
Vacation rentals in Highland
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Top-rated vacation rentals in Highland
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Penthouse w/ Boho Loft, Jacuzzi, + Balcony -3 bdrm
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!

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.

Hippie Hills - Cozy Country Lodging and a Hot Tub
A whimsical retreat—like a storybook, but with Wi-Fi, a hot tub, and a greeting committee that takes hospitality very seriously. Dogs: Bear, Ally, and Bullet meet you at your car, frisbee/ball 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, MO, is 5 minutes away with shops, wineries, and history. After exploring, unwind in the hot tub under starry skies!

Country Cottage Retreat-Hidden Pearl Inn&Vineyard
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!

Berry Ridge Ranch-Cozy Guest Suite near Weston
Visit our acreage in the country nestled in the hills north of Kansas City - within minutes of KCI Airport (MCI), Weston, St. Joseph and Kansas City. Your experience starts with a tree lined drive, including evergreens, a fruit orchard, wild berries, native plant garden, trails, wildflower fields, solar array, wind turbine and a bonfire area among the trees. Nature galore! Lower finished basement level of our home - private, contactless stairway entrance. We can be ready on short notice!

Adorable, Cozy Loft Downtown St. Joseph
Great studio in downtown St. Joe. Walk to restaurants, bars, parks, and shops. Washer/Dryer, New King bed, full kitchen, new sectional sofa that pulls out into qn bed. 82” big screen..Everything you need! We are right next to Coleman Hawkins Park where many festivals and concerts are held. Check the St. Joseph downtown calendar for any events that might bring crowds and noise. We want your stay to be as enjoyable as possible. Unfortunately AirBNB doesn’t allow us to post the link here.

“The Pauper's Palace" 2BR Fit For a King! W/D!
These imperial themed quarters boast a brand new King size gel-memory foam bed, clean spaces, and comfortable accommodations. This two bedroom duplex apartment near the Shoppes at North Village offers you a rich neighborhood at affordable price. This is a great place to stay for a medical professional, or a semi long-term guest. Multi-month guests have occupied the space often, and have raved about it's convenience and comfort. This space is atop a completely separate Airbnb listing.

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.

Antebellum Cottage in Downtown St. Joseph, Mo.
This charming cottage is a rare piece of history located in the historic Museum Hill District of St. Joseph Missouri. 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!

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

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.

Welcome to Casa de Campo!
Welcome to Casa de Campo! Your home away from home. Located right off the famous parkway system and around the corner from 36 Highway-making it easy to go any direction and be at your destination within minutes! This centrally located home has been completely designed and curated by a local designer. Just 5 minutes from Missouri Western State University and Mosaic Hospital!
Popular amenities for Highland vacation rentals
Other great vacation rentals in Highland

Homey Cottage with Sunroom & Smart TV!

Highland Guest House

Secluded Silo

Cozy Cactus Retreat 4bd/2bth St Joe/Savannah area

Peaceful Kansas Cottage w/ Wraparound Deck!

The 1867 Gothic VanDeventer Home

Second story Apartment with Castle View

Haunted-Themed Getaway in Historic Atchison
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