Holiday rentals in Springfield

Portland Speakeasy

Built in 1905, experience fantastic character and mid century styling paired with luxurious accommodations. Enjoy perfect location close to Mercy Hospital, quiet neighborhood, centrally seated!This 2 story 2,600 sq/ft home is recently renovated, professionally decorated, and professionally cleaned. Amenities include downstairs “speakeasy” lounge with foosball, gaming table and lounge. Huge back yard with privacy fence is perfect for fur babies. Welcome to a stylish stay you’re sure to remember!

Cottage at Old Wire

A private cottage situated on 22 acres. Perfect retreat for a getaway, bedroom has a jacuzzi tub and king bed. High-speed internet at over 100mbps! This is a farm setting with animals and a beautiful view of the Ozarks. The cottage is separate but is on a hilltop next to an 8,000 square foot home. The acreage adjoins Old Wire Conservation Area, an 800 acre Missouri Conservation area with hiking trails. The cottage is conveniently located near Branson where there are a ton of attractions.

The Phelps Grove Guesthouse

Watch the morning light filter through the windows, curl up on the couch with a good book, and rest comfortably at the Phelps Grove Guesthouse. Whether you’re in town for business or fun , this will be your perfect home base. Three bedrooms with room for six to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable and sleek. Need more room? Check out our second listing in our host profile just around the corner: The Delmar Guesthouse.

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.

Shadowood Suites - West

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 West unit is a bit too small for your group, you can combine your booking with our East 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!

Rustic Contemporary Cabin on Pomme de Terre River

A true country retreat with a contemporary style, this cabin sits directly above the Pomme de Terre River. Within an hour of Branson, Stockton Lake, Pomme de Terre Lake, Taneycomo, Bull Shoals, Wheatland Race Track, Tablerock Lake, and Joplin. Within 30 min of Springfield, Bass Pro Shops Wildlife Museum & Aquarium, and the Ozark Empire Fairgrounds. Close to MSU and Drury colleges. Perfect for local area hunting and fishing, craft shows, Bass Pro and Branson visitors!

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.

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

Robberson Street Retreat. Close to Mercy, WOW, MSU

Welcome to our cozy 3 bed, 1 bath house near Bass Pro, downtown, and other great amenities. Relax in the comfortable living room with a flat-screen TV, enjoy meals in the dining area, and prepare meals in the fully equipped kitchen. The backyard with patio and outdoor furniture is perfect for time outside. Conveniently located near shops and restaurants, this charming home is perfect for your stay in the area. Book now and experience all the area has to offer!

Madaline Cottage

Madaline Cottage is a delightful 2 bedroom/1 bath with kitchen, living room, dining room, front porch and a breakfast sunroom. 1926 brick bungalow totally remodeled with a fenced-in spacious yard. Close to numerous restaurants, MSU, Mercy Hospital, Battlefield Mall, John Q Hammons, Juanita K Hammons, Bass Pro and Wonders of Wildlife. Cox South Hospital, Drury University, Downtown Springfield, Cooper Sports Complex are all within 4 miles.