Holiday Rentals in Rosebud

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Holiday Rentals in Rosebud

Wine Alley East suite

Hermann
9.4 out of 10, Exceptional, (75)
"Great location clean safe "
United States
Toshmon
The price is €188
includes taxes & fees
19 Nov - 20 Nov
Wine Alley East suite

Gipfel Suite - Himmel Haus Bed & Breakfast

Hermann
10.0 out of 10, Exceptional, (111)
"Great place, quiet and comfortable, hosts very responsive, check in and check out process very easy. Access to other amenities wonderful. Breakfast was excellent. "
United States
Jina A.
The price is €149
includes taxes & fees
19 Nov - 20 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast

Private River Frontage!!! Beautiful Cabin with Amazing views! Available now!!

Steelville
10.0 out of 10, Exceptional, (146)
"Loved our stay. Cabin had everything we needed and the AC did not disappoint! We will be back. "
United States
Julie F.
Private River Frontage!!! Beautiful Cabin with Amazing views! Available now!!

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

Washington
10.0 out of 10, Exceptional, (44)
"Very spacious home indoors and out! Loved the decor, easy access to the pool, great location for us! The hosts were very friendly, understanding to our needs, and easy to work with. We will stay here again!"
United States
Cindy C.
The price is €752
includes taxes & fees
2 Dec - 3 Dec
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Leasburg
9.8 out of 10, Exceptional, (32)
"We loved this place"
United States
Patricia B.
The price is €323
includes taxes & fees
19 Nov - 20 Nov
Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Cuba
10.0 out of 10, Exceptional, (24)
"We had a very relaxing time and really enjoyed getting to spend some time around the firepit"
United States
Hannah N.
The price is €135
includes taxes & fees
1 Dec - 2 Dec
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

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

New Haven
8.0 out of 10, Very good, (4)
"There was NO hot tub, the bed in the master suite needs to be replaced asap, it folded me like a taco. Other than that it was nice."
United States
Deon W.
The price is €608
includes taxes & fees
19 Nov - 20 Nov
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River

Steelville
10.0 out of 10, Exceptional, (162)
"This house was perfect for our group of 13! Everyone had their own bedroom and plenty of space to spread out. The place was very clean and the beds are comfy! We really enjoyed our time here!"
United States
Abbie O.
Luxury Home in Woods w/ Easy Access to Large Private Gravel Bar on Meramec River

Ash Creek Suite - In Downtown Historic Hermann

Hermann
9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
The price is €223
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Suite - In Downtown Historic Hermann

A nice view of the woods awaits you from the countryside kitchen window and deck

Sullivan
10.0 out of 10, Exceptional, (79)
"Great place to stay. This was our 9th year!Quite and river access in minutes."
United States
Tina L.
A nice view of the woods awaits you from the countryside kitchen window and deck

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Hermann
9.6 out of 10, Exceptional, (104)
"Check was simple. Area was great. Wifi worked perfectly."
United States
Raymond W.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Glamping with gorgeous sunset views, trolley to all wineries

Berger
9.6 out of 10, Exceptional, (9)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
United States
Belen A.
The price is €203
includes taxes & fees
19 Nov - 20 Nov
Glamping with gorgeous sunset views, trolley to all wineries

Wine Alley West Suite

Hermann
9.0 out of 10, Wonderful, (47)
"We enjoyed our stay very much. Nice apartment with everything we needed. Thanks "
United States
LeeAnn J.
The price is €188
includes taxes & fees
19 Nov - 20 Nov
Wine Alley West Suite

Private Logcabin All To Yourself With Lake View

Hermann
9.8 out of 10, Exceptional, (215)
"We loved it and plan on returning "
United States
Jesse S.
Private Logcabin All To Yourself With Lake View

The Bittersweet Inn: Brand new 6 bed 5 bath house

Hermann
10.0 out of 10, Exceptional, (81)
"Excellent check in. We had six meals so the kitchen was essential and worked well."
United States
Darra J.
The Bittersweet Inn: Brand new 6 bed 5 bath house

Cozy Riverview Cottage. 5 minute walk to downtown

Hermann
10.0 out of 10, Exceptional, (42)
"We absolutely loved our stay at Autzie’s. The cottage, outdoor space and location can’t be beat. We can’t wait to come back; we’ll definitely stay here again. "
United States
Michelle W.
The price is €234
includes taxes & fees
23 Nov - 24 Nov
Cozy Riverview Cottage. 5 minute walk to downtown

Changing leaves at Patten's Landing, our 83-year old restored river cabin!

Leasburg
10.0 out of 10, Exceptional, (23)
""This cabin made our float trip weekend absolutely unforgettable! The hosts went above and beyond to make our stay comfortable—extra noodles and floaties were such a thoughtful touch, and the s’mores kit was a crowd-pleaser. The fireplace made for cozy evenings, and the swing set added a fun, playful vibe. Highly recommend this place for anyone looking for a relaxing and well-equipped getaway!" "
United States
Hasan Q.
Changing leaves at Patten's Landing, our 83-year old restored river cabin!

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Hermann
10.0 out of 10, Exceptional, (153)
"Very spacious and welcoming."
United Kingdom
Lisa S.
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Hermann
9.6 out of 10, Exceptional, (67)
"We had a wonderful stay. The house is beautiful and had everything we needed for the weekend. We would love to come back and stay again! Thank you for allowing us to stay in your lovely home! "
United States
Kelsey W.
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Belle
10.0 out of 10, Exceptional, (221)
"The property was beautiful. The pond and pool were both main attractions. Lots of room and comfort in the house and on the deck. Tyler was a great host and easy to communicate with. We had a great week!!"
United States
Tim H.
Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace
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

Find out more about Rosebud

Everything you need to know about Rosebud holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rosebud holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rosebud holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rosebud holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rosebud. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rosebud holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rosebud holiday rentals we have selected for you start as low as €135 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rosebud rentals

At Expedia, we put the best Rosebud holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rosebud rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rosebud holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rosebud. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Rosebud has to offer?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of Rosebud is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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. Bommarito Estate Almond Tree Winery and Martin Brothers 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.