Vacation rentals with outdoor seating in Springfield

4.96 out of 5 average rating, 150 reviews

A green sign reading 'Old Gillett Farm' is positioned at the entrance of a private drive. The road is flanked by a wooden fence, with lush grass and trees visible on either side. A clear blue sky enhances the serene rural setting.

Home in Elkhart

Relaxing Vineyard Cottage on a Peaceful Farm

Discover the charm of our beautifully restored cottage, once the caretaker's home on the historic farm in Elkhart, IL. Ideal for retreats, vacation rentals, or photoshoots, this getaway offers a unique blend of history and comfort. The cottage features three spacious bedrooms, two full baths, and a fully equipped kitchen with an on-site washer and dryer. Unwind on the inviting front porch, where you can soak in the serene views of this tranquil oasis. Book now for a one-of-a-kind destination!

A light-filled living room features a soft blue sectional sofa and a wooden coffee table over a plush area rug. A flat-screen TV is mounted on the wall opposite a decorative fireplace. Natural light enters through sheer curtains, illuminating the space.

4.97 out of 5 average rating, 109 reviews

Historic West Side Bungalow

Make some memories at this unique & family-friendly place. You will feel at home in this 3 bedroom/1 bath home. Two main level bedrooms offer king beds, loft offers queen bed & living space. Living room & bedrooms equipped with streaming tv. Xfinity stream & wi-fi is provided. Fully furnished home, well equipped kitchen for many cooking options. You can relax on the rooftop deck or get a little competitive in the LL game room. Onsite laundry. 3 off street parking spots. Conveniently located.

4.96 out of 5 average rating, 114 reviews

A spacious hot tub is centrally located, surrounded by tiled surfaces and plants. A colorful artwork adorns the wall above, while a partition of glass blocks enhances privacy. Bright red curtains provide contrasting color, complemented by the soft lighting from the ceiling fixture.

Townhouse in Springfield

Project Southtown...a work in progress!

We have character! This hip old loft has seen the Who's Who of skateboarders including TONY HAWK TWICE! Many top pros have their boards on the walls, and the whole place is filled w/ skateboarding history. Today the area is enjoying a rebirth thanks to 36 years of revitalization projects, culminating in comfort and convenience for todays adventurer! Most guests don't skate, but they still love it! Https://Airbnb.com/h/Skateboard1 Https://Airbnb.com/h/Skateboard2 Please read my reviews!

A tastefully decorated bedroom features a spacious bed layered with a quilt and decorative pillows. Flanking the bed are two nightstands with lamps. A comfortable armchair sits in the corner, complemented by an area rug and framed art on the walls.

4.94 out of 5 average rating, 254 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

A close-up of a potted plant showcases lush green leaves, adding a touch of nature to the outdoor space. In the background, a cozy seating area with cushioned chairs is visible, along with a light-colored patio wall illuminated by soft lighting.

5 out of 5 average rating, 16 reviews

Springfield Stunner

Enjoy relaxing at this peaceful and centrally-located place. We have a coffee and tea bar to wake up to in the morning. Bathroom boasts heated toilet seat, dual shower heads with unlimited hot water! When you're ready to explore, we are a short drive away from many destinations! (Route 66 Drive-In Movie Theatre, Scheel's Sporting Goods, Lincoln House, Lincoln Museum, Lincoln Presidential Library, Knight's Action Park, Bunn Golf Course, Springfield Capital, Washington Park Botanical Garden)

4.94 out of 5 average rating, 298 reviews

A comfortable sleeping area featuring a queen-sized bed with a soft blanket, accompanied by a twin bed upon request. A cozy armchair sits nearby, and natural light filters through large windows, illuminating some indoor plants and decorative elements.

Apartment in Springfield

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

4.93 out of 5 average rating, 137 reviews

A collage of four images showcases the property’s inviting features. The theater room displays plush seating, while the cozy bedroom highlights soft textures and warm colors. The outdoor area reveals a spacious seating arrangement surrounding a fire pit, and the living room is arranged with a comfortable sectional.

Home in Lake Pointe

Abe's Hideaway - HOT TUB, Arcade, Theatre, FUN!

Our property is not just a place to stay; it's an experience in itself! Enjoy our hot tub, arcade, & theater room, PLUS unique "hideaways" that let kids (& kids at heart) play hide & seek in a whole new way. Nestled in a tranquil subdivision near Lake Springfield, our spacious haven offers a gateway to the city's vibrant attractions and beyond. With convenient access to I-72 and I-55, you're just moments away from all that Springfield has to offer.

A dining area is presented with a large rectangular table surrounded by multiple chairs. Natural light enters through double glass doors, leading to an outdoor space. A decorative fireplace with a brick background adds character to the room, which features a soft, neutral color palette.

4.95 out of 5 average rating, 133 reviews

Large Updated Historic Beauty

Pet-friendly, large home near the hospitals, downtown shopping, and Lincoln sites! Boasts 5 bedrooms, 2.5 bathrooms, and large privacy fenced yard. This house can sleep 12 people. The master bedroom is a wonderful, relaxing oasis with a large soaking tub in a huge “wet room” with a shower. On the 3rd floor is a video game room with a PS4 and multiple games. Bring your pets and whole family to enjoy this beautifully updated historic home!

A cozy living room features a light-colored plush sofa adorned with decorative pillows, positioned in front of a wooden coffee table. Soft string lights create a warm ambiance around a mirror and decorative plants in the background. Natural light filters through sheer curtains.

4.94 out of 5 average rating, 351 reviews

Central location. Quiet Cozy Welcoming Bungalow.

This is a fully-furnished, cozy home that will make you feel at home the moment you step through the door. You will enjoy our unique bar counter design with decorative lights to provide you with a relaxing, romantic atmosphere at home. It's located in the heart of Springfield, near popular restaurants, grocery stores, shopping centers, downtown nightlife/tourist activities, Washington Park, and access to highways in under 10 minutes.

4.95 out of 5 average rating, 139 reviews

A single-story home is surrounded by lush greenery, featuring a red front door and vibrant red chairs arranged on the porch. The expansive driveway leads to a covered parking area, with a quaint landscaping accentuated by colorful flowers and greenery.

Cottage in Springfield

Pohlman Slough

This home is on a very private and quiet lane across the street from Washington Park. Your front yard is Pasfield Park Golf Course in a unique country setting only five minutes from downtown and the State Capitol. Please note that we do not currently allow unauthorized invite parties or gatherings of non-registered guests of any sort. This rule is not meant to preclude HOST pre-authorized visitors such as family and friends.

A comfortable living area features two sofas positioned around a wooden coffee table. A large flat-screen TV is mounted on the wall opposite the seating. A world map adorns the wall, and a lamp provides soft illumination, enhancing the inviting space.

4.95 out of 5 average rating, 43 reviews

Whitt’s End

Unique home in Springfield’s oldest neighborhood (est. 1902) near Capitol and downtown but feels like a world away. Huge covered front porch, backyard orchard/garden, spacious rooms. This home, located in an iconic family-friendly neighborhood, is more than 100 years old, and was cut up into a duplex many decades ago. Your host lives upstairs in a completely separate unit. You will have complete privacy.