Vacation rentals in Leola

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Top-rated vacation rentals in Leola

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Top 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

4.98 out of 5 average rating, 149 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, Nespresso 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.

Top guest favorite

A charming house is positioned amidst a lush green lawn, surrounded by mature trees. The exterior features dark siding and a steep roof. Steps lead up to the front entrance, where the house is framed by a picturesque natural setting, inviting relaxation and exploration.

Home in Reading

5 out of 5 average rating, 226 reviews

"The House On The Hill"-Private Setting, Hot Tub

Sitting at the base of the Historic Neversink Mountain, this property provides a wonderful place for recreation or relaxation. If staying here for business or a getaway you will not be disappointed. Enjoy the beautiful 900 acres of The Neversink Mountain Preserve. This property is a private setting, yet close to the sights and sounds of urban life. The house is located close to attractions such as the Santander Arena, Reading Phillies, great restaurants, local colleges and the Reading Hospital.

Top guest favorite

A serene landscape showcases rolling green lawns and lush trees under a clear blue sky. Distant hills are visible alongside a few residential structures, enhancing the sense of tranquility. Well-maintained shrubs flank the foreground, contributing to a peaceful outdoor setting.

Cottage in New Holland

4.99 out of 5 average rating, 167 reviews

Exquisite cottage with valley views and Hot Tub

Come stay at our fully renovated cottage. Brand new hot tub just installed Dec 2024 We just finished a full house remodel in 2022 If you are looking for the perfect place to relax and unwind this house is for you. It has scenic valley views and a large private backyard, but is still within 30 minutes of the best lancaster county has to offer including Sight and Sound, Dutch Wonderland, American music theater and Strasburg railroad. Also within minutes of Shady Maple Smorgasboard and Intercourse.

Top guest favorite

Home in Lebanon

4.99 out of 5 average rating, 289 reviews

Cabin Point Cottage

This beautiful cottage sits just 1 mile outside Mount Gretna in the small neighborhood of Cabin Point. It features 3 large bedrooms, 2.5 baths, Family Room, living room, a well stocked kitchen, an office/den and a wrap around porch. An accessible and open floor plan is great for larger groups as well as small! Easy access to Mount Gretna's famous attractions including The Lake and Beach, Playhouse, Jigger Shop - and numerous hiking and biking trails. Close to Hershey, Lancaster, and Harrisburg.

Guest favorite

A porch area features two woven chairs positioned on a colorful area rug. Sunlight filters through the surrounding trees, creating dappled patterns on the wooden deck. The entrance to the cottage is visible, along with a window showcasing the interior.

Cottage in Mount Gretna

4.89 out of 5 average rating, 269 reviews

Charming Cottage in the Heart of Mount Gretna

Whether you’re visiting for a quiet weekend, an artistic escape, or a nature-filled adventure, this one-of-a-kind cottage captures the spirit of Mount Gretna—where history, community, and natural beauty come together. Everything is within walking distance: local galleries, a pizza shop, the Hideaway Bar & Grill, scenic trailheads, the peaceful lake, the iconic Jigger Shop ice cream parlor, Mt Gretna Theater, making it the perfect base for exploring, relaxing, or catching a show.

Top guest favorite

An outdoor deck showcases a dining table surrounded by black chairs and a dark coffee table. A comfortable sectional sofa is positioned to one side, with a barbecue grill nearby. Lush trees frame the serene view of the surrounding landscape.

Home in Elizabethtown

4.96 out of 5 average rating, 114 reviews

Modern Farmhouse Getaway Close to Hershey

This charming modern farmhouse style home is the perfect place for your next stay. Situated in the country but minutes from the local major highways, you will have the best of both worlds- close to nearby attractions/secluded enough to unwind and enjoy the privacy this home has to offer. Whether you are just visiting the area, vacationing at Hershey Park, attending a wedding at one of our many local venues like The Star Barn or Moonstone Manor, we look forward to hosting you!

Guest favorite

A new hot tub is shown in the foreground, bubbling with water. A stone fire pit is visible behind, surrounded by wooden logs for firewood. The outdoor area features patio stones, a grassy space, and a hammock. Trees line the perimeter for added privacy.

Cottage in Myerstown

4.96 out of 5 average rating, 212 reviews

Secluded Hilltop Couples Retreat (Hot tub)

Our Cozy, charming cottage is situated on a hilltop, with an amazing view of Amish farmland. The location is private, but still only a few minutes drive to town(Myerstown, Lebanon County PA) where you will find restaurants, gas stations and grocery stores. This is the perfect honeymoon suite or place to come to reconnect with your spouse. The backyard oasis includes a new hot tub(4/24),a fire pit, and a grill. New Kitchen 8/2022 new bathroom 3/2023 Wifi/Tv 8/23

Guest favorite

The outdoor deck is lined with string lights, providing a warm ambiance against a stunning sunset backdrop. A hot tub is located to the left, with comfortable seating available for relaxation. Views of rolling fields and a serene landscape can be seen in the distance.

Home in Gap

4.9 out of 5 average rating, 136 reviews

Dream View

Welcome to our beautiful 3 bedroom,2 bath home with an attached 1 bedroom,1 bath apartment that’s perfect for families or groups who value privacy and convenience. Enjoy breathtaking views of the picturesque surroundings right from the comfort of your home or bask in the serene atmosphere of the big backyard where you will possibly see wildlife. The hot tub is an added bonus,perfect for a relaxing evening under the stars.

Guest favorite

Home in East Earl

4.88 out of 5 average rating, 126 reviews

Cottage On Main-cozy 3/1.5 near Shady Maple

Escape to this peaceful haven surrounded by picturesque Amish farmland. This 3-bedroom, 1.5-bath retreat is thoughtfully designed to make you feel at home. Cook in the fully stocked kitchen or savor local takeout. Start your day with coffee on the front porch, observing the charming buggies passing by. Experience serenity and comfort in this idyllic rental, perfect for a relaxing family getaway.

Superhost

The exterior of a Spanish Revival mansion features a welcoming entrance, framed by neatly landscaped grounds and soft evening lighting. A prominent green door is surrounded by large windows, showcasing the building’s elegant architectural details.

Guesthouse in Lancaster

4.8 out of 5 average rating, 177 reviews

Prime Location {Carriage House} Firepit & Jacuzzi

Tucked Under Towering Pines On The Grounds Of "King's Cottage" Mansion Lies Our Historic Carriage House. Built in 1913 and on the National Register of Historic Places, Our Spanish Revival Carriage House Features a King Sleigh Bed, Ensuite Jetted Jacuzzi Tub/Shower and Shared Firepit/Grill. Prime Location Between Downtown Lancaster (Walkable!), Sight & Sound Theater and Lancaster County Amish.

Top guest favorite

An outdoor seating area is highlighted with two wooden loveseats facing a modern fire table, which features a flame element inside. A twinkling ambiance is created by the surrounding trees and soft evening lighting, with the home's distinctive yellow exterior and large windows visible in the background.

Home in Lancaster

4.97 out of 5 average rating, 197 reviews

Wilkum Home, a PA Dutch inspired space w/ Parking

Wilkum to our centrally located two story home in the heart of Lancaster City. Short walking distance to all our favorite downtown places, see our guidebook for details, and only a ten minute drive to the area's top attractions including Dutch Wonderland and Sight & Sound Theatre. Enjoy the urban backyard oasis spring - fall to feel like a local and dine al fresco.

Top guest favorite

A bright bedroom features a spacious bed topped with soft gray and white linens, accompanied by fluffy pillows. Large windows provide ample natural light and showcase a serene outdoor view, while warm wood beams create a cozy contrast against the white walls.

Cottage in Wrightsville

4.95 out of 5 average rating, 116 reviews

-The Pool Cottage at The Roundtop Estate-

Want a Unique Getaway!! with a Hot Tub/Fireplace, and Espresso Machine! Where to start? From the architecture to the luxury furnishings, to the woods surrounding it, to the hot tub, to the Gas burning fireplace to sit beside your loved ones while drinking your latte that you can make by using the espresso machine, An oasis!