Vacation rentals in Highland

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Top-rated vacation rentals in Highland

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Guest favorite
A cozy loft area features a queen bed surrounded by warm wooden beams. Decorative fairy lights create a soft glow. Colorful patterned cushions rest on a plush rug, with a small table and lamp complementing the tranquil ambiance. Ample wooden floor space allows for movement.
Cabin in St. Joseph
4.94 out of 5 average rating, 226 reviews

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!

Guest favorite
A vibrant living room features a yellow sofa and a black leather couch, complemented by multicolored throw pillows. A circular glass coffee table rests on a patterned rug, while a flat-screen TV is mounted on the wall. Large windows illuminate the space with natural light.
Cottage in Highland
4.98 out of 5 average rating, 50 reviews

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.

Top guest favorite
The front entrance of the cottage features a welcoming orange door framed by two windows. A festive wreath hangs on the door, and decorative potted plants are positioned on either side of the entryway. The pathway is lined with greenery, enhancing the inviting exterior.
Cottage in St. Joseph
4.93 out of 5 average rating, 485 reviews

Antebellum Cottage in Downtown St. Joseph, Mo.

1 HR FROM ARROWHEAD! 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!

Top guest favorite
Two Adirondack chairs face a fire glass table, set in a grassy area surrounded by trees. In the background, a charming cottage is visible atop a hill, with a porch that invites relaxation while enjoying the serene landscape.
Cottage in Sabetha
4.99 out of 5 average rating, 148 reviews

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!

Guest favorite
A modern kitchen area features a long countertop with three blue stools positioned beneath. A large wall art piece depicts a city skyline. Natural light enters through tall windows adorned with dark curtains, illuminating the minimalist cabinetry and stainless steel refrigerator.
Apartment in St. Joseph
4.93 out of 5 average rating, 230 reviews

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.

Superhost
A rustic cabin duplex is seen from the outside, featuring a spacious concrete patio and large windows. A lush yard surrounds the structure, while a riverfront area showcases a hammock hung between trees, providing serene views of the water in the background.
Cabin in St. Joseph
4.86 out of 5 average rating, 99 reviews

Rustic Waterfront 2 BR Cabin Stunning Sunset View!

Take it easy in this rustic cabin duplex. Enjoy a huge yard on both sides of the house, a large concrete patio, grill, and many places for a riverfront fire. There is a train that passes by the distance of 2 blocks away and blows its horn, but not to worry, while inside, the horn is hardly noticeable thanks to the multi-layered, sound deadening windows. Enjoy the hammock, hanging swing chair, or the porch swing. 2 bedroom, Wifi, central heat/air, full kitchen, coffee maker, etc!

Top guest favorite
The entrance showcases a charming gray exterior with a light-colored door framed by vibrant flower beds. A small black chair is positioned beside the entryway, surrounded by lush greenery and colorful blooms, enhancing the inviting look of the patio area.
Tiny home in St. Joseph
4.98 out of 5 average rating, 219 reviews

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.

Top guest favorite
Apartment in Sabetha
4.98 out of 5 average rating, 120 reviews

Cozy Loft Cabin Themed Suite - Main Street Sabetha

Escape to the Cozy Cabin, a charming loft-style room inspired by the warmth and simplicity of a cabin retreat. This inviting space features real wood log siding walls, exposed rustic beam ceilings, and a beautiful stone fireplace — all wrapped in modern comfort. Located at the heart of downtown Sabetha within the Limestone Lodge, you'll enjoy a prime location on Main Street near dining, shopping, and local attractions. *Please Note: Bed located on loft accessed by stairs.

Top guest favorite
A single-story country home is depicted, framed by snow-covered ground. Leafless trees stand in the vicinity, with the structure featuring a light-colored exterior and a sloped roof. The entrance is highlighted by a front porch, offering a welcoming view into the peaceful surroundings.
Home in Oregon
4.97 out of 5 average rating, 143 reviews

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.

Top guest favorite
A single-story house is set on a corner lot, surrounded by green grass and trees. Natural light filters through the leaves, casting soft shadows on the yard. The exterior features neutral siding, with a few windows adorned in a simple design facing the street.
Home in Troy
4.93 out of 5 average rating, 317 reviews

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

Top guest favorite
The farmhouse is set against a backdrop of rolling green hills and fields, with a pathway leading up to the inviting white structure. Trees frame the scene, and a horizon of distant hills can be seen under a sky tinged with soft evening colors.
Home in Atchison
4.94 out of 5 average rating, 109 reviews

Gracious Farmhouse with Beautiful Views

Gracious farmhouse on beautiful working farm offers opportunity for families to disconnect from city life. The farm has been in our family for 160 years; the house was built by our grandfather; Lewis & Clark camped on the land. The house is simply but comfortably furnished; all the mattresses are new. Enjoy family meals either in the dining room or on the enclosed porch. Doug and Bill farm the land so you may see them coming down the road.

Guest favorite
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 397 reviews

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

Popular amenities for Highland vacation rentals