Rosebud Vacation Rentals

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Our top choices for Rosebud vacation rentals

10.0 out of 10, Exceptional, (47 reviews)
"Wonderful property, clean and very quiet!"
United States
Lindsay J.
$154 nightly
The price is $164
Mar 21 - Mar 22
Total with taxes and fees
TJ’s Country Getaway- Dog Friendly
10.0 out of 10, Exceptional, (43 reviews)
"Beautifully relaxing cabin! Can’t wait to stay again and explore more of the area. Perfect get-away!"
United States
Carrie K.
$149 nightly
The price is $158
Mar 15 - Mar 16
Total with taxes and fees
Lake Cabin near the Bourbeuse River
9.8 out of 10, Exceptional, (26 reviews)
"our workers enjoyed their stay "
United States
Chris P.
$132 nightly
The price is $141
Mar 14 - Mar 15
Total with taxes and fees
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
10.0 out of 10, Exceptional, (24 reviews)
"Cabin was cozy, comfortable and very clean."
United States
Daniel T.
$144 nightly
The price is $153
Mar 15 - Mar 16
Total with taxes and fees
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
9.2 out of 10, Wonderful, (40 reviews)
"We loved the cabin! It was quiet and charming. It had most everything we needed."
United States
Melissa E.
$277 nightly
The price is $295
Mar 15 - Mar 16
Total with taxes and fees
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres
$318 nightly
The price is $340
Mar 24 - Mar 25
Total with taxes and fees
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful cabin and well appointed "
United States
Christopher F.
$391 nightly
The price is $418
Apr 1 - Apr 2
Total with taxes and fees
Spring Break Escape | Log Cabin on 10 Acres | Fire Pit & Pets Welcome
$153 nightly
The price is $153
Mar 16 - Mar 17
Total with taxes and fees
Rustic Cabin Rental with a Wood-Burning Stove near Meramec State Park, Missouri

Vacation Home in Canaan Township

Tiny Home A at Red Oak Valley
$200 nightly
The price is $211
Mar 14 - Mar 15
Total with taxes and fees
Tiny Home A at Red Oak Valley
10.0 out of 10, Exceptional, (118 reviews)
"Everything went smoothly. Room was very nice and as described. Host was great and breakfast was delicious. "
United States
Mark S.
$149 nightly
The price is $162
Mar 23 - Mar 24
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (6 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
$205 nightly
The price is $224
Mar 14 - Mar 15
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
$59 nightly
The price is $62
Mar 14 - Mar 15
Total with taxes and fees
Primitive Campsites with water spigot, toilets, and wifi!
9.4 out of 10, Exceptional, (52 reviews)
"Such a great place to stay! "
United States
Anonymous traveler
$223 nightly
The price is $252
Mar 15 - Mar 16
Total with taxes and fees
Ash Creek Suite - In Downtown Historic Hermann
10.0 out of 10, Exceptional, (6 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
$235 nightly
The price is $266
Mar 16 - Mar 17
Total with taxes and fees
Charming 2-bedroom house in fabulous downtown Hermann
$353 nightly
The price is $373
Mar 15 - Mar 16
Total with taxes and fees
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
10.0 out of 10, Exceptional, (1 review)
"We had a great stay! The cabin was very clean and comfortable. The setting was quiet and private but still close to town. The hosts were welcoming and quick to respond to our questions."
United States
Theresa S.
$155 nightly
The price is $165
Mar 17 - Mar 18
Total with taxes and fees
NEW BUILD Enjoy Nature in this Private Cabin with Modern Amenities
10.0 out of 10, Exceptional, (56 reviews)
"Great location, comfortable room, quiet at night. Live music and patios nearby."
United States
Laura L.
$182 nightly
The price is $206
Mar 15 - Mar 16
Total with taxes and fees
The Monet Suite is one of our four rooms.
9.6 out of 10, Exceptional, (9 reviews)
"Nice place to stay, super clean and cute! "
United States
Amanda E.
$197 nightly
The price is $209
Apr 1 - Apr 2
Total with taxes and fees
Glamping with gorgeous sunset views, trolley to all wineries

Apartment in Hermann

Wine Alley West Suite
9.0 out of 10, Wonderful, (47 reviews)
"The VRBO was clean and very warming! We had a great time! "
United States
Amy R.
$200 nightly
The price is $217
Mar 15 - Mar 16
Total with taxes and fees
Wine Alley West Suite
$195 nightly
The price is $210
Mar 14 - Mar 15
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
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 Rosebud Hotel Reviews

Find out more about Rosebud

Everything you need to know about Rosebud vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rosebud vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Rosebud vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rosebud vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rosebud rentals

At Expedia, we put the best Rosebud vacation 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 Rosebud 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 Rosebud vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rosebud. 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

Can I find vacation rentals in Rosebud?

Yes, we offer vacation rentals close to the most popular points of interest in Rosebud, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Rosebud has to offer?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : Visitors like this Rosebud vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Riverside Reptile Ranch, Meramec Caverns, and Adam Puchta & Son Winery. Wenwood Farm Winery and St. Jordan Creek Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Rosebud like?

A vacation rental is a private property where you can stay for a long or short time in Rosebud. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family getaway.