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 covered patio features a light-colored concrete floor, adorned with vibrant potted plants and a decorative lattice backdrop. Comfortable chairs provide seating, while a small table offers a space for refreshments. The area is enhanced with soft overhead lighting and greenery, creating a serene outdoor setting.
Apartment in Mifflinburg
4.98 out of 5 average rating, 251 reviews

Hillside Getaway, a gorgeous view

This well maintained apartment provides you, our guests, with your own private entrance, with plenty of parking space, even for several vehicles. Be sure to take time to sit on the private patio overlooking beautiful Buffalo Valley, weather permitting! You may want to take a stroll along the nearby country road, go biking on the nearby rail trail, visit numerous antique shops , or research the history that abounds in our Valley. Bucknell University is only 10 to 12 minutes from this apartment.

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Top Guest favourite
A cozy sitting area features a blue sofa adorned with decorative pillows. Warm light is provided by two table lamps on either side, illuminating the space. Soft curtains frame a window, and nautical-themed art adorns the walls, contributing to a charming ambiance.
Home in Winfield
4.98 out of 5 average rating, 310 reviews

Riverbreeze Cottage•Waterfront•Superb summer stay!

*30 min to LLWS *30 min to Knoebels *3 min to BU *Coffee, tea, snacks, some breakfast items provided *Pets welcome. No pet fee. Fenced yard *Discounts for multiple nights You'll enjoy river views/access and abundant amenities in this classic cottage-style home. Riverbreeze Cottage is an older home (built in the 1930s) that boasts wonderful character, unique decor and a cozy, charming feel. Reserve extra days now because you won't want to leave! Message the host with any questions and book today.

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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, 154 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.

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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, 144 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)

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Guest favourite
A spacious living area features two leather sofas arranged for relaxation, with hardwood flooring enhancing the open space. Natural light fills the room through large windows, and a ceiling fan adds comfort. A staircase leads to an upper level, connecting to a kitchen visible in the background.
Cabin in Mifflinburg
4.91 out of 5 average rating, 127 reviews

Cozy Cabin Corner

Come enjoy cabin life. This 4 seasonal cabin is the perfect spot to get away and unplug and enjoy nature. While your here you just might see deer, turkey or even catch a glimpse of a bear. Cozy cabin corner has a fully equipped kitchen, 2 bedrooms, cozy living room, fast Wifi, and large deck for outside sitting. This secluded little spot is nestled back a long dirt lane, just one hour from Penn State University, 10 minutes from R.B. Winter state park, and 15 minutes from down town Lewisburg.

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Guest favourite
A rustic wooden swing is suspended between two trees, facing a calm stream. The swing features comfortable cushions. Surrounding the area, trees display autumn colors, enhancing the tranquil outdoor setting by the water.
Home in Mifflinburg
4.93 out of 5 average rating, 418 reviews

Creek Valley Cove

Enjoy an open concept newly furnished stream front rental on Penn’s Creek. This is a private country getaway to enjoy the outdoors or just relax. You can bring your kayaks and launch just steps from the house. Stay nice and warm by cozing up to the outside fire pit or enjoy the deck with a glass of wine by the fire table overlooking the water. Inside you can be pampered by the master bathroom’s whirlpool and enjoy the lavishing bedding that will make everything better. PLEASE NO FIREWORKS!

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Guest favourite
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
4.95 out of 5 average rating, 165 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!

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Top Guest favourite
A spacious outdoor area is featured beneath a large deck. The space includes a picnic table, several rocking chairs, and a swing, all set on a patch of green grass. The decorative string lights add a warm touch to the covered patio.
Apartment in Middleburg
4.98 out of 5 average rating, 198 reviews

Large Apartment in Basement

We would love to be your host and like meeting new people , we do respect your privacy . We generally greet our guests upon arrival ! Our home is "your home away from home" We are about a 20 minute drive to Selinsgrove where Susquehanna University calls it home. Downtown Selinsgrove has a variety of restaurants and shops . Also about 10 minutes away is the town of Mifflinburg which is home to the Mifflinburg Buggy Museum . Penn View Bible Institute is less then 5 minutes away .

ValueFamilyComfort

Top Guest favourite
The cabin's exterior features a welcoming front porch illuminated by warm lights, creating a cozy ambiance at dusk. Rocking chairs are arranged on the porch, offering a comfortable seating area. Stairs lead down from the porch to the gently sloped lawn, enhancing the outdoor space.
Cabin in Richfield
4.92 out of 5 average rating, 265 reviews

Hidden Pines Cabin in the Woods | Newly Renovated

This renovated cabin is perfect for a weekend getaway. Located on the beautiful Shade Mountain, it is a great spot to relax and unwind. Great for the family. Beds are two double beds, 1 single bed, a futon in our sitting room that sleeps 1 person. The cabin has running water, an indoor bathroom that includes a flush toilet, sink and a shower designed for shorten showers. A modernized kitchen has basic cooking accessories to prepare meals as well a coffee bar.

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Top Guest favourite
The GeoDome is showcased from an exterior angle, highlighting its unique geodesic structure. Large clear panels reveal a cozy interior with a spacious bed and wooden flooring. The surrounding grassy area and evening sky suggest a serene outdoor setting.
Dome in Millerstown
4.94 out of 5 average rating, 237 reviews

GeoDome in the Country

This unique GeoDome is perfect for a cozy stay with your favorite person or as a relaxing getaway by yourself. Located in the peaceful countryside on the farm estate of The Homestead on Peanut Road. Few neighbors and an open sky create a perfect environment for star-gazing on clear evenings. Our dome is located on the edge of our family farm property across from the main Farm House. Enjoy an evening fire at the fire pit located just beside the GeoDome.

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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, 227 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

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Top Guest favourite
Tiny home in Selinsgrove
4.96 out of 5 average rating, 189 reviews

The Gingerbread House a romantic couples getaway🍾

The Gingerbread house No chores..lock n go There is a private deck overlooking the property,with a poly glider. A fire pit on its own terrace. Perfect to enjoy,nature..relaxation. The Gingerbread house is a tiny home with everything you you would ever need for your stay. Stay solo Or Perfect for friend or families that rents The Fisherman’s Paradise to make memories! Cook,kayak,play,enjoy fire pits but separate sleeping for your privacy.

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Popular amenities for Kissimmee holiday rentals