Holiday rentals with outdoor seating in Springfield

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.

Hidden Gem

Step into your private oasis at our Hidden Gem! The property has an upscale neighborhood on one side and borders a large field on the other. The home is nestled in the trees and tucked away from the neighbors, offering a quiet and relaxing retreat. The guest house comfortably sleeps up to 6. It's in the perfect location off I44 & HWY 65, placing you within 15 minutes of Hammons Field, Bass Pro, WOW, MSU, shopping, Mercy, Cox, eateries, and only 45 minutes to Branson. We can't wait to host you!

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.

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!

The Kickapoo Cottage - Close to JQH & Mercy

*Bike or electric scooter available upon request for longer stays!* Loads of natural light pours into this wonderful little space. Small, but very cozy and in the heart of Springfield! Enjoy a Tempur-Pedic queen mattress, twin trundle daybed, fully stocked kitchen & outdoor fire-pit. Less than a mile to JQH Arena and Missouri State. Walking distance (0.4 miles) to the charming Pickwick Place Historic District including Tie & Timber Beer Co, Tea Bar and Bites, and Cherry Picker coffee!

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.

The Kickapoo Place/Rountree/MSU

Our wonderful home features vintage interiors. It has no extra cleaning fees for up to two people. The home can accommodate 7 people. One and a half bathrooms. Located in the heart of the Historic Rountree neighborhood on a quiet tree-lined street. The house is 1,380 S.F. and 1 block from the MSU campus (JQH Arena), close to downtown, Cardinals Field, Pickwick/Cherry Street restaurant area. Garage access for parking your compact vehicle. NO SMOKING ALLOWED ANYWHERE ON PROPERTY.

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.

Cozy Comfort

-Kick back and relax in this calm, stylish space. Our unique split level home gives you plenty of space with the convenience of keyless entry. Garage parking included. -Wonderfully located just south of Hwy 60, our home provides a quiet, clean and cozy feel, with modern amenities for your stay. Local grocery, restaurants, and entertainment within 1-2 minutes. Easy access to Battlefield Mall, Bass Pro, hospitals, movies, etc.

Sunshine Cottage

Welcome to 🌞 The Sunshine Cottage 🌞! This cozy space is centrally located in Springfield, close to many restaurants and local attractions. Built in the 1930’s this house has both charm and amenities that make you feel at home. We are pet friendly! If traveling with your pet, please make sure to add them as guests to your booking to account for the pet fee.