Holiday houses in Woodridge

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Top-rated holiday rentals in Woodridge

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Top Guest favourite

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

4.96 out of 5 average rating, 152 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

A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.

Loft in Brookfield

4.91 out of 5 average rating, 132 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Superhost

A living area features a brown leather sofa accompanied by two accent chairs, all arranged around a glass-top coffee table. Natural light enters through a large window adorned with flowing curtains, complemented by a decorative mirror and wall-mounted storage.

Home in Lisle

4.9 out of 5 average rating, 151 reviews

Cozy House, Main Road Access, Close to Colleges

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 2 bedrooms (a queen & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Hulu & Disney+ with our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from 2 major highways, 2 colleges, Four Lakes Ski Resort, & much much more, the journey is just getting started once you arrive!

Guest favourite

The exterior of a single-story home is framed by lush green grass and dark mulch landscaping. A welcoming pathway leads to the front door, adorned with a seasonal wreath. A large tree provides shade, and a white fence marks the boundary of the yard.

Home in Naperville

4.86 out of 5 average rating, 140 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!

Superhost

The open living space displays a modern kitchen with stainless steel appliances and ample cabinetry. A bright yellow couch, accompanied by a light wood dining table, invites relaxation. A wall-mounted TV is positioned above a media console, while a large indoor plant adds a touch of greenery.

Condo in Lisle

4.6 out of 5 average rating, 20 reviews

Modern Cozy 1BR | A+ Location, Parking, Laundry

Elegant one-bedroom apartment perfectly suited for business travelers or couples looking for a convenient place to stay in the peaceful Chicago suburbs. Enjoy a memory foam bed, fully stocked kitchen w/ a coffee machine, free parking, high-speed WiFi, and laundry access. Come home from a busy day exploring nearby downtown Naperville, classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short train ride away. Perfect for a weekend getaway or an extended trip!

Guest favourite

A geodesic dome home is nestled among lush green trees, featuring a sloped roof and large windows that invite natural light. The surrounding yard is manicured with grass and bordered by colorful flower beds, creating a serene outdoor space.

Dome in Naperville

4.92 out of 5 average rating, 88 reviews

Professionally Sanitized - Dome Away From Home

Tucked away in an Oak Savanna, the secluded and rural feel of this NAPERVILLE home make it hard to believe it's just minutes from the action of Downtown Naperville and a short drive to the city of Chicago. Amazing serene views with occasional wildlife visitors (birds, deer, and turkeys). All the comforts and conveniences of home. 3 Bedrooms and sleeping accommodations for up to 8 guests. This modern home has been restored to its former glory of a Buckminster Fuller-style Geodesic Dome.

Top Guest favourite

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

4.98 out of 5 average rating, 193 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.

Top Guest favourite

A spacious bedroom features a modern black metal bed with crisp white linens and decorative pillows. Soft, neutral colors enhance the space, complemented by a large mirror and a small desk. Natural light enters through a window covered with light curtains, creating a calm atmosphere.

Apartment in Lockport

5 out of 5 average rating, 14 reviews

Bright Lockport Farmhouse: King Bed + Yard View

Discover your ideal getaway in our charming Lockport, Illinois, Airbnb! This inviting retreat features a full kitchen with stainless steel appliances, an island for prepping food, a coffee bar for your morning brews, and tons of sunlight! Unwind in the cozy living room, complete with a 65-inch Roku TV and board game wall. Enjoy the convenience of a shared on-site laundry room. Experience the perfect mix of modern comforts and rustic charm in Lockport. Secure your booking today!

Guest favourite

The living area features a large sectional sofa with decorative pillows, positioned opposite a television mounted on a dark wood unit. Artwork depicting colorful pixel characters adorns the wall. An archway leads to a game room with a pool table and ambient lighting.

Home in Downers Grove

4.91 out of 5 average rating, 119 reviews

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

Superhost

A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.

Home in Downers Grove

4.94 out of 5 average rating, 48 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

Superhost

A cozy bedroom features a spacious bed dressed in floral bedding, complemented by pastel pillows. Two nightstands frame the bed, and a light-colored rug covers the floor, adding warmth to the neutral walls. Soft lighting is provided by recessed ceiling fixtures, enhancing the serene ambiance.

Home in Woodridge

4.88 out of 5 average rating, 49 reviews

Cozy 1-Bedroom Apartment on the Ground Floor

Cozy 1-Bedroom Apartment on the Ground Floor in a quiet Woodridge neighborhood. Perfect for a peaceful stay, offering privacy and comfort close to parks, golf clubs, and shops. Just a short drive from Promenade Bolingbrook and Greene Valley Forest Preserve. Convenient access to highways I-355 and I-55 makes exploring the area easy. Enjoy nearby dining options and beautiful walking trails, making it ideal for travelers seeking relaxation and local adventures.

Superhost

A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.

Home in Bolingbrook

4.92 out of 5 average rating, 142 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !