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.

Stylish 3-bed2-bath stay with kitchen & coffee bar

1 min from Mercy hospital. Enjoy a stylish experience at this centrally-located place. Kitchen is fully equipped. Each of the 3 bedrooms room is equipped with a queen size bed, a smart TV, blackout curtains, extra pillows and extra blankets. The living room has a couch,70 inch TV, a music bar with a record player and 50s style records. Plus a coffee bar with several different options. The backyard is fully fenced. If you’re a traveling worker direct message me for a better deal for long term.

Medical Mile Contemporary

Settle in and unwind in this remodeled contemporary charmer. Fresh, clean and beautifully appointed, w/patio, covered deck and fenced yard, this home is all about LOCATION! On Medical Mile between Mercy and Cox hospitals, a block from the mall and Meador softball/pickleball complex, and adjacent to the South Creek Trail that meanders through Nathanael Greene Park and the Botanical Center. Bring your bikes and walking shoes! Bass Pro, downtown and universities are very close! Come stay with us!

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.

Springfield Stay

Your family will be close to everything when you stay at this centrally-located place. Located in SW Springfield. Fenced backyard, pet friendly. Quiet neighborhood with walking trails, tennis court. 3 bedrooms- 1 king size bed, 1 queen, 1 full and a sofa bed. Can sleep 8. 6 miles from Cox Medical Center 8 miles from Mercy Hospital 20 min to downtown 15 minutes to Bass Pro/Wonders of Wildlife 20 minutes to the Springfield airport-13 miles 40 min to Branson 21 min to Ozark Empire Fairground

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.

Comfort and Convenience! Close to Downtown Spfd.

This remolded 1897 Gem combines turn of the century charm with the latest and greatest amenities. We have thought of everything to make your stay comfortable. From the fully stocked kitchen, comfortable mattresses and furniture, to the smart TV and washer and dryer. Located just 3 blocks from downtown Springfield, less than a mile from MSU and less than 2 miles to Bass Pro and Wonders of Wildlife -we are close to everything. Included is off street parking in the attached parking lot.

Charming Artsy 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.

Spacious, beautiful home close to Mercy and MSU

This large and comfortable 2bd 2ba home is close to everything. Lovely with hardwood floors throughout, 1750 sq. ft., 2 living areas, a large kitchen and dining room, and a spacious backyard, you will have plenty of space to relax. If you're a runner or a cyclist, this house is located right off the South Creek Greenway. Minutes from downtown, MSU, both hospitals, and Bass Pro. If you would like to bring a dog you MUST message me first for approval before booking.

Colorful Downtown Bungalow on Route 66

We are pet friendly! This little 1902 house sits 1/2 block south of historic Route 66, and 2 blocks north of historic Walnut Street in Springfield, Missouri. It features a large, backyard with fence, original hardwood floors, lots of light & art, and comfortable, eclectic furnishings. Close to downtown shopping, galleries, and local flea markets, the area is perfect for walking and enjoying the sights of midtown Springfield and arts events on Walnut Street!

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.

The Little House - NO CLEANING FEE

The Little House is a small 2-room former caretaker cottage. It includes a bedroom/kitchen/sitting room and a bath. The kitchen includes a hot plate, refrigerator, and a combination convection oven/toaster/air fryer. Heating and cooling is with a super quiet mini-split heat pump. The bed is a double size with a super comfortable CoolGel mattress.