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Holiday houses 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, 261 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, 216 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.

Guest favourite
The sleeping area features a spacious bed with a vibrant blue coverlet. Natural light enters through two windows with sheer blinds, illuminating the room's teal walls. A modern ceiling fan is mounted overhead, and a cozy chair with a side table is situated nearby.
Apartment in Rountree Area
4.94 out of 5 average rating, 392 reviews

Pickwick Places 202 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
4.91 out of 5 average rating, 229 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
A charming bungalow features a gray exterior with white trim and a pink door. Flanking the entrance are two columns, and two windows are positioned symmetrically on each side. Outdoor lighting adds a warm touch to the inviting facade, framed by lush greenery.
Home in Phelps
4.98 out of 5 average rating, 242 reviews

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.

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
4.87 out of 5 average rating, 187 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
Apartment in Downtown Springfield
4.85 out of 5 average rating, 455 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, 214 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
A spacious bed is set against a patterned wall featuring geometric designs. Two decorative pillows adorn the bed, and a soft blanket is casually draped across the foot, while natural light filters in through a nearby window.
Apartment in Springfield
4.98 out of 5 average rating, 655 reviews

Gorgeous studio apartment in perfect location

Avoid hotels and treat yourself to a private, beautifully-decorated, dog-friendly studio apartment next door to Springfield’s best Italian deli and an Asian bubble tea cafe! We are located at the edge of a safe & scenic neighborhood, and within walking distance of restaurants, a night club, and MERCY HOSPITAL! MSU, Bass Pro Shops & the Battlefield Mall are within 2 miles. We are 10 minutes from the downtown nightlife, 20 minutes from the airport, and 45 minutes from Branson.

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, 546 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, 795 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.

Popular amenities for Downtown Springfield holiday rentals