Compare Osceola Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Osceola

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Vandalia MI
$204 nightly
The price is $211 total per night
$211 total
Nov 18 - Nov 19
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Diamond Lake Island Cabin

Diamond Lake Island Cabin

Cassopolis MI
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Charming 2-bedroom cottage "on Simonton Lake" in Elkhart, IN with WiFi and A/C

Charming 2-bedroom cottage "on Simonton Lake" in Elkhart, IN with WiFi and A/C

Elkhart IN
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Charming 2-bedroom cottage in Buchanan with AC, WiFi, Centrally located!

Charming 2-bedroom cottage in Buchanan with AC, WiFi, Centrally located!

Buchanan MI
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

Edwardsburg MI
At this cottage, guests have access to laundry facilities, local meal delivery service, and barbecue grills. Staff members can answer questions about accommodations, and also provide concierge services. Additional amenities include a water dispenser and a garden.
Kitchen
Washer
Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private

Bristol IN
$407 nightly
The price is $436 total per night
$436 total
Nov 16 - Nov 17
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This golf cottage also has barbecue grills.
Kitchen
Washer
River Retreat W/ HOT TUB/ Game room

River Retreat W/ HOT TUB/ Game room

Bristol IN
$817 nightly
The price is $874 total per night
$874 total
Nov 21 - Nov 22
Total with taxes and fees
This cottage features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Hot Tub
Kitchen
Charming Lakefront Cottage

Charming Lakefront Cottage

Vandalia MI
At this cottage, guests have access to free WiFi in public areas, a hot tub, and laundry facilities. Other amenities at this beach cottage include barbecue grills and a garden.
Hot Tub
Kitchen
Riverside Niles Retreat w/ Fire Pit & Grill!

Riverside Niles Retreat w/ Fire Pit & Grill!

3 out of 5
Niles MI
Guests of this cottage have access to free WiFi in public areas. Free offsite parking is available if you drive.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Osceola
View all properties
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.

Hotel Options in Osceola

    Four Winds Casino South Bend

    Four Winds Casino South Bend

    3000 Prairie Ave South Bend IN
    $109 nightly
    The price is $124 total per night from Nov 15 to Nov 16
    $124 total
    Nov 15 - Nov 16
    Total with taxes and fees
    The Inn at Saint Mary's

    The Inn at Saint Mary's

    53993 Indiana State Route 933 South Bend IN
    $125 nightly
    The price is $144 total per night from Dec 7 to Dec 8
    $144 total
    Dec 7 - Dec 8
    Total with taxes and fees
    9.4/10 Exceptional! (1,395 reviews)
    Morris Inn

    Morris Inn

    1399 Notre Dame Avenue South Bend IN
    $159 nightly
    The price is $182 total per night from Nov 29 to Nov 30
    $182 total
    Nov 29 - Nov 30
    Total with taxes and fees
    9.8/10 Exceptional! (1,006 reviews)

Cottages

Book a cottage in Osceola
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Osceola. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Osceola better.

Cottage apartments in Osceola range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Osceola
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Osceola and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Osceola cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Osceola. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Osceola Cottages essential information

Accommodation
66 Cottages
Lowest Price
$124
Highest Price
$874
Popular accommodation
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife, Diamond Lake Island Cabin , Charming 2-bedroom cottage "on Simonton Lake" in Elkhart, IN with WiFi and A/C, Charming 2-bedroom cottage in Buchanan with AC, WiFi, Centrally located!, Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND, Arrowhead Riverfront! Beautiful, Peaceful, Private, River Retreat W/ HOT TUB/ Game room, Charming Lakefront Cottage, Riverside Niles Retreat w/ Fire Pit & Grill!