Holiday houses in Glen Ellyn

✽ 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

Newly Remodeled 3BR Weekly & Monthly Discounts!

Make yourself at home at our newest Airbnb! Roomy 3-bedroom retreat just 30 min from Chicago. Enjoy a cozy stay with easy expressway access—perfect for families, work trips, or long stays. Nearly everything is new: beds, bedding, pillows, mattresses & TVs. The apt offers 3 spacious bedrooms (all with heat & A/C), 1.5 baths, fast Wi-Fi, a fully stocked kitchen, dining area, cozy living room, on-site laundry, and a small patio w/ fire pit & seating—everything you need to settle in and stay awhile.

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!

Luxury 2BR - Pool, Pickleball, Gym, Sauna & More!

A premium, resort-like experience in a professionally managed 2 bedroom / 2 bathroom property, providing the perfect balance of luxury and comfort for business travelers and families. Enjoy the pool, pickleball court, courtyard w/ firepits, a fitness center, pool table, sauna, and in-unit laundry - convenience is at your fingertips! Explore nearby downtown Naperville (8 mins), classy Oakbrook Terrace, the beautiful Morton Arboretum and downtown Chicago, a short drive or train ride away!

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.

Hazelton's Wheaton Gem | Walk2 Starbucks & Target

Try this… UPDATE: Per city ordinance, 30+ day reservations only. Questions welcome—apologies for any inconvenience. Your family will be close to all amenities at this centrally-located, fully renovated retreat just minutes from Downtown Wheaton. Near restaurants, public transport, shopping, and entertainment—perfect for Wheaton College visits or a relaxing suburban escape. Enjoy the beautiful backyard and deck for outdoor lounging & dining. A true gem in Wheaton!

Luxury Home: Hot Tub (Open!), 4Kings, Heated Pool

**Hot Tub Open Year-Round • Heated Saltwater Pool Opens April 2026** Discover the ultimate luxury getaway at this newly renovated, professionally designed 6BR, 3BA estate on 1.25 private acres in charming Glen Ellyn - just 30 minutes from downtown Chicago. With spacious interiors, upscale amenities, and a private heated saltwater pool and hot tub, it’s the perfect retreat for family vacations, reunions, or a memorable escape with friends.

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.

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.