Default HTG hotel image

Rosebud Vacation Rentals

  • 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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Rosebud vacation rentals

Terrace/patio

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (55 reviews)
"It was a perfect restful stay!"
United States
Sheryl R.
The price is ￥16,860
￥25,614 total
includes taxes & fees
Jul 19 - Jul 20
Lake Cabin near the Bourbeuse River
Exterior

Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.2 out of 10, Wonderful, (5 reviews)
"The host was very good with the explaining how to get to the property. They also helped us find a place to celebrate our 25th wedding anniversary! Highly recommended location!!!"
United States
Lana
The price is ￥17,097
￥28,675 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Cabin in the woods near charming Hermann
Smart TV

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
8.0 out of 10, Very Good, (5 reviews)
"Perfect fit for our family. Location was great to visit family that lives locally. Had all the essentials we needed for our stay. Within walking distance to restaurants, we had brunch at First Street Eats and the food was delicious at a great price. Host was great with communication, if we had any issues she answered quickly. Would definitely stay again when coming to owensville."
United States
Teresa
The price is ￥19,454
￥34,259 total
includes taxes & fees
Jul 18 - Jul 19
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
TV

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Bourbon
9.8 out of 10, Exceptional, (28 reviews)
"Very cozy and comfortably stay."
United States
Kyle C.
The price is ￥14,737
￥28,067 total
includes taxes & fees
Jul 28 - Jul 29
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Exterior

Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri

Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
Canaan Township
The price is ￥35,165
￥42,336 total
includes taxes & fees
Jul 18 - Jul 19
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
Terrace/patio

#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 ￥29,182
￥35,177 total
includes taxes & fees
Jul 20 - Jul 21
#1 Cabin at Red Oak Valley
Property grounds

Get Back to Nature at Three Pine Cabin

Get Back to Nature at Three Pine Cabin
Cuba
9.8 out of 10, Exceptional, (312 reviews)
"Top notch cleanliness, very secluded and quiet yet close to town. I would never hesitate to rent this again when in the area."
United States
Dave C.
The price is ￥21,076
￥35,579 total
includes taxes & fees
Jul 30 - Jul 31
Get Back to Nature at Three Pine Cabin
Property grounds

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

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Cuba
10.0 out of 10, Exceptional, (31 reviews)
"This was a nice refuge from the busy weekend of rally racing. The location has a remote cabin feel and yet still feels like home. "
United States
Michael M.
The price is ￥12,807
￥24,848 total
includes taxes & fees
Jul 19 - Jul 20
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Living area

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, (3 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 ￥19,385
￥58,373 total
includes taxes & fees
Jul 20 - Jul 21
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Property grounds

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is ￥6,274
￥10,016 total
includes taxes & fees
Jul 18 - Jul 19
Primitive Campsites with water spigot, toilets, and wifi!
Interior

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

Escape to PARADISE on 10 sprawling acres in which to do anything you please!
Leasburg
9.6 out of 10, Exceptional, (41 reviews)
"The cabin was large and very conformable. We had to remove all the air freshness as the smell was overpowering for us. The kitchen was well equipped for all our needs. The beds were very comfortable. If the weather had been nicer we would have enjoyed making a fire. The outside back deck needed some repair. The owners were friendly and make us feel welcome. We attended a wedding 15 minutes away."
United States
Donna
The price is ￥48,708
￥67,720 total
includes taxes & fees
Aug 17 - Aug 18
Escape to PARADISE on 10 sprawling acres in which to do anything you please!
Exterior

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (50 reviews)
The price is ￥12,177
￥26,806 total
includes taxes & fees
Aug 17 - Aug 18
TJ’s Country Getaway- Dog Friendly
Coffee/tea maker, fridge, microwave, oven

Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (6 reviews)
"Absolutely recommend 👌 "
United States
Melisa
The price is ￥23,832
￥31,658 total
includes taxes & fees
Aug 11 - Aug 12
Cozy 2-bedroom house in Cuba, MO.
Terrace/patio

Log Cabin on 10 Acres | Fire Pit & Pets Welcome

Log Cabin on 10 Acres | Fire Pit & Pets Welcome
Bourbon
10.0 out of 10, Exceptional, (44 reviews)
"Amazing cabin! Our family had a wonderful time. "
United States
Grace S.
The price is ￥25,583
￥67,316 total
includes taxes & fees
Aug 16 - Aug 17
Log Cabin on 10 Acres | Fire Pit & Pets Welcome
Outdoor dining

Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
The price is ￥21,205
￥24,447 total
includes taxes & fees
Jul 20 - Jul 21
Rustic Cabin Rental near Meramec State Park, Missouri
TV

Back Door Guest Suite, Zia My Retreat

Back Door Guest Suite, Zia My Retreat
New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
The price is ￥21,886
￥36,997 total
includes taxes & fees
Jul 19 - Jul 20
Back Door Guest Suite, Zia My Retreat
Interior

Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating

Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating
Steelville
10.0 out of 10, Exceptional, (9 reviews)
"This was a new cabin with all the amenities needed. We enjoyed our stay."
United States
Michael K.
The price is ￥27,560
￥33,674 total
includes taxes & fees
Jul 28 - Jul 29
Lucky Clover Cabin-Private Getaway 10 minutes from I-44 and Close to Floating
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (129 reviews)
The price is ￥16,050
￥26,242 total
includes taxes & fees
Jul 21 - Jul 22
Gipfel Suite - Himmel Haus Bed & Breakfast
Property grounds

Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook

Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Hermann
10.0 out of 10, Exceptional, (5 reviews)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
The price is ￥28,371
￥43,537 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Property grounds

Fletcher's Village Group Cabin rental near Meramec River.

Fletcher's Village Group Cabin rental near Meramec River.
Leasburg
10.0 out of 10, Exceptional, (6 reviews)
"Charming group of cabins with an outdoor kitchen that makes feeding a hungry group easy, breezy. We were down for the solar eclipse and hope to return fir some river float adventures!"
United States
Rochelle D.
The price is ￥56,904
￥89,119 total
includes taxes & fees
Jul 19 - Jul 20
Fletcher's Village Group Cabin rental near Meramec River.
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

Baymont by Wyndham Sullivan

Baymont by Wyndham Sullivan

10/10 Excellent
"The room was fantastic. Felt like home."
Karen 1-night trip
Posted 1 hour ago
Baymont by Wyndham 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?

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace: Visitors like this Rosebud vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill 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. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Jesse James Wax Museum, Meramec Caverns, and Adam Puchta & Son Winery. Wenwood Farm Winery and Bommarito Estate Almond Tree Winery 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.