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.

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.

*Hot Tub Retreat • Fire Pit • Arcade + Peloton Gym

Escape to your private Springfield retreat. Unwind in the hot tub beneath glowing string lights, gather around the fire pit for drinks and s’mores, or relax in the cozy living room with a classic arcade game. Start mornings with fresh espresso from the Breville coffee bar, then recharge in the Peloton fitness studio. Perfect for couples, friends, and weekend getaways—just a short drive to Branson and local attractions! 14 min MSU 15 min Downtown 9 min Airport 15 min 3 Hospitals 13min Bass Pro

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.

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

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.

Modern Historic Bungalow- Walk to Brewery & Food

This bungalow has been completely remodeled while still maintaining the historic charm. The home will sleep six, has a private office, laundry facilities in the basement, and is great for families with small children. We've thought of everything to make your stay comfortable. Home includes a chef's kitchen, high end finishes and furnishings, large kitchen/dining area, and is steps from local eateries and a brewery. You'll enjoy your stay in this updated Rountree bungalow!

WestBrick Luxury Loft

A gem in the heart of downtown Springfield. Designed by award winning architect Matthew Hufft. Conveniently located on McDaniel Street directly across from the parking garage, this rental is walking distance from all that downtown Springfield has to offer. Superior finishes include: granite counters, exposed brick walls, exposed beam ceiling, stainless steel commercial grade appliances with 6 burner gas range and wine fridge, marble mosaic floors and glass shower.

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

Show-Me Springfield, dog friendly with a hot tub!

Welcome to Show-Me Springfield, a home certified by the city of Springfield. Nestled on a quiet cul-de-sac conveniently located on the desirable south side of town, near all Springfield has to offer! Enjoy the fully fenced, shaded backyard with a patio, hot tub, propane grill, and plenty of additional seating! Walking distance to a neighborhood park and tennis court. Situated in a prime location near retail, restaurants, and local attractions.

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!