Holiday houses in Kissimmee

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Top-rated holiday rentals in Kissimmee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A well-equipped kitchen featuring light cabinetry and a spacious island at the center. Stainless steel appliances include an oven and microwave. Natural light filters through windows, illuminating the room. Decor accents include a flower arrangement and textured rug, providing a functional yet inviting space.
Farm stay in McAlisterville
4.91 out of 5 average rating, 140 reviews

Peaceful Mountain View Farmhouse w/ Whirlpool Tub

Relax with the family at this peaceful place in the country. Sit on the spacious deck to enjoy the view of the mountains and farmland. Spend time biking in the rural area that seems to go back in time. Watch the cows in the pasture, light a fire, grill some food outdoors on the fire pit, or head inside and use the stocked kitchen, relax in the cozy living room. Master Bathroom features a 2 person jacuzzi, adjoins master bedroom with a Queen-size bed. Bedroom 2 has 2 single beds, #3 has 1 double.

Top Guest favourite
A covered entryway is featured, leading to a gravel path. A small table and chairs are positioned under the overhang, accompanied by colorful planters. A rustic log planter displays vibrant flowers, while a well-lit exterior reflects the evening ambiance.
Home in Mifflinburg
4.96 out of 5 average rating, 148 reviews

The Logger's Den

Enjoy this newly renovated 2 BD, 1 Bath space located in White Springs perfect for a get away for two or for a family vacation. Nestled between two beautiful barn wedding venues making this a perfect stay for those far away guests. This property is only minutes from Penns Creek, perfect for fishing, kayaking, and picnicking. Some other near by areas include but are not limited to R.B Winter State Park, fly fishing in Weikert, hiking trails and various wineries. Only 45 minutes to State College.

Guest favourite
A warm cabin interior features wooden walls and a cozy dining area with a long table and six chairs. A fireplace adds to the ambiance, while a chic chandelier hangs above. The kitchen, visible in the background, is equipped with modern appliances.
Cabin in Middleburg
4.91 out of 5 average rating, 140 reviews

Whispering Brook

Press your inner reset button by immersing your body and soul in nature’s calm. Enjoy tall pines, towering oaks, and a bubbling stream. Enjoy complimentary coffee on our screened-in porch, and take long, quiet walks in the pure mountain air. Grill or roast hotdogs and s’mores over the open fire. As darkness falls, appreciate the brightness of stars twinkling above a black forest night. Local Attractions: Shade Mountain Winery, T&D Cats, Middleburg Golf Course, Walker Lake (fishing and boating)

Top Guest favourite
Tiny home in Selinsgrove
4.98 out of 5 average rating, 341 reviews

Fisherman’s Paradise n a romantic couples getaway

Step back from the rush of everyday life and settle into the peace and tranquility of Paradise,tucked on the banks of Penns Creek, this cozy cabin offers a rare chance to truly relax, reconnect with nature, and enjoy life’s simple pleasures Sip your morning coffee on your private deck overlooking the creek, unwind in the evening with your favorite adult beverage, or cast a line right from the deck.The soothing sounds of the water and nature, make this a perfect escape to a simpler time 😎

Superhost
The modern A-Frame cabin features a sharp peak design with large glass windows that reflect natural light. A wrap-around deck is visible, surrounded by colorful autumn foliage, offering a serene outdoor space.
Tiny home in Sunbury
4.94 out of 5 average rating, 152 reviews

Sugar Shack| A-Frame Tiny Home w/ Hot Tub

Kick back and relax in this calm, stylish space. The Sugar Shack is a modern tiny home is located on top of a mountain and has spectacular mountain views. Sit on the wrap around porch with your loved one or relax in the hot tub right outside the door and enjoy watching the wildlife. The interior has a modern design and you will experience a cozy and romantic atmosphere the moment you walk in. It truly is a perfect spot to unwind and reconnect with yourself, your loved one, and nature!

Top Guest favourite
The exterior of a newly renovated duplex is presented, framed by lush green grass and trees. The front showcases warm lights emanating from large windows, creating a welcoming glow. The structure features a mix of traditional and modern design against a backdrop of cloudy skies.
Home in Lewisburg
5 out of 5 average rating, 109 reviews

Sleepy Hollow Lane in Lewisburg

This beautiful newly renovated 2-unit duplex is perfect for a family getaway or a friend's trip. This property is nestled in a quiet corner of the Buffalo Valley, in a rural country setting and back a long driveway, yet close to lots of places of interest. The setting is beautiful and private. You'll love the restful view of fields and sky, and watching the sunset from the back deck. The long-term residents living on the other side of the duplex are a friendly, retired couple.

Guest favourite
Tiny home in Millmont
4.91 out of 5 average rating, 103 reviews

Endless Private Views|Couples Escape|Lowest $|WIFI

Welcome to Seven Mountain Vista in Millmont, PA. This private tiny home sits on 11 scenic acres—half wooded and half open meadow—with beautiful mountain views and nearby access to Penns Creek. Perfect for couples, families, and fly-fishing trips, the cabin offers peaceful seclusion, fresh mountain air, and pet-friendly space to roam. Enjoy hiking, fishing, and scenic drives through Bald Eagle State Forest, or simply relax and unwind in your quiet vintage cabin getaway.

Guest favourite
An outdoor seating area features a stone fire pit surrounded by Adirondack chairs. Soft string lights hang above, illuminating the space. The cabin, situated among trees, offers a view of the river, creating a serene atmosphere for evening gatherings.
Cabin in Millmont
4.93 out of 5 average rating, 219 reviews

Cabin On The River w/ Fire Pit, Kayaks + Bikes!

BNB Breeze Presents: Cabin on the River! This home is right on the banks of the renowned fishing stream, beautiful Penn's Creek. Escape the big-city crowds and enjoy the lovely ambiance from the private outdoors while being close to nearby towns, picturesque trails, state forests, restaurants, shops, and numerous attractions. - Outdoor Oasis w/ Deck, Picnic, Fire Pit + River Access! - Fully-Equipped Kitchen - Bikes & Kayaks - Smart TV - High-Speed Wi-Fi

Guest favourite
A charming log cabin is surrounded by lush greenery, featuring large windows that allow natural light to fill the interior. A spacious deck extends from the front, providing outdoor seating for relaxation amidst nature.
Cabin in Middleburg
4.98 out of 5 average rating, 44 reviews

Spruce Hollow Retreat

Escape to your own private log cabin tucked away in the heart of the Pennsylvania Wilds. Nestled among towering spruce trees, this charming retreat offers the perfect blend of rustic charm and modern comfort. As you step inside, you'll be greeted by the warm ambiance of a spacious and cozy living space. The lofted upstairs bedroom provides a tranquil sanctuary with plush bedding and serene views of the surrounding woods.

Top Guest favourite
The cabin, featuring a distinctive green metal roof, is set against a backdrop of tall trees and snow-covered ground. A stone pathway leads to the front entrance, framed by windows and outdoor seating areas. Natural light is captured on a clear, sunny day.
Cabin in Millmont
4.94 out of 5 average rating, 131 reviews

Re imagined bank barn cabin.

Take it easy at this unique and tranquil getaway in mountains of Appalachia. The cabin is a remodeled bank barn, with the original beams and stonework, but with modern amenities. The outdoor spaces include a relaxing front porch, a stamped concrete patio, and fire pit with smokeless solo stove, and easy access to bald eagle state forest, and Penns creek.

Guest favourite
A charming cottage is nestled among trees, featuring a stone exterior and large windows that provide a view of the surrounding woods. A gravel path leads to the entrance, while a spacious yard is seen in front, enhancing the serene setting.
Cottage in Mifflinburg
4.97 out of 5 average rating, 234 reviews

Cozy Pines *Sweetheart* Cottage

Enjoy a romantic vacation at this beautiful little cottage tucked away in the woods. No TV means you can enjoy the surrounding nature and your loved one. Deer, raccoons, and foxes share the spacious front yard. Take a walk along a tributary of Buffalo Creek as it meanders through the woods, or relax and take it easy at this unique and tranquil getaway.

Top Guest favourite
A two-story cabin is presented, featuring a combination of brown wood and light-colored siding. A covered porch extends across the front, with chairs placed along its edge. The lawn is neatly maintained, complemented by trees in the background and a barbecue grill positioned to the left.
Cabin in Middleburg
5 out of 5 average rating, 31 reviews

Country Cabin

Take a break and unwind at this peaceful cabin in a country setting. Surrounded by forest and farm fields, this property is secluded yet still close to the small town of Middleburg. Nearby is Shade Mountain Golf Coarse, Faylor Lake Disc Golf, Walker Lake (fishing/boating), Shade Mt. Winery, grocery stores, and restaurants.

Popular amenities for Kissimmee holiday rentals

  1. Airbnb
  2. United States
  3. Pennsylvania
  4. Snyder County
  5. Kissimmee