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

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

9.8 out of 10, Exceptional, (44)
"We had a wonderful time and were in walking distance of everything we wanted to do. Perfect house for four couples. We had a GREAT time."
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Dock & Resort Perks: Quiet Lakefront Cottage

9.6 out of 10, Exceptional, (123)
"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

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (43)
"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 €289
includes taxes & fees
24 Jan - 25 Jan
Ash Creek Suite - In Downtown Historic Hermann

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 €287
includes taxes & fees
22 Jan - 23 Jan
Cozy Riverview Cottage. 5 minute walk to downtown

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

9.6 out of 10, Exceptional, (88)
"Need liteing on outside steps/handrail We managed o.k(80 yrs) surprised of multiple stairs insideFrying pans need replacing,as 30 yrs as past landlords understand apreciate your lodging "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Spectacular Innsbrook House on Alpine Lake

10.0 out of 10, Exceptional, (160)
"A very nice roomy, quiet, and clean house. The kitchen was well equipped, the bedrooms were large, and the common living areas were well lit and large. Ample streaming TV options as well with great internet speed. Owner was accommodating and available but yet let us be. Just a perfect place."
Spectacular Innsbrook House on Alpine Lake

Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

10.0 out of 10, Exceptional, (58)
"This place was incredible! We’ve been to Innsbrook multiple times and this is by far our favorite place to stay now! Mandy was great to work with, communication was fantastic. The fire pit with swings was so cozy, the hot tub was amazing and the beds were so soft. We will be coming back! "
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort

Peaceful lake chalet - WIFI, kayaks, private dock

10.0 out of 10, Exceptional, (57)
"Our stay was wonderful and cozy! Highly recommend! "
Peaceful lake chalet - WIFI, kayaks, private dock

Suite on Schiller

9.8 out of 10, Exceptional, (97)
"Adorable place with everything we needed for our stay while in town for a work event. Loved the location of the property. The only issue I encountered was the noise coming from the other side of the door in the bedroom. I"
Suite on Schiller

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

Updated Innsbrook lakefront A-Frame, ready for you for holiday fun and relaxing.

9.8 out of 10, Exceptional, (17)
"The cabin was great overall, had everything I needed for the stay. We stayed for Christmas and the views were great, seen deer everyday near the lake. The only complaint I have is the showers are very small, and thats the only reason I didnt give it 5 stars"
Updated Innsbrook lakefront A-Frame, ready for you for holiday fun and relaxing.

Charming 1913 3 Bedroom 2 Bath Dutch Brick Haus

10.0 out of 10, Exceptional, (84)
"This home was everything described and more. The home was cozy and comfortable, beautiful woodwork throughout. Walking distance to downtown Hermann made it so easy to get around. Paul and Heidi were such a joy to meet and visit with. We could not have asked for a better weekend. "
Charming 1913 3 Bedroom 2 Bath Dutch Brick Haus

Innsbrook Luxe Escape

10.0 out of 10, Exceptional, (59)
"The home is in a great location among the hills and lakes, but still close enough to shopping if you need to venture in. Beautifully decorated with Christmas cheer our children & grandchildren had lots of space to relax and enjoy each others company. Thank you for providing such an inviting atmosphere. "
Innsbrook Luxe Escape

Cozy custom-built Cabin - Lakeside

10.0 out of 10, Exceptional, (47)
"Great relaxing weekend. The cabin was perfect. Thank you!"
Cozy custom-built Cabin - Lakeside

Guest House- Downtown Hermann (Sleeps 16) 3 Bedroom 2.5 Bath

9.8 out of 10, Exceptional, (18)
"This was so perfect for all 12 of us. We were able to sit together in 1room; play a game and talk. It was a great time!"
Guest House- Downtown Hermann (Sleeps 16) 3 Bedroom 2.5 Bath

Frene Valley Guest House

10.0 out of 10, Exceptional, (78)
"The rental was in a great location to walk to wineries, whiskey distilleries and the trolley. It was clean and beds were comfortable. Kitchen has what we needed to do light cooking."
Frene Valley Guest House

Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok

10.0 out of 10, Exceptional, (16)
"I loved the open space. Like the privacy."
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok

The House on Wine Alley

9.0 out of 10, Wonderful, (39)
"We loved the place and proximity to town"
The House on Wine Alley

Reflection Point by Innsbrook Vacations!

9.8 out of 10, Exceptional, (10)
"We have a tradition to celebrate Christmas at a cabin in the country and this cabin gave us just what we needed. Great location, easy to find, on the lake, firepit and plenty of bedrooms. Had a great time, hated to leave. "
Reflection Point by Innsbrook Vacations!
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, (450)
"Incredibly friendly management, room was everything we needed! Very convenient being right off of i70. Would come here again. "
The price is €66
includes taxes & fees
22 Jan - 23 Jan
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, (904)
"Rooms were so nice and beds are super comfortable!!!"
The price is €69
includes taxes & fees
1 Feb - 2 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?

Cozy Riverview Cottage. 5 minute walk to downtown: This holiday home rental outside of High Hill has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in High Hill?

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

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.