Holiday rentals with a pool in Reading

4.9 out of 5 average rating, 588 reviews

An inviting outdoor area is illuminated by soft string lights, creating a cozy ambiance. Comfortable seating is arranged around a small table, surrounded by well-maintained greenery. The cabin's rustic wooden exterior is visible in the background, set against a twilight sky.

Tiny home in Alburtis

Glamping Cabin~Gazebo/HotTub/Pool 1.5 NYC/1 Philly

Welcome/todos son bienvenidos~Hot tub/365 days/yr~Pool OPEN April 2026. A romantic getaway. Comforts/amenities of a cabin with an atmosphere of camping. Full kitchen. Experiential get-away/private gated/fenced property. Gazebo~gas firepit & hot tub. Detached bathroom behind cabin.Outdoor shower, Hammock, BBQ’s, Wood firepit. Reconnect w/the outdoors. Queen bed w/firm mattress.Escape the cities to privacy. Abutted on 3 sides by a farm/pasture views.Easy to get to from points east in NYC & Philly.

4.96 out of 5 average rating, 104 reviews

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

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

4.96 out of 5 average rating, 191 reviews

An expansive outdoor pool is set against a backdrop of lush greenery and trees. Warm lighting from the stone cottage bathes the area in a soft glow, creating a tranquil ambiance in the early evening. The pool's water reflects blue hues, inviting a sense of relaxation.

Cottage in Wrightsville

-The Pool Cottage at The Roundtop Estate-

Experience the ultimate private, romantic retreat tucked away from the hustle and bustle. Our unique hideaway offers over a mile of seclusion from the nearest road, immersing you in nature’s quiet beauty. Relax in the Brand-new Saltwater pool and hear the gentle hums of a train rolling along on the other side of the river. Indulge in the luxurious amenities our property has to offer. Rejuvenate in the hot tub, or warm up by the Breeo Firepit with a Latte from the Breville Espresso Machine.

4.97 out of 5 average rating, 229 reviews

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

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.

4.98 out of 5 average rating, 168 reviews

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

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.

4.97 out of 5 average rating, 147 reviews

A two-story house is surrounded by lush greenery and colorful plants. The exterior features a mix of brick and siding, complemented by purple shutters. A set of stairs leads to the front door, while a shaded porch provides a welcoming entryway.

Home in Coatesville

King’s place, hot tub. Pool is open for summer!

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!

4.96 out of 5 average rating, 614 reviews

A dining area is presented with a farmhouse-style table surrounded by metal chairs. A wooden centerpiece filled with glass vases holds fresh flowers. A stone fireplace is adorned with greenery and decorative items, while a vintage sign adds character to the space.

Bungalow in Lancaster

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

4.99 out of 5 average rating, 187 reviews

A view of the exterior of a black barn-style building, surrounded by rising grass and landscaping. The yard features a gentle slope adorned with gravel and boulders, complemented by vibrant autumn foliage in the background.

Guest suite in Mohnton

Loft 311

Enjoy a peaceful vacation tucked away in a valley below a swath of Lancaster County farmland. Located in Adamstown, PA, "Antiques Capital USA", this studio-style loft is less than 5 minutes from 272, 222, and the PA Turnpike, and less than half an hour from the many tourist attractions and local hotspots in Lancaster and Reading. If you enjoy bicycle riding, you'll be able to travel on your own steam to a dozen local antique shops, or take it easy and lounge by the pool with the family.

4.88 out of 5 average rating, 113 reviews

The exterior of a spacious two-story home is shown, featuring a combination of white and stone walls. Lush green grass surrounds the property, with trees and shrubs providing additional greenery. The home is set against a serene sky with scattered clouds.

Home in Douglassville

Smoker Family Estate, 5 BDR Home w In- Ground Pool

This beautiful, spacious home is located in scenic Berks Co. Guests will enjoy comfortable accommodation with plenty of room to spread out: A large kitchen w all the essentials for cooking, 2 living room spaces, a Smart TV and WIFI throughout, 5 bedrooms (2 bedrooms have king beds), 2.5 baths, lots of outdoor spaces including a large deck w outdoor seating and pellet grill, a swing set for childen, a firepit, and a fenced in outdoor pool (2ft to 9ft) available Memorial Day to Labor Day.

4.97 out of 5 average rating, 121 reviews

Home in Peach Bottom

Secluded home pool & waterfall - Amish community

Welcome to Quiet Brook Oasis Treat yourself to a relaxing weekend in this beautiful secluded creekfront home nestled in the woods that has a private inground pool, with a waterfall. THE POOL IS HEATED ALL YEAR!! (So yes you may swim in the winter! ) Located in peaceful Amish country, southern Lancaster county this newly remodeled home is sure to offer a relaxing and peaceful getaway. This is a perfect retreat for family or a couples romantic weekend. Find us on social media!

4.92 out of 5 average rating, 103 reviews

Home in Myerstown

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.

4.95 out of 5 average rating, 355 reviews

Guesthouse in Lititz

The Grey Wolf (studio-style loft suite)

Enjoy the clean, comfy, eco-friendly & private loft space with your own private HOT TUB! Situated on top of a hill in the beautiful lake area of Lititz, PA, you will enjoy lovely views and quiet privacy. The main house is detached & adjacent to the loft suite. The loft is located on the top floor of the carriage house. Explore charming downtown Lititz just 4 miles away! Pool open Memorial Day-Labor Day. Hot tub open year round. ONE parking space/EV charging fee

House rentals with a pool

4.98 out of 5 average rating, 116 reviews

Home in Manheim

92 Acre Beautiful Farmhouse with in-ground pool

4.95 out of 5 average rating, 152 reviews

A country-style kitchen features mint green cabinetry and a wooden countertop. Stainless steel appliances include a microwave, oven, and dishwasher. A deep farmhouse sink is positioned beneath a window adorned with light curtains, while a bowl of fruit and kitchen essentials are displayed on the counter.

Home in Strasburg

Findley Farm View Cottage (Outdoor Pool!)

4.86 out of 5 average rating, 125 reviews

Home in Coatesville

Peaceful Retreat with pool and great outdoor space

4.94 out of 5 average rating, 132 reviews

A panoramic view showcases a clear swimming pool surrounded by a spacious deck. Lounge chairs and umbrellas are positioned along the poolside, with lush greenery and trees in the background. The inviting outdoor space provides a serene atmosphere for relaxation.

Home in Downingtown

Lakefront Guesthouse

4.98 out of 5 average rating, 122 reviews

The exterior of a single-story brick home is featured, showcasing a neatly paved driveway and a well-maintained front yard. Colorful flower beds surround the entrance, complemented by large potted plants on the porch. The inviting facade exudes a sense of warmth and welcoming.

Home in Kinzers

Country Land Guest House

4.99 out of 5 average rating, 337 reviews

Home in Lebanon

Hot Tub, Firepit & Arcade Table Near Hershey

4.95 out of 5 average rating, 192 reviews

The exterior of a welcoming A-frame home is shown, featuring a spacious porch with wooden railings. Two seating areas, including a swing and chairs, are surrounded by greenery and colorful flowers. A flag and hanging plants add a bright touch to the inviting entrance.

Home in Jonestown

Relax in your lower-level living space and enjoy.

4.92 out of 5 average rating, 175 reviews

A dining area is presented with a large wooden table surrounded by six light-colored chairs. Soft light fixtures hang overhead, and large windows are adorned with flowing drapes. A sideboard with decorative items complements the space, which is finished with warm wooden flooring.

Home in Glen Mills

Sweet home w/pool & woods at peaceful Glen Mills

Condo rentals with a pool

The hotel building features a modern design with multiple stories and a red roof. Surrounding greenery provides a serene environment, while balconies offer outdoor access. The property is set against a backdrop of gently rolling hills under a clear blue sky.

4.85 out of 5 average rating, 26 reviews

Hershey 2BR Suite Villa nearby Park w/indoor pool

A stylish living area is presented with a green velvet sofa adorned with gold accent pillows. A sleek gold coffee table sits on a soft white rug, topped with a decorative vase holding fresh flowers. A piece of abstract wall art complements the space.

Condo in Malvern

Beautiful One Bedroom Suite

The exterior of the resort is showcased, featuring a multi-story building with a red roof. Surrounding green lawns and trees create a natural setting, while distant rolling hills can be seen in the background, providing a sense of openness.

5 out of 5 average rating, 3 reviews

Smell the Chocolate from Hershey Park 2BD Condo

A scenic view of a theme park is showcased, featuring a wooden roller coaster and vibrant amusement rides against a backdrop of lush greenery and distant hills. Colorful flowers in the foreground provide a touch of natural beauty to the landscape.

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

4.92 out of 5 average rating, 36 reviews

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

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.

5 out of 5 average rating, 7 reviews

2 Bedrooms, 2 Bath Suites at Hershey Resort Lux

The exterior of the resort is presented, featuring a multi-story building with a red roof and multiple balconies. The surrounding green landscape and gentle hills create a serene backdrop, while a clear sky enhances the vibrant setting.

5 out of 5 average rating, 5 reviews

Hershey 2BR Resort Villa nearby Hershey Park

Other holiday rentals with a pool

4.94 out of 5 average rating, 70 reviews

A two-story country home is surrounded by greenery, featuring a welcoming porch with white railing. The house's exterior is accented by light and dark tones, with a chimney visible. Spacious lawns and trees create a peaceful environment, inviting exploration of the surrounding area.

Home in Barto

Cheerful 3 bedroom country home with a pool

4.82 out of 5 average rating, 116 reviews

A charming farmhouse stands adjacent to a rustic stone barn, surrounded by lush green grass and a gravel driveway. The structure features white walls with contrasting black shutters and a decorative star. A vibrant sunset adds color to the sky, creating a picturesque rural scene.

Farm stay in Macungie

Historic Hunter Forge Farm on 32 acres with pool

4.81 out of 5 average rating, 62 reviews

A sunlit seating area is filled with a comfortable green sofa and armchair. Natural light enters through large windows, offering views of the surrounding trees. A traditional rocking chair is positioned nearby, and a festive tree adorned with decorations stands in one corner, adding a touch of holiday spirit.

Cottage in Robesonia

Charming Cottage

4.94 out of 5 average rating, 51 reviews

Tiny home in Tremont

Creek Side Tiny Home With Shared Hot Tub #5

4.93 out of 5 average rating, 109 reviews

An A-frame tiny home is shown at dusk, featuring warm exterior lighting. The front porch is surrounded by a wooden deck with two chairs, inviting relaxation. The structure is framed by trees, blending with the natural surroundings.

Tiny home in New Holland

Waterfront A-Frame Tiny Home at Red Run - Site 116

Guesthouse in Chester Springs

A bedroom features a spacious bed with a light grey blanket, flanked by two nightstands with lamps providing soft lighting. A dresser with drawers and a woven basket are positioned nearby. A large mirror reflects the tranquil space, enhancing its openness.

4.96 out of 5 average rating, 293 reviews

Newly Renovated Chester Springs Guesthouse

4.87 out of 5 average rating, 47 reviews

A well-appointed kitchen is visible in the background, featuring modern appliances and a breakfast bar with seating. A round wooden table is set in the foreground, surrounded by upholstered blue chairs. Natural light illuminates the open-space layout, enhancing the inviting atmosphere.

Apartment in Emmaus

Sleeps 4 to 5/kitchen, bath, media room, pool