High Hill Holiday Rentals

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Holiday Rentals in High Hill

Cottage Properties - Country Log Cabin
Free WiFi, bed sheets
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, 142 reviews
"Peace & quiet abound here. Lots of birds. Saw hummingbirds at the flowerpot in front of cabin. A little dust from traffic on the dirt road buy not obnoxious. Wonderful front porch for relaxing in the evening or coffee in the morning in rocking chairs. Fire pit and screened porch in back, bbq grill and picnic table under a roof was a nice touch. Overall, 5 stars. Thanks, Richard & Rhonda!"
Cottage Properties - Country Log Cabin
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Property grounds
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 HK$3,516
HK$5,895 total
includes taxes & fees
24 Jun - 25 Jun
Cozy 2 bedroom waterfront chalet with private beach, hot tub at Innsbrook Resort
Cozy Riverview Cottage. 5 minute walk to downtown
Iron/ironing board, WiFi, bed sheets
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 HK$1,563
HK$2,266 total
includes taxes & fees
11 Jun - 12 Jun
Cozy Riverview Cottage. 5 minute walk to downtown
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A Stunning Home, newly constructed & furnished
Fridge, microwave, oven, stovetop
A Stunning Home, newly constructed & furnished
10.0 out of 10, Exceptional, 42 reviews
"."
A Stunning Home, newly constructed & furnished
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
Interior
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
9.6 out of 10, Exceptional, 67 reviews
"Stayed for a bachelorette party and enjoyed the wineries and house aesthetic. Very cute home with so much history. I look forward to staying here again in the future!! "
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
Fridge, microwave, oven, stovetop
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
10.0 out of 10, Exceptional, 63 reviews
"The Songbird House was beautiful. The owners have done a great job maintaining the historical beauty of the home. Paul is very friendly and was available for any questions we had. The location was awesome! We were able to walk downtown and visit several restaurants and shops. We plan to stay again in the future."
Charming 1913 3 Bedr / 2 Bath / Dutch Brick Haus / Living & Dining / New HVAC
Quiet Lakefront Cottage with Dock & Resort Access!
Outdoor dining
Quiet Lakefront Cottage with Dock & Resort Access!
9.6 out of 10, Exceptional, 116 reviews
"Quick birthday getaway to our favorite hidden gem in Missouri. Can’t say enough about Innsbrook. Chalet had everything we needed - large master bath on first floor. Big plus versus most of the other chalets in area. Larry was very accessible leading up to and during our stay. First time staying on Aspen lake so it was nice to sit down on the large dock and take in all of Mother Nature. Highly recommend staying at this property."
Quiet Lakefront Cottage with Dock & Resort Access!
The Farmhouse Inn: 3 bed, 3.5 whole house rental
Private kitchen
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
Cozy custom-built cabin - Lakeside
Property grounds
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
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Smart TV
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
10.0 out of 10, Exceptional, 14 reviews
"The property was ideally situated to allow walking to everything in town."
The price is HK$2,344
HK$3,883 total
includes taxes & fees
11 Jun - 12 Jun
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Peaceful lake chalet - WIFI, kayaks, private dock
Fridge, microwave, oven, stovetop
Peaceful lake chalet - WIFI, kayaks, private dock
10.0 out of 10, Exceptional, 43 reviews
"This is my second time in the past month renting out this exact location from Michael. This A frame cabin is truly beautiful in every way possible. If you are choosing where to stay at innsbrook, no need to look further! I’ll be back!"
Peaceful lake chalet - WIFI, kayaks, private dock
DeFlorin Stone Cottage, Hermann's Popular Downtown Home, Free Wine $20 Shuttle
Exterior
DeFlorin Stone Cottage, Hermann's Popular Downtown Home, Free Wine $20 Shuttle
9.8 out of 10, Exceptional, 94 reviews
"The Stone House had too many narrow stairways for 3 elderly ladies (somehow we missed this important detail in the description when booking) so our host kindly moved us across the street to the Bicentennial House which was perfect for our 1-night stay. We loved the Bicentennial House with spacious rooms, a formal dining area and most adequate kitchen. We thoroughly enjoyed our visit to Hermann, MO. We took full advantage of the shuttle service through Hermann Crown Suites to tour the town and...
The price is HK$2,463
HK$3,164 total
includes taxes & fees
11 Jun - 12 Jun
DeFlorin Stone Cottage, Hermann's Popular Downtown Home, Free Wine $20 Shuttle
Brick Bungalow
Fridge, microwave, oven, stovetop
Brick Bungalow
10.0 out of 10, Exceptional, 37 reviews
"Great location and clean."
Brick Bungalow
Ash Creek Suite - In Downtown Historic Hermann
Fridge, microwave, coffee/tea maker, toaster
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 HK$1,563
HK$2,682 total
includes taxes & fees
11 Jun - 12 Jun
Ash Creek Suite - In Downtown Historic Hermann
Innsbrook lakefront A-Frame, fish, kayak, hike and relax.
Fridge, microwave, oven, stovetop
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 HK$1,723
HK$3,658 total
includes taxes & fees
11 Jun - 12 Jun
Innsbrook lakefront A-Frame, fish, kayak, hike and relax.
Spectacular Innsbrook House on Alpine Lake
Interior
Spectacular Innsbrook House on Alpine Lake
10.0 out of 10, Exceptional, 148 reviews
"Clean, easy check-in, helpful owner, excellent location on beautiful lake."
Spectacular Innsbrook House on Alpine Lake
New home in Historic downtown Hermann
Fridge, microwave, oven, stovetop
New home in Historic downtown Hermann
10.0 out of 10, Exceptional, 25 reviews
"The place is so cute and nice inside! I would definitely stay there again! Everything was nice and neat! 10/10! The bathrooms are amazing and the beds are comfy!"
The price is HK$2,344
HK$4,510 total
includes taxes & fees
11 Jun - 12 Jun
New home in Historic downtown Hermann
Lakeview Hideaway by Sarah Bernard Chalets, with Firepit and Private Dock on a Quiet Lake
TV, fireplace
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
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Fridge, microwave, coffee/tea maker
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
10.0 out of 10, Exceptional, 25 reviews
"Nancy was the perfect host, very clean and comfy stay. Thank you Nancy."
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!
Mood Swing by Innsbrook Vacations!
Property grounds
Mood Swing by Innsbrook Vacations!
10.0 out of 10, Exceptional, 4 reviews
"Everything was clean and comfortable, communication with the host was flawless. An absolutely perfect stay!"
The price is HK$9,861
HK$16,830 total
includes taxes & fees
21 Jun - 22 Jun
Mood Swing by Innsbrook Vacations!
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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.

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

Motel 70
Individually decorated, individually furnished, desk, blackout curtains
Motel 70
2.0 star property
9.0 out of 10, Wonderful, 404 reviews
"The staff was very friendly and helpful. The room was very clean. The hotel is a little dated but again very clean. The bed was comfortable and the wifi speed was great."
The price is HK$578
HK$622 total
includes taxes & fees
10 Jun - 11 Jun
Motel 70
Cottage Properties - Country Log Cabin
Free WiFi, bed sheets
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, 142 reviews
"Peace & quiet abound here. Lots of birds. Saw hummingbirds at the flowerpot in front of cabin. A little dust from traffic on the dirt road buy not obnoxious. Wonderful front porch for relaxing in the evening or coffee in the morning in rocking chairs. Fire pit and screened porch in back, bbq grill and picnic table under a roof was a nice touch. Overall, 5 stars. Thanks, Richard & Rhonda!"
Cottage Properties - Country Log Cabin
Baymont by Wyndham Warrenton
Exterior
Baymont by Wyndham Warrenton
2.5 star property
7.2 out of 10, Good, 807 reviews
"Extensive remodeling going on. Still a nice stop for a night"
The price is HK$717
HK$821 total
includes taxes & fees
11 Jun - 12 Jun
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.

Search for holiday rentals in High Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in High Hill using one of the methods below:

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

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

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
Expedia verified reviews

GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT

GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT

5/5 Excellent
Great spot
"Four of us stayed here for a quick weekend away. It was perfect for us and we loved the bakery downstairs. We will stay here again!"
A verified traveller stayed at GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT
Posted 3 days ago
GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT