Holiday houses in Glendale Heights

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Top-rated holiday rentals in Glendale Heights

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Northlake
4.83 out of 5 average rating, 24 reviews

Garden Suite 10 Min to O’Hare w/ Yard & Grill

Relax in our Cozy-Chic Garden Suite, minutes from O’Hare & Rosemont! Private backyard with grill, gated parking, snacks, drinks & games for a cozy stay.🏡 Need transportation?🚗We offer chauffeur services, including seamless airport pickup/drop-off or full-stay transportation tailored to your plans! Celebrating a birthday or special occasion? We offer professional on-site makeup services & can decorate the suite for your event upon request perfect for surprises, and memorable moments. 💄🎉

Guest favourite
A spacious living room features comfortable seating on a large sofa and two accent chairs. A wooden coffee table centers the arrangement, while a patterned area rug complements the decor. Natural light filters in through large windows, creating a bright and inviting atmosphere.
Home in Wheaton
4.93 out of 5 average rating, 27 reviews

Charming 3BR | Game Room, Coffee Bar, Perf Locatn!

Looking to relax in comfort, engage in family fun, boost your productivity and start your mornings right? Our modern 3BR home is the perfect getaway for a family vacation or business trip! Unwind with a game of air hockey or foosball, cater to your work in a dual workstation office, and caffeine lovers will LOVE our fully stocked coffee bar. Centrally located in Wheaton, IL with easy access to numerous restaurants, grocery stores, attractions, parks and the Metra train to downtown Chicago.

Top Guest favourite
A bright bedroom contains a queen bed and a twin bed, both dressed in white linens. Decorative floral art pieces adorn the walls. A bedside table with a lamp is positioned next to the queen bed. Light enters through a window, complemented by light curtains.
Apartment in Medinah
5 out of 5 average rating, 42 reviews

Updated 2 Bdrm Oasis - Walk to Train!

Updated 2 bedroom/ 1 bath retreat. Short walking distance to the Metra train stop which takes you into the city. Enjoy local restaurants and shops in Roselle or Schaumburg or take the train to the city of Chicago! Walk in nature at nearby parks. 10 min drive to Woodfield Mall; 15 min drive to Schaumburg Convention Center; 30 min drive to O'hare International Airport. Convenient location by Schaumburg, Elk Grove Village and Bloomingdale! Easy access to major highways like I-290, I-90.

Top Guest favourite
A cozy living room is furnished with multiple seating options, including wicker chairs and a plush couch decorated with assorted cushions. A round coffee table sits at the center, accompanied by a basket and a small side table. A softly glowing lamp provides warm light, and an electric fireplace is positioned against the wall.
Guest suite in Wheaton
5 out of 5 average rating, 36 reviews

The Garden Flat

Discover comfort and charm in this fully renovated LL garden flat, 2 blocks from Wheaton College. Walk to downtown Wheaton and the train. This delightful bungalow, tucked away in a peaceful neighborhood, offers a private driveway parking space and lovely fenced backyard with patio. The adorable back porch is the perfect spot to enjoy your morning coffee, unwind with a glass of wine, or curl up with a good book. Everything you need is waiting for you at The Garden Flat in Wheaton.

Guest favourite
The exterior of the vintage garage apartment is shown, featuring a bright yellow facade with two white garage doors. A large window is positioned above the doors, with greenery surrounding the property, contributing to the charming appearance.
Guesthouse in Villa Park
4.92 out of 5 average rating, 138 reviews

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

Top Guest favourite
A cozy living area features a modern brown sofa with light accent pillows, a circular coffee table, and a small dining table for two. Natural light enters through a curtain-covered window, highlighting simple wall art and greenery. The space is enhanced by warm wood flooring.
Guest suite in Wheaton
4.97 out of 5 average rating, 35 reviews

Sunny Garden Unit Efficiency Studio in Wheaton

Enjoy a cozy getaway in our sunny basement studio, conveniently situated near downtown Wheaton, downtown Glen Ellyn, Wheaton College, College of Dupage, and trains to the big city. If you're driving, we're a few minutes from the highway, as well. The space is outfitted with a memory foam queen bed, fold-out sofa, workspace, a TV with a variety of streaming services, free Wifi and a kitchenette for easy meals and snacks. We look forward to hosting you!

Top Guest favourite
A welcoming living room is highlighted by a comfortable sectional sofa with decorative pillows. A patterned area rug covers the hardwood floor, and a reading nook features a unique egg chair. Artwork adorns the walls, complemented by greenery from potted plants.
Home in Lombard
4.99 out of 5 average rating, 127 reviews

Modern Boho house in Lombard 7 min to Metra

Kick back and relax in this calm, stylish space. Visiting family in Chicagoland area? Traveling for work? Lombard is centrally located 30 min to everywhere! The house is only 6 min to Oakbrook Shopping and Business Center and upscale shopping and fabulous restaurants like RH with rooftop restaurant, 8 min to Yorktown Shopping Center. Whatever your travel purpose is, we will be happy to host you! Welcome home!

The living area features a modern sectional sofa with soft cushions and a textured throw, arranged around two circular coffee tables. A large television is mounted on the wall, and a cozy rug adds warmth to the space. Natural light fills the room through nearby windows.
Home in Glen Ellyn
4.76 out of 5 average rating, 37 reviews

Modern Tranquil Boho Getaway in Glen Ellyn

The scenic city of Glen Ellyn is a prosperous suburb of Chicago. Only 23 miles west of Chicago which is easily accessible from Glen Ellyn’s Downtown Metra station. Also conveniently placed near major highways and 23 miles away from O’Hare Airport. The area has lots of places for shopping and dining and is a mixture of big city comforts but small-town charm, making it the perfect place to visit and explore.

Top Guest favourite
A cozy living area is highlighted by a rustic brick fireplace, which features a mounted television above. A sleek armchair and a circular coffee table complement the space. Gray curtains frame large windows, while greenery and decorative items add a touch of home.
Home in Glen Ellyn
5 out of 5 average rating, 66 reviews

Charming Glen Ellyn Escape

Need a temporary home in Glen Ellyn? This is your home away from home. This fully furnished space is ideal for those relocating or undergoing a home remodel. Enjoy comfort, convenience, and a quiet neighborhood with easy access to shops, parks, and transportation. Everything you need for a long stay is included-- just move in and make yourself at home. 30-day minimum stay required.

Top Guest favourite
The open-concept living area showcases a spacious layout with soft-colored furnishings and a large area rug. The space includes a comfortable seating arrangement facing a TV, and a dining area with white chairs around a round table. A well-equipped kitchen is visible in the background.
Guest suite in Wheaton
5 out of 5 average rating, 60 reviews

Charming & Cozy Wheaton Stay- Great Location!

You are booking a Cozy, Modern, and SPACIOUS Basement Apartment with a Private Entrance, Exclusive Laundry Room, and a large open-concept Guest Suite! Located in one of Wheaton’s most charming neighborhoods – it’s less than a mile from Wheaton College and the Metra train station, and 1.5 miles from Wheaton’s delightful downtown. Host occupies the separate first floor.

Top Guest favourite
A dining area offers a large table surrounded by six grey upholstered chairs. A contemporary chandelier illuminates the space, complemented by a decorative wall clock. Large windows provide natural light, framed by sheer white curtains, enhancing the room's openness.
Home in Winfield
4.98 out of 5 average rating, 182 reviews

Cozy, Clean & Well-Stocked Home!

CLEAN AND WELL-OUTFITTED HOME. Great for families, a staycation, or a work-from-home-alternative. Superfast wifi (200mb), laptop-friendly workspace, parking on premises, contactless entry, accessible-height beds, crib for babies and toddlers, self check-in, and kid friendly home. Sleeps 6 guests.

Top Guest favourite
Apartment in Forest Park
5 out of 5 average rating, 15 reviews

Holiday Special @ The Lantern: Forest Park Escape!

Escape to this stylish 2BR retreat in Forest Park—where modern comfort meets historic Chicago charm. Sip wine under a pergola in the private backyard oasis, cozy up by the fireplace, or walk to shops, dining, and L-train access. Perfect for couples, families, or remote work stays!

Popular amenities for Glendale Heights holiday rentals