Vacation rentals in High Hill

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Top-rated vacation rentals in High Hill

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Top guest favorite

Home in Jefferson City

4.99 out of 5 average rating, 139 reviews

A *Spicy* Couples Getaway at DungeonJC!

DungeonJC is the ultimate retreat for adventurous couples who are looking for a truly unforgettable experience. Our 114-year-old brick bungalow has been completely transformed into a stunning, fully outfitted dungeon space that's perfect for indulging your deepest desires. Whether you're a seasoned kinkster or a curious newcomer, our immersive environment is designed to take your breath away. You'll be transported to a world of sensuality and pleasure, where every detail is crafted to inspire.

Top guest favorite

Guesthouse in Wright City

5 out of 5 average rating, 259 reviews

Red Mule Ranch - Breakfast included

Cozy, rustic, “bunkhouse." Charming cedar log double bed. Private bath. Located on 85 acre horse farm. Lrg pond, beautiful pastures. Near Innsbrook, Cedar Lakes Cellars Winery, Big Joel's Safari, Long Row Lavender Farm, and many local wineries & antique shops. Homemade breakfast (5 choices), at NO extra charge, & chocolate chip cookies are in your room upon arrival. Perfect anniversary getaway. Your favorite pie/ cake can be made for a small charge. NO cleaning fees #1 Airbnb Host in Missouri

Top guest favorite

Home in Villa Ridge

4.93 out of 5 average rating, 129 reviews

Serenity Valley (No Cleaning Fee)

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional inflatable queen bed for up to 4 guests. Relax on the patio in Adirondak chairs, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, DishNetwork, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits!

Superhost

Chalet in Innsbrook

4.94 out of 5 average rating, 139 reviews

Modern Lakefront Chalet at Innsbrook

Updated modern 2 bed 2 bath lakefront chalet located within the Innsbrook Resort. Enjoy private access and of the small Lake Powderhorn. This stylish chalet has 2 bedrooms each with a queen size bed. The open living room has a large sectional and a separate full size couch. The updated kitchen includes a stove, dishwasher, and a laundry unit. As part of the Innsbrook resort, you'll also have access to the many amenities, including golf course, swimming complex, various lakes, trails, etc.

Guest favorite

Home in Bonnots Mill

4.96 out of 5 average rating, 303 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Guest favorite

Cottage in Gasconade

4.91 out of 5 average rating, 264 reviews

1940's River Cottage w/ Hot Tub

Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

Top guest favorite

Guest suite in Wright City

4.81 out of 5 average rating, 120 reviews

Private Suite w/ Washer & Dryer

Beautifully decorated warm cabin feel. Spacious bedroom with nice desk for your laptop work space. Bathroom has washer and dryer. Living room has thick-cushioned leather futon for second bed, counter space with microwave/air fryer, paper products, and kuerig coffee maker, new 5’ fridge, 50” flat screen TV. Access to outdoor hot tub. Internet was weak so affected some reviews but is super fast now. Near Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore

Top guest favorite

Farm stay in Berger

4.99 out of 5 average rating, 190 reviews

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

Top guest favorite

Guest suite in Rhineland

4.96 out of 5 average rating, 221 reviews

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

Guest favorite

Treehouse in Saint Clair

4.95 out of 5 average rating, 128 reviews

Lady Asha Yurt/Treehouse!

Hummingbird Hollow Outdoors Lady Asha Yurt/Treehouse. Experience an authentic, rustic and secluded glamping experience on a beautiful Farm Animal Sanctuary with horses, donkeys, sheep, goats and potbellied pigs grazing beneath you, a true animal lover's heaven on earth. There is an comfortably sized and uniquely designed bell tent on an elevated platform nestled in the trees. Cozy futon beds with linens, and multiple cooking options for convenient camping fun.

Guest favorite

Cabin in Holts Summit

4.94 out of 5 average rating, 460 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

Top guest favorite

Tiny home in Fulton

4.99 out of 5 average rating, 174 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54