Holiday rentals with outdoor seating in Springfield

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. This space is completely remodeled but housed in a 100-year-old building and beautifully designed for your stay. Marble countertops from a local quarry and coffee from a local roaster add to the experience, The space offers full laundry, wifi, and beautiful spaces. Details make this stay easy, comfortable, and the ultimate Springfield experience.

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.

Shadowood Suites - East

Location! Location! Location! Our completely private, remodeled duplex is located just south of Hwy 60 in Springfield, MO. We are only a couple minutes from the closest grocery stores, restaurants, and shopping centers. The Battlefield Mall, Bass Pro Wonders of Wildlife, Cox and Mercy hospitals are all under 10 minutes away, and Downtown Springfield is a short 15 minute drive. If our East unit is a bit too small for your group, you can combine your booking with our West unit if available!

The Delmar Guesthouse

This charming home in the Phelps Grove Neighborhood offers comfortable, stylish furnishings, tons of natural light, lots of amenities, and even friendly neighbors! Whether you are in town for business or fun, the Delmar Guesthouse will be your perfect home base. Two bedrooms with room for four to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable. Need more room nearby? Check out the Phelps Grove Guesthouse in our profile.

Modern Glamping Container Close To Springfield

Create a new fun getaway experience in the air conditioned modern converted container on 3 private acres just minutes from food, shopping, and the Wilson’s Creek civil war battlefield. Enjoy the sunset views from the covered porch or curl up next to a fire under a blanket while you taste our gourmet s’mores options. The Greenway trail is an easy walk or rent our bikes for a fun ride on the Ozark trail. The unit has a private bath house with a shower and compost toilet. King bed.

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!

Ivory Gabel Cabin

Crafting an Experience - Welcome to Ivory Gabel Cabin. Tucked between the Springfield & Branson area, this unique designed woodland cabin is a getaway awaiting. Explore nearby hiking & walking distance to Hootentown Canoe Rental. A cabin highlight is the large panoramic porch view, perfect for relaxing & sipping your morning coffee. At night, enjoy the outdoor movie theatre experience around the fire listening to the Ozarks wildlife. *TRIP 101 AWARDED BEST SECLUDED CABIN

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.

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!