to Lancaster City, Exton/King of Prussia.

Top guest favorite

A luxury swimming pool is surrounded by serene landscaping, including a large tree. Comfortable seating is arranged nearby, with a spacious covered porch visible in the background. The house features a combination of modern architecture and natural elements, enhancing the outdoor living space.

Home in Lancaster

5 out of 5 average rating, 100 reviews

Idyllic estate, close to downtown and the Amish.

Willow Run is an extraordinary 5 acre property minutes from historic downtown and our Amish neighbors, tourist attractions and shopping. Beautifully furnished and well appointed inside and out. Enjoy fall and nicer winter days on our large covered porch with a Rumford style fireplace, waterfall and beautiful landscape lighting. The makings for gourmet S’mores are ready for your gathering by the fire! In the summer enjoy our brand new luxury swimming pool in serene surroundings.

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!

Top guest favorite

The inground pool is framed by lounge chairs and shaded seating areas. A welcome sign is displayed near the pool, with a clear blue sky and greenery visible in the background, showcasing a serene outdoor space perfect for relaxation.

Villa in Leacock-Leola-Bareville

4.99 out of 5 average rating, 142 reviews

Beautiful split level home,with pool and hottub

Welcome to Anne’s house! A spacious,newly renovated,split level home in Lancaster county. Minutes from the main attractions such as Dutch wonderland,the town of Intercourse,Bird in Hand and much more. You will have the house,beautiful inground pool,hottub and backyard all to yourself. Anne’s house comes with designated work space,WiFi,three smart TVs plus ,a chairlift for the main stair case,and all your basic needs

Superhost

A round above-ground pool is surrounded by a grassy area, with steps leading up to a wooden deck. A lounge float is placed on the water's surface, while a charcoal grill and pool equipment are positioned nearby, framed by lush green trees in the background.

Home in Conestoga

4.9 out of 5 average rating, 201 reviews

3-bedroom house in quiet area bordering park

This beautiful property in Conestoga, PA borders Silver Mine Park which has a creek, soccer and baseball fields, and hiking trails. Located 10-15 minutes from Lancaster City, ~20 minutes from many popular (Amish-related) tourist attractions, ~10 minutes from the Pequea boat launch, and ~18 minutes from the Pinnacle Overlook this is the perfect property either for an action-packed vacation or a peaceful, relaxing one.