Holiday houses in Skidmore

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!

Value · Family · Bathroom

The Grain Bin at Big Lake

Stay in a beautiful remodeled grain silo on a secluded lake. This retreat blends cozy design, stunning views, and endless outdoor fun. Just 90min from Omaha or Kansas City, the silo is perfect for couples, families, or small groups. Rise to splendid sunrises, wind down with blazing sunsets and enjoy enchanting star gazing. Full access to kayaks, paddle boards and a lily pad all included. Bring your boat, jet ski or ATV with private boat slip. The Lake and nearby trails are built for adventure!

Value · Family · Sleep quality

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!

Family · Location · View

Touch of Country 150" projector, PingPong &Karaoke

Welcome! Relax at our hidden sanctuary, just 2 mins off I-35/Hwy 36 and 50 mins from the FIFA World Cup 2026 action in Downtown KC. Enjoy a 150" projector with a popcorn machine—perfect for movies or the big game! Amenities include high-speed Wi-Fi, karaoke, ping pong, and a grill. Explore our private oasis featuring a peaceful stream with a bridge and expansive green space. Free large parking with a pull-through driveway for trucks/trailers. Only 5 mins to groceries. Book your stay today!

Location · Family · Barbecue

Red Rock Loft | *Pet Friendly Hunters Dream*

Welcome to Red Rock Loft, a cozy and pet-friendly loft apartment in a rural setting in Barnard, Missouri! This charming loft is perfect for couples, solo travelers, or small families. Inside, enjoy a generous king bed, comfortable bedroom, inviting living space, and fully equipped kitchen. Pets are welcome, with plenty of room to roam. The loft includes a 55" TV, washer/dryer and Traeger wood smoker/grill. Perfectly located for Nodaway Valley, Squaw Creek and nearby Maryville, MO.

Family · Location · Access

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.

Location · Value · View

Lou Lou’s Lodge

Welcome to your cabin! It is a four-bedroom stay that accommodates up to 6 guests. This cabin is perfect for families or friend groups that are looking for a relaxing getaway. You will leave feeling refreshed! (New Build with landscaping & grass not yet completed) Inside: * 4-bedroom stay that sleeps 6 guests * 2 full bathrooms * Washer/dryer * Fully equipped kitchen * TV & wifi Outside: * Includes front & back deck * Contains gas grill * Multiple car parking

Location · Family · Cleanliness

Lake Life Starts Here—w/ Dock, Kayaks & Relaxation

Welcome to our new lake house — the perfect place to relax, recharge, and make memories. Whether you’re looking for a peaceful weekend getaway, family time on the water, or a cozy place to unwind with friends, this home offers the ideal mix of comfort, charm, and lake life. Enjoy beautiful views, quiet mornings with coffee and evenings by the water. From boating and fishing to slow mornings and sunset nights, this is the place you’ll want to come back to again.

Location · Family · Nearby

A 3-bedroom 2nd floor atop local diner.

This comfortable and spacious condo located in small town Oregon, Missouri has full kitchen, dining area, family room, main bedroom with queen-sized bed, second bedroom with full-size bed, and third bedroom with two twin beds. There is one common full bathroom and one private half-bath off the main bedroom. Dine in or walk downstairs to The Goat Grub & Pub for daily lunch and dinner specials along with comfort and pub food.

Value · Location · Condition

Timber Creek Cabin

This cozy and welcoming cabin offers the perfect blend of comfort and peaceful country charm. Located in Stanberry, MO, Timber Creek Cabin sits on scenic land where you can enjoy the slow pace of rural living. Whether you're visiting family, on a weekend hunting trip, exploring Northwest Missouri, or simply looking for a restful getaway, this cabin gives you all the essentials of home in a relaxing setting.

Family · Location · Nearby

The Inn on Main Fairfax-Entire house

With this listing, you’ll get the whole house which includes four bedrooms, each with their own bathroom and locking door. Three of the rooms have 1 queen bed and one room has 2 queen beds. Blow up mattresses are available for a minimal fee. You’ll have access to a kitchen, breakfast room, dining room, living room, and several porches. One porch is screened in. There’s free parking behind the house.

Family · Location · Condition

Cabin #1 NEAR Mozingo Golf& Lake

Relax with the whole family at this peaceful place to stay. Two story bird house #1 offers full kitchen, full bathroom, washer and dryer. Bedroom is up stairs, stairs are NOT for the very young or someone with knee problems (very steep), two queen size bed. Within minutes of Golf Course and Mozingo Lake. Outside BBQ area.

Location · Family · Kitchen