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Holiday rentals in Downtown Springfield

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Top-rated holiday rentals in Downtown Springfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a charming home is showcased, featuring a spacious front porch supported by wooden beams. Planters with vibrant green ferns hang from the eaves, and flower beds filled with colorful blooms border the walkway. Lush grass surrounds the property, enhancing the inviting appeal.
Bungalow in Rountree Area
4.98 out of 5 average rating, 254 reviews

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.

Guest favourite
Home in Springfield
4.95 out of 5 average rating, 246 reviews

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.

Guest favourite
A modern kitchen features blue cabinetry with open shelving displaying plants and dishware. A spacious marble countertop island is surrounded by brown chairs. Stainless steel appliances, including a refrigerator and oven, complement the patterned backsplash, enhancing the room's contemporary design.
Flat in Rountree Area
4.93 out of 5 average rating, 425 reviews

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.

Guest favourite
Home in Springfield
4.92 out of 5 average rating, 226 reviews

Raven's Nook-Near Downtown SGF/RT 66/MSU

Minutes away from the heart of downtown Springfield and Historic Route 66, find comfort and peace at the Raven's Nook. 4 min. drive to MSU. Drury, Evangel campuses, Bass Pro Shops, and the Wonders of Wildlife Museum are all short distances away from this cozy home. If you're staying in, the bed is new and comfy with all the extras you could need: blankets and sheets, pillows, Roku TV, and kitchen stocked with cooking supplies and snacks. WiFi provided. Large driveway and fenced in backyard.

Guest favourite
An open living area features a charcoal sectional sofa arranged around a circular wooden coffee table. A flat-screen television is mounted on the exposed brick wall, and a sleek kitchen area with modern bar seating is visible in the background.
Loft in Downtown Springfield
4.86 out of 5 average rating, 182 reviews

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!

Superhost
The exterior of the property features a welcoming porch with a white railing and steps leading to the entrance. A flag is displayed on the front, while blue shutters frame the windows, adding a touch of charm to the light-colored facade.
Flat in Downtown Springfield
4.85 out of 5 average rating, 450 reviews

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.

Top guest favourite
A cozy living area is highlighted by a comfortable brown leather sofa adorned with soft throw pillows. Natural light filters through sheer curtains, illuminating a neutral area rug. A small dining table and chairs are positioned nearby, while a framed artwork adds a decorative touch to the wall.
Home in Rountree Area
4.96 out of 5 average rating, 212 reviews

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!

Top guest favourite
Home in Rountree Area
4.97 out of 5 average rating, 412 reviews

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!

Guest favourite
A modern living area features exposed brick walls and hardwood flooring. A spacious leather sofa is positioned across from a large flat-screen TV. Decorative lighting elements along with a small dining table and plants add a touch of warmth to the space.
Loft in Springfield
4.92 out of 5 average rating, 542 reviews

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.

Guest favourite
An open-concept living space features exposed brick walls and wooden beams. A spiral staircase leads to the upper level. The kitchen showcases stainless steel appliances, while a large couch occupies the lounging area, inviting relaxation. Ample natural light floods through the large windows.
Loft in Downtown Springfield
4.94 out of 5 average rating, 787 reviews

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.

Top guest favourite
The stone exterior of the home is highlighted by lush greenery and mature trees surrounding the property. A well-maintained lawn extends in front, with colorful plants at the entrance. The inviting facade features a central door flanked by smaller windows.
Cottage in Springfield
4.96 out of 5 average rating, 1,029 reviews

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

Top guest favourite
The charming exterior of the house features blue siding, white shutters, and a welcoming covered porch. A small flowering tree stands in front, adding a touch of nature. American flags are displayed, contributing to the home’s inviting character.
Home in Springfield
4.93 out of 5 average rating, 121 reviews

Spacious house close to downtown

Located in Springfield’s iconic Roundtree neighborhood, this beautifully remodeled home blends classic charm with sleek design. Walk to trendy restaurants, bars, coffee shops, tea rooms, the Springfield Cardinal Ballpark, and historic Walnut Street. Just a short drive to Bass Pro Shops, Wonders of Wildlife, Battlefield Mall, and Mercy Hospital, perfect for exploring the best of the city.

Popular amenities for Downtown Springfield holiday rentals