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High Hill Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for High Hill holiday rentals

A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

1. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (44 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
The price is AU$306
includes taxes & fees
1 Dec - 2 Dec
The Mercantile on the Katy Trail
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

2. 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
The price is AU$346
includes taxes & fees
11 Nov - 12 Nov
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, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is AU$243
includes taxes & fees
11 Nov - 12 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
A rustic bar area with stone walls, wooden chairs, and hanging pendant lights.

4. Bright Lakefront Studio Condo at Innsbrook

Bright Lakefront Studio Condo at Innsbrook
Wright City
9.8 out of 10, Exceptional, (74 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is AU$265
includes taxes & fees
11 Nov - 12 Nov
Bright Lakefront Studio Condo at Innsbrook
A two-story brick house with a porch decorated with Christmas lights and wreaths.

5. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
The price is AU$267
includes taxes & fees
11 Nov - 12 Nov
Zinfandel Room - Old Vine
A covered patio with a table and chairs, a grill, and a view of a grassy yard.

6. Secluded 2 bedroom home close to Hermann

Secluded 2 bedroom home close to Hermann
New Florence
9.8 out of 10, Exceptional, (52 reviews)
"Very nice place "
United States
Yaqui S.
The price is AU$350
includes taxes & fees
19 Nov - 20 Nov
Secluded 2 bedroom home close to Hermann
A compact kitchen with a bar area, a dining table with stools, and a small seating area with two chairs.

7. Wine Alley East Suite

Wine Alley East Suite
Hermann
9.2 out of 10, Wonderful, (92 reviews)
"Stayed for 2 nights. Was an excellent stay. All pictures are accurate and it was all we needed for our stay."
United States
Carolyn L.
The price is AU$300
includes taxes & fees
11 Nov - 12 Nov
Wine Alley East 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, (18 reviews)
"Cute older home, very clean, nice for a quick overnight stay."
United States
Sandy S.
The price is AU$349
includes taxes & fees
6 Dec - 7 Dec
Charming 2-bedroom house in fabulous downtown Hermann
A building with large windows, a covered porch, and a welcome mat.

9. McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann

McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
McKittrick
10.0 out of 10, Exceptional, (2 reviews)
"Loved this placed, would definitely come back!"
United States
Cody W.
The price is AU$382
includes taxes & fees
1 Dec - 2 Dec
McKittrick Suite - Loft Stay on Katy Trail in Historic Mercantile, 4 min Hermann
A building with large windows, a covered porch, and a welcome mat.

10. Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries

Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
Hermann
10.0 out of 10, Exceptional, (4 reviews)
"So pretty and perfect for our weekend."
United States
Katherine B.
The price is AU$381
includes taxes & fees
8 Dec - 9 Dec
Depot Suite - Ground-Floor Historic Loft on Katy Trail, 4 Mins to Hermann Wineries
A modern kitchen with a marble backsplash, stainless steel appliances, and a wooden bar area with bar stools.

11. Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries

Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
Hermann
The price is AU$379
includes taxes & fees
24 Nov - 25 Nov
Vaudeville Suite, Romantic King Stay Just 4 Min from Hermann Wineries
A wooden staircase leading to a modern building with large windows, surrounded by trees and gravel.

12. 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, (9 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 AU$366
includes taxes & fees
11 Nov - 12 Nov
Cozy Wooded Retreat 3 minutes from Hermann ~ Nature`s Nook
A brick building with a red and white facade, a sign reading 'Ash Creek Suite', and outdoor seating with tables and chairs.

13. 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 AU$366
includes taxes & fees
8 Dec - 9 Dec
Ash Creek Suite - In Downtown Historic Hermann
A compact kitchen with a wooden countertop and stools, a dark sofa, and two armchairs in a living area with hardwood flooring.

14. Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (61 reviews)
"Good location with an easy walk to downtown shops. Communication and flexibility on checking in was very good and much appreciated. Apartment worked out great for my trip thru Herman."
United States
Clyde O.
The price is AU$300
includes taxes & fees
11 Nov - 12 Nov
Wine Alley West Suite
A spacious living area with a large blue sofa, a television, and a wooden entertainment unit.

15. 3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Hermann
9.8 out of 10, Exceptional, (19 reviews)
"Host was very accommodating, property perfect, I can't say enough good things about our stay."
United States
Susan R.
The price is AU$574
includes taxes & fees
17 Nov - 18 Nov
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
A hallway with a chalkboard, a bench, a colorful rug, and shelves with papers.

16. Germantown Inn & Lounge RM 5

Germantown Inn & Lounge RM 5
Hermann
10.0 out of 10, Exceptional, (2 reviews)
"This was very quaint, comfortable, and in the middle of the action - walking distance to everything. I would definitely book again."
United States
Victoria
The price is AU$313
includes taxes & fees
15 Nov - 16 Nov
Germantown Inn & Lounge RM 5
A cozy living room with a high ceiling, a rocking chair, and a fireplace.

17. 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.
The price is AU$319
includes taxes & fees
11 Nov - 12 Nov
Back Door Guest Suite, Zia My Retreat
A two-story house with a blue exterior, a front porch, and a small front yard.

18. Hickory Lake House

Hickory Lake House
3.0 star property
Wright City
The price is AU$635
includes taxes & fees
12 Nov - 13 Nov
Hickory Lake House
A modern living room with a brown leather sofa, a lamp, a bookshelf, and a window.

19. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (67 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is AU$373
includes taxes & fees
22 Nov - 23 Nov
Cozy Riverview Cottage. 5 minute walk to downtown
A laundry area with washing machines, a wooden cabinet, and a bar stool area.

20. Papa's Cabin - 40 acres & 5 acre lake!

Papa's Cabin - 40 acres & 5 acre lake!
Middletown
10.0 out of 10, Exceptional, (4 reviews)
"Overall stay was amazing! The property was just like described and the hostess was easy to communicate with."
United States
Prisilla B.
The price is AU$307
includes taxes & fees
21 Nov - 22 Nov
Papa's Cabin - 40 acres & 5 acre lake!
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 High Hill Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

8/10 Good
"Downstairs bar was nice"
Vicki 1-night trip
Posted 15 hours ago
Hermann Crown Suites

Find out more about High Hill

Everything you need to know about High Hill 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 High Hill 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 High Hill holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

High Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in High Hill. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A High Hill 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 High Hill holiday rentals we have selected for you start as low as AU$243 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on High Hill rentals

At Expedia, we put the best High Hill 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 High Hill 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 High Hill 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 High Hill. 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

Are there holiday rentals in High Hill?

Yes, there are holiday rentals close to the most popular sights in High Hill, or you can select a more secluded option if you're looking for a relaxing stay. High Hill is known for its coffee shops and restaurants.

What are some of the best holiday rentals that High Hill has to offer?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of High Hill 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 can I see and do in High Hill?

While you're exploring the area, Graham Cave State Park and Katy Trail - McKittrick Trailhead are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Endless Summer Winery and OakGlenn Vineyards and Winery.

What are holiday rentals like in High Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in High Hill. Holiday rentals feature extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip.