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Osceola Holiday Rentals

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Our top choices for Osceola holiday rentals

Tug hill house. 1 mile from snow ridge!!

Tug hill house. 1 mile from snow ridge!!
Turin
9.4 out of 10, Exceptional, (9 reviews)
"We stayed for one night and enjoyed our stay. Very clean, cozy, and warm. Plenty of games available to pass the time. Owner was very easy to communicate with and answered any questions right away! Would stay again if in the area."
United States
Tammi S.
The price is NZ$546
includes taxes & fees
13 July - 14 July
Tug hill house. 1 mile from snow ridge!!

Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil!

Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil!
Redfield
9.8 out of 10, Exceptional, (124 reviews)
"Great stay"
United States
Yaritza R.
The price is NZ$324
includes taxes & fees
13 July - 14 July
Cozy cabin away from Hustle and Bustle - Woodsy, Peaceful, Tranquil!

The northern woods

The northern woods
Pulaski
10.0 out of 10, Exceptional, (17 reviews)
"Great stay! Stayed a few times and every time is great. "
United States
Taylor F.
The price is NZ$355
includes taxes & fees
13 July - 14 July
The northern woods

Escape to your cozy 2-bedroom camp near Oneida Lake.

Escape to your cozy 2-bedroom camp near Oneida Lake.
Camden
10.0 out of 10, Exceptional, (9 reviews)
The price is NZ$326
includes taxes & fees
4 Aug - 5 Aug
Escape to your cozy 2-bedroom camp near Oneida Lake.

New 4-bedroom cabin in Cleveland with a Hot tub

New 4-bedroom cabin in Cleveland with a Hot tub
Cleveland
9.8 out of 10, Exceptional, (11 reviews)
"Overall pretty good. Cute house. Clean."
United States
Jill B.
The price is NZ$904
includes taxes & fees
24 July - 25 July
New 4-bedroom cabin in Cleveland with a Hot tub

Cozy Camper near the DESIRED Sportsman's Pool!

Cozy Camper near the DESIRED Sportsman's Pool!
Pulaski
8.2 out of 10, Very good, (11 reviews)
"The place to be for salmon fishing. Great location and great price."
United States
ROBIN
The price is NZ$300
includes taxes & fees
13 July - 14 July
Cozy Camper near the DESIRED Sportsman's Pool!

Charming cabin in delightful Montague with WiFi, AC, and parking

Charming cabin in delightful Montague with WiFi, AC, and parking
Lowville
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay! The cabin was great and had everything we needed to make our weekend away enjoyable."
United States
Amanda P.
The price is NZ$659
includes taxes & fees
17 July - 18 July
Charming cabin in delightful Montague with WiFi, AC, and parking

Woof pack shack #1

Woof pack shack #1
West Leyden
10.0 out of 10, Exceptional, (1 review)
"Perfect location. Right on the snowmobile trail"
United States
Chris W.
The price is NZ$463
includes taxes & fees
13 July - 14 July
Woof pack shack #1

Cozy 4 person cabin with all amenities for a camp ground sportsman vacation

Cozy 4 person cabin with all amenities for a camp ground sportsman vacation
Parish
The price is NZ$309
includes taxes & fees
18 July - 19 July
Cozy 4 person cabin with all amenities for a camp ground sportsman vacation

#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway

#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway
Lacona
9.0 out of 10, Wonderful, (2 reviews)
"My husband and I had a lovely visit, and enjoyed our stay very much. The property is still under construction, so do expect some building noises during the daytime, but the accommodations were more than ample. The internet is a little slow, out in the boonies, but the TV works fine and the people on-site were very kind and accommodating."
United States
Carrie B.
The price is NZ$309
includes taxes & fees
13 July - 14 July
#5 - New built for 2 in 2025, Tug Hill C5a trail is 200 yards north of driveway

Charming 3BR Country Retreat on 5 Private Acres Near Williamstown

Charming 3BR Country Retreat on 5 Private Acres Near Williamstown
Williamstown
The price is NZ$789
includes taxes & fees
14 July - 15 July
Charming 3BR Country Retreat on 5 Private Acres Near Williamstown

Cozy 2-Person cabin in charming Parish with AC for relaxing stays

Cozy 2-Person cabin in charming Parish with AC for relaxing stays
Parish
10.0 out of 10, Exceptional, (2 reviews)
"The perfect stay in nature, as much modern comfort as you could need. The Cabins for both sleeping and the bathroom stay toasty even when it's freezing outside, and the eating area is well managed to minimize bugs. Kevin (the host), makes himself scarce retaining that sense of privacy. But don't let him, as he's excellent company and one of the most helpful people you'll ever meet. He has wonderful stories to tell and is a knowledgeable local guide. This is one of the few local places that allow...
United States
cdavis174
The price is NZ$233
includes taxes & fees
29 July - 30 July
Cozy 2-Person cabin in charming Parish with AC for relaxing stays

Private Lakefront Cabin - Kayaks · Dock · Pets OK

Private Lakefront Cabin - Kayaks · Dock · Pets OK
Altmar
10.0 out of 10, Exceptional, (35 reviews)
"House was very clean and exceptionally well supplied. All of us really enjoyed our stay. It was a wonderful experience."
United States
david b.
The price is NZ$1,046
includes taxes & fees
3 Aug - 4 Aug
Private Lakefront Cabin - Kayaks · Dock · Pets OK

Woofpackshack #4

Woofpackshack #4
West Leyden
The price is NZ$352
includes taxes & fees
20 July - 21 July
Woofpackshack #4

Delightful 1 Bedroom Glamping cabin in Camden awaits you - Shared Bathroom cabin

Delightful 1 Bedroom Glamping cabin in Camden awaits you - Shared Bathroom cabin
Camden
The price is NZ$235
includes taxes & fees
19 July - 20 July
Delightful 1 Bedroom Glamping cabin in Camden awaits you - Shared Bathroom cabin

Apple Blossom Suite

Apple Blossom Suite
Rome
The price is NZ$800
includes taxes & fees
13 July - 14 July
Apple Blossom Suite
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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Top Osceola Hotel Reviews

Find out more about Osceola

Everything you need to know about Osceola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola holiday rentals we have selected for you start as low as NZ$233 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osceola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there 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?

Quiet Country Log Home on three ponds. All we overlook is the scenery..: This holiday home rental outside of Osceola is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

What can I see and do in Osceola?

While you're exploring the area, Salmon River Falls and Salmon River Fish Hatchery are a couple of picturesque spots to get outside and enjoy nature. Constable Hall and Orwell Town Hall are a couple of places you'll find in the wider area.

What are holiday rentals like in Osceola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osceola. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.