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Rosebud Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Rosebud vacation rentals

A covered porch with wooden chairs and a small wooden table, a clock, and a view of a green landscape.

1. Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (58 reviews)
"It was a beautiful location that was quiet and very relaxing. It had all the amenities of a home. The perfect place to recharge for a while."
United States
Lynnette
$149 nightly
The price is $158
Oct 11 - Oct 12
Total with taxes and fees
Lake Cabin near the Bourbeuse River
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

2. Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
8.4 out of 10, Very good, (6 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
$145 nightly
The price is $157
Oct 11 - Oct 12
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
A small wooden cabin with a porch and a staircase leading to the entrance.

3. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.4 out of 10, Exceptional, (6 reviews)
"The host was very good with the explaining how to get to the property. They also helped us find a place to celebrate our 25th wedding anniversary! Highly recommended location!!!"
United States
Lana
$157 nightly
The price is $167
Oct 13 - Oct 14
Total with taxes and fees
Cozy Cabin in the woods near charming Hermann
A mobile home with a patio area, outdoor seating, and potted plants.

4. #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.
$200 nightly
The price is $211
Oct 12 - Oct 13
Total with taxes and fees
#1 Cabin at Red Oak Valley
A covered patio with string lights, a seating area, and a small table.

5. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (51 reviews)
"Best solo stay VRBO I've experienced. Quaint location; immaculately maintained/clean; bedding and bathroom accommodations excellent; any and everything needed in kitchenette; good wifi and tv; etc... Special place for dog lovers. Nice host!"
United States
Kelly S.
$155 nightly
The price is $165
Oct 26 - Oct 27
Total with taxes and fees
TJ’s Country Getaway- Dog Friendly
A room with a ceiling fan, a large window, a sofa, and a quilt.

6. Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other

Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
Canaan Township
$235 nightly
The price is $248
Oct 12 - Oct 13
Total with taxes and fees
Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
Exterior

7. Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri

Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
Canaan Township
$260 nightly
The price is $274
Oct 9 - Oct 10
Total with taxes and fees
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

8. 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, (4 reviews)
"Very charming lil cabin! It was perfect for a solo trip. I’d love to come back with my husband for a romantic weekend getaway."
United States
Wendy L.
$337 nightly
The price is $360
Oct 11 - Oct 12
Total with taxes and fees
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A living room with a fireplace, green armchairs, a wooden coffee table, and a white refrigerator.

9. 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, (29 reviews)
"Very cozy and comfortably stay."
United States
Kyle C.
$180 nightly
The price is $192
Oct 12 - Oct 13
Total with taxes and fees
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Private kitchen

10. The Cottage

The Cottage
2.0 star property
Hermann
$250 nightly
The price is $287
Oct 27 - Oct 28
Total with taxes and fees
The Cottage
A spacious room with a high ceiling, a ceiling fan, a bunk bed, a sliding door leading to a bathroom, and a patterned rug.

11. Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley
Canaan Township
$228 nightly
The price is $240
Oct 15 - Oct 16
Total with taxes and fees
Tiny Home A at Red Oak Valley
A room with a grey sofa, a grey armchair, a ceiling fan, and a large window.

12. Charming Cabin in the Woods - Peaceful Glamping Spot near Owensville, Missouri

Charming Cabin in the Woods - Peaceful Glamping Spot near Owensville, Missouri
Canaan Township
$247 nightly
The price is $261
Oct 15 - Oct 16
Total with taxes and fees
Charming Cabin in the Woods - Peaceful Glamping Spot near Owensville, Missouri
A deck with two metal chairs and a small table, surrounded by a metal railing, overlooking a grassy area with trees.

13. Charming Tiny House near Owensville, Missouri - Perfect for a Romantic Nature Escape

Charming Tiny House near Owensville, Missouri - Perfect for a Romantic Nature Escape
Canaan Township
$260 nightly
The price is $274
Oct 15 - Oct 16
Total with taxes and fees
Charming Tiny House near Owensville, Missouri - Perfect for a Romantic Nature Escape
A kitchen with wooden cabinets, a white refrigerator, a sink, a microwave, and a ceiling fan.

14. Cozy Secluded Cabin near Owensville, Missouri - Ideal for a Relaxing Glamping Getaway with Your Loved One

Cozy Secluded Cabin near Owensville, Missouri - Ideal for a Relaxing Glamping Getaway with Your Loved One
Canaan Township
$260 nightly
The price is $274
Oct 15 - Oct 16
Total with taxes and fees
Cozy Secluded Cabin near Owensville, Missouri - Ideal for a Relaxing Glamping Getaway with Your Loved One
A campsite with a fire pit surrounded by wooden benches, trees, and a logo for RGM Farms.

15. Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
$109 nightly
The price is $116
Oct 9 - Oct 10
Total with taxes and fees
Primitive Campsites with water spigot, toilets, and wifi!
A wooden bench with a cushion labeled "Relax" on a porch overlooking a forest.

16. 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, (38 reviews)
"The warm homemade bread was a nice touch. The property was easy to get to. Beautiful setting. The weather was perfect to enjoy a camp fire. Having coffee this morning the porch was wonderful"
United States
Shelly
$145 nightly
The price is $154
Oct 12 - Oct 13
Total with taxes and fees
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

17. Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (7 reviews)
"Nice spot by Route 66"
United States
Ann W.
$133 nightly
The price is $144
Oct 27 - Oct 28
Total with taxes and fees
Cozy 2-bedroom house in Cuba, MO.
Outdoor dining

18. Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
$157 nightly
The price is $157
Oct 28 - Oct 29
Total with taxes and fees
Rustic Cabin Rental near Meramec State Park, Missouri
Hallway to Living area

19. H&M Retreats Hermann, MO

H&M Retreats Hermann, MO
Boeuf Township
10.0 out of 10, Exceptional, (2 reviews)
"The lake was so beautiful and peaceful. We loved how we had it all to ourselves. The bunker house was perfect for our group to gather for meals. Wish we had more time to enjoy it."
United States
Cindy K.
$1,142 nightly
The price is $1,142
Oct 21 - Oct 22
Total with taxes and fees
H&M Retreats Hermann, MO
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

20. 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.
$210 nightly
The price is $229
Oct 12 - Oct 13
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
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

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"Our stay was amazing!! Our room was more than expected, so beautiful! We of course enjoyed the juccuzi tub, the staff was more than amazing! Breakfast was delicious! We can not wait to visit again"
Dawn 2-night trip
Posted 11 hours ago
Hermann Crown Suites

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 $162 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?

Cozy Riverview Cottage. 5 minute walk to downtown: Visitors like this Rosebud vacation home rental. It is equipped with a patio, air-conditioning, and a Smart TV 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 Meramec Caverns, Adam Puchta & Son Winery, and Bommarito Estate Almond Tree Winery. Martin Brothers Winery and Cedar Creek Golf Course 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.