Holiday Rentals in High Hill

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Holiday Rentals in High Hill

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (156)
"To start, communication with the owners was so easy and they were super quick to respond. The cabin was beautifully decorated for Christmas, clean, and cozy! We were greeted with a lovely note and wine for our anniversary. Had everything we needed to stay and cook for ourselves all weekend. Cannot wait to book our next stay!"
Cottage Properties - Country Log Cabin

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

9.6 out of 10, Exceptional, (89)
"Enjoyed the quietness of this immaculate home! Loved the cellar! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

10.0 out of 10, Exceptional, (154)
"Very nicely restored older home within walking distance of downtown. Nicely furnished and maintained with newer appliances and fixtures. Everything you would need for a weekend with family and/or friends. No TV’s in the bedrooms, but I suppose on a winery trip they aren’t really required. A pleasant place to stay. "
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (45)
"The only complaint was that we had no soap or shampoo. The host did fix the issue though. House is very clean. Area was very nice."
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

Innsbrook Luxe Escape

10.0 out of 10, Exceptional, (62)
"we rent this beautiful every January for a long weekend. As always, it was a great stay. Owner very responsive and house has everything needed. "
Innsbrook Luxe Escape

Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

8.8 out of 10, Excellent, (16)
"My family had a very nice stay at this beautiful house. The house is in a very nice and quiet neighborhood. Everything was very clean and in good working order. The owner was very responsive to any questions. We also had a every good evening at a restaurant/bar a block away called Social House 227. Everything about our stay was pleasant. No complaints. "
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

10.0 out of 10, Exceptional, (131)
"It was just what we wanted!"
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

The Mercantile on the Katy Trail

4.5 star property
10.0 out of 10, Exceptional, (7)
"Rental and suite were very nice. They did a great job renovating the mercantile. Only downside was the area was pretty rundown. It was right on the katy trail so if you bike, it would be awesome. Price was a lot cheaper than in Hermann too."
The price is €193
includes taxes & fees
20 Feb - 21 Feb
The Mercantile on the Katy Trail

Brick Bungalow

10.0 out of 10, Exceptional, (46)
"This property was clean and well stocked. It's only a few blocks to downtown Hermann so well within walking distance. We didn't cook while staying but there were plenty of dishes, pots, pans and utensils. Parking is on the street but it's not a busy street and we felt our car was safe. I would definitely recommend the Brick Bungalow!"
Brick Bungalow

Peaceful lake chalet - WIFI, kayaks, private dock

10.0 out of 10, Exceptional, (60)
"Really enjoyed our stay here. Beautiful view!!The owner is very nice to work with. Accurate listing which is very refreshing."
Peaceful lake chalet - WIFI, kayaks, private dock

Suite #3 - 2 Bed 1 Bath Suite at Suites on 3rd

9.8 out of 10, Exceptional, (59)
"Loved this suite!! It was perfect and cozy. Close to everything in town. The owner was wonderful and very responsive and sweet. Highly recommend!!!! "
Suite #3 - 2 Bed 1 Bath Suite at Suites on 3rd

Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts

9.6 out of 10, Exceptional, (81)
"House was clean. A little dated. If you are arriving in bike while riding the Katy, it is a tough climb on the hilly streets. Great views. "
The price is €390
includes taxes & fees
19 Feb - 20 Feb
Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (20)
"Such a cute little cottage right on the edge of town! Beautiful view!!! Easy walkability to shops on Main Street! "
The price is €285
includes taxes & fees
23 Feb - 24 Feb
Cozy Riverview Cottage. 5 minute walk to downtown

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

10.0 out of 10, Exceptional, (35)
"We loved the home. It was a great location and a beautiful property. The showers had great pressure!"
The price is €360
includes taxes & fees
26 Feb - 27 Feb
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Dock & Resort Perks: Quiet Lakefront Cottage

9.6 out of 10, Exceptional, (124)
"Beautiful views, very comfortable beds, hot showers, well appointed kitchen, cozy wood burning stove. Meal at the clubhouse was also very good!"
Dock & Resort Perks: Quiet Lakefront Cottage

The Artists Suites, Jackson Pollock Suite

9.8 out of 10, Exceptional, (42)
"We came to Hermann to attend a wedding. Had fun exploring!"
The price is €155
includes taxes & fees
24 Feb - 25 Feb
The Artists Suites, Jackson Pollock Suite

Wine Alley East suite

9.4 out of 10, Exceptional, (64)
"We were staying in Hermann for a wedding at Hermann Hills, it’s only 5 minutes from the venue, very walkable town with cute shops and bars, my only worry was parking but it ended up working out. "
The price is €206
includes taxes & fees
19 Feb - 20 Feb
Wine Alley East suite

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (44)
"Great property in walking distance to food, shops, and even winery shuttles. The town is all decked out for a Christmas! We enjoyed shopping , the lights, drinks, music, food and even attended Mass. Very welcoming community. Great place tonsat6"
The price is €287
includes taxes & fees
21 Feb - 22 Feb
Ash Creek Suite - In Downtown Historic Hermann

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

9.8 out of 10, Exceptional, (46)
"This is a nice place to stay. It is right there by downtown and provides walking access to many shops, breweries and distilleries.It was clean and comfortable. We only had a couple of hiccups but they were resolved. Be sure to check out the book with instructions for the heat. We were there on a cold weekend and were confused at how to operate the heat as it was marked a/c only. We did have an issue which the owners dealt with and we appreciated that so much!We would stay here again. Only...
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Updated 4b/3b+loft Chalet on lake w/open floorplan, HUGE kitchen, rain showers

10.0 out of 10, Exceptional, (2)
"This cabin is everything that you see in the pictures and more. Extremely well maintained and decorated. I have stayed at a lot VRBO's and this is by far the cleanliest. Tons of space and plenty of seating areas indoor and outdoor. "
The price is €582
includes taxes & fees
19 Feb - 20 Feb
Updated 4b/3b+loft Chalet on lake w/open floorplan, HUGE kitchen, rain showers
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 types of properties in High Hill you may be interested in

Motel 70

2.0 star property
9.0 out of 10, Wonderful, (451)
"The staff was very friendly!"
The price is €76
includes taxes & fees
21 Feb - 22 Feb
Motel 70

Cottage Properties - Country Log Cabin

10.0 out of 10, Exceptional, (156)
"To start, communication with the owners was so easy and they were super quick to respond. The cabin was beautifully decorated for Christmas, clean, and cozy! We were greeted with a lovely note and wine for our anniversary. Had everything we needed to stay and cook for ourselves all weekend. Cannot wait to book our next stay!"
Cottage Properties - Country Log Cabin

Baymont by Wyndham Warrenton

2.5 star property
7.2 out of 10, Good, (916)
"Our stay was overall good it wasn’t any type of fancy or higher end but clean nice quiet and great for price. "
The price is €80
includes taxes & fees
24 Feb - 25 Feb
Baymont by Wyndham Warrenton
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.

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?

Innsbrook Luxe Escape: This holiday home rental outside of High Hill is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 Stone Hill Winery and Endless Summer 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.