Holiday Homes in Rosebud

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Find holiday rentals that suit your style

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Cabins
Cabins
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Aparthotels
Aparthotels

Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Rosebud holiday homes

A mobile home with a patio area, outdoor seating, and potted plants.

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 AU$302
includes taxes & fees
19 Nov - 20 Nov
#1 Cabin at Red Oak Valley
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

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 AU$502
includes taxes & fees
15 Nov - 16 Nov
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

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.
The price is AU$205
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom house in Cuba, MO.
A rustic log cabin with a wooden porch, stone steps, and a chimney.

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 AU$1,012
includes taxes & fees
17 Nov - 18 Nov
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

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 AU$246
includes taxes & fees
16 Nov - 17 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
A bedroom with two beds, a wooden bench, a patterned rug, and a ceiling light fixture.

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.
The price is AU$741
includes taxes & fees
15 Nov - 16 Nov
Archie’s House
A wooden deck with a table and chairs, overlooking a body of water and trees.

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 AU$498
includes taxes & fees
16 Nov - 17 Nov
Lost Hill Lake Sunshine Skoolie, The Sunshine Skoolie - Lost Hill Lake
A living room with a wooden floor, a dining area with a table and chairs, a patterned armchair, a small table with a lamp, and a potted plant.

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 AU$353
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom house in fabulous downtown Hermann
A multi-level room with a staircase, a chandelier, and a bed with pillows.

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 AU$788
includes taxes & fees
17 Nov - 18 Nov
Riverbend Getaway 134-Luxury & Comfort sleep 20+ nearby-swim, float, hike, relax
A stone building with a well-lit entrance and a landscaped garden at night.

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.
The price is AU$431
includes taxes & fees
15 Nov - 16 Nov
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
A two-story house with a covered patio area, outdoor seating, and a pool.

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 AU$1,243
includes taxes & fees
15 Nov - 16 Nov
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
A wooden cabin with a balcony, a wooden deck, and a tree with red leaves.

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 AU$775
includes taxes & fees
17 Nov - 18 Nov
Heart of The Meramec River Cabin with SXS trails and River Access, Pets Welcome
A black door with a welcome sign, a stone wall, and a wooden post with the number 139.

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 AU$746
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
A spacious living room with a ceiling fan, a chandelier, a dining area with a red tablecloth, and a sofa.

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 AU$817
includes taxes & fees
15 Nov - 16 Nov
Riverbend Getaway-Adventure awaits- minutes to swim, float, fish, hike and relax
A stone fire pit with a blue glass top surrounded by wicker furniture.

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.
The price is AU$562
includes taxes & fees
15 Nov - 16 Nov
Cozy Hermann home that is in town
A brick building with a red and white facade, a sign reading 'Ash Creek Suite', and outdoor seating with tables and chairs.

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 AU$369
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Suite - In Downtown Historic Hermann
A modern living room with a brown leather sofa, a lamp, a bookshelf, and a window.

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 AU$375
includes taxes & fees
15 Nov - 16 Nov
Cozy Riverview Cottage. 5 minute walk to downtown
A stone fire pit with a blue glass top surrounded by wicker furniture.

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 AU$725
includes taxes & fees
15 Nov - 16 Nov
Willow Autumn House - Walking distance from downtown
A two-story house with a front porch, brick facade, and a number '508' on the door.

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 AU$541
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Guesthouse - Downtown Historic Hermann
A hot tub with a blue light, surrounded by outdoor furniture and red umbrellas, with a pool and trees in the background.

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 AU$919
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.
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