Rosebud Holiday Rentals

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Holiday Rentals in Rosebud

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (89)
"Enjoyed the quietness of this immaculate home! Loved the cellar! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

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

9.4 out of 10, Exceptional, (16)
"We enjoyed our stay. It was a beautiful home, and the area was very quiet and relaxing. "
The price is AU$523
includes taxes & fees
17 Feb - 18 Feb
Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Get Back to Nature at Three Pine Cabin

9.8 out of 10, Exceptional, (265)
"Very remote feeling but only 5 miles from town. This place is a little gem, with all the amenities and then some to make sure you feel right at home. We appreciated having somewhere close to our kids to be able to have a holiday dinner with. The sound of the river while outside was so peaceful. And we walked down to it to skip rocks. Just beautiful, thanks for sharing your cabin with us!"
Get Back to Nature at Three Pine Cabin

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

10.0 out of 10, Exceptional, (131)
"It was just what we wanted!"
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Brick Bungalow

10.0 out of 10, Exceptional, (46)
"This property was clean and well stocked. It's only a few blocks to downtown Hermann so well within walking distance. We didn't cook while staying but there were plenty of dishes, pots, pans and utensils. Parking is on the street but it's not a busy street and we felt our car was safe. I would definitely recommend the Brick Bungalow!"
Brick Bungalow

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (20)
"Such a cute little cottage right on the edge of town! Beautiful view!!! Easy walkability to shops on Main Street! "
The price is AU$465
includes taxes & fees
17 Feb - 18 Feb
Cozy Riverview Cottage. 5 minute walk to downtown

Alemania Haus - New cozy guest haus on Market Street!

10.0 out of 10, Exceptional, (7)
"The house was very clean! Olga was very quick to respond to any questions we had during our stay. The house was fully stocked with everything we could have ever needed and more. The beds were comfortable. We had a lovely time. "
The price is AU$681
includes taxes & fees
17 Feb - 18 Feb
Alemania Haus - New cozy guest haus on Market Street!

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

8.8 out of 10, Excellent, (25)
"Small but cozy. We liked it. "
The price is AU$469
includes taxes & fees
21 Feb - 22 Feb
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

9.8 out of 10, Exceptional, (46)
"This is a nice place to stay. It is right there by downtown and provides walking access to many shops, breweries and distilleries.It was clean and comfortable. We only had a couple of hiccups but they were resolved. Be sure to check out the book with instructions for the heat. We were there on a cold weekend and were confused at how to operate the heat as it was marked a/c only. We did have an issue which the owners dealt with and we appreciated that so much!We would stay here again. Only...
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

10.0 out of 10, Exceptional, (154)
"Very nicely restored older home within walking distance of downtown. Nicely furnished and maintained with newer appliances and fixtures. Everything you would need for a weekend with family and/or friends. No TV’s in the bedrooms, but I suppose on a winery trip they aren’t really required. A pleasant place to stay. "
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

The Bittersweet Inn: Brand new 6 bed 5 bath house

10.0 out of 10, Exceptional, (70)
"We could not have been happier with our stay at The Bittersweet Inn. The house was spotless, spacious, and bright. All furnishings are new and comfortable. The host was prompt with communication, friendly, and helpful. "
The Bittersweet Inn: Brand new 6 bed 5 bath house

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (42)
"We came to Hermann to attend a wedding. Had fun exploring!"
The price is AU$252
includes taxes & fees
18 Feb - 19 Feb
The Artists Suites, Jackson Pollock Suite

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (43)
"Great property in walking distance to food, shops, and even winery shuttles. The town is all decked out for a Christmas! We enjoyed shopping , the lights, drinks, music, food and even attended Mass. Very welcoming community. Great place tonsat6"
The price is AU$467
includes taxes & fees
21 Feb - 22 Feb
Ash Creek Suite - In Downtown Historic Hermann

Frene Valley Guest House

10.0 out of 10, Exceptional, (78)
"The rental was in a great location to walk to wineries, whiskey distilleries and the trolley. It was clean and beds were comfortable. Kitchen has what we needed to do light cooking."
Frene Valley Guest House

Suite on Schiller

9.8 out of 10, Exceptional, (98)
"We thoroughly enjoyed our stay here. There are lots of great venues within walking distance of this property. "
Suite on Schiller

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

10.0 out of 10, Exceptional, (24)
"Absolutely wonderful!!"
The price is AU$1,354
includes taxes & fees
17 Feb - 18 Feb
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (45)
"The only complaint was that we had no soap or shampoo. The host did fix the issue though. House is very clean. Area was very nice."
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

Private River Frontage!!! Beautiful Cabin with Amazing views! Available now!!

10.0 out of 10, Exceptional, (115)
"We stayed a few days in Steeleville, MO, during our Rte 66 road trip thru MO. Our host was absolutely wonderful! We ended up arriving later in the evening, in the dark! She actually contacted us, providing directions and maintained contact with us until we arrived. She made sure we had everything we needed upon arrival... even a bottle of wine! With her vast knowledge of the area she was able to provide so many excellent suggestions for food, shopping and site seeing. We LOVED the quaint...
Private River Frontage!!! Beautiful Cabin with Amazing views! Available now!!

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

10.0 out of 10, Exceptional, (25)
"Beautifully kept property, comfortable, and with character. We would happily stay again!"
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (84)
"Night time parking needs better lighting. "
The price is AU$267
includes taxes & fees
17 Feb - 18 Feb
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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Other types of properties in Rosebud you may be interested in

Pinemark Inn & Suites

2.0 star property
9.6 out of 10, Exceptional, (1002)
"Great staff, feels homey."
The price is AU$202
includes taxes & fees
18 Feb - 19 Feb
Pinemark Inn & Suites

Hermann Crown Suites

3.5 star property
9.4 out of 10, Exceptional, (665)
"this place was just what we wanted- something cute and in downtown walking distance from shopping and dining options! Staff were super nice! 10/10 would recommend! "
The price is AU$291
includes taxes & fees
26 Feb - 27 Feb
Hermann Crown Suites

Comfort Inn Sullivan

2.5 star property
8.6 out of 10, Excellent, (706)
"Great breakfast options and the front desk staff were nice."
The price is AU$183
includes taxes & fees
2 Mar - 3 Mar
Comfort Inn Sullivan
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.

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?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : This holiday home rental outside of Rosebud offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Rosebud?

Explore the area and family-friendly sights such as Riverside Wildlife Center, or get out into nature at a spot like Meramec Caverns. Bias Vineyards and Winery and Adam Puchta & Son 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.