Rosebud Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Rosebud holiday rentals

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful property, clean and very quiet!"
United States
Lindsay J.
The price is AU$206
includes taxes & fees
3 Mar - 4 Mar
TJ’s Country Getaway- Dog Friendly

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
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.
The price is AU$213
includes taxes & fees
4 Mar - 5 Mar
Lake Cabin near the Bourbeuse River

Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres
Steelville
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.
The price is AU$389
includes taxes & fees
19 Feb - 20 Feb
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley
Canaan Township
The price is AU$297
includes taxes & fees
19 Feb - 20 Feb
Tiny Home A at Red Oak Valley

Spacious Ozarks Family Home - Private Pool & Grill

Spacious Ozarks Family Home - Private Pool & Grill
3.0 star property
Bourbon
The price is AU$741
includes taxes & fees
19 Mar - 20 Mar
Spacious Ozarks Family Home - Private Pool & Grill

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

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Bourbon
The price is AU$465
includes taxes & fees
19 Feb - 20 Feb
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

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, (24 reviews)
"Cabin was cozy, comfortable and very clean."
United States
Daniel T.
The price is AU$205
includes taxes & fees
19 Feb - 20 Feb
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
Bourbon
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful cabin and well appointed "
United States
Christopher F.
The price is AU$596
includes taxes & fees
19 Feb - 20 Feb
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

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, (26 reviews)
"Cute quaint place, easily accessible to meremec caverns and state Park. Kitchen had everything needed and check in and out was simple. Will definitely stay here again "
United States
Sarah M.
The price is AU$196
includes taxes & fees
2 Mar - 3 Mar
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (36 reviews)
"Archie’s Place was great for a quick weekend in Hermann for Octoberfest. We were only 5-10 minutes from Hermann, and it was a nice, quiet place."
United States
Anonymous traveller
The price is AU$595
includes taxes & fees
25 Feb - 26 Feb
Archie’s House

Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake

Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
Saint Clair
The price is AU$512
includes taxes & fees
2 Mar - 3 Mar
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake

The Da Vinci Suite is one of our four rooms.

The Da Vinci Suite is one of our four rooms.
Hermann
9.8 out of 10, Exceptional, (54 reviews)
"Great location, cool place"
United States
Dave J.
The price is AU$289
includes taxes & fees
4 Mar - 5 Mar
The Da Vinci Suite is one of our four rooms.

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (45 reviews)
"Wonderful stay at the cutest little cottage in Herrmann! "
United States
Tami L.
The price is AU$374
includes taxes & fees
19 Feb - 20 Feb
Cozy Riverview Cottage. 5 minute walk to downtown

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 AU$325
includes taxes & fees
19 Feb - 20 Feb
Back Door Guest Suite, Zia My Retreat

Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann
Hermann
10.0 out of 10, Exceptional, (4 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$376
includes taxes & fees
26 Feb - 27 Feb
Nature`s Nook by Zia, Hermann

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (115 reviews)
"Nice property, with great view of Hermann"
United States
Mike L.
The price is AU$240
includes taxes & fees
4 Mar - 5 Mar
Gipfel Suite - Himmel Haus Bed & Breakfast

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (5 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AU$370
includes taxes & fees
4 Mar - 5 Mar
Charming 2-bedroom house in fabulous downtown Hermann

Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
Washington
10.0 out of 10, Exceptional, (47 reviews)
"We especially enjoyed the lovely outdoor patios, and the location."
United States
Sallie S.
The price is AU$1,173
includes taxes & fees
3 Mar - 4 Mar
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

Moose Lodge

Moose Lodge
Meramec Township
10.0 out of 10, Exceptional, (6 reviews)
"We enjoyed out stay at the Moose Lodge. The house was beautiful with a breath taking view. The private access to the river was a bonus. We will definitely be back!"
United States
Alicia S.
The price is AU$1,191
includes taxes & fees
19 Feb - 20 Feb
Moose Lodge

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
New Haven
8.0 out of 10, Very good, (4 reviews)
"There was NO hot tub, the bed in the master suite needs to be replaced asap, it folded me like a taco. Other than that it was nice."
United States
Deon W.
The price is AU$940
includes taxes & fees
21 Mar - 22 Mar
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Rosebud Hotel Reviews

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$240 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?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This holiday home rental outside of Rosebud is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Jesse James Wax Museum, Riverside Reptile Ranch and Meramec Caverns. Adam Puchta & Son Winery and Wenwood Farm Winery 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.