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Rosebud Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Rosebud vacation rentals

A covered porch with wooden chairs and a small wooden table, a clock, and a view of a green landscape.

1. Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (59 reviews)
"It was a beautiful location that was quiet and very relaxing. It had all the amenities of a home. The perfect place to recharge for a while."
United States
Lynnette
$143 nightly
The price is $152
Oct 22 - Oct 23
Total with taxes and fees
Lake Cabin near the Bourbeuse River
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

2. Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
8.6 out of 10, Excellent, (7 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
$145 nightly
The price is $157
Oct 21 - Oct 22
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Living area

3. 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
8.0 out of 10, Very good, (1 review)
"Definitely a nice place. It's a little far from everything but that is on me. I didn't research enough. I would only suggest a lower bed and a hook on the outside of the shower. There is nowhere to hang your towel for easy access after your shower. Additionally, I would have the floors mopped before the next tenant is to stay. It was perfect for what we needed it for."
United States
Tina P.
$260 nightly
The price is $274
Oct 21 - Oct 22
Total with taxes and fees
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
A mobile home with a patio area, outdoor seating, and potted plants.

4. #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.
$206 nightly
The price is $217
Oct 21 - Oct 22
Total with taxes and fees
#1 Cabin at Red Oak Valley
Outdoor dining

5. Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other

Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
Canaan Township
$235 nightly
The price is $248
Oct 21 - Oct 22
Total with taxes and fees
Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
A small wooden cabin with a porch and a staircase leading to the entrance.

6. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.6 out of 10, Exceptional, (7 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
$173 nightly
The price is $183
Nov 3 - Nov 4
Total with taxes and fees
Cozy Cabin in the woods near charming Hermann
Private kitchen

7. The Cottage

The Cottage
2.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"Our host mentioned he does not receive messages from Expedia postings. So if you are not receiving check-in information, you might want to find another way to contact them. The property is lovely. The Treehouse was perfect for my granddaughter and me."
United States
Linda
$172 nightly
The price is $198
Oct 21 - Oct 22
Total with taxes and fees
The Cottage
A log cabin interior with a stone fireplace, leather furniture, and mounted animal heads on the walls.

8. Spacious Ozarks Family Home - Private Pool & Grill

Spacious Ozarks Family Home - Private Pool & Grill
3.0 star property
Bourbon
10.0 out of 10, Exceptional, (1 review)
"It's perfect 100% recommended."
United States
Ramon
$640 nightly
The price is $686
Oct 21 - Oct 22
Total with taxes and fees
Spacious Ozarks Family Home - Private Pool & Grill
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

9. 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.
$337 nightly
The price is $360
Oct 21 - Oct 22
Total with taxes and fees
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A rustic log cabin with a wooden porch, stone steps, and a chimney.

10. 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
7.2 out of 10, Good, (5 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.
$685 nightly
The price is $727
Oct 21 - Oct 22
Total with taxes and fees
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
A covered patio with string lights, a seating area, and a small table.

11. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (52 reviews)
"The property was great, cozy touches, clean and simply lovely. It was great to be able to travel with my dog!"
United States
Sherry
$150 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
TJ’s Country Getaway- Dog Friendly
A kitchen with a brick wall, wooden ceiling beams, a large island with stools, and a dining table with chairs.

12. 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.
$331 nightly
The price is $360
Oct 21 - Oct 22
Total with taxes and fees
Twin Bricks Railhouse near Route 66
A patio with outdoor seating overlooking a lake, surrounded by trees and greenery.

13. Mid Century Modern Home w/ Private Pool & Lake on 50 Acres

Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
Union
9.8 out of 10, Exceptional, (108 reviews)
"Fantastic property and exceptional host."
United States
Matt B.
$1,485 nightly
The price is $1,584
Oct 21 - Oct 22
Total with taxes and fees
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
A log cabin interior with a stone fireplace, leather furniture, and mounted animal heads on the walls.

14. Spacious Ozarks Family Home - Private Pool & Grill

Spacious Ozarks Family Home - Private Pool & Grill
Leasburg
9.8 out of 10, Exceptional, (50 reviews)
"House was in a great location for what we wanted to do"
United States
Christine S.
$654 nightly
The price is $697
Oct 21 - Oct 22
Total with taxes and fees
Spacious Ozarks Family Home - Private Pool & Grill
A living room with a fireplace, green armchairs, a wooden coffee table, and a white refrigerator.

15. 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, (29 reviews)
"Very cozy and comfortably stay."
United States
Kyle C.
$175 nightly
The price is $188
Oct 21 - Oct 22
Total with taxes and fees
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
A two-story house with a covered patio area, outdoor seating, and a pool.

16. 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, (55 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
$823 nightly
The price is $873
Oct 21 - Oct 22
Total with taxes and fees
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

17. 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.
$211 nightly
The price is $230
Oct 21 - Oct 22
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
A rustic kitchen with wooden cabinets, a central island, and a stone wall.

18. 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
9.4 out of 10, Exceptional, (45 reviews)
"Mel was a fantastic host!!! She went above and beyond to make sure we had a perfect stay. Will definitely be back!"
United States
Zach Z.
$431 nightly
The price is $459
Nov 3 - Nov 4
Total with taxes and fees
Escape to PARADISE on 10 sprawling acres in which to do anything you please!
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

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

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.6 out of 10, Exceptional, (8 reviews)
"Nice spot by Route 66"
United States
Ann W.
$116 nightly
The price is $125
Oct 21 - Oct 22
Total with taxes and fees
Cozy 2-bedroom house in Cuba, MO.
Room

20. Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
$157 nightly
The price is $157
Oct 28 - Oct 29
Total with taxes and fees
Rustic Cabin Rental near Meramec State Park, Missouri
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

10/10 Excellent
"Loved it"
David 2-night trip
Posted 2 days ago
Captain Wohlt Inn Bed & Breakfast

Find out more about Rosebud

Everything you need to know about Rosebud vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rosebud vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rosebud vacation 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 low season months. For more hustle and bustle, you may prefer to visit Rosebud in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rosebud rentals

At Expedia, we put the best Rosebud vacation 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 vacation.

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 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?

Cozy Riverview Cottage. 5 minute walk to downtown: Visitors like this Rosebud vacation home rental. It is equipped with a patio, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Rosebud?

While exploring the area, visit the sights like Meramec Caverns, Adam Puchta & Son Winery, and Bommarito Estate Almond Tree 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.