Rosebud Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Rosebud vacation rentals

Exterior
Cozy Retreat Surrounded by Nature

Cottage in Sullivan

Cozy Retreat Surrounded by Nature
10.0 out of 10, Exceptional, (12 reviews)
"Quiet, clean, excellent location and the absolute best hosts. Owners have clearly put a lot of attention to detail in the property."
United States
Amy A.
The price is ￥14,121
￥30,169 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Retreat Surrounded by Nature
Exterior
TJ’s Country Getaway- Dog Friendly

Vacation Home in Union

TJ’s Country Getaway- Dog Friendly
10.0 out of 10, Exceptional, (45 reviews)
"Lovely owner, cute little home. Fresh baked cookies, nice and clean bed was a bit too soft for us, personal preference. Very quiet and respectful owner's. Loved the birds/nature."
United States
Denise K.
The price is ￥10,450
￥21,433 total
includes taxes & fees
Jan 17 - Jan 18
TJ’s Country Getaway- Dog Friendly
Terrace/patio
Lake Cabin near the Bourbeuse River

Cabin in Leslie

Lake Cabin near the Bourbeuse River
10.0 out of 10, Exceptional, (42 reviews)
"Amazing experience, it was our second time, we will stay again."
United States
Brittany T.
The price is ￥18,671
￥25,732 total
includes taxes & fees
Jan 20 - Jan 21
Lake Cabin near the Bourbeuse River
TV
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

Cabin in Bourbon

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
9.8 out of 10, Exceptional, (26 reviews)
"Cute quaint place, easily accessible to meremec caverns and state Park. Kitchen had everything needed and check in and out was simple. Will definitely stay here again "
United States
Sarah M.
The price is ￥9,743
￥21,467 total
includes taxes & fees
Jan 11 - Jan 12
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Property grounds
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Cabin in Cuba

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
10.0 out of 10, Exceptional, (24 reviews)
"Clean and charming. Thoughtful hosts. Quiet and relaxing "
United States
Corey D.
The price is ￥12,081
￥23,710 total
includes taxes & fees
Jan 11 - Jan 12
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Apartment (2 Bedrooms) | Interior
Near Vineyards: Country Condo in New Haven

Apartment in New Haven

Near Vineyards: Country Condo in New Haven
3.0 star property
"Clean and loved original architecture."
United States
Richard
The price is ￥16,421
￥46,755 total
includes taxes & fees
Jan 25 - Jan 26
Near Vineyards: Country Condo in New Haven
Fridge, microwave, oven, stovetop
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Cabin in Bourbon

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
9.6 out of 10, Exceptional, (14 reviews)
"Very nice cabin and area"
United States
Charles
The price is ￥21,506
￥26,144 total
includes taxes & fees
Jan 18 - Jan 19
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Property grounds
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.

Mobile Home in Union

New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
10.0 out of 10, Exceptional, (1 review)
"We loved our visit! The kids loved the pool, camper, animals and property. Justin and Kati's hospitality was exceptional! Camper was super clean and easy to utilize. We will definitely be back! "
United States
Jennifer M.
The price is ￥18,301
￥37,080 total
includes taxes & fees
Jan 22 - Jan 23
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
Exterior
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

Cabin in Steelville

Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres
9.2 out of 10, Wonderful, (39 reviews)
"Just loved this little cottage in the woods!! Was wonderfully secluded, clean and had everything we could have needed for our stay plus more. Will 100% be booking another stay in the future!"
United States
Jenifer F.
The price is ￥22,452
￥43,477 total
includes taxes & fees
Jan 11 - Jan 12
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast

Vacation Home in Hermann

Gipfel Suite - Himmel Haus Bed & Breakfast
10.0 out of 10, Exceptional, (114 reviews)
"Nice property, with great view of Hermann"
United States
Mike L.
The price is ￥15,533
￥26,307 total
includes taxes & fees
Feb 2 - Feb 3
Gipfel Suite - Himmel Haus Bed & Breakfast
Terrace/patio
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cabin in Bourbon

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
10.0 out of 10, Exceptional, (38 reviews)
"Stayed here for a night after a float trip with friends, everything was perfect. Host was amazing and very communicative. "
United States
Quinn J.
The price is ￥24,208
￥63,163 total
includes taxes & fees
Jan 15 - Jan 16
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
Living area
#3 Cabin at Red Oak Valley

Vacation Home in Canaan Township

#3 Cabin at Red Oak Valley
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
The price is ￥27,631
￥33,265 total
includes taxes & fees
Jan 11 - Jan 12
#3 Cabin at Red Oak Valley
Interior
Escape to PARADISE on 10 sprawling acres in which to do anything you please!

Cabin in Leasburg

Escape to PARADISE on 10 sprawling acres in which to do anything you please!
9.8 out of 10, Exceptional, (35 reviews)
"Was a very nice place to relax"
United States
janay g.
The price is ￥40,386
￥54,978 total
includes taxes & fees
Jan 11 - Jan 12
Escape to PARADISE on 10 sprawling acres in which to do anything you please!
Property grounds
Primitive Campsites with water spigot, toilets, and wifi!

Camping in Bourbon

Primitive Campsites with water spigot, toilets, and wifi!
The price is ￥6,072
￥9,678 total
includes taxes & fees
Jan 19 - Jan 20
Primitive Campsites with water spigot, toilets, and wifi!
TV
Back Door Guest Suite, Zia My Retreat

Apartment in New Haven

Back Door Guest Suite, Zia My Retreat
10.0 out of 10, Exceptional, (6 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
The price is ￥21,182
￥35,650 total
includes taxes & fees
Jan 11 - Jan 12
Back Door Guest Suite, Zia My Retreat
Apartment (0 Bedroom) | Interior
Studio Stay w/ Deck in Missouri Wine Country

Apartment in New Haven

Studio Stay w/ Deck in Missouri Wine Country
3.0 star property
The price is ￥14,526
￥35,420 total
includes taxes & fees
Jan 25 - Jan 26
Studio Stay w/ Deck in Missouri Wine Country
TV
Charming 2-bedroom house in fabulous downtown Hermann

Vacation Home in Hermann

Charming 2-bedroom house in fabulous downtown Hermann
10.0 out of 10, Exceptional, (4 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is ￥19,613
￥41,687 total
includes taxes & fees
Jan 11 - Jan 12
Charming 2-bedroom house in fabulous downtown Hermann
Outdoor dining
The Monet Suite is one of our four rooms.

Aparthotel in Hermann

The Monet Suite is one of our four rooms.
10.0 out of 10, Exceptional, (56 reviews)
"Very nice suite. Excellent location. Host was very friendly!"
United States
Eric R.
The price is ￥18,640
￥32,099 total
includes taxes & fees
Jan 22 - Jan 23
The Monet Suite is one of our four rooms.
Outdoor dining
Ash Creek Suite - In Downtown Historic Hermann

Vacation Home in Hermann

Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, (51 reviews)
"Met our needs"
United States
Craig C.
The price is ￥19,613
￥38,945 total
includes taxes & fees
Jan 11 - Jan 12
Ash Creek Suite - In Downtown Historic Hermann
Interior
Cozy Riverview Cottage. 5 minute walk to downtown

Vacation Home in Hermann

Cozy Riverview Cottage. 5 minute walk to downtown
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful stay at the cutest little cottage in Herrmann! "
United States
Tami L.
The price is ￥19,752
￥30,980 total
includes taxes & fees
Jan 12 - Jan 13
Cozy Riverview Cottage. 5 minute walk to downtown
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.
View all properties
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

Americas Best Value Inn Sullivan

Americas Best Value Inn Sullivan

10/10 Excellent
"We love staying there. The people are very friendly. "
Donna 2-night trip
Posted 3 days ago
Americas Best Value Inn Sullivan

Find out more about Rosebud

Search for holiday rentals in Rosebud on Expedia! You can easily find your home rentals, villas, holiday apartments in Rosebud using one of the methods below:

  • View our selection of featured holiday rentals in Rosebud
  • Use the map to find apartments and other holiday homes in the Rosebud neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Rosebud while they last

Look no further and take a look at our great range of rental properties in Rosebud!

Frequently asked questions

Can I find vacation rentals in Rosebud?

Yes, we offer vacation rentals close to the most popular points of interest in Rosebud, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Rosebud has to offer?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: Visitors like this Rosebud vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Bommarito Estate Almond Tree Winery, Meramec Caverns, and Adam Puchta & Son Winery. Martin Brothers Winery and Cedar Creek Golf Course are a couple of places you'll find in the larger area.

What’s a vacation rental in Rosebud like?

A vacation rental is a private property where you can stay for a long or short time in Rosebud. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family getaway.