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Gerald Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Gerald holiday 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, (58 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
The price is NZ$281
includes taxes & fees
11 Oct - 12 Oct
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
8.4 out of 10, Very good, (6 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
The price is NZ$280
includes taxes & fees
6 Oct - 7 Oct
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
A small wooden cabin with a porch and a staircase leading to the entrance.

3. 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 NZ$290
includes taxes & fees
6 Oct - 7 Oct
Cozy Cabin in the woods near charming Hermann
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.
The price is NZ$381
includes taxes & fees
6 Oct - 7 Oct
#1 Cabin at Red Oak Valley
A covered patio with string lights, a seating area, and a small table.

5. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (51 reviews)
"Best solo stay VRBO I've experienced. Quaint location; immaculately maintained/clean; bedding and bathroom accommodations excellent; any and everything needed in kitchenette; good wifi and tv; etc... Special place for dog lovers. Nice host!"
United States
Kelly S.
The price is NZ$292
includes taxes & fees
26 Oct - 27 Oct
TJ’s Country Getaway- Dog Friendly
A rustic log cabin with a wooden porch, stone steps, and a chimney.

6. 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
8.0 out of 10, Very good, (4 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.
The price is NZ$1,268
includes taxes & fees
6 Oct - 7 Oct
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
Hallway to Living area

7. H&M Retreats Hermann, MO

H&M Retreats Hermann, MO
Boeuf Township
10.0 out of 10, Exceptional, (2 reviews)
"The lake was so beautiful and peaceful. We loved how we had it all to ourselves. The bunker house was perfect for our group to gather for meals. Wish we had more time to enjoy it."
United States
Cindy K.
H&M Retreats Hermann, MO
Interior

8. 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
The price is NZ$436
includes taxes & fees
6 Oct - 7 Oct
Cozy Cabin near Owensville, Missouri - Perfect for a Glamping Getaway with Your Significant Other
Living area

9. 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 NZ$482
includes taxes & fees
6 Oct - 7 Oct
Romantic Glamping Getaway Perfect for Quality Time with Your Partner: Cute Tiny House near Owensville, Missouri
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

10. 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.
The price is NZ$623
includes taxes & fees
6 Oct - 7 Oct
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

11. 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 NZ$403
includes taxes & fees
15 Oct - 16 Oct
Back Door Guest Suite, Zia My Retreat
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

12. #3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley
Canaan Township
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 NZ$412
includes taxes & fees
15 Oct - 16 Oct
#3 Cabin at Red Oak Valley
A wooden pergola with a 'GARDEN' sign, a pathway leading to a house, and a lush garden with various plants and flowers.

13. Cozy little house blocks from the Park & Fair Grounds.

Cozy little house blocks from the Park & Fair Grounds.
Washington
10.0 out of 10, Exceptional, (75 reviews)
"The BEST property I’ve ever stayed in. Will stay there again, and will refer others!"
United States
Josh T.
The price is NZ$482
includes taxes & fees
6 Oct - 7 Oct
Cozy little house blocks from the Park & Fair Grounds.
A living room with a fireplace, green armchairs, a wooden coffee table, and a white refrigerator.

14. 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.
The price is NZ$334
includes taxes & fees
6 Oct - 7 Oct
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

15. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (38 reviews)
"It’s an absolute must do! Such a cool little town right on the Katy Trail!"
United States
Weston
The price is NZ$373
includes taxes & fees
27 Oct - 28 Oct
The Mercantile on the Katy Trail
A kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.

16. Large home, Pet friendly

Large home, Pet friendly
Union
9.8 out of 10, Exceptional, (41 reviews)
"This is the second time we have stayed at this home. Great place. Thank you for the hospitality."
United States
Nadine I.
The price is NZ$725
includes taxes & fees
6 Oct - 7 Oct
Large home, Pet friendly
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

17. #2 Cabin at Red Oak Valley

#2 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (1 review)
"My sister and I thoroughly enjoyed our weekend stay at the cabin! The cabin was clean and had all the amenities we needed. We enjoyed sitting outside on the patio, drinking wine and playing catch-up plus we visited Rosebud and did some day shopping. Would highly recommend staying at one of the cabins at Red Oak Valley!"
United States
MARY F.
The price is NZ$412
includes taxes & fees
15 Oct - 16 Oct
#2 Cabin at Red Oak Valley
A patio with outdoor seating overlooking a lake, surrounded by trees and greenery.

18. 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)
"Beautiful property and very private. It was everything we were looking for in a getaway."
United States
Andy P.
The price is NZ$2,751
includes taxes & fees
15 Oct - 16 Oct
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
A modern kitchen with white cabinets, a central island, and pendant lighting.

19. Washington Guest House

Washington Guest House
Washington
10.0 out of 10, Exceptional, (54 reviews)
"This place had everything you can think of. What a great place! The amenities, style/design, floor plan and character were so nice!"
United States
Kyle K.
The price is NZ$693
includes taxes & fees
6 Oct - 7 Oct
Washington Guest House
A two-story building with a balcony, a staircase, and a gated entrance.

20. 2nd Street -Deck Suite (back entrance)

2nd Street -Deck Suite (back entrance)
Washington
10.0 out of 10, Exceptional, (9 reviews)
"Great comfortable mini apartment style."
United States
Ozzy
The price is NZ$334
includes taxes & fees
6 Oct - 7 Oct
2nd Street -Deck Suite (back entrance)
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

Super 8 by Wyndham St. Clair MO

Super 8 by Wyndham St. Clair MO

10/10 Excellent
"Great staff comfortable room with good breakfast 15 minutes walk to Gibby’s restaurant which was excellent"
Anthony 1-night trip
Posted 8 hours ago
Super 8 by Wyndham St. Clair MO

Find out more about Gerald

Everything you need to know about Gerald 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 Gerald holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Gerald holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gerald holiday 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 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 Gerald 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 Gerald holiday rentals we have selected for you start as low as NZ$290 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gerald rentals

At Expedia, we put the best Gerald 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 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 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 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 holiday rental in Gerald?

Yes, there are holiday rentals close to the most popular sights in Gerald, 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 Gerald has to offer?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday 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 wider area.

What’s a holiday rental in Gerald like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gerald. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a small group gathering.