
Holiday houses in Glen Ellyn
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Top-rated holiday rentals in Glen Ellyn
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Best Deal in Chicago | Great Food & Free Parking
Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

✽ 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

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.

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!

Naperville Escape 2BR - Pool, Gym & Pickleball!
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!

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.

Stylish 1970s Home for Vintage Getaway!
Embrace Timeless Charm: Step into the enchanting world of a meticulously restored 1971 Mid-Century gem. Located just 30 minutes from downtown Chicago in Glen Ellyn, this unique retreat captures the essence of the 1960s and 70s. Every corner showcases vintage artifacts, offering an unforgettable stay. Enjoy the spacious Great room, well-equipped kitchen, and outdoor patio. Lounge by the 70-inch TV, groove to vintage vinyl records, and relish classic board games for a nostalgic getaway.

Walk to: Metra to Chicago & Downtown Elmhurst
You'll be in the upper flat/apt of this 1912 Foursquare 2-flat that's been in my family since 1970. Hubby & I live on the first floor, so I'll be quick to respond if you need. You can WALK to: downtown Elmhurst with all its indie restaurants & shops; Metra to Chicago; Elmhurst Uni; YMCA; public library; 10-screen theater; 17-acre multi-purpose public park. You're free to share our tree-filled backyard with furniture, 2 fire-pits, hammock + your own private back porch. Age min 12 yrs.

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.

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!

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!

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.
Popular amenities for Glen Ellyn holiday rentals
Stay near Glen Ellyn's top sights
Other great holiday rentals in Glen Ellyn

Beautiful Redone Townhome Next to Wheaton College

Niche Home in Chicago suburb - Elm room

Master On-Suite Bedroom Near Downtown Chicago

Close to Riverwalk | Indoor Pool + Free Breakfast

Near Downtown with a two bedroom suite.

Botanist Room ~ Nature House

Basement bedroom near Wheaton College and train

Cozy Private Room
When is the best time to visit Glen Ellyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 AUD | $261 AUD | $256 AUD | $271 AUD | $317 AUD | $305 AUD | $303 AUD | $287 AUD | $262 AUD | $339 AUD | $293 AUD | $367 AUD |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Glen Ellyn?
Yes! Work meets play with ease at over 20 vacation rentals in Glen Ellyn featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Glen Ellyn?
Four-legged friends are welcome in Glen Ellyn. Choose from more than 10 vacation rentals for guests traveling with pets.
Do apartment rentals in Glen Ellyn have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Glen Ellyn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Glen Ellyn have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Glen Ellyn. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Glen Ellyn?
Glen Ellyn has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Glen Ellyn have wifi?
Absolutely! We offer over 20 house rentals with wifi in Glen Ellyn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Glen Ellyn have free parking?
Absolutely! We offer over 20 house rentals with free parking in Glen Ellyn. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Glen Ellyn?
Experience the best of Glen Ellyn with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about holiday rentals in Glen Ellyn

Total holiday rentals
Explore 40 holiday rentals in Glen Ellyn

Nightly prices starting at
Glen Ellyn holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 1,740 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Glen Ellyn holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Glen Ellyn rentals

4.8 Average rating
Glen Ellyn stays are highly rated by guests—averaging 4.8 out of 5!
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- Lincoln Park
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- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
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- Humboldt Park
- Shedd Aquarium
- Soldier Field
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Oak Street Beach
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- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- The 606




