Osceola Holiday Rentals

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Holiday Rentals in Osceola

Stunning Mtn Views: Middlebury Center Retreat!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The cabin was extremely clean and tidy. Very accommodating! "
Stunning Mtn Views: Middlebury Center Retreat!

Pine Creek Treehouse

9.8 out of 10, Exceptional, (206)
"Cozy relaxing weekend "
Pine Creek Treehouse

PA Grand Canyon cozy mountain retreat on 35 private acres

9.4 out of 10, Exceptional, (148)
"Good for an overnight stay "
The price is NZ$490
includes taxes & fees
1 July - 2 July
PA Grand Canyon cozy mountain retreat on 35 private acres

5 min to the Corning Museum of Glass! Family-sized Duplex w/ pool table & patio

9.4 out of 10, Exceptional, (47)
"Property was extremely clean and an excellent value for the price!"
The price is NZ$456
includes taxes & fees
7 July - 8 July
5 min to the Corning Museum of Glass! Family-sized Duplex w/ pool table & patio

Country cabin for two near Pine Creek within minutes to area attractions!

9.8 out of 10, Exceptional, (18)
"Very clean, quiet and relaxing, cozy."
Country cabin for two near Pine Creek within minutes to area attractions!

A-frame between State Route 6 and Pine Creek; 1 mile east of Gaines.

9.6 out of 10, Exceptional, (257)
"The A-frame was very clean and very quite. Very peaceful place to stay and relax. There was a couple of restaurants that was closed by and had good food. I highly recommend it and we would definitely come back."
A-frame between State Route 6 and Pine Creek; 1 mile east of Gaines.

UNFORGETTABLE TIMES...500+ ACRES, 3/4 MILE ON PINE CREEK!

9.6 out of 10, Exceptional, (194)
"The stay was spectacular and the immersion into the wildlife was stunning. The rustic and clean house was always comforting and a joy to stay in. Centrally located in the area's attractions made it easy to enjoy all the area has to offer."
The price is NZ$1,343
includes taxes & fees
1 July - 2 July
UNFORGETTABLE TIMES...500+ ACRES, 3/4 MILE ON PINE CREEK!

Charming Hideaway suite in the heart of the PA Grand Canyon with AC, WiFi

9.2 out of 10, Wonderful, (9)
"Our stay was comfortable, check in/out was easy. The place was nice and clean. Would definitely recommend and stay again"
The price is NZ$237
includes taxes & fees
1 July - 2 July
Charming Hideaway suite in the heart of the PA Grand Canyon with AC, WiFi

Cozy cabin on 4 wheeler road Close to Cherry Springs and Pa Grand Canyon

9.8 out of 10, Exceptional, (12)
"My husband and I loved our get away to this cabin! Owners left a treat which was very special and were very communicative. Cabin is cozy and comfortable. "
Cozy cabin on 4 wheeler road Close to Cherry Springs and Pa Grand Canyon

Brand-New House On Lake With Tons of Privacy

9.4 out of 10, Exceptional, (28)
"The property was clean, new, with very good appliances and well stocked kitchen for visitors. The view was beautiful. All gentlemen in our group love the smart TV, lots of channels to watch. "
Brand-New House On Lake With Tons of Privacy

Quaint & Cozy Guest House on Main St., park & walk downtown, Wi-Fi available.

10.0 out of 10, Exceptional, (87)
"We really enjoyed this property. It was perfect for our family. Clean, cozy and nicely decorated."
The price is NZ$334
includes taxes & fees
1 July - 2 July
Quaint & Cozy Guest House on Main St., park & walk downtown, Wi-Fi available.

Live the Lake Life In A Brand-New House

9.6 out of 10, Exceptional, (27)
"My family and I stayed for only a few days but the views were so beautiful and we enjoyed it!"
Live the Lake Life In A Brand-New House

Route 6 Campground presents: Tiny home | One Bedroom with loft

2.0 star property
9.6 out of 10, Exceptional, (7)
"Awesome place. Very clean. Highly recommended!"
The price is NZ$351
includes taxes & fees
21 July - 22 July
Route 6 Campground presents: Tiny home | One Bedroom with loft

The Cabin Getaway

9.6 out of 10, Exceptional, (64)
"Hot tub, fire pits, downstairs is all open to the gorgeous surroundings, beautiful natural staircase. They are working to get it ready for their busy season. We came a little too early in the year to appreciate everything available."
The price is NZ$595
includes taxes & fees
7 July - 8 July
The Cabin Getaway

Spacious Retreat Near Market Street!"

9.0 out of 10, Wonderful, (23)
"Although clearly an older home, the property was clean and with appropriate updates. Bathroom was a tad compact, but the bed more than made up for it. Location was perfect."
The price is NZ$583
includes taxes & fees
8 July - 9 July
Spacious Retreat Near Market Street!"

Beautiful Log Cottage Located Along Pine Creek

9.8 out of 10, Exceptional, (227)
"Cozy ,clean and well stocked cottage "
Beautiful Log Cottage Located Along Pine Creek

WEEKLY DISCOUNTS AVAILABLE!

10.0 out of 10, Exceptional, (95)
"The house was great and the location was beautiful."
The price is NZ$677
includes taxes & fees
15 July - 16 July
WEEKLY DISCOUNTS AVAILABLE!

Paradise Ridge with beautiful Pine Creek view!!!

9.8 out of 10, Exceptional, (147)
"Truly enjoyed out stay here. Good communication with host. Very nice place."
Paradise Ridge with beautiful Pine Creek view!!!

3 BR Black Bear Lodge on Pine Creek w/ Hot Tub

10.0 out of 10, Exceptional, (28)
"We loved our stay here, the place was in a good location, had a huge yard, very scenic. It’s our first time in the area but I do recommend this place."
3 BR Black Bear Lodge on Pine Creek w/ Hot Tub

Coyote Cabin on Pristine Pine Creek!

9.8 out of 10, Exceptional, (63)
"The cabin was spotless and had everything we needed. It was very close to many restaurants and activities. We really enjoyed staying there. "
Coyote Cabin on Pristine Pine Creek!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Osceola?

Yes, there are holiday rentals close to the most popular sights in Osceola, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osceola has to offer?

Pine Creek Treehouse: This holiday home rental outside of Osceola offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Osceola?

Explore the area and family-friendly sights such as Spencer Crest Nature Center, or get out into nature at a spot like First Responders Honor Park. Pinnacle State Park and Indian Hills State Golf Course are a couple of places you'll find in the wider area.

What are holiday rentals like in Osceola?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osceola. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip.