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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Rosebud holiday rentals

Apartment (2 Bedrooms) | Interior
Near Vineyards: Country Condo in New Haven

Apartment in New Haven

Near Vineyards: Country Condo in New Haven
3.0 star property
"Clean and loved original architecture."
United States
Richard
The price is Rp1.744.184
Rp4.966.229 total
includes taxes & fees
25 Jan - 26 Jan 2026
Near Vineyards: Country Condo in New Haven
Apartment (0 Bedroom) | Interior
Studio Stay w/ Deck in Missouri Wine Country

Apartment in New Haven

Studio Stay w/ Deck in Missouri Wine Country
3.0 star property
The price is Rp1.542.932
Rp3.762.238 total
includes taxes & fees
25 Jan - 26 Jan 2026
Studio Stay w/ Deck in Missouri Wine Country
House (3 Bedrooms) | Interior
Downtown Hermann Vacation Home Near Wineries!

Cottage in Hermann

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
The price is Rp8.100.393
Rp11.544.486 total
includes taxes & fees
1 Jan - 2 Jan 2026
Downtown Hermann Vacation Home Near Wineries!
Interior
Spacious Ozarks Family Home - Private Pool & Grill

Cottage in Bourbon

Spacious Ozarks Family Home - Private Pool & Grill
3.0 star property
The price is Rp6.138.186
Rp8.800.415 total
includes taxes & fees
1 Jan - 2 Jan 2026
Spacious Ozarks Family Home - Private Pool & Grill
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
"Outstanding "
Mohamad 1-night trip
Posted 3 days ago
Hermann Crown Suites

Find out more about Rosebud

Search for holiday rentals in Rosebud on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Rosebud using one of the methods below:

  • View our selection of featured holiday rentals in Rosebud
  • Use the map to find apartments and other holiday homes in the Rosebud neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rosebud while they last

Look no further and take a look at our great range of rental properties in Rosebud!

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’s there to see and do in Rosebud?

While exploring the area, visit the sights like Cedar Creek Golf Course, Meramec Caverns and Adam Puchta & Son Winery. Kuenzel Valley Winery and St. Jordan Creek 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.