Holiday Homes in Rosebud

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Check prices for these dates

Our top choices for Rosebud holiday homes

1. #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 €190
includes taxes & fees
16 Nov - 17 Nov
#1 Cabin at Red Oak Valley

2. 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 €340
includes taxes & fees
25 Nov - 26 Nov
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

3. 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.
Cozy 2-bedroom house in Cuba, MO.

4. 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
7.8 out of 10, Good, (6 reviews)
"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!"
United States
Judith A.
The price is €601
includes taxes & fees
14 Nov - 15 Nov
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

5. 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 €153
includes taxes & fees
17 Nov - 18 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast

6. Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (37 reviews)
"House was perfect for our girl’s trip"
United Kingdom
Monica A.
Archie’s House

7. 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 €317
includes taxes & fees
15 Nov - 16 Nov
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake

8. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (18 reviews)
"Cute older home, very clean, nice for a quick overnight stay."
United States
Sandy S.
The price is €221
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom house in fabulous downtown Hermann

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

Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
Leasburg
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful, spacious, plenty of towels and blankets."
United States
Kayla W.
The price is €485
includes taxes & fees
17 Nov - 18 Nov
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax

10. In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
Hermann
9.6 out of 10, Exceptional, (8 reviews)
"Angela has a very clean and spacious basement rental that was perfect for our weekend ! The home was clean, bright and very well cared for. We definitely recommend it for your family."
United States
Sheryl C.
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

11. 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, (58 reviews)
"Amazing, beautiful home. Location was perfect. It was clean. The kitchen had everything. The communication was prompt and friendly. Hoping for an excuse to stay again."
United States
Melissa
The price is €787
includes taxes & fees
15 Nov - 16 Nov
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

12. Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome

Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
Bourbon
The price is €479
includes taxes & fees
17 Nov - 18 Nov
Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome

13. Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Hermann
10.0 out of 10, Exceptional, (71 reviews)
"It was a great place to stay. Having a bathroom for every bedroom was fabulous"
United States
Stephanie R.
The price is €463
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

14. Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax

Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax
Leasburg
8.8 out of 10, Excellent, (5 reviews)
"We had a great stay and have recommended to family/friends. This is a beautiful property and a home with lots of character."
United States
Eli B.
The price is €542
includes taxes & fees
13 Dec - 14 Dec
Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax

15. Cozy Hermann home that is in town

Cozy Hermann home that is in town
Hermann
9.8 out of 10, Exceptional, (6 reviews)
"Everything was as expected and the check-in process was simple."
United States
Brock O.
Cozy Hermann home that is in town

16. Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (56 reviews)
"Great place! Great location! And clean!"
United States
Cheryl E.
The price is €221
includes taxes & fees
13 Dec - 14 Dec
Ash Creek Suite - In Downtown Historic Hermann

17. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (67 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is €237
includes taxes & fees
15 Nov - 16 Nov
Cozy Riverview Cottage. 5 minute walk to downtown

18. Willow Autumn House - Walking distance from downtown

Willow Autumn House - Walking distance from downtown
Hermann
9.8 out of 10, Exceptional, (31 reviews)
"Great house for a large group. Host is very responsive."
United States
Francis M.
The price is €449
includes taxes & fees
15 Nov - 16 Nov
Willow Autumn House - Walking distance from downtown

19. Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (53 reviews)
"Great place"
United States
Robert S.
The price is €338
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Guesthouse - Downtown Historic Hermann

20. Club Boulders by Pinemark® Heated Pool+Hot Tub

Club Boulders by Pinemark® Heated Pool+Hot Tub
Bourbon
10.0 out of 10, Exceptional, (3 reviews)
"Every detail was thought of at this property, had a great little getaway!"
United States
Jen S.
The price is €566
includes taxes & fees
19 Nov - 20 Nov
Club Boulders by Pinemark® Heated Pool+Hot Tub
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.

Top reviews in Rosebud