Gerald Holiday 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

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Gerald holiday rentals

Property grounds
Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is HK$301
HK$480 total
includes taxes & fees
1 Jan - 2 Jan 2026
Primitive Campsites with water spigot, toilets, and wifi!
Exterior
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

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, (26)
"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 HK$483
HK$1,064 total
includes taxes & fees
3 Jan - 4 Jan 2026
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Interior
Cozy Retreat Surrounded by Nature

Cozy Retreat Surrounded by Nature

Cozy Retreat Surrounded by Nature
Sullivan
10.0 out of 10, Exceptional, (12)
"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 HK$700
HK$1,487 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Retreat Surrounded by Nature
Interior
Near Vineyards: Country Condo in New Haven

Near Vineyards: Country Condo in New Haven

Near Vineyards: Country Condo in New Haven
3.0 star property
New Haven
"Clean and loved original architecture."
United States
Richard
The price is HK$809
HK$2,302 total
includes taxes & fees
25 Jan - 26 Jan 2026
Near Vineyards: Country Condo in New Haven
Exterior
TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (45)
"My dog and I stayed for the week while attending our National Specialty at Purina Farms. I would definitely stay here again. Safe, quiet, peaceful and tons of amenities. 10/10!"
United States
Laura S.
The price is HK$518
HK$1,062 total
includes taxes & fees
6 Jan - 7 Jan 2026
TJ’s Country Getaway- Dog Friendly
Exterior
2nd Street -Deck Suite (back entrance)

2nd Street -Deck Suite (back entrance)

2nd Street -Deck Suite (back entrance)
2.0 star property
Washington
10.0 out of 10, Exceptional, (1)
"Great support when I had a question, location was great,and everything was very clean and nice."
United States
Mary S.
The price is HK$748
HK$1,469 total
includes taxes & fees
1 Jan - 2 Jan 2026
2nd Street -Deck Suite (back entrance)
Exterior
Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (4)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is HK$972
HK$2,050 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 2-bedroom house in fabulous downtown Hermann
Fridge, microwave, oven, stovetop
Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (42)
"Amazing experience, it was our second time, we will stay again."
United States
Brittany T.
The price is HK$925
HK$1,275 total
includes taxes & fees
2 Jan - 3 Jan 2026
Lake Cabin near the Bourbeuse River
Private kitchen
Cozy Historic WashMo home

Cozy Historic WashMo home

Cozy Historic WashMo home
Washington
9.2 out of 10, Wonderful, (27)
"Great location and easy to work with host"
United States
melissa G.
The price is HK$863
HK$1,927 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Historic WashMo home
Exterior
Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped.

Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped.

Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped.
Washington
10.0 out of 10, Exceptional, (59)
"Angela is always an excellent host! "
United States
Jill J.
The price is HK$945
HK$1,946 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy little house blocks from the Park & Fair Grounds. EV Charger equipped.
Property grounds
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.

New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.

New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
Union
10.0 out of 10, Exceptional, (1)
"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 HK$907
HK$1,822 total
includes taxes & fees
6 Jan - 7 Jan 2026
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
Interior
Tamm Loft | River view, Downtown WashMo, Dog-friendly

Tamm Loft | River view, Downtown WashMo, Dog-friendly

Tamm Loft | River view, Downtown WashMo, Dog-friendly
Washington
10.0 out of 10, Exceptional, (13)
"This is a beautiful place , well equipped kitchen . It was very clean too . It has located downtown and many restaurants in walking distance"
United States
Johanna D.
The price is HK$2,009
HK$2,541 total
includes taxes & fees
4 Jan - 5 Jan 2026
Tamm Loft | River view, Downtown WashMo, Dog-friendly
Front of property
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
The price is HK$1,666
HK$1,791 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Mercantile on the Katy Trail
Interior
Studio Stay w/ Deck in Missouri Wine Country

Studio Stay w/ Deck in Missouri Wine Country

Studio Stay w/ Deck in Missouri Wine Country
3.0 star property
New Haven
Studio Stay w/ Deck in Missouri Wine Country
Terrace/patio
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
Bourbon
10.0 out of 10, Exceptional, (38)
"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 HK$1,199
HK$3,130 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
2 bedrooms, WiFi, bed sheets, wheelchair access
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Bourbon
10.0 out of 10, Exceptional, (12)
"Very nice cabin and area"
United States
Charles
The price is HK$1,060
HK$1,289 total
includes taxes & fees
1 Jan - 2 Jan 2026
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Dining
Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
The price is HK$972
HK$1,930 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ash Creek Suite - In Downtown Historic Hermann
Terrace/patio
Beekeeper's Cottage - Hot Tub, Heated Pool, Dog-friendly, Downtown

Beekeeper's Cottage - Hot Tub, Heated Pool, Dog-friendly, Downtown

Beekeeper's Cottage - Hot Tub, Heated Pool, Dog-friendly, Downtown
Washington
10.0 out of 10, Exceptional, (22)
"I was in town for business and spent three days at the Cottage. First of all, what a charming place. It really felt like home. Second, that heated pool is amazing. It was late September and I was able to get a good lap swim every morning, I will definitely be back."
United States
Jill B.
The price is HK$3,401
HK$4,305 total
includes taxes & fees
4 Jan - 5 Jan 2026
Beekeeper's Cottage - Hot Tub, Heated Pool, Dog-friendly, Downtown
Exterior
Wine Country Getaway | JZ Vacation Rentals

Wine Country Getaway | JZ Vacation Rentals

Wine Country Getaway | JZ Vacation Rentals
3.5 star property
Washington
8.0 out of 10, Very good, (1)
"Great communication, had a couple of leaks and shower flooded but the maintenance came right away to fix it. Overall clean, AC/Heat unit in each room, big kitchen, wonderful sitting area and decor."
United States
Stacy
The price is HK$1,229
HK$3,152 total
includes taxes & fees
4 Jan - 5 Jan 2026
Wine Country Getaway | JZ Vacation Rentals
Exterior
#3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (3)
"Quiet peaceful getaway for my husband and I. All the nature around was incredible! "
United States
Chelsea
The price is HK$1,360
HK$1,638 total
includes taxes & fees
1 Jan - 2 Jan 2026
#3 Cabin at Red Oak Valley
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 Gerald Hotel Reviews

Pinemark Inn & Suites

Pinemark Inn & Suites

10/10 Excellent
"We've been visiting family in the area twice a year for the past 5-years, and we always stay at the Pinemark for a great guest-experience. The rooms are clean and comfortable, the hot water is hot, the coffee is good, the staff is always friendly and helpful, the prices are reasonable, and the location is convenient to the interstate. 5-Stars!"
Lawrence 3-night trip
Posted 9 hours ago
Pinemark Inn & Suites

Find out more about Gerald

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

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

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

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?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This holiday home rental outside of Gerald is located in the city centre, and has a garden, a BBQ 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 that you can cook with friends or family.

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. St. Jordan Creek Winery and Kuenzel Valley Winery 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.