Holiday rentals in Highland

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Top-rated holiday rentals in Highland

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Top guest favourite
A spacious living area features original hardwood flooring and exposed brick walls. Comfortable seating options include a leather sofa and armchair. Large windows allow natural light to fill the room while potted plants add a touch of greenery to the inviting space.
Loft in Leavenworth
4.97 out of 5 average rating, 371 reviews

Follow Lincoln's Steps at Queenie's Loft in Leavenworth

Look out at the pristine City Hall with the Statue of Liberty and a bronze sculpture marking the city where Honest Abe visited just before announcing his run for Presidency. The original bricks and hardwood in this unique 170-year-old home have stood the test of time. Take a an elevator (or stairs) to the 2nd floor. Located in the heart of historic downtown Leavenworth, the First City of Kansas. Within a few blocks are several coffee shops, bakeries, boutiques, and bars. Located only 10 miles from the award-winning tourist town of Weston, which has many breweries, wineries, and hiking trails. You won't find this anywhere else! Original wide hardwood floors that were laid 165 years ago and the original brick walls that have stood the test of time. A view from nine windows that overlook our pristine city hall with the statue of liberty and statue of Abraham Lincoln. (Lincoln announced his run for presidency right there in Leavenworth!) And to think, he most likely walked across the street and came in our building as it was a saloon at the time! You will enter our loft from the street by keypad and there is a small room leading to our new elevator (big steel door) to take you to the 2nd floor. Directions for the elevator are on the wall. Very easy, just always close the white accordian door to elevator in case your party calls it from another floor. Your party is the only people who have access to this elevator. Check in is between 4 and 7pm. Please drop us a text if it is not in that time frame. Check out is 11am. Again, please drop us a text if you need more time! Mac and Stacy are always just a text away and can be there within 10 minutes. #913-651-7798. Text us with any questions! Ride a custom elevator to the open yet cozy space above the host's candle and gift boutique. The flat is a great base to explore KC, Fort Leavenworth, the county seat, and quaint Weston, MO. Shops, restaurants, coffeehouses, and bars are steps away. There is a large parking lot behind the building on 5th street. 65" tv, but we do not have cable. There is a dvd player, and you are welcome to hook your phone to the tv to watch your prime video, hulu, etc. That is what we do, and use the data from our phone or computer to display on the tv screen!

Guest favourite
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, 163 reviews

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!

Top guest favourite
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, 340 reviews

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!

Top guest favourite
A charming cottage is set against a clear blue sky, featuring a white exterior with green accents. A porch with wooden beams invites relaxation, surrounded by landscaped gardens. The property includes a paved path leading from a gravel driveway and an ornate archway amidst the lush green lawn.
Cottage in Sabetha
4.98 out of 5 average rating, 115 reviews

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!

Guest favourite
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.
Flat in St. Joseph
4.94 out of 5 average rating, 199 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.

Top guest favourite
The historic home features blue siding and white trim, framed by green trees. A welcoming front porch is adorned with hanging planters, and the fenced yard offers a touch of privacy. The entrance is marked by red doors, inviting guests to explore the interior.
Home in Liberty
4.95 out of 5 average rating, 434 reviews

Location! Upscale Historic home w/Chef’s Kitchen

Just steps off Downtown Historic Liberty Square, this updated 1890 home offers guests an upscale luxury experience. Be pampered in the comfortable master suite & enjoy a spa-like experience w/ large clawfoot tub, Carrera Marble shower. Chef’s kitchen includes many amenities. Enjoy meals at the large quartz island. Large private deck. Chaise couch in the living room. Home is divided into complete and private apartments. Each guest has their own entrance and no shared spaces. Wine included!

Top guest favourite
A spacious living area is showcased, featuring a comfortable sofa and a coffee table. A flat-screen television is mounted on the wall. Soft lighting illuminates the space, which includes a kitchenette in the background with bar seating and wooden accents.
Guest suite in Dearborn
5 out of 5 average rating, 141 reviews

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!

Top guest favourite
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, 166 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 favourite
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, 436 reviews

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!

Guest favourite
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, 280 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 favourite
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
4.93 out of 5 average rating, 101 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.

Top guest favourite
A single-story home features a classic design with arched windows and a welcoming porch. A well-maintained lawn surrounds the property, complemented by a landscaped garden. The entry is accessed via a set of steps, leading to a porch that invites relaxation.
Home in St. Joseph
4.99 out of 5 average rating, 174 reviews

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 holiday rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Doniphan County
  5. Highland