High Hill Vacation Rentals

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Our top choices for High Hill vacation rentals

9.6 out of 10, Exceptional, (13)
"Lovely weekend- enjoyed checking out Innsbrook"
United States
Denise L.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Aspen Sights by Innsbrook Vacations!
9.8 out of 10, Exceptional, (23)
"Everything was extremely clean. We couldn’t have asked for a more quiet and relaxing stay. "
United States
Brian L.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Lake Aspen Overlook by Innsbrook Vacations!
9.6 out of 10, Exceptional, (18)
"Great location and property within close distance of all Innsbrook has to offer. Would stay again. "
United States
Kristina U.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
The Harris Overlook by Innsbrook Vacations!
9.8 out of 10, Exceptional, (21)
"Check-in was easy and property was clean. Great place to stay!"
United States
Casey A.
$211 nightly
The price is $217
Jan 11 - Jan 12
Total with taxes and fees
Lake Aspen Hideaway by Innsbrook Vacations!
9.0 out of 10, Wonderful, (10)
"Nice, quiet, relaxing place to stay! Great communication with the host. "
United States
Lorna M.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Aspen Heights by Innsbrook Vacations!
9.4 out of 10, Exceptional, (10)
"Great clubhouse, plenty of wildlife roaming grounds, and friendly atmosphere."
United States
tony
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Serene Seebach Sights by Innsbrook Vacations!
2.0 star property
10.0 out of 10, Exceptional, (4)
"Everything was perfect!!"
United States
Rochelle T.
$356 nightly
The price is $367
Jan 9 - Jan 10
Total with taxes and fees
Lakefront Lodge by Innsbrook Vacations!
7.0 out of 10, Good, (2)
"Great location, clean and plenty of space. Lots of amenities to use during our stay, canoes, fishing gear, video games. Could be updated a little. Baking supplies to make breakfast. "
United States
Nancy P.
$211 nightly
The price is $217
Jan 11 - Jan 12
Total with taxes and fees
The Aspen Hideout Pt.II by Innsbrook Vacations!
8.0 out of 10, Very Good, (1)
"We would stay there again."
United States
C M.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Geneva Retreat by Innsbrook Vacations!
8.6 out of 10, Excellent, (12)
"Great property! Will rent again."
United States
donald j.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Aspen Hideout by Innsbrook Vacations!
9.2 out of 10, Wonderful, (12)
"This was a great spot for me and my granddaughter to stay. Within walking distance to the beach. It was clean, quiet and even during the rain there were puzzles and some games available to play. Nicely decorated. "
United States
Jaime S.
$211 nightly
The price is $217
Jan 9 - Jan 10
Total with taxes and fees
Lake Aspen Landing by Innsbrook Vacations!
9.8 out of 10, Exceptional, (41)
"It was very peaceful and close to all the activities we wanted to do like kayak fish and enjoy dinner looking out at the golf course. "
United States
Mollie L.
$182 nightly
The price is $188
Jan 11 - Jan 12
Total with taxes and fees
Studio Condo on the Water @ Innsbrook

Condo in Wright City

Lakefront Studio Condo
2.0 star property
9.8 out of 10, Exceptional, (21)
"It was absolutely perfect for a weekend getaway for 2!! Perfect place to celebrate a wedding as well!!"
United States
Alicia R.
$286 nightly
The price is $298
Jan 9 - Jan 10
Total with taxes and fees
Lakefront Studio Condo
8.8 out of 10, Excellent, (10)
"Comfortable condo right near the lake. We had a great time!"
United States
Alison T.
$356 nightly
The price is $367
Jan 9 - Jan 10
Total with taxes and fees
The Lions Den Pt. II by Innsbrook Vacations!
9.2 out of 10, Wonderful, (7)
"Nice ,comfortable 2 bedroom condo on lake. Beach is easy walk from condo, pool is a short drive to community center. Beautiful lakefront views with deer ,foxes, and lots of birds. Would stay here again"
United States
jennifer m.
$356 nightly
The price is $367
Jan 9 - Jan 10
Total with taxes and fees
Cozy Condo on Lake Aspen by Innsbrook Vacations!
10.0 out of 10, Exceptional, (6)
"Very comfortable, spacious, great location for canoe trip. "
United States
Carolyn B.
$208 nightly
The price is $227
Jan 9 - Jan 10
Total with taxes and fees
Back Door Guest Suite, Zia My Retreat
10.0 out of 10, Exceptional, (114)
"Nice property, with great view of Hermann"
United States
Mike L.
$149 nightly
The price is $168
Feb 2 - Feb 3
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast
4.5 star property
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
$214 nightly
The price is $230
Jan 13 - Jan 14
Total with taxes and fees
The Mercantile on the Katy Trail

Vacation Home in New Florence

Secluded 2 bedroom home close to Hermann
9.8 out of 10, Exceptional, (46)
"Very nice place "
United States
Yaqui S.
$237 nightly
The price is $250
Jan 11 - Jan 12
Total with taxes and fees
Secluded 2 bedroom home close to Hermann
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
$602 nightly
The price is $688
Jan 9 - Jan 10
Total with taxes and fees
Downtown Hermann Vacation Home Near Wineries!
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

Find out more about High Hill

Everything you need to know about High Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the High Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

High Hill vacation 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 low season months. For more hustle and bustle, you may prefer to visit High Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $195 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on High Hill rentals

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

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 vacation rentals in High Hill?

Yes, we offer vacation rentals near well known points of interest 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 coffeehouses and restaurants.

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

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: Visitors like this High Hill vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area, you’ll find Endless Summer Winery and Katy Trail - McKittrick Trailhead.

What are vacation rentals like in High Hill?

Vacation rentals are private accommodations you can stay in for a short or long stay in High Hill. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.