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.

The Dryer House center city pet friendly home

The Dryer House is a cozy retreat in Springfield’s charming historic Rountree neighborhood. This home features 2 bedrooms, 2 baths, fireplace, and fully stocked kitchen. Enjoy your morning coffee on the spacious front porch or unwind out back with the fire pit in the fenced, pet-friendly yard. Located on quiet, tree-lined streets perfect for walking and biking - yet just minutes from downtown, dining, and shopping. The Dryer House is the perfect blend of peaceful escape and central convenience.

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 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.

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 Hootentown Canoe Rental. 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

Shadowood Suites - East

Location! Location! Location! Our completely private, remodeled duplex is located just south of Hwy 60 in Springfield, MO. We are only a couple minutes from the closest grocery stores, restaurants, and shopping centers. The Battlefield Mall, Bass Pro Wonders of Wildlife, Cox and Mercy hospitals are all under 10 minutes away, and Downtown Springfield is a short 15 minute drive. If our East unit is a bit too small for your group, you can combine your booking with our West unit if available!

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

!NO CLEANING FEE PET FRIENDLY! This beautifully renovated, clean and simple 2-bedroom, 1-bath home is on a large lot in a quiet neighborhood near Hwy 65. Just minutes from dining, grocery stores, and more. Enjoy a King and Queen bed, Smart TVs in each bedroom and the living room, a fully stocked kitchen, and a garage. Pet-friendly with a 30-foot dog trolley runner cable ($50 pet fee). 10 minutes or less to Bass Pro, Mercy Hospital, and local universities. Branson is 40 minutes away!

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.

Ash Grove home with a Zen feel

We are located in a quiet neighborhood only 15 minutes from Springfield international airport, 20 minutes from Stockton Lake for fishing boating and recreational beaches also 30 minutes from world-renowned Bass Pro Shops. You can get to Branson Missouri in 45-65 minutes take in the show or cruise Branson Belle or visit Silver Dollar City. then come back to your quaint cottage and relax and rest for the rest of the evening. You can see Nathan boone cabin and explore local history

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

Ozark Loft Home with a View, Privacy, Open Space

Enjoy your own private building "The Loft" which can be configured with movable screens to provide privacy, or left open to enjoy games, family time, and meals. One mile to Smallin Civil War Cave, close to Ozark and Finley Farms. Springfield is 10-15 minutes away and Branson 25-30 minutes away. Custom-built, architect-designed open layout space with beautiful views and rustic detailing. Private entry. Perfect for families or good friends to be together.