
Holiday rentals in Springfield
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Top-rated holiday rentals in Springfield
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Cottage at Old Wire
A private cottage situated on 22 acres. Perfect retreat for a getaway, bedroom has a jacuzzi tub and king bed. High-speed internet at over 100mbps! This is a farm setting with animals and a beautiful view of the Ozarks. The cottage is separate but is on a hilltop next to an 8,000 square foot home. The acreage adjoins Old Wire Conservation Area, an 800 acre Missouri Conservation area with hiking trails. The cottage is conveniently located near Branson where there are a ton of attractions.

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!

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.

Panther Creek Guesthouse
Small farmhouse, private fenced and gated yard, on a tiny farm on a gravel road. Host next door has dwarf goats, chickens, ducks, guineas (1 pair regularly visits/patrols the guesthouse yard), a goose, and a couple of dogs. Horses live across the road and around the curve and up the hill. Eggs and some other basic food items included! Less than 5 miles off Hwy 60 north of Fordland Café, Mexican, Dollar General, gas in Fordland Springfield 24 Branson 55 7.5 miles from I-44 @ Northview

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!

Hawthorn House
Escape to tranquility at our brand-new, upscale Scandinavian-inspired home nestled on 7.5 acres of pristine nature. Embrace minimalist elegance in our thoughtfully designed retreat, boasting sleek interiors flooded with natural light. Unwind amidst sweeping views of lush landscapes from expansive windows, or savor moments of serenity on the secluded outdoor porch. Experience a harmonious blend of modern luxury and cozy charm in this whimsical, nature-inspired retreat.

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.

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!

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 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.

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

C-street "Archive" walkable to restaurants
This unique loft is a step back into the history of Commercial street, the railroad, and North Springfield culture with all the modern amenities you might need. The loft showcases several photos of Commercial street as it has evolved over time and incorporates representational features into the design. Its central location and large windows overlooking the street, give guests an authentic downtown loft experience!

Creamer Cottage | Entire House in Central Location
Enjoy a restful stay at this centrally-located, artfully-curated home. A 1955 cottage recently updated by a designer-by-trade, this space is made for those wanting to cozy up in a creative space in the city. Within a 9-minute drive or less of Springfield's best coffee shops, restaurants and attractions, you also won't get bored in this location.
Popular amenities for Springfield holiday rentals
Other great holiday rentals in Springfield

Stylish 3-bed2-bath stay with kitchen & coffee bar

Queen City Getaway *Private-Quiet-Convenient*

Happy Trails Duplex

Stonecrest Cottage - Country Farmhouse Style

Beeman’s Brick Loft

Modern Oasis in Great Location

Missouri's 1st Sinclair Station | 50amp RV parking

Historic Fieldstone Cottage on Weller
Quick stats about holiday rentals in Springfield
Total rentals
650 properties
Nightly prices starting at
₹1,758 before taxes and fees
Total number of reviews
53K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Rentals with a washing machine and dryer Springfield
- Rentals with pools Springfield
- Rentals with a fireplace Springfield
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- Flat rentals Springfield
- Pet-friendly rentals Springfield
- Pointe Royale Golf Course
- Silver Dollar City
- Dogwood Canyon Nature Park
- Payne's Valley Golf Course
- Bennett Spring State Park
- Top of the Rock Golf Course
- Branson Mountain Adventure
- Buffalo Ridge Springs Course
- Ozarks National Golf Course
- Runaway Mountain Coaster & Flyaway Ziplines at Branson Mountain Adventure
- The Branson Coaster
- Branson Hills Golf Club
- Vigilante Extreme Zip-Rider
- Lindwedel Winery