Vacation rentals in Highland

Riverfront Boho Penthouse-Loft•Jacuzzi•Balcony

The perfect place to unwind! Master room boasts a super comfy king bed, a stylish built-in wall dresser, cozy fireplace, as well as a riverfront balcony. The Loft is great for lovers of Boho style, queen bed w/ ample space to stretch out for yoga as well as a private crow’s nest balcony! 3rd bed(twin) can be found in a repurposed library room. Take a dip in the jetted jacuzzi tub w/ a sunset view! A full kitchen awaits your cooking needs! Large private dressing/makeup room is a favorite!

Antebellum Cottage in Downtown St. Joseph, Mo.

5miles from MO Western!This charming cottage is a rare piece of history located in the historic Museum Hill District of St. Joseph MO. This delightful cottage is one of the oldest built homes in the district. Home was built in the 1860's & was the starter home for many newlywed couples during this era. Location of property is just a short stroll from downtown shops, restaurants & bars. If you are a historical enthusiast or just need a couples retreat this unique piece of history is a must stay!

Homey Cottage with Sunroom & Smart TV!

Quiet but vivid, this remote Highland home is a brilliant choice for a getaway where solitude is king. Although the property is away from the hubbub of crowds, it’s still only 1 block from Highland Community College and an easy drive to the Four State Lookout to enjoy the Missouri River. Bursting with character and guest-ready amenities, this 1-bedroom, 1-bathroom vacation rental boasts a sunroom that lets guests unwind without a breeze and a laundry room that doubles as privacy for a 2nd bed.

Hidden Pearl Inn&Vineyard-serene cottage retreat

You won’t want to leave this charming one-of-a-kind place conveniently located on 28acres less than a mile from town. This French inspired cottage rests atop a hill overlooking vineyard and valley views. Wake up to the sun rising over the vineyard from the comfort of your balcony, or view the best sunsets from various vantage points. We offer all the amenities to help you & your spouse or friend group escape the busyness of life while you take in all that our serene property has to offer!

Unique Tiny Cabin

This unique place has a style all its own. Our tiny cabin located on a spacious campground offers everything you need. Equipped with 2 twin beds, TV, AC/Heat, microwave, fridge, a small outdoor dining area, coffee machine and more. This cabin is perfect for couples and small families. The cabin is 18'x10', fully insulated allowing you to camp in the summer and winter. The cabin is a dry cabin; laundry, restroom and shower facility are within walking distance as well as the public pool area.

Cozy Waterfront Studio Cabin-Sunset•Firepit•Yard

Enjoy the best waterfront view in town with access to a hammock, wifi, hanging swing, porch swing, bbq grill, huge yard, and giant concrete patio all looking up river! There’s a Bald Eagle that often perches in a nearby waterfront tree looking for fish. If you’re patient enough, you can see him swoop down and grab one! A train does pass by a couple of blocks away on occasion and sounds its horn, so light sleepers may need a white noise app or provided fan. Non smoking/clean air property.

Loft C in downtown St. Joseph

This amazing property is located in the heart of downtown St. Joseph and is within walking distance of coffee shops, local dining and shopping. This 1 bedroom loft apartment is located on the 2nd story of the building with great views of the historic downtown. There is street parking on both sides of the building, keypad entrance with personal code, free WiFi and YouTube TV. The living room has a sofa bed, couch, love seat and ottoman, full kitchen with bar seating and a spacious bathroom.

The Nest(Tiny House) Private, Self Check-In, Wi-fi

400 sq. ft "tiny house" on edge of woods on private property with neighbors in view. Rural setting. Outside: green space and trees! Inside: cozy, cute, modern, and pleasing color palette. Well-lit spacious parking in driveway next to sidewalk leading to your patio. Here for a long weekend, wedding, or work? Perfect! 25-30 minutes to Atchison, Weston, & the K.C. Airport. Less than 5 minutes to St. Joe, gas, and food. Read on for more information regarding setting and amenities.

The Farmhouse: Cozy, Quiet Getaway

Enjoy this cozy country home in Oregon, Missouri. Located about a mile off I-29, this is the perfect place to stay for reunions, family visits, or even a weekend getaway. This is a quiet area with local restaurants nearby. St. Joseph is about 20 minutes away. Free wi-fi is included, along with a full kitchen including Keurig coffee maker, dish washer, garbage disposal and pots and pans. The house also includes a smart TV so you can bring your favorite streaming device.

The Elm House

Three bedrooms, two bathrooms, dining room, kitchen hardwood floors throughout living area, Corner lot with privacy fence on the south and the west side. Easy access to grocery store, gas station, beauty salon, library, church, restaurants. Extended Stay guests (booked for a week or more) will enjoy significantly reduced rates (falling within GSA per diem guidelines). Your group, or family can enjoy small town life while relaxing with all the comforts of home

Hippie Hills - Cozy Country Lodging and a Hot Tub

Like a storybook, but with Wi-Fi, a hot tub, and a hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston is 5 minutes away with shops, wineries, and charm. After exploring, unwind in hot tub under the stars. LGBTQ friendly

Quiet Cabin Getaway

Take a break and unwind at this peaceful getaway. This two room cabin is the perfect spot to recharge and find some peace. There is a pond so there are lots of opportunities to see wildlife throughout the day and in every season. There is no WiFi or TV so you will be as unplugged as you want to be as there is cell service. You are about a mile from town on blacktop road after you make it up about a half mile of gravel driveway.