Holiday rentals with a patio in Illinois

Top Floor in Historic Old Town!

Unbeatable Location in Historic Old Town Triangle! This charming top-floor apartment is on a quiet cul-de-sac in the heart of Old Town Triangle, steps from St. Michael’s Church, North Ave Beach, Lincoln Park Zoo, and Wells Street’s entertainment district. The sun-filled space features an oversized private patio, and 3 bedrooms with queen beds, closets, and dressers. The spacious kitchen and dining areas are perfect for gatherings. The “L” stop is just two blocks away for easy access to the city.

The Cottage (Breakfast Bar)

New in 2023. The north side of a duplex, The Cottage sleeps 6 and has 3 bedrooms (1 is a loft), and designer baths. Enjoy a designer kitchen, and relaxing living room. On the patio you'll find a hot tub, grill area, table, fire table, and cornhole court. Located in the center of Princeton on Main St. to easily walk to the north or south end for shopping, dining , and bars. NOW OFFERING A SELF-SERVE BREAKFAST BAR!!! $40/person/night over 4 people No Pets - $350 fine Outdoor security camera

Riverfront Beauty

Take it easy at this unique and tranquil getaway. on the Illinois river, large waterfront yard with Geese, Great Blue Herons, Egrets, White Pelicans and Eagles showing up on a regular basis. Close walking distance to grocery store, liquor store and downtown restaurants and bars in peaceful Ottawa, Illinois near Starved Rock State Park. Upper level (has stairs) 2 bedroom overlooking the Illinois River, play in the large yard or build a campfire in the fire pit next to the river and just chill.

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

Location! Location! Location! Prime Wicker Park Location on Milwaukee! This spacious, cool, vibrant, eclectic, fully equipped apartment is close to everything, making it easy to plan your visit. Bright top floor unit with a private patio to just chill and unwind or walk downstairs and your literally in the heart of Wicker Park. Super easy access to downtown nightlife/lake/museum all within 15 minutes and super easy commute to O'hare. CTA busses all around and a 2 minute walk to the Blue Line.

Perfect Getaway: Newly Renovated

Take it easy at this unique and tranquil getaway. Relax with a few friends at this peaceful place to stay. Located in the Galena Territories, this rental provides something for everyone. During the summer months you can access trails, golfing, an indoor and outdoor pool and so much more. During the winter months you are close to one of the finest ski resorts around. In Fall, access breath-taking views of trees as they change color. All year round there is something to look forward to!

Chic Penthouse In Perfect Wrigleyville Location

Bright and open top floor apartment within easy walking distance to many of the best sites in Chicago: Wrigley Field, Lake Michigan, Lincoln Park, top notch neighborhood restaurants, pubs, and entertainment, and many more! With so much to do in the area and easy access to public transit you're sure to have jam-packed days of exploring and enjoying the city. After a long day, come back to this peaceful apartment to relax, recharge, and prepare to do it all again tomorrow. Book today!

Jackson Ready Properties

Bring the whole family to this great place with lots of room for fun. Enjoy the patio or deck and cozy up to the outdoor firepit. Socialize with family and friends inside with two large living areas featuring plenty of seating and pool, foosball or wet bar to keep guests entertained. Three large bedrooms that sleep 6 comfortably as well as a sofa sleeper for kids or tag-along adults! Located within walking distance to the Owner's Club or a short cruise down the hill to the Marina.

Camp at Serenity Fields Farm!

If you prefer the outdoors, bring your tent or camper and stay on one of Serenity Fields Farms beautiful camp sites. Cook on the fire (fire ring provided) or grill on the BBQ. Pet the animals or take a horseback ride. Let the kids run free and enjoy the playground area and creek. (It's a shallow creek, sometimes swimmable, sometimes walkable, sometimes dry). There is access to a flush toilet and sink with running water. *Please not that the listing is for camping

The Riverside Bungalow

Take it easy at this unique getaway. The Riverside Bungalow is located on the mississippi river. It offers awesome views of the river ( unbelievable sunsets, eagles, all types of boat traffic & more ). The Bungalow has a great deck looking down on the river. Enjoy a awesome experience sitting around the fire pit watching the sunset. Hey if you got a boat no problem the Bungalow has plenty of parking & the boat ramp is just 3 blocks away.