Holiday rentals in Plainfield

Beautiful Spanish style Home (w/inground pool)

Experience a mix of old and new at this recently renovated Spanish style villa. Casa Dra’eh – less than an hour from Chicago! Staying for business or leisure, this stylish retreat offers the perfect blend of sophistication and comfort. Relax on the private rooftop balcony overlooking the backyard , featuring a pool and veranda ideal for dining. Cook in the chef’s kitchen or unwind in modern Spanish decor. With Chicago just a short drive away, enjoy the best of both worlds. Book your stay today!

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

Plainfield Home near Harrah’s Casino & Restaurants

This Newly Remodeled Modern Home is great for family vacations, stay cations and traveling professionals. 4 BD and 2.5 BA plus Loft Gaming Area. Top High speed wifi, and Smart Tv Contactless Entry with self check-in and check out 2 car parking on the premises and street parking across from the property as well. 🛏Sleeps 8 comfortably . 20min drive to Harrahs Casino. Easy access to Shopping and Restaurants near by 5 minutes from I-55 highway. The community is very family friendly and quiet.

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Home Sweet Home

A fully finished basement which is where you will reside. Wonderful piece of home and serenity. A small but large enough for two-four people to enjoy. There is a full size bed in the main bedroom and pocket doors that close off the Murphy bed located as a second bedroom. Full size kitchen for your use, outside patio in back and front porch for your use. House is on well and septic system. Please NO PERSONAL PRODUCTS. No children under the age of 16 allowed not setup for kids.

Odd Fellows Retreat

The history of the Odd Fellows can be celebrated in this unique retreat space. An efficient apartment for one or two guests to experience the downtown Plainfield area. There are so many restaurants within walking distance. A gourmet's delight! Begin your day with coffee from the shop downstairs. Everything you need to relax is included in this quaint 1 bedroom space. Our location is only 35 minutes from Chicago for those that want more adventure!

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!