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.

Loft apt near Historic Walnut St - Stairs Required

This cottage's loft apartment is located a block away from Historic Walnut Street and is 1 mile from MSU, Drury University, Evangel University, and Springfield Expo Center. With many restaurants in the area and minutes away from downtown nightlife, this is a fantastic location only 5 minutes to Highway 65 or less than 10 minutes to I-44. With WiFi, washer/dryer, Roku TV with Netflix, all kitchen utensils, dishes, pots and pans, Keurig and coffee maker, you will have all the amenities you need!

Pickwick Places 202 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 - no cleaning fee

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 Artist Loft at Beyond Studio

The artist loft has a playful, cozy vibe with lots of color, original artwork, nooks and crannies for resting, writing, drawing, or just hanging out. It includes the entire third floor of our landmark Victorian on historic Walnut Street, central to the most vibrant parts of town. Nearby, find MSU, downtown Springfield bars, restaurants, galleries, Cardinals baseball, Route 66, and great shopping (and the best flea markets!), all within walking distance. Come get your creative juices flowing!

Beautiful historic 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 1920’s and still boasts the exposed brick and original hardwood floors. This loft will sleep 4 with a king bed, futon, and pull out couch. There is one bathroom and a wash room with washer and dryer. The loft is Walking distance from fine dining, breweries, night clubs, coffee shops, and so much more!

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.

Modern Glamping Container Close To Springfield

Create a new fun getaway experience in the air conditioned modern converted container on 3 private acres just minutes from food, shopping, and the Wilson’s Creek civil war battlefield. Enjoy the sunset views from the covered porch or curl up next to a fire under a blanket while you taste our gourmet s’mores options. The Greenway trail is an easy walk or rent our bikes for a fun ride on the Ozark trail. The unit has a private bath house with a shower and compost toilet. King bed.

1920 Stone Gas Station

This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

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

Historic Neighborhood Studio

Centrally located in the heart of Springfield’s (voted) most beautiful historic neighborhood. WITHIN WALKING DISTANCE to Eateries, Coffee and Bars. Loft is near Downtown, MSU, Expo Center, WOW Museum, Mercy and Cox Hospital, flea markets, Route 66, Juanita K. Hammonds, and Cardinals Stadium. -Cotton bedding, comfortable mattress, Fiber optic Internet, Roku, DISNEY+ and a private laundry space. -Garage space: storage and two bikes available