Vacation rentals in Plainfield

4.96 out of 5 average rating, 76 reviews

A well-lit sleeping area features a cozy bed with soft linens and decorative pillows. Natural light filters through two windows, complemented by light-colored curtains. A wooden bench and a small desk enhance the space, while a stylish area rug adds warmth to the hardwood floor.

Apartment in Lockport

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!

4.86 out of 5 average rating, 138 reviews

A modern two-story house features a light, neutral exterior with decorative shutters. The inviting front yard is well-maintained, including colorful shrubs and a manicured lawn. A garage door is visible on the right side, and tall trees frame the property against a clear blue sky.

Home in Naperville

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.)!

A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.

4.94 out of 5 average rating, 80 reviews

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!

The exterior of a two-story house is presented, featuring a light grey siding and blue shutters. A spacious driveway leads to a two-car garage. Lush greenery surrounds the entrance, with a large tree offering shade and a well-maintained lawn completing the inviting front yard.

4.77 out of 5 average rating, 87 reviews

Tranquil 4BR in Naper/Plainfld

Discover our spacious four-bedroom retreat, featuring a master suite with a luxurious bathroom, two queen bedrooms upstairs, downstairs bedroom with two beds, workspace, and a large TV. The living room offers a smart TV and comfy couch, while the kitchen is fully renovated and equipped. Enjoy outdoor amenities like a fire pit, playground, patio set, and grill. Additionally, an easy access to Route 59, I-55, I-88, dining, shopping, and services. Experience comfort and convenience in this charming

4.96 out of 5 average rating, 144 reviews

A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.

Home in Lockport

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"

A modern dining area features a glass table surrounded by six blue upholstered chairs with decorative detailing. Above, sleek chrome pendant lights provide illumination. A large window allows natural light to fill the space, complementing the blue wall and area rug beneath.

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.

4.86 out of 5 average rating, 146 reviews

A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.

Home in Montgomery

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.

4.99 out of 5 average rating, 168 reviews

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

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.

4.92 out of 5 average rating, 205 reviews

A spacious bedroom features a king-size bed adorned with a colorful quilt and accent pillows. A wall mural of large ferns creates a vibrant backdrop. A full-size futon is positioned alongside, with a lamp and window allowing natural light to brighten the area.

Home in Joliet

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)

4.91 out of 5 average rating, 106 reviews

A spacious room is highlighted by a patterned bedspread on a comfortable bed, with a wooden headboard. A flat-screen television is mounted on the wall, and a small kitchen area with bar stools is visible. Natural light enters through a window, enhancing the inviting space.

Guesthouse in Oswego

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…

4.78 out of 5 average rating, 9 reviews

A soft blue sofa with white cushions is positioned in the foreground, facing a modern kitchen area. The kitchen features wooden cabinetry, stainless steel appliances, and ample natural light streaming through large windows, illuminating the warm tones of the space.

Apartment in Plainfield

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!

4.95 out of 5 average rating, 65 reviews

A functional kitchen area features wooden cabinetry and modern appliances. Ample countertop space is complemented by tile flooring. A small dining table with chairs is positioned near a window, allowing natural light to illuminate the space. A doorway leads to a cozy bedroom.

Guest suite in Oswego

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!

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Popular amenities for Plainfield places to stay

Gym

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Laptop-friendly workspace

Wifi

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Other great vacation rentals in Plainfield

4.97 out of 5 average rating, 37 reviews

A spacious deck features a hot tub with a lounge seat, surrounded by warm outdoor lighting and a seating area. A fire table is set up nearby, adding to the cozy ambiance for relaxation and enjoyment of the outdoors.

Guesthouse in Yorkville

Guest Quarters: Watch Deer, Relax & Play Outdoors

A cozy living room features a leather sofa with decorative pillows, accompanied by two woven chairs. A coffee table sits on a patterned rug, while a potted plant and framed artwork add visual interest. Natural light enters through large windows, creating a bright atmosphere.

4.92 out of 5 average rating, 181 reviews

Modern Peaceful Home | Firepit | Steps to Downtown

5 out of 5 average rating, 13 reviews

A cozy bedroom is shown with a spacious bed dressed in a white quilt. Two side tables with decorative lamps flank the bed. Above the headboard, circular wall art in various colors adds interest, while a framed photo is displayed nearby.

Apartment in Crest Hill

Relaxing 2nd floor getaway!

5 out of 5 average rating, 33 reviews

A cozy studio space with sloped ceilings features a comfortable sofa and a small wooden table with stools. A spacious bed is positioned against one wall, while a wall-mounted television is visible. Natural light enters through a window, illuminating the neutral-toned carpet.

Apartment in Wilmington

Engler’s Escape River Retreat - Studio B-2nd fl

4.92 out of 5 average rating, 13 reviews

The living area features a comfortable sofa with decorative pillows, a coffee table, and a cozy armchair. A wall-mounted TV is present alongside two large windows covered with sheer curtains, allowing natural light to brighten the neutral-toned walls and patterned rug.

Tiny home in Morris

Cozy Tiny Home, LG Fenced yard add RV Brisbon/ 80

4.84 out of 5 average rating, 90 reviews

A modern kitchen features dark cabinetry complemented by granite countertops. Stainless steel appliances, including a refrigerator and stove, are present. Two bar stools with circular bases are positioned near the countertop. Pendant lights hang above the island, adding functional illumination to the space.

Apartment in Aurora

AT YOUR SERVICE! Downtown Aurora River Facing Gem

5 out of 5 average rating, 83 reviews

A spacious living area features comfortable seating options, including a recliner and an upholstered chair. Natural light filters through large windows, highlighting the wood cabinetry and kitchen area. A small dining table is positioned near the window, enhancing the inviting atmosphere.

Apartment in Naperville

Beautiful, quiet, private, spacious, guest suite.