Holiday rentals in Downtown Springfield

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Top-rated holiday rentals in Downtown Springfield

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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
4.9 out of 5 average rating, 175 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!

Top 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.
Flat in Rountree Area
4.94 out of 5 average rating, 376 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.

Top guest favourite
A charming turn-key house is showcased from the front, featuring a light green exterior. A covered porch with steps leads to the entrance. Mature trees provide shade, and the manicured yard includes grass and a modest garden. The driveway is visible to the side.
Home in Springfield
4.99 out of 5 average rating, 376 reviews

Center City Guest House

This charming turn-key house is located near Bass Pro, MSU campus, downtown, and the brewery district. It is nestled in a quiet yet urban residential neighborhood where houses and mature trees have stood for over a century! Appreciation for these old homes is growing as we're seeing lots of renovation, revealing each one's distinct character. It's a place where people gather on front porches, neighbors know where each other's spare keys are hidden, and I personally sleep with my windows open!

Top 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, 229 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
4.85 out of 5 average rating, 172 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!

Top guest favourite
A modern kitchen features sleek white cabinetry and a stylish gray backsplash with a marble countertop. A wooden dining table is set with light placemats and a bowl of fruit, complemented by four dark wood chairs. Natural light illuminates the space.
Home in Springfield
4.98 out of 5 average rating, 656 reviews

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.

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
4.86 out of 5 average rating, 431 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
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, 1,000 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.

Top 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, 769 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
Bungalow in Springfield
4.94 out of 5 average rating, 513 reviews

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!

Top guest favourite
The exterior of the garage loft is showcased, featuring white siding and decorative lanterns. A paved driveway leads to the double doors, with green planters and hanging flower arrangements. In front, metal lawn chairs are arranged on the smooth concrete, overlooking a verdant garden area.
Loft in Springfield
4.97 out of 5 average rating, 524 reviews

Historic Neighborhood Studio

Centrally located in the heart of Springfield’s (voted) most beautiful historic neighborhood. WITHIN WALKING DISTANCE to Eateries, Coffee and Bars. Loft is near Downtown, MSU, Expo Center, WOW Museum, Mercy and Cox Hospital, flea markets, Route 66, Juanita K. Hammonds, and Cardinals Stadium. -Cotton bedding, comfortable mattress, Fiber optic Internet, Roku, DISNEY+ and a private laundry space. -Garage space: storage and two bikes available

Top guest favourite
A charming small cottage is surrounded by well-maintained gardens. Outdoor seating is provided with wooden chairs and a small table. Colorful chairs are positioned near the windows. Lush greenery lines the pathways, creating a serene environment that invites relaxation.
Home in Downtown Springfield
4.87 out of 5 average rating, 536 reviews

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.

Popular amenities for Downtown Springfield holiday rentals