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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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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, 178 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 single-story home is shown with a light grey exterior and black accents. The garage is visible, alongside a simple pathway leading to the front door. The surrounding lawn is green and well-maintained, with a privacy fence marking the perimeter.
Home in Springfield
4.87 out of 5 average rating, 456 reviews

Minimalistic Modern Pet Friendly Home on Jefferson

*NO CLEANING FEE, $50 FLAT PET FEE! Please mark a pet is attending your stay. No pet restrictions! Location!!! One block away from Bass Pro and plenty of restaurant options. Minutes away from all of the universities, hospitals and grocery stores. Branson is a short 40 minute drive! 2 bed 1 bath simple, cozy home complete with garage and privacy fenced in yard. This home is situated in a clean and quiet residential area that is safe for anyone! Lots of families and pets walk the neighborhood!

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, 383 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, 232 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
4.86 out of 5 average rating, 177 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
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, 440 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.

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.
Flat in Springfield
4.98 out of 5 average rating, 625 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, 406 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!

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, 1,013 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, 775 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 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, 529 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 bright living area features a soft rug under a round wooden coffee table, surrounded by a dark sofa and a light armchair. Framed artwork adorns the walls, while natural light streams through two windows draped with light curtains.
Cottage in University Heights
4.96 out of 5 average rating, 355 reviews

Sunshine Cottage

Welcome to 🌞 The Sunshine Cottage 🌞! This cozy space is centrally located in Springfield, close to many restaurants and local attractions. Built in the 1930’s this house has both charm and amenities that make you feel at home. We are pet friendly! If traveling with your pet, please make sure to add them as guests to your booking to account for the pet fee.

Popular amenities for Downtown Springfield holiday rentals