Vacation rentals with outdoor seating in Springfield

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

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.

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.

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.

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), turkeys, a goose, and a couple of LGDs. 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, 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.

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!

Modern/Hot Tub/EV Chg/Office/Downtown

From the moment you step into this artfully renovated west-central home in an up-and-coming neighborhood, you'll feel the relaxing vibe of the home. We have remodeled several properties in this neighborhood, creating vibrant living spaces and this one takes the cake with its smart home features, patio with hot tub, shady hammock grove, open floor plan, modern kitchen, and upstairs suite! We are open to price negotiation for low occupancy reservations.

Secluded riverfront cabin/UTV&trails/kayaks

The James River Cabin is a luxurious secluded cabin nestled among the trees on 95 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

Cheerful 2-Bedroom w/ convenient Expressway access

Charming 2BR/1BA home in a quiet spot near West Bypass & Chestnut Expy—just minutes from downtown Springfield & MSU. Enjoy cozy living spaces, a fully stocked kitchen, comfy bedrooms, and a clean modern bath. Built in 1900 with updated comforts like free Wi-Fi, smart lighting most of home, ad-free music via Alexas, this family-friendly retreat is perfect for relaxing after a day of exploring. Book now for a peaceful, centrally located stay!

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.