Vacation rentals in Glendale Heights

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Top-rated vacation rentals in Glendale Heights

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

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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, 44 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 private driveway parking and a lovely fenced backyard with patio. Adorable back porch is perfect for morning coffee or evening wine. Everything you need is waiting at The Garden Flat in Wheaton. A thoughtfully maintained residential home, it’s personally managed to ensure a peaceful stay.

Top guest favourite

A modern kitchen showcases dark wood cabinetry and stainless steel appliances, including a refrigerator and gas stove. A granite countertop extends into a bar area with three metal stools. A microwave and kettle are placed on the counter, illuminated by overhead lighting.

Guest suite in Wood Dale

4.91 out of 5 average rating, 547 reviews

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Guest favourite

A spacious living area is displayed, featuring a comfortable brown leather sectional sofa and a glass coffee table. A modern electric fireplace is positioned against a stone accent wall, while natural light fills the room through large windows with white blinds.

Apartment in Oak Park

4.88 out of 5 average rating, 196 reviews

Stunning 2bd 1bath w/free parking, W/D & fireplace

Whether you're here to visit family or friends, to attend a conference in the city or a quick getaway, your family will love renting our entire flat. It has all the comforts of home located on a beautiful block in the historic Frank Lloyd Wright District in Oak Park. Here, you will be close to The Frank Lloyd Wright Home/Studio, downtown Oak Park, amazing restaurants and attractions, the Green and Blue line trains that will take you to downtown Chicago, and major highways and shopping centers.

Guest favourite

A modern living area features a comfortable sectional sofa with decorative cushions, a central coffee table, and an area rug with a striped pattern. A large wall-mounted television and framed artwork adorn a dark accent wall, while the kitchen with stainless steel appliances is visible in the background.

Apartment in Warrenville

5 out of 5 average rating, 5 reviews

Naperville Getaway | 1BR w/ Pool, Gym & More!

A premium, resort-like experience in a professionally managed property, providing the perfect balance of luxury and comfort for business travelers and families. Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away! Enjoy countless amenities, including the pool, courtyard w/ firepits, a fitness center, pool table, pickleball court, and in-unit laundry - convenience is at your fingertips!

Top guest favourite

A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.

Guest suite in Saint Charles

5 out of 5 average rating, 307 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

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

4.87 out of 5 average rating, 160 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!

Top guest favourite

A living room features a mid-century velvet sofa in a rich green hue, paired with a tan leather chair. Natural light streams through large windows, illuminating a glass coffee table and a decorative wall with layered wooden frames. The original brick fireplace adds character to the space.

Home in Berwyn

4.98 out of 5 average rating, 191 reviews

Retro Modern Bungalow | free parking | fire pit

Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Top guest favourite

The outdoor patio area features a hot tub surrounded by decorative string lights, creating a cozy ambiance. A stone walkway leads to seating options, including lounge chairs and a dining table. The view of the lake is partially blocked by a fence, with snow lightly covering the ground.

Guest suite in Carol Stream

4.95 out of 5 average rating, 319 reviews

Cozy Lakefront! Hot Tub-Fishing-Kayak &Pool Table

Very large guest suite w/3 separate areas. Just like your own apartment. Great for friends traveling together! ENTRANCE IS THRU THE MAIN PART OF THE HOUSE. This is just for the basement but you have complete privacy down there. Fenced-in yard, hot tub, large patio, bbq, firepit, enjoy fishing or sitting watching the beautiful sunsets. Stocked lake, walking path, 3 parks! Check out the pictures to see all our home has to offer! Full kitchen,laundry room & yard are shared space

Guest favourite

A comfortable living area is presented with a light-colored sofa draped with a soft blanket. A wooden coffee table sits center stage on a patterned rug. Two decorative lamps illuminate the space, and a bookshelf with various books and a dartboard is positioned against the wall.

Apartment in Melrose Park

4.96 out of 5 average rating, 137 reviews

Romantic King Bed/1 free parking/O’hare/Allstate

-18 minutes to O’Hare/Allstate Arena -35 minutes to DT Chicago -King & QN 2 bedroom + sleeper sofa/1 bath apartment decorated with a playful & bright nautical theme & vintage accent pieces. -Board games, books, darts, & large screen TV for entertainment. -Tea & Coffee station -Free designated parking space -walk to local restaurants at corner or playground w/outside seating up the street. -Nothing fancy, but convenient! urban/suburbia vibe in quieter corner of busy central area

Superhost

A workspace is featured against a dark blue wall, showcasing a wooden desk with a laptop and a round mirror above. A stylish floor lamp provides soft lighting, while potted plants add a touch of greenery on either side.

Apartment in Lombard

4.79 out of 5 average rating, 61 reviews

Serenity & Style, With Parking

Unwind in this serenity & cozy style retreat, designed for ultimate comfort! Enjoy a Queen bed and a Full-size sleeper sofa, perfect for a restful stay. Stream your favorites on the 65” living room TV or the 43” bedroom TV with ROKU access (HBO Max, Netflix & more). Stay connected with lightning-fast Wi-Fi, cook with ease in the fully stocked kitchen, and enjoy the convenience of 1 FREE parking space plus a coin washer & dryer in the building. Your getaway starts here!

Top 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, 145 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!

Superhost

A spacious bed is dressed in a light-colored quilt and layered with accent pillows in soft tones. A dark throw blanket is draped across the bed. Rolled towels are neatly placed on the bed. A small golden side table is positioned beside it.

Guesthouse in Villa Park

4.82 out of 5 average rating, 83 reviews

Tranquil Pondview + New Kitchen + King Bed + WFH

Convenience is at your doorstep as our guest house is centrally located near all major shopping centers, highways, train stations, and restaurants. Retail therapy awaits at the nearby Oakbrook Center, where you can indulge in a gratifying shopping spree. If you're planning to explore the city or neighboring attractions, easy access to highways and train stations means you're never far from your next adventure.