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Rosebud Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Rosebud vacation rentals

Terrace/patio

1. Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (56 reviews)
"It was a perfect restful stay!"
United States
Sheryl R.
$104 nightly
The price is $158
Aug 30 - Aug 31
Total with taxes and fees
Lake Cabin near the Bourbeuse River
Living area

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
Aug 26 - Aug 27
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Exterior

3. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.2 out of 10, Wonderful, (5 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
$165 nightly
The price is $175
Sep 8 - Sep 9
Total with taxes and fees
Cozy Cabin in the woods near charming Hermann
Terrace/patio

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
Aug 26 - Aug 27
Total with taxes and fees
#1 Cabin at Red Oak Valley
Exterior

5. 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
$251 nightly
The price is $264
Aug 26 - Aug 27
Total with taxes and fees
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
Living area

6. 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, (28 reviews)
"Very cozy and comfortably stay."
United States
Kyle C.
$166 nightly
The price is $177
Sep 8 - Sep 9
Total with taxes and fees
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Living area

7. 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
Aug 26 - Aug 27
Total with taxes and fees
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Property grounds

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

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
$59 nightly
The price is $62
Aug 26 - Aug 27
Total with taxes and fees
Primitive Campsites with water spigot, toilets, and wifi!
Property grounds

9. 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, (34 reviews)
"Cabin and property are great. Owners keep everything top notch. Bed was not so great."
United States
Joel
$145 nightly
The price is $154
Aug 31 - Sep 1
Total with taxes and fees
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Property grounds

10. Get Back to Nature at Three Pine Cabin

Get Back to Nature at Three Pine Cabin
Cuba
9.8 out of 10, Exceptional, (320 reviews)
"The cabin was perfect peaceful andjust perfect."
United States
Bryan B.
$187 nightly
The price is $199
Sep 8 - Sep 9
Total with taxes and fees
Get Back to Nature at Three Pine Cabin
Living area

11. 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.
$212 nightly
The price is $231
Aug 26 - Aug 27
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
Property grounds

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

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
$109 nightly
The price is $116
Aug 26 - Aug 27
Total with taxes and fees
Primitive Campsites with water spigot, toilets, and wifi!
Terrace/patio

13. Fire Pit, 10 private Acres | Pets Welcome

Fire Pit, 10 private Acres | Pets Welcome
Bourbon
10.0 out of 10, Exceptional, (45 reviews)
"Amazing cabin! Our family had a wonderful time. "
United States
Grace S.
$384 nightly
The price is $410
Sep 22 - Sep 23
Total with taxes and fees
Fire Pit, 10 private Acres | Pets Welcome
Outdoor dining

14. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (135 reviews)
"Everything was wonderful! It was a great room, a beautiful view from the terrace and a great breakfast."
United States
Kristin V.
$149 nightly
The price is $162
Aug 31 - Sep 1
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast
Property grounds

15. Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook

Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Hermann
10.0 out of 10, Exceptional, (6 reviews)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
$257 nightly
The price is $269
Aug 26 - Aug 27
Total with taxes and fees
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Room

16. Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
$152 nightly
The price is $152
Sep 3 - Sep 4
Total with taxes and fees
Rustic Cabin Rental near Meramec State Park, Missouri
Private kitchen

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.
$150 nightly
The price is $163
Aug 27 - Aug 28
Total with taxes and fees
Cozy 2-bedroom house in Cuba, MO.
Living area

18. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.6 out of 10, Exceptional, (14 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
$263 nightly
The price is $297
Aug 26 - Aug 27
Total with taxes and fees
Charming 2-bedroom house in fabulous downtown Hermann
Dining

19. Wine Alley East suite

Wine Alley East suite
Hermann
9.4 out of 10, Exceptional, (85 reviews)
"Host was great. Easy checkin and checkout. Great location to ride trolley to wineries and then walk Hermann at night."
United States
Sandy H.
$200 nightly
The price is $217
Aug 26 - Aug 27
Total with taxes and fees
Wine Alley East suite
Interior

20. Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (57 reviews)
"Nice location, tan out of hot water, but nice clean!! "
United States
Melissa B.
$198 nightly
The price is $215
Aug 26 - Aug 27
Total with taxes and fees
Wine Alley West 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 Rosebud Hotel Reviews

Pinemark Inn & Suites

Pinemark Inn & Suites

8/10 Good
"Breakfast was very nice. Appreciated all the outdoor seating with the exception of a gentleman sitting close to the lobby entrance smoking. I was on second level and had to move to a different spot to escape smoke odor. Assigned a second level room when checking in and inquired about an elevator. The youth who checked us in just looked at us and said there wasn’t one. It was a last minute, rushed and unplanned trip so I must have overlooked that fact when booking online. We can do stairs but not easily for seniors carrying bags. We made it slowly up the stairs with belongings in tow only to discover there was a drive to an upper parking lot. Really? The kids couldn’t mention that to us? There was an older lady at the desk when we were checking in and she didn’t pipe up and tell us that either. The bathroom needed a little more elbow grease…dirty build up in corners, long dark hair left in tub. They need to install grab bars. The toilet is so low that anyone with bad knees will find it difficult without a grab bar which was our situation. Other than what I mentioned it is a decent place for a fair price. We felt perfectly safe at this property while taking a stroll outside after dark."
Cheryl 1-night trip
Posted 8 hours ago
Pinemark Inn & 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 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 Jesse James Wax Museum, Meramec Caverns, and Adam Puchta & Son Winery. Bommarito Estate Almond Tree 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.