A vineyard with grapevines in the foreground, a church with a steeple in the background, and a hilly landscape with trees and buildings.

Holiday Rentals in Gasconade County

  • 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

Our top choices for Gasconade County holiday rentals

A compact kitchen with a bar area, a dining table with stools, and a small seating area with two chairs.

1. Wine Alley East suite

Wine Alley East suite
Hermann
9.4 out of 10, Exceptional, (86 reviews)
"Host was great. Easy checkin and checkout. Great location to ride trolley to wineries and then walk Hermann at night."
United States
Sandy H.
The price is €192
includes taxes & fees
27 Sept - 28 Sept
Wine Alley East suite
A room with a blue sofa, a small round rug, a table with a lamp, and a window with a view of greenery.

2. The Cottage

The Cottage
2.0 star property
Hermann
The price is €232
includes taxes & fees
5 Oct - 6 Oct
The Cottage
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

3. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (137 reviews)
"Everything was wonderful! It was a great room, a beautiful view from the terrace and a great breakfast."
United States
Kristin V.
The price is €146
includes taxes & fees
28 Sept - 29 Sept
Gipfel Suite - Himmel Haus Bed & Breakfast
A brick building with a red and white facade, a sign reading 'Ash Creek Suite', and outdoor seating with tables and chairs.

4. Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (56 reviews)
"Great place! Great location! And clean!"
United States
Cheryl E.
The price is €305
includes taxes & fees
27 Sept - 28 Sept
Ash Creek Suite - In Downtown Historic Hermann
A black door with a welcome sign, a stone wall, and a wooden post with the number 139.

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

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Hermann
10.0 out of 10, Exceptional, (65 reviews)
"Loved this stay for our girls trip!! So nice and clean! Would definitely rent again!"
United States
Lauren
The price is €468
includes taxes & fees
27 Sept - 28 Sept
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
A bedroom with a bed, bedside lamps, a ceiling fan, a window with curtains, a wall-mounted TV, and a radiator.

6. Germantown Inn & Lounge RM 1

Germantown Inn & Lounge RM 1
Hermann
10.0 out of 10, Exceptional, (3 reviews)
"We had a very pleasant stay. From check in, to check out, it was all perfect!"
United States
Jennifer A.
The price is €236
includes taxes & fees
27 Sept - 28 Sept
Germantown Inn & Lounge RM 1
A compact kitchen with a wooden countertop and stools, a dark sofa, and two armchairs in a living area with hardwood flooring.

7. Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (58 reviews)
"Great location for the price compared to others in the area! Very walkable. Parking was accessible and the host was helpful."
United States
Laurend M.
The price is €192
includes taxes & fees
27 Sept - 28 Sept
Wine Alley West Suite
A living room with a wooden floor, a dining area with a table and chairs, a patterned armchair, a small table with a lamp, and a potted plant.

8. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (17 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is €288
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom house in fabulous downtown Hermann
A modern living room with a brown leather sofa, a lamp, a bookshelf, and a window.

9. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (61 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is €243
includes taxes & fees
4 Oct - 5 Oct
Cozy Riverview Cottage. 5 minute walk to downtown
A two-story house with a front porch, brick facade, and a number '508' on the door.

10. Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (53 reviews)
"Great place for our crew. Rode the Katy Trail and experienced Hermann. Very clean and well taken care of. Highly recommend. "
United States
Mark
The price is €412
includes taxes & fees
26 Oct - 27 Oct
Ash Creek Guesthouse - Downtown Historic Hermann
A modern kitchen with a central island, two bar stools, a dark-colored sofa, and a Wi-Fi sign.

11. Your home away from home! The Branson Country B&B in Hermann,Mo

Your home away from home! The Branson Country B&B in Hermann,Mo
Hermann
9.8 out of 10, Exceptional, (68 reviews)
"."
United States
Melinda
The price is €446
includes taxes & fees
5 Oct - 6 Oct
Your home away from home! The Branson Country B&B in Hermann,Mo
A bed with a quilted cover, a brick wall, and a window with curtains.

12. Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery

Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery
Hermann
10.0 out of 10, Exceptional, (2 reviews)
"Great location, very clean, comfy bed. Only downside was the tiny bathroom and tub with no standup shower but we knew that going into it. Still a great place to stay!!"
United States
Erica L.
The price is €322
includes taxes & fees
27 Sept - 28 Sept
Downtown Hermann Small Batch Suite with Sidewalk Swagger at Lionheart Distillery
A brick building with a sign that reads "MUNHART'S." There are outdoor tables and chairs, and a covered patio area.

13. Plenty room for relaxing and downtown location to walk around!

Plenty room for relaxing and downtown location to walk around!
Hermann
10.0 out of 10, Exceptional, (21 reviews)
"We loved the room and enjoyed all of the amenities and small touches. The location is fantastic and centralized in the Herman area. We highly recommend it."
United States
Joe
The price is €290
includes taxes & fees
7 Oct - 8 Oct
Plenty room for relaxing and downtown location to walk around!
A wooden staircase leading to a modern building with large windows, surrounded by trees and gravel.

14. Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook

Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
Hermann
10.0 out of 10, Exceptional, (7 reviews)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
The price is €241
includes taxes & fees
27 Sept - 28 Sept
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
A modern living room with a dining area, featuring a sofa, armchairs, a coffee machine, and a TV.

15. The House on Wine Alley

The House on Wine Alley
Hermann
9.2 out of 10, Wonderful, (68 reviews)
"We enjoyed the perfect location"
United States
Don O.
The price is €292
includes taxes & fees
27 Sept - 28 Sept
The House on Wine Alley
A dining room with a wooden table set for six, surrounded by chairs.

16. Willow Autumn House - Walking distance from downtown

Willow Autumn House - Walking distance from downtown
Hermann
10.0 out of 10, Exceptional, (28 reviews)
"House was great for our large group celebrating a bride"
United States
Stephanie M.
The price is €370
includes taxes & fees
27 Sept - 28 Sept
Willow Autumn House - Walking distance from downtown
A small wooden cabin with a porch and a staircase leading to the entrance.

17. 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 €151
includes taxes & fees
6 Oct - 7 Oct
Cozy Cabin in the woods near charming Hermann
A hallway with a chalkboard, a bench, a colorful rug, and shelves with papers.

18. Germantown Inn & Lounge RM 5

Germantown Inn & Lounge RM 5
Hermann
The price is €189
includes taxes & fees
27 Sept - 28 Sept
Germantown Inn & Lounge RM 5
A bedroom with a bed, two bedside tables, a mirror, a wooden door, and a nightstand with a plant.

19. In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people

In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
Hermann
9.6 out of 10, Exceptional, (8 reviews)
"Angela has a very clean and spacious basement rental that was perfect for our weekend ! The home was clean, bright and very well cared for. We definitely recommend it for your family."
United States
Sheryl C.
The price is €275
includes taxes & fees
27 Sept - 28 Sept
In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
A dining area with a table and chairs, a kitchen counter, and a window with curtains.

20. Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann
Hermann
9.6 out of 10, Exceptional, (28 reviews)
"Great place to stay, was our first time in Hermann. Would stay at this property again!"
United States
Karina B.
Kork Haus - Whole house rental in Downtown Hermann
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 Gasconade County Hotel Reviews

Fairfield Inn & Suites by Marriott Rolla

Fairfield Inn & Suites by Marriott Rolla

10/10 Excellent
"Clean room…super nice staff"
Laura 2-night trip
Posted 2 hours ago
Fairfield Inn & Suites by Marriott Rolla

Find out more about Gasconade County

Holiday Homes in Gasconade County

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

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

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