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Holiday Homes in Rosebud

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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 €195
includes taxes & fees
27 Oct - 28 Oct
#1 Cabin at Red Oak Valley
A covered patio with string lights, a seating area, and a small table.

2. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (51 reviews)
"This was such a cozy and comfortable property. The host provided everything we needed and she was so welcoming. We will stay here again!"
United States
Angela S.
The price is €149
includes taxes & fees
5 Oct - 6 Oct
TJ’s Country Getaway- Dog Friendly
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

3. 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.
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

4. #3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (3 reviews)
"Quiet peaceful getaway for my husband and I. All the nature around was incredible! "
United States
Chelsea
#3 Cabin at Red Oak Valley
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

5. #2 Cabin at Red Oak Valley

#2 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (1 review)
"My sister and I thoroughly enjoyed our weekend stay at the cabin! The cabin was clean and had all the amenities we needed. We enjoyed sitting outside on the patio, drinking wine and playing catch-up plus we visited Rosebud and did some day shopping. Would highly recommend staying at one of the cabins at Red Oak Valley!"
United States
MARY F.
#2 Cabin at Red Oak Valley
A spacious room with a high ceiling, a ceiling fan, a bunk bed, a sliding door leading to a bathroom, and a patterned rug.

6. Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley
Canaan Township
Tiny Home A at Red Oak Valley
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

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

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (7 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is €107
includes taxes & fees
28 Sept - 29 Sept
Cozy 2-bedroom house in Cuba, MO.
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

8. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (137 reviews)
"Everything was wonderful! It was a great room, a beautiful view from the terrace and a great breakfast."
United States
Kristin V.
Gipfel Suite - Himmel Haus Bed & Breakfast
A kitchen with a brick wall, wooden ceiling beams, a large island with stools, and a dining table with chairs.

9. Twin Bricks Railhouse near Route 66

Twin Bricks Railhouse near Route 66
Bourbon
10.0 out of 10, Exceptional, (3 reviews)
"Everything was as advertised, great place to stay. I would book again."
United States
Vicki W.
Twin Bricks Railhouse near Route 66
A cabin interior with a green door, wooden walls, a window, a wooden bench, and a trash can.

10. Sunset Ridge perfect vacation home near Meramec River

Sunset Ridge perfect vacation home near Meramec River
Leasburg
9.2 out of 10, Wonderful, (7 reviews)
"Will stay again"
United States
Joan J.
The price is €412
includes taxes & fees
10 Oct - 11 Oct
Sunset Ridge perfect vacation home near Meramec River

11. H&M Retreats Hermann, MO

H&M Retreats Hermann, MO
Boeuf Township
10.0 out of 10, Exceptional, (2 reviews)
"The lake was so beautiful and peaceful. We loved how we had it all to ourselves. The bunker house was perfect for our group to gather for meals. Wish we had more time to enjoy it."
United States
Cindy K.
H&M Retreats Hermann, MO
A bedroom with a bed, two bedside tables, a mirror, a wooden door, and a nightstand with a plant.

12. 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 €288
includes taxes & fees
27 Oct - 28 Oct
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
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.

13. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (17 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is €291
includes taxes & fees
26 Oct - 27 Oct
Charming 2-bedroom house in fabulous downtown Hermann
A rustic log cabin with a wooden porch, stone steps, and a chimney.

14. 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
8.0 out of 10, Very good, (4 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 €646
includes taxes & fees
27 Sept - 28 Sept
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
A cabin interior with a green door, wooden walls, a window, a wooden bench, and a trash can.

15. Sportsman's Meadow vacation home near Meramec River

Sportsman's Meadow vacation home near Meramec River
Leasburg
8.8 out of 10, Excellent, (6 reviews)
"A great place to stay for a family reunion!"
United States
Sarah T.
The price is €362
includes taxes & fees
10 Oct - 11 Oct
Sportsman's Meadow vacation home near Meramec River
A dining room with a wooden table set for six, surrounded by chairs.

16. Willow Autumn House - Walking distance from downtown

Willow Autumn House - Walking distance from downtown
Hermann
10.0 out of 10, Exceptional, (28 reviews)
"House was great for our large group celebrating a bride"
United States
Stephanie M.
The price is €369
includes taxes & fees
27 Sept - 28 Sept
Willow Autumn House - Walking distance from downtown
A brick building with a red and white facade, a sign reading 'Ash Creek Suite', and outdoor seating with tables and chairs.

17. 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 €305
includes taxes & fees
27 Sept - 28 Sept
Ash Creek Suite - In Downtown Historic Hermann
A modern living room with a brown leather sofa, a lamp, a bookshelf, and a window.

18. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (61 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is €244
includes taxes & fees
4 Oct - 5 Oct
Cozy Riverview Cottage. 5 minute walk to downtown
A lakeside property with a large house, a smaller red barn, and a well-maintained lawn.

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

Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Leasburg
9.2 out of 10, Wonderful, (15 reviews)
"Great place to stay. Clean, quiet, good activities for all ages on site. Would definitely return for another stay. "
United States
Sandra M.
The price is €576
includes taxes & fees
28 Sept - 29 Sept
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
A picnic table with benches, a mailbox, and a sign indicating 'Lawdge Lodge Cabins' in a forested area.

20. Bourbon Railroad Cabin with Meramec River Access

Bourbon Railroad Cabin with Meramec River Access
Liberty Township
Bourbon Railroad Cabin with Meramec River Access
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

Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast

8/10 Good
"The property had a very laid back and relaxed environment. The property owner was very informative about the area and provided some helpful tips for local businesses."
Steve 1-night trip
Posted 8 hours ago
Captain Wohlt Inn Bed & Breakfast

Find out more about Rosebud

Rosebud Holiday Homes information

Number of reviews
404
Accommodation
114 Holiday Homes
Lowest Price
€107
Highest Price
€646