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Holiday houses in Downtown Springfield

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Top-rated holiday rentals in Downtown Springfield

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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, 252 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.

Superhost
A comfortable sofa with an assortment of cushions is positioned against a textured wall, alongside two decorative clocks. A round coffee table sits in front, accompanied by a small plant and a bowl. Exposed wood beams and industrial-style vents are present overhead.
Loft in Downtown Springfield
4.88 out of 5 average rating, 214 reviews

"The Broken Clock" near restaurants and parking

This loft was designed with a clean and rustic modern feel, keeping with the beautiful architectural characteristics of historic downtown Springfield. It was named The Broken Clock to inspire its guest to use the space as a place of retreat. As you will notice, all of the clocks in the unit will not display real time and we hope this serves as a reminder to rest, breathe and enjoy life in the moment.The loft is ONE bedroom with a SUPER-COMFY king size bed… AND it also has two super cool bunks.

Top Guest favourite
A charming cottage features a front yard with lush green grass and a large tree. A concrete driveway leads up to the house, with a small detached garage visible to the side. The home's exterior is finished in light-colored siding, accentuated by a maroon door.
Loft in Springfield
4.91 out of 5 average rating, 185 reviews

Loft apt near Historic Walnut St - Stairs Required

This cottage's loft apartment is located a block away from Historic Walnut Street and is 1 mile from MSU, Drury University, Evangel University, and Springfield Expo Center. With many restaurants in the area and minutes away from downtown nightlife, this is a fantastic location only 5 minutes to Highway 65 or less than 10 minutes to I-44. With WiFi, washer/dryer, Roku TV with Netflix, all kitchen utensils, dishes, pots and pans, Keurig and coffee maker, you will have all the amenities you need!

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.
Apartment in Rountree Area
4.93 out of 5 average rating, 423 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, 225 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, 181 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!

Guest favourite
A modern dining area features a large wooden table surrounded by six black chairs. An artistic wall piece adds a touch of color, while a green plant sits on the table. The open layout connects to a stylish kitchen in the background.
Home in Springfield
4.99 out of 5 average rating, 115 reviews

Modern/Downtown/Outdoor Living Space/Clean

Discover a captivating blend of modern elegance in our fully remodeled 1904 home. Centrally located in the heart of Springfield, MO, this three-bedroom, two-bathroom smart home offers a contemporary escape with every amenity you need. The home is perfect for a group due to the open concept but also offers a cozy retreat for a smaller group of two. The outdoor space is complete with a fenced-in backyard, oversized Adirondack chairs, Cafe style lighting, and a wood-burning fire pit.

Guest favourite
A modern living space features exposed brick walls and warm wooden accents. A gray sofa, adorned with striped pillows, is positioned in front of a white coffee table. A sleek kitchen countertop with bar stools is visible in the background, along with pendant lighting casting a soft glow.
Loft in Springfield
4.98 out of 5 average rating, 343 reviews

Historic C-Street - West End Loft #1

Our cozy loft apartment is located on Historic C-Street in Springfield, Missouri. We are within walking distance of The Savoy and Firehouse No. 2 wedding venues and close to many local restaurants and shops. We have a mounted lock box that allows you to get in the apartment at any time of night. High speed internet and cable television is also provided. Close enough to walk to Big Mama's, White River Brewery, Eurasia Coffee and Tea, and Askinosie Chocolate among many.

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, 541 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.

Superhost
The exterior of the converted gas station features a stone structure with a portico adorned with colorful lights. A red jeep is parked beneath it, while green grass surrounds the area. Tall trees and a house can be seen in the background.
Tiny home in Springfield
4.8 out of 5 average rating, 1,037 reviews

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.

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, 1,025 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

Popular amenities for Downtown Springfield holiday rentals