Family-friendly holiday rentals in Springfield

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

Luxury Historical Loft

Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1895 and still boasts the exposed brick and original hardwood floors. This loft will sleep 8 with a king bed, 2 queen beds, a day bed/trundle bed combo and 2 full baths. The loft is Walking distance from Hotel Vandivort, fine dining, breweries, night clubs, coffee shops, and a short drive to MSU and Drury.

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

Pickwick Places 201 MSU/Rountree

Welcome to Pickwick Places where we host 2 amazing apartments in Springfield's favorite neighborhood, Rountree. The two bedrooms comfortably sleep 4. Marble countertops from a local quarry and coffee from a local roaster add to the experience. Details make this stay easy, comfortable, and the ultimate Springfield experience. No cleaning fee - a straightforward price. Plus, full laundry, wifi, and beautiful spaces. A two-bedroom suite and full kitchen for the price of a single hotel room.

Happy Place

Happy Place is certain to make you smile. A cheerful color palate and artwork make this space a one-of-a-kind find. This comfortable 3-bedroom home is centrally located in a mature neighborhood in South-Central Springfield. Take a stroll down the street to one of the country's first Bass Pro Shops, Fishing & Wildlife Museum or any number of local eateries. The recently renovated home is as comfortable inside and out. The fenced backyard features a firepit, adirondack chairs and a dining area.

Gorgeous 2 bedroom house in the perfect location!

Beautifully decorated 2-bedroom, 2-bathroom, dog-friendly house with a dedicated office in a scenic & safe neighborhood with 1-car garage & large, private fenced-in back yard. Lots of vintage MCM pieces make this a special stay. Walk to Starbucks, restaurants, and the Battlefield Mall. We are 5 minutes from Target & Mercy Hospital; 10 minutes from MSU & Cox Hospital; 15 minutes from Bass Pro; 20 minutes from the airport; and 45 minutes from Branson. 1 mile from Ozarks Greenways Trail.

Alice in Wonderland

You will fall in love with this house! There is something to amuse you around every corner. Located in the heart of Ozark about 15 minutes from Springfield and 30 minutes from Branson. The house is three bedrooms and has a basement with an enormous playroom with a two story slide and a comfy theatre. Relax in the hot tub or on the beautiful deck. Even the adults that are kids at heart will enjoy this unique space. There are toys, games and a game table for everyone of all ages.

Historic Fieldstone Cottage on Weller

NO CLEANING FEE This historic architectural Bissman home is nestled in an iconic, older neighborhood. It is within a SHORT WALK to Cherry Street (restaurants, bars, tea room and coffee house). Come for a night through town, a cozy destination get-away or an extended stay! Close to Downtown, MSU, flea markets, Route 66, Cardinals stadium, WOW museum, Mercy Hospital. FIBER optic Internet. Please note: Our rates reflect Airbnb’s new host-paid service fee structure.

Top-Rated 3BR | Arcade-ManCave|Sauna+BrevilleCoffe

Welcome to a beautiful 2023 build! Immerse yourself in a cozy atmosphere tailored for families like yours. Relish the joy of cooking in the kitchen while keeping an eye on your favorite television program. Let the kids and Husband be captivated by the entertaining Game Room! Take a break and unwind on the generously spacious and comfortable couch during movie nights – past guests have sung praises about its comfort! Your stay is bound to be enjoyable. :)

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower/

The James River Cabin is a luxurious secluded cabin nestled among the trees on 90 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

Spacious home near Bass Pro & Wonders of Wildlife

If simplicity and relaxation is what you are looking for, this is the place for you! This home has a total of 7 beds and 3 bathrooms, a large basement for relaxing, playing games and enjoying each other’s company and is spacious enough for the whole family! Enjoy a quiet enclosed sun room and a fenced in back yard. The location of the home is mid town and close to Bass Pro, Wonders of Wildlife, and a large variety of restaurants.

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!