High Hill Holiday Rentals

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Holiday Rentals in High Hill

Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, 144 reviews
"Lovely country decorated log house with two porches and one is enclosed. A lot of small surprise amenities that weren't expected. We felt right at "home". Two ponds for fishing, horses and farm animals you can feed, walking trails, outdoor bbq and fire ring. When the owner happen to see us outside or on the road, he checked to make sure everything was good or he waved as he passed. Felt very secure that if we had a problem, it would be handled promptly. "
Cottage Properties - Country Log Cabin
Quiet Lakefront Cottage with Dock & Resort Access!
9.6 out of 10, Exceptional, 117 reviews
"Wonderful time at this chalet. We have stayed many times in Innsbrook, but by fat this host goes above and beyond to make sure your stay is memorable."
Quiet Lakefront Cottage with Dock & Resort Access!
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
10.0 out of 10, Exceptional, 52 reviews
"So much outdoor lake fun. Hot tub, paddle boards, kayaks, fire pit, beach and multiple decks and seating areas. Lake life!"
The price is AU$1,144
includes taxes & fees
24 June - 25 June
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
9.6 out of 10, Exceptional, 69 reviews
"First time to visits Hermann for all 3 of us, and we couldn't have asked for a better time! The accommodations were wonderful, and we loved the charm of the house. Our favorite spot was hanging out in the wine cellar. Highly recommended by all of us!"
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
10.0 out of 10, Exceptional, 66 reviews
"What a lovely home! The pictures don't do the place justice, and that's because Paul & Heidi are always diligently looking to improve. Their heart and soul go into this place and it shows! We had a group of five girls total, staying at the Songbird Haus, and it was perfect, we had enough room to hang out in the kitchen, dine at the main table and lounge on the sofas for chit chat. The home is beautiful and we loved how easy it was to walk everywhere in town. The entire stay was just as charming...
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
A Stunning Home, newly constructed & furnished
10.0 out of 10, Exceptional, 44 reviews
"As listed. Perfect place for couples to enjoy time away. Clean and well stocked. Each room was exactly the same allowing all couples to feel equally accommodated. The second smaller house on the property (separate rental that wasn't in our rental/party) is very close but this wasn't an issue for us. We were able to enjoy ourselves and I believe the other rental did too. Ample seating inside and out for all 8 in our party. We paid to use trolley Saturday, but drove ourselves Friday and Saturday....
A Stunning Home, newly constructed & furnished
Ash Creek Suite - In Downtown Historic Hermann
9.4 out of 10, Exceptional, 36 reviews
"It was very nice and had a lot to do in walking distance."
The price is AU$520
includes taxes & fees
24 June - 25 June
Ash Creek Suite - In Downtown Historic Hermann
Cozy Riverview Cottage. 5 minute walk to downtown
10.0 out of 10, Exceptional, 12 reviews
"The cottage is cozy, comfortable, and full of charm. We felt right at home and Jenna’s customer service was fabulous. Thank you for making our weekend in Hermann perfect!"
The price is AU$439
includes taxes & fees
24 June - 25 June
Cozy Riverview Cottage. 5 minute walk to downtown
Cozy custom-built cabin - Lakeside
10.0 out of 10, Exceptional, 27 reviews
"My wife and i celebrated and incredible 24th wedding anniversary made even more spectacular by this elegant country escape. A special thanks goes out to our hosts who made our weekend so memorable. You can tell they put a lot of love and hard work into this remarkable little oasis in the trees."
Cozy custom-built cabin - Lakeside
The Farmhouse Inn: 3 bed, 3.5 whole house rental
10.0 out of 10, Exceptional, 87 reviews
"Perfect house for 3 couples. Huge bonus with a bathroom in each bedroom plus an extra in the living area. Walkable to restaurants and shopping. Trolley picked up at front door. Wonderful stay. Would absolutely book again!"
The Farmhouse Inn: 3 bed, 3.5 whole house rental
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
10.0 out of 10, Exceptional, 8 reviews
"We stayed over New Year's and the place was decked out for the holidays. I really appreciated all of the nice touches. Also, it was very considerate to set us up with coffee and firewood. We enjoyed our stay here and would recommend."
Sunflower Valley in Innsbrook Missouri that sleeps 10 comfortably. Fur babies ok
Peaceful lake chalet - WIFI, kayaks, private dock
10.0 out of 10, Exceptional, 46 reviews
"Innsbrook is a location we visit when we need a last minute vacation as it provides some peace and quiet along with the convenience of being close to home. We used the provided kayaks daily for fishing the small lake and otherwise hung out in the cabin during the hottest part of the day. We only left the chalet once to visit the newer ice cream shop inside the resort for the first time although we have stayed in Innsbrook several times. Host was great in getting in touch with me for a few items...
Peaceful lake chalet - WIFI, kayaks, private dock
Suite on Schiller
9.8 out of 10, Exceptional, 86 reviews
"Wonderful trip "
Suite on Schiller
Pet friendly rental near Hermann
9.6 out of 10, Exceptional, 13 reviews
"This delightful home is 20 minutes from downtown Hermann. It was well appointed, had plenty of comfortable beds, and there were lots of amenities. Both showers worked wonderfully. We will stay there again."
The price is AU$449
includes taxes & fees
24 June - 25 June
Pet friendly rental near Hermann
Brick Bungalow
10.0 out of 10, Exceptional, 37 reviews
"Great location and clean."
Brick Bungalow
Spectacular Innsbrook House on Alpine Lake
10.0 out of 10, Exceptional, 149 reviews
"We had everything we needed for our family vacation. We needed privacy for our family and most listings have bunk rooms. Here you will have 4 Queens, 1 King and a Futon. There were plenty of water toys and I highly recommend a sunset kayak. We had Gateway Golf Cars LTD deliver a 6 seater golf cart and also rented a pontoon boat. I would like to stay here every summer, it was that great!"
Spectacular Innsbrook House on Alpine Lake
Lakeview Hideaway by Sarah Bernard Chalets, with Firepit and Private Dock on a Quiet Lake
9.8 out of 10, Exceptional, 43 reviews
"Really enjoyed our stay. The little pond is great for the kids and it was a very relaxing space. They enjoyed the paddle boat. Had some great games and the fireplace was great for the winter."
Lakeview Hideaway by Sarah Bernard Chalets, with Firepit and Private Dock on a Quiet Lake
Innsbrook lakefront A-Frame, fish, kayak, hike and relax.
10.0 out of 10, Exceptional, 10 reviews
"Quiet location nestled in the timbers of Innsbrook Resort. Easy access to fingerling of lake. The chalet was very spacious and accommodating during our stay. This time of year brings a lot of fallen leaves - would have been nice if porch had leaves blown off prior to arrival or a broom on property to clear decking/approach to chalet. Would highly recommend a weekend stay with your family at this property."
The price is AU$755
includes taxes & fees
8 July - 9 July
Innsbrook lakefront A-Frame, fish, kayak, hike and relax.
Wine Alley East suite
9.2 out of 10, Wonderful, 45 reviews
"Location was very handy - had everything we needed! Would definitely stay here again!"
The price is AU$318
includes taxes & fees
24 June - 25 June
Wine Alley East suite
A Charming Home newly remodeled and furnished
10.0 out of 10, Exceptional, 46 reviews
"Very nice, well maintained and homey."
A Charming Home newly remodeled and furnished
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See all available properties in High Hill
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.

High Hill Holiday Home Travel Info

Other types of properties in High Hill you may be interested in

Motel 70
2.0 star property
9.0 out of 10, Wonderful, 410 reviews
"The room was clean and perfect. Very friendly and courteous."
The price is AU$119
includes taxes & fees
14 July - 15 July
Motel 70
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, 144 reviews
"Lovely country decorated log house with two porches and one is enclosed. A lot of small surprise amenities that weren't expected. We felt right at "home". Two ponds for fishing, horses and farm animals you can feed, walking trails, outdoor bbq and fire ring. When the owner happen to see us outside or on the road, he checked to make sure everything was good or he waved as he passed. Felt very secure that if we had a problem, it would be handled promptly. "
Cottage Properties - Country Log Cabin
Baymont by Wyndham Warrenton
2.5 star property
7.0 out of 10, Good, 813 reviews
"Property is currently under renovation so messy, dusty. The room itself smelled musty, the tile floor in the entrance and bathroom were dirty, full of hair, like lots of hair. I can only imagine what the carpets are like. The tub shower area had hair on the walls/tub. The pool had black mold in certain areas. Overall not a good experience and would not return. "
The price is AU$157
includes taxes & fees
14 July - 15 July
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.

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$318 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?

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!! : This holiday home rental outside of High Hill offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in High Hill?

While exploring the area, visit the sights like OakGlenn Vineyards and Winery, Hermannhof Vineyards and Stone Hill Winery. In the wider area, you’ll find Adam Puchta & Son 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.

Recent reviews of High Hill properties
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