Holiday houses in Glen Ellyn

4.91 out of 5 average rating, 536 reviews

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

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 .

4.92 out of 5 average rating, 202 reviews

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 Wheaton

✽ 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

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.

4.93 out of 5 average rating, 15 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.

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.

4.92 out of 5 average rating, 184 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!

4.87 out of 5 average rating, 149 reviews

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

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!

Superhost

The image displays a variety of spaces within the home, showcasing multiple sleeping areas with spacious beds. A game area is highlighted with a ping pong table. Comfortably furnished living spaces are presented, featuring seating arrangements with soft couches and a large television.

4.83 out of 5 average rating, 35 reviews

Spacious Deck & Balcony, Game Area, Garage

Welcome to our spacious 5-bedroom, 3.5-bathroom home, perfect for families and groups. Enjoy relaxing on the deck with stairs, and unwind in one of the 6 comfortable beds (all kings and queens). The house features 4 smart TVs and access to an attached garage. Downstairs, the full basement offers a fun game area with ping pong and foosball, plus a sleeper sofa for extra guests. Access to nearby attractions and towns is very easy through direct main road access. Your ideal retreat awaits!

4.99 out of 5 average rating, 207 reviews

A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.

Apartment in Aurora

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

The Great room features a modern, spacious layout with a light gray sofa and a black lounge chair on a black and white checkered rug. Large sliding glass doors offer views of the lush green outdoor area, while vintage artwork adorns the wall.

5 out of 5 average rating, 47 reviews

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.

5 out of 5 average rating, 38 reviews

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

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.

4.92 out of 5 average rating, 139 reviews

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

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!

An aerial view showcases a spacious backyard featuring a private heated saltwater pool surrounded by lounge chairs. A fire pit area and a patio umbrella provide areas for relaxation among the lush greenery and manicured lawn.

4.97 out of 5 average rating, 73 reviews

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.

4.99 out of 5 average rating, 127 reviews

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

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!

Popular amenities for Glen Ellyn holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Glen Ellyn

5 out of 5 average rating, 26 reviews

A bright living area features a round glass table surrounded by two yellow chairs with woven backs. A white sideboard and a small microwave are positioned against the wall, complemented by a potted plant. Large windows provide natural light, showcasing the green outdoors.

Apartment in Elmhurst

Walk to: Metra to Chicago & Downtown Elmhurst

5 out of 5 average rating, 12 reviews

A living room is presented with light wooden flooring and soft, neutral-toned furniture. A cozy seating area includes a comfortable sofa and an accent chair, with a coffee table placed centrally. Natural light enters through sheer curtains, and a wall-mounted TV is positioned above a marble fireplace.

Home in Carol Stream

Charming 4BR Stay + Fire Pit Fun

Superhost

The kitchen area features modern appliances including a refrigerator, microwave, and sink. Soft lighting illuminates the stone backsplash, enhancing the cream-colored cabinetry. A small seating area is present, accompanied by decorative elements such as potted plants and a mirror, contributing to a functional yet inviting space.

Home in Villa Park

4.94 out of 5 average rating, 16 reviews

Tranquil Hideaway

Apartment in Downers Grove

A cozy sleeping area is featured, showcasing a spacious bed dressed in a light-colored quilt. A window above allows natural light to filter in, enhancing the serene atmosphere. Potted plants and artwork adorn the space, providing a touch of warmth.

4.76 out of 5 average rating, 101 reviews

Pet friendly private studio apartment in a home

5 out of 5 average rating, 11 reviews

The living room features a spacious sectional sofa and a round wooden coffee table, surrounded by natural light from large windows. Two accent chairs complement the seating area, while framed artwork adorns the walls, adding a touch of style.

Home in Wheaton

Hazelton's Wheaton Gem | Walk2 Starbucks & Target

4.97 out of 5 average rating, 35 reviews

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

Sunny Garden Unit Efficiency Studio in Wheaton

4.95 out of 5 average rating, 40 reviews

A bright living area is filled with comfortable seating, including two armchairs and a spacious sofa. A light area rug with a geometric pattern covers the floor. Natural light streams in through large windows adorned with wooden blinds, and a decorative tray sits on a plush ottoman.

Home in Lombard

Spacious Home in Chicago Suburbs