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Rosebud Vacation Rentals

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Our top choices for Rosebud vacation rentals

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (52 reviews)
"Amazing experience, it was our second time, we will stay again."
United States
Brittany T.
The price is CA $147
CA $224 total
includes taxes & fees
Jun 24 - Jun 25
Lake Cabin near the Bourbeuse River

Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (4 reviews)
"Very secluded and cozy. Perfect for a couples getaway "
United States
Jeremy R.
The price is CA $144
CA $243 total
includes taxes & fees
Jul 6 - Jul 7
Cozy Cabin in the woods near charming Hermann

Get Back to Nature at Three Pine Cabin

Get Back to Nature at Three Pine Cabin
Cuba
9.8 out of 10, Exceptional, (307 reviews)
"Sheila was an amazing host, and the cabin was absolutely beautiful. "
United States
Kirsten A.
The price is CA $184
CA $308 total
includes taxes & fees
Jul 5 - Jul 6
Get Back to Nature at Three Pine Cabin

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Bourbon
9.8 out of 10, Exceptional, (27 reviews)
"our workers enjoyed their stay "
United States
Chris P.
The price is CA $138
CA $253 total
includes taxes & fees
Jul 6 - Jul 7
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Cuba
10.0 out of 10, Exceptional, (29 reviews)
"This was a nice refuge from the busy weekend of rally racing. The location has a remote cabin feel and yet still feels like home. "
United States
Michael M.
The price is CA $112
CA $217 total
includes taxes & fees
Jun 29 - Jun 30
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (48 reviews)
"This was such a cozy and comfortable property. The host provided everything we needed and she was so welcoming. We will stay here again!"
United States
Angela S.
The price is CA $102
CA $229 total
includes taxes & fees
Jun 29 - Jun 30
TJ’s Country Getaway- Dog Friendly

Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Log Cabin on 10 Acres | Fire Pit & Pets Welcome
Bourbon
10.0 out of 10, Exceptional, (42 reviews)
"Perfect communication before we arrived and Perfect communication while we were there. So clean and organize.Perfect for our family "
United States
Jesse B.
The price is CA $231
CA $597 total
includes taxes & fees
Jul 14 - Jul 15
Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
The price is CA $185
CA $213 total
includes taxes & fees
Jun 29 - Jun 30
Rustic Cabin Rental near Meramec State Park, Missouri

Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
10.0 out of 10, Exceptional, (5 reviews)
"Absolutely recommend 👌 "
United States
Melisa
The price is CA $144
CA $202 total
includes taxes & fees
Jul 6 - Jul 7
Cozy 2-bedroom house in Cuba, MO.

Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating

Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating
Steelville
10.0 out of 10, Exceptional, (7 reviews)
"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.
The price is CA $241
CA $291 total
includes taxes & fees
Jul 12 - Jul 13
Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Bourbon
10.0 out of 10, Exceptional, (2 reviews)
"This was just a beautiful property. Very, very peaceful and exactly what I needed. The bed was super-comfortable and the host very responsive. I would definitely stay here again if in the area."
United States
Jennifer
The price is CA $169
CA $508 total
includes taxes & fees
Jun 24 - Jun 25
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Escape to PARADISE on 10 sprawling acres in which to do anything you please!
Leasburg
9.6 out of 10, Exceptional, (41 reviews)
"The cabin was large and very conformable. We had to remove all the air freshness as the smell was overpowering for us. The kitchen was well equipped for all our needs. The beds were very comfortable. If the weather had been nicer we would have enjoyed making a fire. The outside back deck needed some repair. The owners were friendly and make us feel welcome. We attended a wedding 15 minutes away."
United States
Donna
The price is CA $453
CA $634 total
includes taxes & fees
Jul 5 - Jul 6
Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (54 reviews)
"Close to everything downtown. Reasonable price. We were gone most of the time so we just needed a place to sleep. Parking was a slight issue as there were 4 cars crammed into a steep lot with uneven ground. It met our needs and we would like to return."
United States
Steven
The price is CA $205
CA $305 total
includes taxes & fees
Jun 24 - Jun 25
Wine Alley West Suite

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (126 reviews)
"Renee was an excellent host. The hot morning breakfasts were delicious. The property was quiet and just a short walk from downtown Hermann."
United States
Dala
The price is CA $140
CA $229 total
includes taxes & fees
Jun 24 - Jun 25
Gipfel Suite - Himmel Haus Bed & Breakfast

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is CA $55
CA $164 total
includes taxes & fees
Jun 24 - Jun 25
Primitive Campsites with water spigot, toilets, and wifi!

#1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous"
United States
Moira M.
The price is CA $255
CA $304 total
includes taxes & fees
Jun 25 - Jun 26
#1 Cabin at Red Oak Valley

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
8.0 out of 10, Very good, (5 reviews)
"Perfect fit for our family. Location was great to visit family that lives locally. Had all the essentials we needed for our stay. Within walking distance to restaurants, we had brunch at First Street Eats and the food was delicious at a great price. Host was great with communication, if we had any issues she answered quickly. Would definitely stay again when coming to owensville."
United States
Teresa
The price is CA $170
CA $295 total
includes taxes & fees
Jun 24 - Jun 25
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (54 reviews)
"Great area, close to everything. House was perfect"
United States
ELIZABETH K.
The price is CA $212
CA $403 total
includes taxes & fees
Jul 5 - Jul 6
Ash Creek Suite - In Downtown Historic Hermann

Back Door Guest Suite, Zia My Retreat

Back Door Guest Suite, Zia My Retreat
New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
The price is CA $191
CA $324 total
includes taxes & fees
Jul 6 - Jul 7
Back Door Guest Suite, Zia My Retreat

Whispering Pines Group cabin rental near Meramec River

Whispering Pines Group cabin rental near Meramec River
Leasburg
10.0 out of 10, Exceptional, (7 reviews)
"Everything about this property is wonderful—the location, the facilities, the management. Thanks for a great weekend, we look forward to returning!"
United States
Jackie K.
The price is CA $430
CA $694 total
includes taxes & fees
Jun 28 - Jun 29
Whispering Pines Group cabin rental near Meramec River
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Rosebud. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Cozy Riverview Cottage. 5 minute walk to downtown: Visitors like this Rosebud vacation home rental. It is equipped with a patio, air-conditioning, and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Martin Brothers Winery, Meramec Caverns, and Adam Puchta & Son Winery. Cedar Creek Golf Course and Riverside Reptile Ranch 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.