Rosebud Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Rosebud holiday 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, (60 reviews)
"Everything was absolutely perfect."
United States
Glenda
The price is AU$229
includes taxes & fees
15 Nov - 16 Nov
Lake Cabin near the Bourbeuse River
A small wooden cabin with a porch and a staircase leading to the entrance.

2. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (9 reviews)
"I had a really good stay. Though I would consider this more of a hunting camp. It was really peaceful and the stars were awesome at night!"
United States
Justen
The price is AU$237
includes taxes & fees
15 Nov - 16 Nov
Cozy Cabin in the woods near charming Hermann
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

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

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
9.0 out of 10, Wonderful, (9 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
The price is AU$219
includes taxes & fees
15 Nov - 16 Nov
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
A living room with a fireplace, green armchairs, a wooden coffee table, and a white refrigerator.

4. 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.
The price is AU$254
includes taxes & fees
21 Nov - 22 Nov
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

5. 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.
The price is AU$502
includes taxes & fees
15 Nov - 16 Nov
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A mobile home with a patio area, outdoor seating, and potted plants.

6. #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 AU$302
includes taxes & fees
19 Nov - 20 Nov
#1 Cabin at Red Oak Valley
A wooden bench with a cushion labeled "Relax" on a porch overlooking a forest.

7. 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, (42 reviews)
"A very relaxing atmosphere in the country but with all of the comforts a person could want. Close to town yet remote in the woods. It was the perfect location to relax. Would definitely stay here again."
United States
Phillip B.
The price is AU$216
includes taxes & fees
16 Nov - 17 Nov
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
A welcome sign for RGM Farms with a quote and a biblical reference.

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

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is AU$159
includes taxes & fees
14 Nov - 15 Nov
Primitive Campsites with water spigot, toilets, and wifi!
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

9. The Cottage

The Cottage
2.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"Our host mentioned he does not receive messages from Expedia postings. So if you are not receiving check-in information, you might want to find another way to contact them. The property is lovely. The Treehouse was perfect for my granddaughter and me."
United States
Linda
The price is AU$455
includes taxes & fees
23 Nov - 24 Nov
The Cottage
A spacious living area with a ceiling fan, a kitchen with wooden cabinets, and a bar area.

10. 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
The price is AU$369
includes taxes & fees
16 Nov - 17 Nov
Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
Exterior

11. 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
8.0 out of 10, Very good, (1 review)
"Definitely a nice place. It's a little far from everything but that is on me. I didn't research enough. I would only suggest a lower bed and a hook on the outside of the shower. There is nowhere to hang your towel for easy access after your shower. Additionally, I would have the floors mopped before the next tenant is to stay. It was perfect for what we needed it for."
United States
Tina P.
The price is AU$405
includes taxes & fees
14 Nov - 15 Nov
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

12. Back Door Guest Suite, Zia My Retreat

Back Door Guest Suite, Zia My Retreat
New Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
The price is AU$323
includes taxes & fees
16 Nov - 17 Nov
Back Door Guest Suite, Zia My Retreat
A kitchen with white cabinets, a dishwasher, and a countertop with various items.

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

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.6 out of 10, Exceptional, (9 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is AU$205
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom house in Cuba, MO.
Outdoor dining

14. Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
The price is AU$258
includes taxes & fees
29 Nov - 30 Nov
Rustic Cabin Rental near Meramec State Park, Missouri
A two-story brick house with a porch decorated with Christmas lights and wreaths.

15. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
The price is AU$268
includes taxes & fees
24 Nov - 25 Nov
Zinfandel Room - Old Vine
A wooden staircase leading to a modern building with large windows, surrounded by trees and gravel.

16. 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, (9 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
The price is AU$370
includes taxes & fees
17 Nov - 18 Nov
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
A compact kitchen with a wooden countertop and stools, a dark sofa, and two armchairs in a living area with hardwood flooring.

17. Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (61 reviews)
"Good location with an easy walk to downtown shops. Communication and flexibility on checking in was very good and much appreciated. Apartment worked out great for my trip thru Herman."
United States
Clyde O.
The price is AU$304
includes taxes & fees
15 Nov - 16 Nov
Wine Alley West Suite
A log cabin with a wooden deck, wicker chairs, and a covered porch.

18. Fire Pit, 10 private Acres | Pets Welcome

Fire Pit, 10 private Acres | Pets Welcome
Bourbon
10.0 out of 10, Exceptional, (45 reviews)
"Amazing place to just pause and find some peace."
United States
Connie J.
The price is AU$634
includes taxes & fees
9 Dec - 10 Dec
Fire Pit, 10 private Acres | Pets Welcome
A kitchen with wooden cabinets, a refrigerator, a microwave, and a dining area with chairs.

19. Country Cabin with Jacuzzi Tub and Meramec River Access and Pets welcome!

Country Cabin with Jacuzzi Tub and Meramec River Access and Pets welcome!
Bourbon
9.6 out of 10, Exceptional, (24 reviews)
"Close to river and had all the amenities needed"
United States
Christopher W.
The price is AU$284
includes taxes & fees
7 Dec - 8 Dec
Country Cabin with Jacuzzi Tub and Meramec River Access and Pets welcome!
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

20. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is AU$246
includes taxes & fees
16 Nov - 17 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
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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Find holiday rentals that suit your style

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Find out more about Rosebud

Everything you need to know about Rosebud holiday rentals

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

Rosebud holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rosebud holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rosebud holiday rentals we have selected for you start as low as AU$80 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rosebud rentals

At Expedia, we put the best Rosebud holiday 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 holiday.

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 holiday rentals in Rosebud?

Yes, there are holiday rentals close to the most popular sights in Rosebud, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rosebud has to offer?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of Rosebud 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 wider area.

What’s a holiday rental in Rosebud like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rosebud. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.