
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!

Antebellum Cottage in Downtown St. Joseph, Mo.
XMAS SPECIAL! 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!

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!

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.

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!

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.

Bungalow on Riley
You will love this charming and centrally-located bungalow on Riley Street. This cozy two bedroom, one and a half bath, home has just what you need for your visit to Atchison. We are a block away from the town's skate park, and a mile from Benedictine College, and a mile from historic downtown Atchison. This peaceful, clean home is in a quiet neighborhood. This is a great place to stay if you are visiting Benedictine College, Snow Creek, or one of Atchison’s music festivals!

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

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.

Private peaceful very secluded!
The whole group will be comfortable in this spacious and unique space. Peaceful space in the valley where a rooster crow is all you hear in the morning. Have coffee on the dock while feeding koi in the koi pond! Off the beating path of traffic. Short drive to I 435 and I 35. About a half hour drive to Royals and Chiefs stadiums, downtown KC and Kansas speedway! Minutes from the bike and walking trails that circle Smithville Lake!

Welcome to Casa de Campo!
Welcome to Casa de Campo — your home away from home. Centrally located off the Parkway and near Highway 36, this designer-curated home offers style, comfort, and convenience. Just 5 minutes from Missouri Western State University and Mosaic Life Care, with nearby shopping, dining, and attractions, it’s perfect for work, campus visits, or a relaxing St. Joseph getaway.
Popular amenities for Highland vacation rentals
Other great vacation rentals in Highland

The Landing is a Cheerful 3 bedroom 2 bath home

Highland Guest House

2 BR Oasis NEW Comfy Beds!

Play with the Alpaca's @ FBF

Ant’s Waterfront 2 Bdrm Cabin w/ Best Sunset View!

Peaceful Kansas Cottage w/ Wraparound Deck!

Cabin at Spring Meadow Farm

Tiny Cabin on the Farm
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