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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Guest favorite
A cozy living area is highlighted by a plush navy sofa adorned with a yellow accent pillow. A light-colored area rug with stripes lies beneath. The room features a decorative painting of trees and a stained glass window, adding character to the inviting space.
Guest suite in Glen Ellyn
4.93 out of 5 average rating, 216 reviews

✽ Charming Cottage ✽ close to College/Town/Station

Charming and cozy single family home fully renovated in a superb location! This house is walking distance to the Chicago metra rail system and Wheaton College, as well as a 6 minute drive to both downtown Wheaton and downtown Glen Ellyn! Relax and unwind in this darling home that we fell in love with! The health and safety of our guests is important to us. Due to COVID-19 we are taking extra care to professionally disinfect frequently and completely between every reservation UP TO CDC STANDARDS

Top guest favorite
A charming house with a unique octagonal turret is surrounded by lush greenery and flowering plants. A white picket fence delineates the front yard, providing a cozy and inviting exterior. The home’s shingled roof and multiple windows enhance its architectural character.
Home in Glen Ellyn
4.96 out of 5 average rating, 26 reviews

The Davis House,

The house is located in Historic Glen Ellyn, just a few blocks away from the quaint downtown with shops and restaurants. Also the train which takes you to Chicago is there also. Our location is so secluded. We are on a cul-de-sac and the house has a large, private front yard, surrounded by a tall hedge. For families with younger children we have Babcock Grove Park which is less than a block away. Lake Ellyn Park is only a 10 minute walk . There is a childrens area and foot path around the lake.

Guest favorite
Camper/RV in Lombard
5.0 out of 5 average rating, 13 reviews

Couples camper on a quaint horse ranch

Escape to this cozy modern camper located near a small horse barn. Reconnect with nature at this unforgettable escape. Along with the barn animals (horses, goats, and chickens) there is an abundance of wildlife that visits the ranch. Located next to a river and woods with walking trails where you can see deer, coyote, raccoon, possum, chipmunks, rabbits, eagles, owls, hawks, heron, ducks & more. A perfect blend of nature and modern conveniences and easy to get to location in the Chicago burbs.

Superhost
A cozy living room features a brick fireplace as a focal point, surrounded by comfortable leather seating arranged for relaxation. Light-colored curtains frame large windows, while a plush area rug adds warmth to the wooden floor. A wooden door and wall decor complement the inviting space.
Home in Glen Ellyn
4.89 out of 5 average rating, 218 reviews

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

Top guest favorite
A spacious ranch house is depicted, surrounded by matured trees and a well-maintained lawn. The facade features a combination of brick and siding, with a large garage and a welcoming front porch. Sunlight filters through the leaves, creating a serene atmosphere.
Home in Itasca
4.99 out of 5 average rating, 89 reviews

RANCH, House-tel: updated full kitchen, comfy beds

Ranch House with 3 bedrooms, 3 queen beds and 2 full bathrooms, spacious living room, 2 car garage and a long driveway. Lovely, quiet and safe neighborhood with matured trees making your stay a relaxing one while viewing the backyard. About 20 minutes to O’hare airport, just over 10 minutes to the Woodfield Mall/Schaumburg business district, approximately 30-45 minutes to downtown Chicago-largest Starbucks in the world, Skydeck and The Bean. Few minutes drive to restaurants and groceries.

Guest favorite
Home in Carol Stream
4.92 out of 5 average rating, 106 reviews

Family Haven Retreat, Sleep 16 Plus guests

"Welcome to our 6-bedroom retreat for 16 guests, a haven featuring an expansive deck with outdoor furniture and a fire pit. Inside, a vast living room with a pool table and fireplace awaits. Enjoy numerous TVs, a chef's dream kitchen, and a luxurious master bathroom with a walk-in shower. With laundry, study space, two living and dining rooms, and a garage, this safe, spacious home is nestled near a children's playground for added family fun."

Top guest favorite
The exterior of a modern ranch-style home is showcased, featuring a strategic arrangement of greenery and colorful landscaping. A paved driveway leads to a welcoming entrance, flanked by two garage doors. The home is complemented by a clear blue sky and mature trees in the background.
Home in Schaumburg
4.93 out of 5 average rating, 100 reviews

Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office

Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.

Superhost
Home in Carol Stream
4.83 out of 5 average rating, 35 reviews

Crisp: 4000 sq feet

Welcome to Crisp – Your Spacious Getaway! Step into over 4,000 square feet of comfort and style at this beautifully designed home. With four living areas, multiple sleeping spaces, a game room, and spa-like bathrooms, there’s plenty of room for everyone to relax and enjoy. Whether you’re planning a family trip or a group getaway, Crisp is the perfect place to spread out and feel at home.

Superhost
A spacious living area features two comfortable leather sofas and a wooden coffee table. A dining area with a small table and four chairs is visible, along with a bookshelf displaying various items. Soft lighting and neutral walls contribute to an inviting ambiance.
Guest suite in Wheaton
4.87 out of 5 average rating, 138 reviews

Guest Suite by Wheaton College

Come and enjoy visiting your Wheaton College student while staying a short walk from campus. Our apartment has two bedrooms, a well-equipped kitchenette, laundry, bathroom, and living room. The apartment is in the basement our family home with a private entrance and both bedrooms have large windows with lots of natural light. This apartment is not equipped or suitable for children.

Top guest favorite
Apartment in Lombard
5.0 out of 5 average rating, 33 reviews

Spacious 3 Bd Sleeps 7 •Weekly & Monthly Discounts

Spacious, comfortable 3-bedroom apartment ideal for weekly & monthly stays. Fully equipped kitchen, brand-new beds & bedding, fast Wi-Fi, and a quiet residential setting—perfect for families, work travel, or extended visits. Just 30 minutes from Chicago with easy expressway access. Enjoy on-site laundry, a cozy living room, full dining area, and a small patio with fire pit.

Top guest favorite
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
5.0 out of 5 average rating, 86 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.

Guest favorite
A large, two-story brick home is set against a colorful sky at dusk. The exterior features a mix of brick and stone accents, with several illuminated windows showcasing the warm interior. A well-maintained lawn and driveway are visible in front of the house.
Home in Roselle
4.94 out of 5 average rating, 62 reviews

Chicago suburban vacation home!

Bring the whole family to this great home with lots of room for fun. 3600 sq ft with 3 car garage! Walking distance to the train for day trips to downtown and easy drives to golf, shopping, great dining/bars and unlimited community events! Perfect for large family vacations and special events! Easy 25 minutes to OHare airport! Walking distance to Medinah Country Club.

Popular amenities for Glendale Heights vacation rentals