High Hill Vacation Rentals

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Our top choices for High Hill vacation rentals

10.0 out of 10, Exceptional, (173)
"Great people, great place. Thanks"
United States
Gary G.
Cottage Properties - Country Log Cabin
10.0 out of 10, Exceptional, (11)
"The property was beautiful. Loved taking my morning coffee down to the dock each morning. "
United States
Andy Y.
Charming 4-bedroom chalet with lake access in enchanting Innsbrook.
10.0 out of 10, Exceptional, (78)
"Exceeded expectations, beautiful home and very clean. The outdoor property did not disappoint. We will book again in the near future! "
United States
Paul L.
Peaceful chalet - *new* private beach, WIFI, kayaks
4.5 star property
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
$238 nightly
The price is $256
Dec 16 - Dec 17
Total with taxes and fees
The Mercantile on the Katy Trail
10.0 out of 10, Exceptional, (8)
"The twilight cabin was so clean and cozy. We enjoyed our stay. "
United States
Katherine H.
New - custom-built Treehouse - Twilight
9.6 out of 10, Exceptional, (69)
"My husband and I and 3 other couples enjoyed our stay at this spacious, clean, quaint historic home. It was right in the center of town and we were able to walk to shops, winery, restaurants…"
United States
Michelle M.
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Vacation Home in Innsbrook

Innsbrook Luxe Escape - 5 bedrooms
10.0 out of 10, Exceptional, (75)
"Property was excellent from top to bottom. Furnishings were of highest quality and every little thing we needed was there. 15 of us spent 4 nights and didn’t have any problems. Highly recommend this property. "
United States
Richard H.
Innsbrook Luxe Escape - 5 bedrooms
10.0 out of 10, Exceptional, (53)
"We loved our stay here! We were within minutes of walking to most things we did. There was plenty of room for a large group. We enjoyed the fun rooms and all the bathrooms. "
United States
Danielle S.
$646 nightly
The price is $704
Dec 14 - Dec 15
Total with taxes and fees
The Laughing Boar, perfectly located downtown
8.8 out of 10, Excellent, (20)
"We had a great time at this location. It was cute, clean, and well maintained."
United States
Chloe A.
Hot Tub and Private Pool, 7 Bedroom, 4 Bathroom Home. Sleeps 16 comfortably.
10.0 out of 10, Exceptional, (113)
"Very cute room. Perfect for an overnight stay!"
United States
Angel H.
$149 nightly
The price is $168
Dec 15 - Dec 16
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast

Condo in Wright City

Lakefront Studio Condo
2.0 star property
9.6 out of 10, Exceptional, (20)
"The place is exactly as described. It was very clean and offered everything you would need for a weekend stay. The back porch looks out to a lake, and we were within walking distance of a great spot for the fireworks. We'd stay here again. "
United States
ali l.
$286 nightly
The price is $298
Dec 12 - Dec 13
Total with taxes and fees
Lakefront Studio Condo
9.6 out of 10, Exceptional, (9)
"Nice place to stay, super clean and cute! "
United States
Amanda E.
Glamping with gorgeous sunset views, trolley to all wineries

Cabin in Jonesburg

Treehouse - Sunrise
2.0 star property
10.0 out of 10, Exceptional, (22)
"Perfect, peaceful cabin. Everything we needed for a weekend getaway. "
United States
Zane S.
Treehouse - Sunrise
10.0 out of 10, Exceptional, (61)
"AMA ing place! Very clean amazing views quiet relaxing place!!"
United States
Kristina
Cozy custom-built Cabin - Lakeside
9.8 out of 10, Exceptional, (43)
"Super cute!"
United States
Meghan W.
$174 nightly
The price is $192
Dec 16 - Dec 17
Total with taxes and fees
Cozy Riverview Cottage. 5 minute walk to downtown
9.6 out of 10, Exceptional, (105)
"Check was simple. Area was great. Wifi worked perfectly."
United States
Raymond W.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
9.8 out of 10, Exceptional, (52)
"Great place and location, very clean."
United States
Scott B.
$182 nightly
The price is $206
Dec 15 - Dec 16
Total with taxes and fees
The Da Vinci Suite is one of our four rooms.
10.0 out of 10, Exceptional, (169)
"We had a great stay. The house was comfortable and great location. "
United States
Jane I.
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
10.0 out of 10, Exceptional, (182)
"Beautiful spacious lake home, Amazing views, nice amenities."
United States
Tracie K.
Spectacular Innsbrook House on Alpine Lake
9.6 out of 10, Exceptional, (92)
"Overall great stay for a girl's weekend. The house was as described,Steve and the staff were friendly and informative. Breakfast and a drink being included were great perks."
United States
Jennifer M.
$270 nightly
The price is $306
Dec 19 - Dec 20
Total with taxes and fees
Downtown Location, Door to Door Private Shuttle, Great View, & Free Breakfasts
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 $168 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?

Gipfel Suite - Himmel Haus Bed & Breakfast: Visitors like this High Hill vacation home rental. It is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a microwave.

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.