Family-friendly holiday rentals in Springfield

Stonecrest Cottage - Country Farmhouse Style

Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

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.

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.

Center City Guest House

This charming turn-key house is located near Bass Pro, MSU campus, downtown, and the brewery district. It is nestled in a quiet yet urban residential neighborhood where houses and mature trees have stood for over a century! Appreciation for these old homes is growing as we're seeing lots of renovation, revealing each one's distinct character. It's a place where people gather on front porches, neighbors know where each other's spare keys are hidden, and I personally sleep with my windows open!

The Phelps Grove Guesthouse

Watch the morning light filter through the windows, curl up on the couch with a good book, and rest comfortably at the Phelps Grove Guesthouse. Whether you’re in town for business or fun , this will be your perfect home base. Three bedrooms with room for six to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable and sleek. Need more room? Check out our second listing in our host profile just around the corner: The Delmar Guesthouse.

Ivory Gabel Cabin - Top Midwest Stays

Crafting an Experience - Welcome to Ivory Gabel Cabin. Tucked between the Springfield & Branson area, this unique designed woodland cabin is a getaway awaiting. Explore nearby hiking & walking distance to Finley & James Co. A cabin highlight is the large panoramic porch view, perfect for relaxing & sipping your morning coffee. At night, enjoy the outdoor movie theatre experience around the fire listening to the Ozarks wildlife. Lavender Falls open! *TRIP 101 AWARDED BEST SECLUDED CABIN

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 architectural Bissman home is nestled in an iconic, older neighborhood and is within a SHORT WALK to Starbucks and Cherry Street Corridor with restaurants, bars, tea room and coffee house.Just 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, and EXPO.Fast QUANTUM FIBER Internet, DISNEY+and smart TV in master bedroom

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. :)

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.

Charming, Cozy, and Centrally Located House

Welcome to this cozy home that's walking distance to Wonders of Wildlife/Bass Pro and just a short drive to hospitals, downtown, and MSU. SGF is about a 20 minute drive. Almost every square inch has been lovingly updated to provide a comfortable landing space during your travels. 🏡 We are also pet friendly! 🐶 Please make sure to list your pet(s) in the booking to account for our pet fee.