Holiday houses in Plainfield

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Top-rated holiday rentals in Plainfield

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Top Guest favourite

Apartment in Lockport

4.96 out of 5 average rating, 76 reviews

Full Kitchen, Near Hwy, Parking Nearby, Work Desk

Experience tranquility in this charming Lockport studio, blending vintage charm with modern comforts. The studio offers a cozy queen-size bed, premium amenities, and a smart TV. The sunlit kitchen, equipped with sleek appliances and a delightful coffee nook, invites culinary adventures. Step into the vast backyard, a serene haven for relaxation or play, complete with laundry facilities for convenient living. Located on Archer Ave, enjoy easy access to I-55 and I-355. Your perfect retreat awaits!

Superhost

Home in Naperville

4.86 out of 5 average rating, 139 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

Our 3bd, 2.5ba house is perfect for a group of friends or family looking for a clean, modern place in a wonderful, quiet neighborhood. Built w/ cathedral ceilings, there is plenty of space for 10 people to sleep comfortably (6 beds & several comfy couches), as well as 3 smart TVs (w/ complimentary Hulu & Disney+), an indoor fireplace, a gas grill & large yard (including outdoor games), a desk space, & more. Enjoy close access to main roads & large stores (Costco, Walmart, hardware stores, etc.)!

Top Guest favourite

Home in Lockport

4.96 out of 5 average rating, 144 reviews

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"

Guest favourite

Home in Plainfield

4.79 out of 5 average rating, 39 reviews

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.

Superhost

Home in Naperville

4.85 out of 5 average rating, 128 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Guest favourite

Home in Montgomery

4.86 out of 5 average rating, 146 reviews

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.

Top Guest favourite

Apartment in Aurora

4.99 out of 5 average rating, 170 reviews

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.

Guest favourite

Home in Joliet

4.92 out of 5 average rating, 206 reviews

The Garden House - Murals and more

Our garden-themed house🌿 located on busy Plainfield Road is minutes away from 1-80 & 1-55. Near: Rialto Theatre, Haley Mansion, Jacob Henry Mansion, Joliet Union Station, College of St. Francis, Joliet Junior College, Slammers Minor League Baseball and St. Joe's Hospital. Minutes away from: Chicagoland Speedway, Hollywood Casino, Lewis University and Silver Cross Hospital. 30 minutes SW of Chicago. (Entire house-2 Bdr (2 Bd and 1 Futon), Bathroom , Living Rm, Kitchen, Front Deck)

Guest favourite

Guesthouse in Oswego

4.91 out of 5 average rating, 106 reviews

The Loft-Rustic Retreat and Sauna

This unique space features a beautiful relaxing yard space and easy walking distance to downtown Oswego.. If you need a place to work quietly or stay overnight this is the ideal location to get rest and relaxation, as well as, enjoy the local tranquilities. Antique shopping, River adventures, Bike trails, and more! The Fox River Trail is a few blocks from the Loft and goes North all of the way up to Algonquin. Along the trail is the River where you can tube, kayak, canoe, fish…

Superhost

Apartment in Plainfield

4.8 out of 5 average rating, 10 reviews

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!

Guest favourite

Home in Joliet

4.98 out of 5 average rating, 120 reviews

*The Heron House*/King Bed/Spacious/Remodeled/

Newly remodeled, Spacious Craftsman Style Home in prime location! Quiet neighborhood near major highways: I55 and I80. 30 Mins SW of Chicago, Free Wi-Fi (500+Mbps) and private parking for 4 cars. Walking distance to restaurants and shops! Minutes from: The Rialto Theatre, Univ. of St. Francis, St. Joe's Hospital, Harrah's and Empress Casinos, Haley Mansion, Lewis Univ., Silver Cross Hospital, Chicagoland Speedway, Autobahn CC, and much more!

Top Guest favourite

Guest suite in Oswego

4.95 out of 5 average rating, 65 reviews

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!