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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 152 Vacation Homes in Gerald with updated reviews, rates, and availability.

The House on Wine Alley
Interior

The House on Wine Alley

9.0 out of 10, Wonderful, (41)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is AED 845
AED 1,167 total
includes taxes & fees
19 May - 20 May
The House on Wine Alley
Cozy Riverview Cottage. 5 minute walk to downtown
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (25)
"Such a cute little cottage right on the edge of town! Beautiful view!!! Easy walkability to shops on Main Street! "
The price is AED 735
AED 1,072 total
includes taxes & fees
22 May - 23 May
Cozy Riverview Cottage. 5 minute walk to downtown
Magnolia Inn
Fridge, microwave, oven, stovetop

Magnolia Inn

9.8 out of 10, Exceptional, (34)
"Perfect place to stay in Hermann!"
Magnolia Inn
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Exterior

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

9.8 out of 10, Exceptional, (50)
"The house was awesome, very spacious. We had a great time!"
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
Interior

Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

10.0 out of 10, Exceptional, (25)
"Donna was very nice and the home was perfect for my group’s stay!"
The price is AED 2,387
AED 3,939 total
includes taxes & fees
15 May - 16 May
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
TV

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (47)
"Excellent location, very cute place. I would stay again. Perfect for walking to so many places there. "
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann
Private Logcabin All To Yourself With Lake View
Property grounds

Private Logcabin All To Yourself With Lake View

9.8 out of 10, Exceptional, (203)
"Stay was good, property was clean, owners communicated well. "
Private Logcabin All To Yourself With Lake View
Gipfel Suite - Himmel Haus Bed & Breakfast
Outdoor dining

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (90)
"Very nice clean room and great breakfast. Quiet neighborhood."
The price is AED 364
AED 616 total
includes taxes & fees
21 May - 22 May
Gipfel Suite - Himmel Haus Bed & Breakfast
Eduard Haus in the Downtown Historic District of Hermann, Missouri
Outdoor dining

Eduard Haus in the Downtown Historic District of Hermann, Missouri

8.0 out of 10, Very Good, (1)
"We had a great time! The house is located in walking distance of all restaurants and bars. It was clean and we couldn’t get the AC to work and the owners were very quick to respond and help fix it. We loved how many beds there was. The only complaint is how hard the beds and pillows are. Had a great time!"
Eduard Haus in the Downtown Historic District of Hermann, Missouri
Ash Creek Suite - In Downtown Historic Hermann
Dining

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (46)
"Such a great place to stay! "
The price is AED 735
AED 1,264 total
includes taxes & fees
22 May - 23 May
Ash Creek Suite - In Downtown Historic Hermann
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
Terrace/patio

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

9.8 out of 10, Exceptional, (95)
"Donna and her Mid Century Lake House were absolutely incredible! Elegantly furnished, yet comfortable and spacious, it felt like a true dream home, & was a fantastic NYE venue to host our themed murder mystery dinner for friends traveling in. Donna was friendly, flexible, & communicative. To top off, you can't miss the spectacular views of the lake especially at sunset and sunrise! Perfection! Thank you, Donna, for sharing your incredible lake home with us and allowing us to close out 2024 in...
Mid Century Modern Home w/ Private Pool & Lake on 50 Acres
Spectacular Innsbrook House on Alpine Lake
Interior

Spectacular Innsbrook House on Alpine Lake

10.0 out of 10, Exceptional, (165)
"Beautiful house, beautiful views, even in winter! It was perfect for the 6 of us. Stayed in all weekend (which was what we wanted). Might have to visit in the warmer weather to take advantage of all the outdoor amenities."
Spectacular Innsbrook House on Alpine Lake
Downtown Boho Bungalow
Outdoor dining

Downtown Boho Bungalow

10.0 out of 10, Exceptional, (34)
"Property just as listed-our family enjoyed our stay."
Downtown Boho Bungalow
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Dining

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

10.0 out of 10, Exceptional, (37)
"We loved the home. It was a great location and a beautiful property. The showers had great pressure!"
The price is AED 1,102
AED 2,105 total
includes taxes & fees
22 May - 23 May
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
The Laughing Boar, perfectly located downtown
Exterior

The Laughing Boar, perfectly located downtown

10.0 out of 10, Exceptional, (44)
"We had a great stay at the Boar House. House was lovely as described. Easy walking distance to many activities. Would stay at again. "
The price is AED 1,469
AED 2,586 total
includes taxes & fees
26 May - 27 May
The Laughing Boar, perfectly located downtown
Brick Bungalow
Fridge, microwave, oven, stovetop

Brick Bungalow

10.0 out of 10, Exceptional, (50)
"We came to Hermann to enjoy the Oktoberfest and to celebrate my husband turning 65. Weather was fantastic and the Brick Bungalow was a perfect & convenient spot for home base!"
Brick Bungalow
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Interior

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

10.0 out of 10, Exceptional, (30)
"Beautifully kept property, comfortable, and with character. We would happily stay again!"
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
A Charming Home newly remodeled and furnished
Smart TV

A Charming Home newly remodeled and furnished

10.0 out of 10, Exceptional, (62)
"This was probably the nicest Vrbo I,ve stayed in. Will definitely stay here again. "
A Charming Home newly remodeled and furnished
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Fridge, microwave, coffee/tea maker

Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!

10.0 out of 10, Exceptional, (34)
"Cozy room, clean and great location within and easy walk to all the main attractions."
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
The 3rd Street Inn
Fridge, microwave, oven, stovetop

The 3rd Street Inn

10.0 out of 10, Exceptional, (21)
"As close to a perfect stay as possible. Comfy, clean, great location, exactly as advertised."
The price is AED 1,469
AED 2,598 total
includes taxes & fees
14 May - 15 May
The 3rd Street Inn
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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Other property types in Gerald

Glamping with gorgeous sunset views, trolley to all wineries
Fridge, microwave, oven, stovetop

Glamping with gorgeous sunset views, trolley to all wineries

10.0 out of 10, Exceptional, (2)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
The price is AED 551
AED 845 total
includes taxes & fees
22 May - 23 May
Glamping with gorgeous sunset views, trolley to all wineries
Cozy Cottage, we're told it's heavenly!
Terrace/patio

Cozy Cottage, we're told it's heavenly!

10.0 out of 10, Exceptional, (188)
"Very much enjoyed our stay, will recommend to others!"
Cozy Cottage, we're told it's heavenly!
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Interior

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (95)
"Enjoyed the quietness of this immaculate home! Loved the cellar! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
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.