Vacation rentals in Highland

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Top-rated vacation rentals in Highland

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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
4.92 out of 5 average rating, 492 reviews

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!

Guest favorite
A spacious living area features a large sectional sofa arranged around a low coffee table, complemented by additional seating. Bright overhead lights illuminate the space, with modern fixtures and an open kitchen area visible in the background. Neutral tones enhance the inviting atmosphere.
Apartment in St. Joseph
4.92 out of 5 average rating, 150 reviews

The Spacious Getaway Loft B in Downtown

Welcome to the stylish and secure one bedroom apartment, nestled in the bustling heart of downtown. Perfect for up to four guest. This apartment offers a cozy retreat with a prime location. Enjoy the convenience of secure entry as you explore the vibrant food scene and boutique shopping options. Located very close to Missouri theater and a short walk to Civic arena Whether you’re here for a short stay or long , this home is ideal. Book your stay and make unforgettable memories in a great city.

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, 51 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
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, 152 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!

Top guest favorite
A small cabin with a shingled roof is surrounded by a white picket fence. A compact outdoor dining area with two chairs and a table is situated on the stone patio. Nearby greenery and trees provide a natural backdrop.
Cabin in St. Joseph
4.86 out of 5 average rating, 121 reviews

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.

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, 221 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.

Guest favorite
Cabin in St. Joseph
4.89 out of 5 average rating, 237 reviews

Riverfront 2 BR Jacuzzi Cabin w/ Sunset Balcony

Forget your worries in this spacious 2 bedroom cabin located on the 2nd floor of this riverfront building! Enjoy a glass of wine in the jacuzzi while watching the river water pass by. Nestled just outside of town… a few blocks away, find new mountain bike trails. 2 miles away sits a casino, boat ramp, boat dock, conservation center, and a new riverwalk path that provides a peaceful path to historic downtown St. Joseph! Museums, great food, and amazing sunsets await you!

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

Guest favorite
A modern kitchen is displayed with white cabinetry and a gray countertop. Stainless steel appliances include a refrigerator, stove, and microwave. Open shelving holds glassware and plates. Two wooden chairs are positioned at the kitchen island, offering a space for casual dining or gatherings.
Home in Sabetha
4.95 out of 5 average rating, 177 reviews

Charming home in small town

Relax with the whole family, including your fur family, at this peaceful place to stay in Sabetha, KS. We have completely renovated this home to make your stay as easy and comfortable as possible. The kitchen is fully stocked and ready to enjoy. The master features a king sized bed with lots of pillows to choose from. A dedicated office space surrounded by windows to brighten up your day in the office. The second bedroom offers a comfy queen size bed.

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, 402 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

Guest favorite
A two-room cabin is positioned amidst lush greenery, surrounded by trees. The exterior features a brown wooden facade with a white door. A gravel path leads to the entrance, while the lawn is marked by vibrant grass and occasional shrubs.
Cabin in Hiawatha
4.93 out of 5 average rating, 30 reviews

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.

Popular amenities for Highland vacation rentals