Rosebud Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Rosebud Vacation Homes

Our top choices for Rosebud vacation homes

TJ’s Country Getaway- Dog Friendly
Exterior

TJ’s Country Getaway- Dog Friendly

10.0 out of 10, Exceptional, (42)
"It had everything you need for a relaxing stay. "
TJ’s Country Getaway- Dog Friendly
NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride
Interior

NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride

10.0 out of 10, Exceptional, (5)
"We had an amazing (much needed) holiday away together in the most beautiful and cozy Villa Bella house! Lots to do in the area and the host was so helpful and made sure we had everything we needed. 10/10 we will be back! "
The price is CA $176
CA $454 total
includes taxes & fees
Aug 25 - Aug 26
NEW! Villa Bella Elegant Hermann Farmhouse with Wine Bar, Fire Pit &Trolley Ride
Archie’s House
Dining

Archie’s House

10.0 out of 10, Exceptional, (31)
"Cute, clean little house. Highly recommend!"
The price is CA $420
CA $583 total
includes taxes & fees
Aug 25 - Aug 26
Archie’s House
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Property grounds

Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax

2.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful, spacious, plenty of towels and blankets."
The price is CA $692
CA $926 total
includes taxes & fees
Sep 1 - Sep 2
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
Outdoor dining

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

2.0 star property
The price is CA $385
CA $534 total
includes taxes & fees
Aug 25 - Aug 26
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
Terrace/patio

Mid Century Modern Home w/ Private Pool & Lake on 50 Acres

9.8 out of 10, Exceptional, (97)
"Beautiful landscape, private, comfortable."
The price is CA $896
CA $1,579 total
includes taxes & fees
Aug 25 - Aug 26
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
The Monet Suite is one of our four rooms.
1 bedroom, iron/ironing board, free WiFi, bed sheets

The Monet Suite is one of our four rooms.

10.0 out of 10, Exceptional, (46)
"Beautiful room right next to great night life atmosphere!"
The price is CA $151
CA $266 total
includes taxes & fees
Aug 25 - Aug 26
The Monet Suite is one of our four rooms.
Sportsman's Meadow vacation home near Meramec River
Property grounds

Sportsman's Meadow vacation home near Meramec River

8.4 out of 10, Very good, (5)
"We had a great time. Was big enough for all of us. Was very private the pavilion was great. The kids enjoyed the sand volleyball. Our dog enjoyed the large area too. The only thing I would suggest is to have more towels Overall it was great!!!"
The price is CA $358
CA $606 total
includes taxes & fees
Aug 25 - Aug 26
Sportsman's Meadow vacation home near Meramec River
Meramec Hideaway Riverside private vacation home
Exterior

Meramec Hideaway Riverside private vacation home

10.0 out of 10, Exceptional, (4)
"Our family had a great time here. We enjoyed how many rooms and bathrooms there were. It was nice and cool inside. The A/C works great to keep it cool for relief from the heat. Plenty of space for everyone to be comfortable and relax. We loved the pavilion as well. We were able to bring our RV as well for ever more space and comfort. It was a great trip. I would recommend this location. "
The price is CA $462
CA $780 total
includes taxes & fees
Sep 7 - Sep 8
Meramec Hideaway Riverside private vacation home
Ash Creek Suite - In Downtown Historic Hermann
Dining

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (49)
"This little house was so cute and the perfect size for 2 couples. Great location! We will definitely stay here again. "
The price is CA $159
CA $330 total
includes taxes & fees
Aug 25 - Aug 26
Ash Creek Suite - In Downtown Historic Hermann
Gipfel Suite - Himmel Haus Bed & Breakfast
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (104)
"1st time in Hermann and loved our stay. Very clean and hospitable and peaceful "
The price is CA $137
CA $232 total
includes taxes & fees
Aug 25 - Aug 26
Gipfel Suite - Himmel Haus Bed & Breakfast
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
Exterior

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

8.8 out of 10, Excellent, (3)
"This is definitely not your conventional vacation place to stay - a working farm, log cabin portions, modern kitchen appliances hidden in plain sight behind old farmhouse cabinets, eclectic decor that you can spend hours browsing and looking at so many unique items. But it was exactly what I was looking for and everything turned out very well. Thank you!"
The price is CA $621
CA $947 total
includes taxes & fees
Aug 25 - Aug 26
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
#1 Cabin at Red Oak Valley
Outdoor dining

#1 Cabin at Red Oak Valley

The price is CA $249
CA $300 total
includes taxes & fees
Aug 25 - Aug 26
#1 Cabin at Red Oak Valley
Quiet, country experience - 5 miles from Hermann.
Interior

Quiet, country experience - 5 miles from Hermann.

The price is CA $795
CA $995 total
includes taxes & fees
Aug 25 - Aug 26
Quiet, country experience - 5 miles from Hermann.
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
Terrace/patio

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

10.0 out of 10, Exceptional, (35)
"Home was very nice, had a great location and manager was fantastic to work with. "
The price is CA $899
CA $1,464 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
Sunset Ridge perfect vacation home near Meramec River
Fridge, microwave, oven, stovetop

Sunset Ridge perfect vacation home near Meramec River

10.0 out of 10, Exceptional, (5)
"My family and I do a float trip every year. These accommodations were perfect for the 10 of us. Easy access to local stores easy access to the river."
The price is CA $372
CA $668 total
includes taxes & fees
Sep 5 - Sep 6
Sunset Ridge perfect vacation home near Meramec River
Cozy Riverview Cottage. 5 minute walk to downtown
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (31)
"Was such a cute cottage! We had a wonderful stay and it was just as described! I would definitely stay there again. "
The price is CA $249
CA $368 total
includes taxes & fees
Aug 25 - Aug 26
Cozy Riverview Cottage. 5 minute walk to downtown
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Fridge, microwave, oven, stovetop

Leasburg Lakehouse vacation home & private stocked lake near Meramec River.

8.8 out of 10, Excellent, (11)
"This place is a great location right off the highway, clean, fenced, spacious and lots to do! Great for a party or family reunion!"
The price is CA $524
CA $898 total
includes taxes & fees
Sep 5 - Sep 6
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Charming 2-bedroom house in fabulous downtown Hermann
Exterior

Charming 2-bedroom house in fabulous downtown Hermann

The price is CA $173
CA $365 total
includes taxes & fees
Sep 1 - Sep 2
Charming 2-bedroom house in fabulous downtown Hermann
Newly Renovated "Wine Cork Escape"!
Fridge, microwave, oven, stovetop

Newly Renovated "Wine Cork Escape"!

10.0 out of 10, Exceptional, (39)
"Our repeat stay was as just as great as the first. Beds are comfy and the location is quiet. We will definitely book when we are in the area again."
The price is CA $237
CA $453 total
includes taxes & fees
Sep 15 - Sep 16
Newly Renovated "Wine Cork Escape"!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Rosebud Hotel Reviews

Days Inn & Suites by Wyndham Cuba

Days Inn & Suites by Wyndham Cuba

10/10 Excellent
"Great"
Amy 1-night trip
Posted 1 day ago
Days Inn & Suites by Wyndham Cuba