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.

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!

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.

Yellow Door Cottage, Quiet St., Near Downtown

Welcome to our 1931 Bissman yellow door cottage close to downtown, cafes and local micro-brewery just 1 block away. Theaters, restaurants, galleries and nightlife very close. Enjoy a cozy vintage charm and the location can't be beat. The house has been lovingly maintained and boasts many original details- featured as Home of the Week In Springfield paper. It has easy access to MSU, Drury, Evangel, Hammond’s Cardinals baseball field, WOW, Bass Pro, Mercy, hwy access and the mall.

Gorgeous studio apartment in perfect location

Avoid hotels and treat yourself to a private, beautifully-decorated, dog-friendly studio apartment next door to Springfield’s best Italian deli and an Asian bubble tea cafe! We are located at the edge of a safe & scenic neighborhood, and within walking distance of restaurants, a night club, and MERCY HOSPITAL! MSU, Bass Pro Shops & the Battlefield Mall are within 2 miles. We are 10 minutes from the downtown nightlife, 20 minutes from the airport, and 45 minutes from Branson.

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.

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street.

Virginia Modern Luxury

Say hello to this modern glam home that is in the PERFECT location. Virginia has been recently renovated, professionally decorated, and is professionally cleaned. Enjoy the amenities of home with a touch of city glitz and glam! It is located in a QUIET neighborhood close to Mercy Hospital Main Campus in the heart of Springfield. Virginia is centrally seated to access all that Springfield has to offer! Back yard is fenced for fur babies. Welcome to your glamorous stay!

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.