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Gerald Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Gerald 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, (60 reviews)
"Everything was absolutely perfect."
United States
Glenda
$146 nightly
The price is $155
Nov 15 - Nov 16
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
9.0 out of 10, Wonderful, (9 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
$137 nightly
The price is $149
Nov 8 - Nov 9
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
A rustic log cabin with a wooden porch, stone steps, and a chimney.

3. 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.
$651 nightly
The price is $693
Nov 6 - Nov 7
Total with taxes and fees
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
Exterior

4. 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.
$254 nightly
The price is $269
Nov 6 - Nov 7
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.

5. #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.
$196 nightly
The price is $207
Nov 9 - Nov 10
Total with taxes and fees
#1 Cabin at Red Oak Valley
A compact kitchen with wooden cabinets, a granite countertop, and a black refrigerator.

6. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (9 reviews)
"I had a really good stay. Though I would consider this more of a hunting camp. It was really peaceful and the stars were awesome at night!"
United States
Justen
$174 nightly
The price is $185
Nov 17 - Nov 18
Total with taxes and fees
Cozy Cabin in the woods near charming Hermann
A spacious living area with a ceiling fan, a kitchen with wooden cabinets, and a bar area.

7. 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
$240 nightly
The price is $254
Nov 9 - Nov 10
Total with taxes and fees
Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

8. 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
$257 nightly
The price is $295
Dec 1 - Dec 2
Total with taxes and fees
The Cottage
A patio with outdoor seating overlooking a lake, surrounded by trees and greenery.

9. 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.
$1,438 nightly
The price is $1,537
Nov 6 - Nov 7
Total with taxes and fees
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

10. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (43 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
$197 nightly
The price is $212
Dec 1 - Dec 2
Total with taxes and fees
The Mercantile on the Katy Trail
A bedroom with two beds, a wooden bench, a patterned rug, and a ceiling light fixture.

11. Archie’s House

Archie’s House
Berger
10.0 out of 10, Exceptional, (37 reviews)
"House was perfect for our girl’s trip"
United Kingdom
Monica A.
$513 nightly
The price is $513
Nov 8 - Nov 9
Total with taxes and fees
Archie’s House
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

12. 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.
$326 nightly
The price is $350
Nov 8 - Nov 9
Total with taxes and fees
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

13. Large home, Pet friendly

Large home, Pet friendly
Union
9.8 out of 10, Exceptional, (41 reviews)
"The rental was beautiful, clean and well taken care of. It was decorated for the 4th of July and was so fun and welcoming. The backyard was a huge bonus, especially when traveling with dogs or kids! Kitchen was very large."
United States
Anonymous traveler
$404 nightly
The price is $440
Nov 9 - Nov 10
Total with taxes and fees
Large home, Pet friendly
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

14. Back Door Guest Suite, Zia My Retreat

Back Door Guest Suite, Zia My Retreat
New Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
$200 nightly
The price is $219
Nov 8 - Nov 9
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
A modern kitchen with white cabinets, a central island, and pendant lighting.

15. Washington Guest House

Washington Guest House
Washington
10.0 out of 10, Exceptional, (56 reviews)
"Convenient, clean, stylish, and very comfy beds. Would recommend and would stay here again!"
United States
Mallory K.
$308 nightly
The price is $347
Nov 9 - Nov 10
Total with taxes and fees
Washington Guest House
Outdoor dining

16. Rustic Cabin Rental near Meramec State Park, Missouri

Rustic Cabin Rental near Meramec State Park, Missouri
Sullivan
$175 nightly
The price is $175
Nov 8 - Nov 9
Total with taxes and fees
Rustic Cabin Rental near Meramec State Park, Missouri
A log cabin interior with a stone fireplace, leather furniture, and mounted animal heads on the walls.

17. 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
Nov 10 - Nov 11
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.

18. 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.
$176 nightly
The price is $189
Nov 17 - Nov 18
Total with taxes and fees
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
A two-story brick house with a porch decorated with Christmas lights and wreaths.

19. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
$161 nightly
The price is $176
Nov 9 - Nov 10
Total with taxes and fees
Zinfandel Room - Old Vine
A rustic kitchen with wooden cabinets, a central island, and a stone wall.

20. 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.
$378 nightly
The price is $403
Nov 17 - Nov 18
Total with taxes and fees
Escape to PARADISE on 10 sprawling acres in which to do anything you please!
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 Gerald Hotel Reviews

Comfort Inn Sullivan

Comfort Inn Sullivan

8/10 Good
"Great location"
Wayne 1-night trip
Posted 15 hours ago
Comfort Inn Sullivan

Find out more about Gerald

Everything you need to know about Gerald 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 Gerald 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 Gerald vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gerald vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gerald. 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 Gerald 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 $160 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 Gerald rentals

At Expedia, we put the best Gerald 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 Gerald 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 Gerald 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 Gerald. 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 a vacation rental in Gerald?

Yes, we have vacation rentals close to well known points of interest in Gerald, or you can go with a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Gerald?

Cozy Riverview Cottage. 5 minute walk to downtown: This vacation home rental outside of Gerald 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 Gerald?

While you're exploring the area, Meramec Caverns and Goose Island are a couple of picturesque spots to get outside and enjoy nature. Bommarito Estate Almond Tree Winery and Jesse James Wax Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Gerald like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Gerald. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.