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Vacation rentals in Glen Ellyn

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Top-rated vacation rentals in Glen Ellyn

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

Superhost
An open living room features hardwood floors and a comfortable seating area with grey armchairs. A dining area is visible in the background, adorned with a table set for dining. Natural light streams in through large windows dressed with curtains.
Home in Glen Ellyn
4.82 out of 5 average rating, 119 reviews

Book Now & Build Great Memories in Cozy Cape Cod!

Fall in love w/ this beautiful 3 level Cape Cod home! This amazing 4 bedrooms, 2 bath home offers a modern kitchen w/ stainless steel appliances& granite countertops w/ pantry stocked w/ amenities. Open living room/dining room combo offers natural sunlight and beautiful french doors that lead into a cozy 3 season porch room with lots of windows. The main level has 2 bedrooms, full bath, & hardwood floors. The 2nd level has 2 bedrooms, full bath & lower level has rec room w/ games for family fun!

Top guest favorite
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
5.0 out of 5 average rating, 65 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 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.

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!

Superhost
An open-concept living area and kitchen is showcased, featuring a modern dining table with circular placemats. Bright light fixtures hang over a sleek kitchen with stainless steel appliances. Nearby, a comfortable seating area includes patterned chairs and a large window providing natural light.
Home in Wheaton
4.62 out of 5 average rating, 50 reviews

Welcoming Wheaton: 5BR, Pool Table

Welcome to this spacious ranch home in Wheaton, IL! With a comfortable layout, this home offers 3 bedrooms and 1.5 bathrooms on the main level, then the basement adds even more versatility, featuring 2 additional bedrooms and a full bathroom – perfect for extra guests or privacy within your group. Enjoy a warm, inviting space with plenty of room to relax, making it an ideal retreat for any traveler. Whether you're in town for business or leisure, this home is your perfect base in Wheaton!

Top guest favorite
Home in Glen Ellyn
5.0 out of 5 average rating, 60 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.

Superhost
The inviting living area features plush cream-colored sofas arranged around a decorative area rug. A round coffee table sits at the center, while a modern chandelier illuminates the space. A flat-screen TV is mounted above a white-brick fireplace, adding warmth to the room.
Home in Glen Ellyn
4.78 out of 5 average rating, 79 reviews

French Country Cottage

Escape to our enchanting French cottage in Glen Ellyn, Illinois! Experience rustic charm and modern luxurious comfort as you indulge in French elegance. Enjoy plush furnishings, a fully equipped kitchen, luxurious bedrooms, and a basement haven with games. Outside, unwind on the patio, firepit or explore nearby hiking trails. This is your perfect opulence getaway with easy access to downtown Glen Ellyn, Wheaton and Chicago. Book now for a memorable experience!

Top guest favorite
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
4.98 out of 5 average rating, 65 reviews

Sunny Garden Unit Efficiency Studio in Wheaton

Enjoy a cozy getaway in our sunny basement studio, conveniently situated near downtown Wheaton, downtown Glen Ellyn, Wheaton College, College of Dupage, and trains to the big city. If you're driving, we're a few minutes from the highway, as well. The space is outfitted with a memory foam queen bed, fold-out sofa, workspace, a TV with a variety of streaming services, free Wifi and a kitchenette for easy meals and snacks. We look forward to hosting you!

Top guest favorite
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
4.99 out of 5 average rating, 155 reviews

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!

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.

Popular amenities for Glen Ellyn vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Glen Ellyn's top sights

Wheaton College

8 locals recommend

Studio Movie Grill

16 locals recommend

Billy Graham Center Museum

10 locals recommend

Lilacia Park

7 locals recommend

Hidden Lake Forest Preserve

4 locals recommend

Wheaton Public Library

3 locals recommend

Other great vacation rentals in Glen Ellyn

Top guest favorite
A light-filled living room features a spacious gray sectional sofa arranged around a simple coffee table. Large windows provide views of the outdoor space while soft curtains frame the light. A flat-screen TV is mounted on a textured wall, enhancing the room's modern design.
Home in Lombard
5.0 out of 5 average rating, 48 reviews

Grand Retreat/5Brs/Game Room

Superhost
Home in Lombard
5.0 out of 5 average rating, 15 reviews

Home in Lombard

Top guest favorite
A warm living area is surrounded by natural light from a window adorned with floral curtains. Two spacious sofas are placed opposite each other, with decorative pillows adding color. A dining space is visible through an archway, featuring a wooden table and chairs, creating an inviting gathering space.
Home in Wheaton
4.92 out of 5 average rating, 96 reviews

Little House on the Prairiepath by Wheaton College

Top guest favorite
An open living area features a spacious, L-shaped sectional sofa with decorative pillows arranged around a wooden coffee table. A patterned area rug is beneath, and natural light filters in through large windows. A dining area with a table and chairs is visible in the background.
Home in Lombard
4.98 out of 5 average rating, 50 reviews

The Westmore Retreat

Guest favorite
Home in Villa Park
4.91 out of 5 average rating, 43 reviews

Cozy 5BD Home with Scandinavian Vibes

Superhost
Home in Wheaton
4.76 out of 5 average rating, 17 reviews

Feel good, live good in Wheaton

Top guest favorite
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
4.97 out of 5 average rating, 59 reviews

Spacious Home in Chicago Suburbs

Superhost
A modern living area is displayed, featuring a blue sectional sofa facing a media console with a television displaying the Netflix logo. Natural light enters through multiple windows, and a small decorative plant is placed on a round coffee table.
Townhouse in Lisle
4.81 out of 5 average rating, 36 reviews

Luxury New Build 3BR Townhome

Frequently Asked Questions

  • What are the best places to stay in Glen Ellyn?

    Downtown Glen Ellyn is known for walkable streets with dining and shopping nearby, while neighborhoods around local parks are favored for a quieter atmosphere. Many visitors choose stays near cultural sites or community gathering spaces.

  • What are the best things to do in Glen Ellyn with kids?

    Families often explore local parks, playgrounds, or visit the public library for programs. The area has hands-on museums, seasonal outdoor activities, and community events designed for children.

  • What are some of the best things to do in Glen Ellyn?

    Explore downtown shops, visit art galleries, or relax in lakeside parks. Community events, local farmer’s markets, and trail walks are frequently recommended for new perspectives on Glen Ellyn.

  • How is the weather in Glen Ellyn?

    Glen Ellyn has cold winters, averaging 19–32°F (-7–0°C) in January, while summers are warm around 66–85°F (19–29°C) in July. Spring and autumn bring mild temperatures and changing foliage, with occasional rain.

  • When is the best time to visit Glen Ellyn?

    Late spring to early autumn is often recommended for milder temperatures and outdoor festivals. Fall brings colorful foliage and community events, while winter is quieter and suited to indoor activities.

  • What are the best places to visit in Glen Ellyn?

    The downtown district is often recommended for its shops, dining, and cultural spaces. Local parks, gardens, and community recreation centers provide a mix of natural and social experiences.

  • What are some hiking trails in Glen Ellyn?

    Local forest preserves have shaded trails suitable for easy walks and nature exploration. The area’s parks frequently offer paved and unpaved paths for hiking, birdwatching, or cycling.

  • What are some family activities we can do in Glen Ellyn?

    Families enjoy parks, playgrounds, and programs at the public library, as well as seasonal arts and crafts events. Outdoor recreation, picnics, and community celebrations are frequently suggested for all ages.

  • What are some of the best day trip ideas from Glen Ellyn?

    Explore nature at nearby forest preserves, stroll through botanical gardens, or visit local museums and art galleries in surrounding towns. Historic sites and vibrant neighborhoods around Glen Ellyn are frequently suggested for a day of culture and scenery.

  • Are there any pet friendly accommodations available in Glen Ellyn?

    Glen Ellyn has pet friendly vacation rentals in neighborhoods near parks and walking areas. Many properties welcome pets, making it easy to explore the town with your companion.

  • What are some local tips for visiting Glen Ellyn?

    Many visitors enjoy walking the downtown area, which has cafes, shops, and art spaces. Locals often suggest attending farmer’s markets or exploring the parks for seasonal activities and community events.

  • What is Glen Ellyn known for?

    Glen Ellyn is known for its vibrant downtown, historic architecture, and strong sense of community. Parks, lakes, and annual festivals contribute to the town’s welcoming atmosphere.

  • What are the best hidden gems to explore in Glen Ellyn?

    Discover independent bookshops, community art galleries, and historic homes tucked around downtown Glen Ellyn. Local gardens and small lakes are often considered peaceful spots away from busier areas.

  • What are the best foods to try in Glen Ellyn?

    Glen Ellyn has classic Midwestern fare, artisanal bakeries, and globally inspired restaurants. Pizza, gourmet sandwiches, and house-made pastries are frequently suggested, along with locally roasted coffee.

  • What should I bring for a trip to Glen Ellyn?

    Pack layers for changing Midwest weather, especially in spring and autumn, and sturdy shoes for walking downtown or along trails. An umbrella or rain jacket is useful, and consider bringing a reusable water bottle for outdoor activities.

  • What is the nightlife in Glen Ellyn like?

    Nightlife in Glen Ellyn centers around casual eateries, taverns, and live music venues, often featuring local performers. The downtown area has a mix of relaxed atmospheres for evening gatherings.

  • What are the most popular events or festivals in Glen Ellyn?

    Annual art fairs, summer music festivals, and holiday parades draw many visitors. Markets and seasonal celebrations are often recommended for experiencing local culture and community spirit.

  • Are there family friendly vacation rentals in Glen Ellyn?

    Many vacation rentals in Glen Ellyn accommodate families, with amenities like extra bedrooms, kitchens, and spacious gathering areas. Properties around parks and quiet neighborhoods are frequently suggested for family stays.

Destinations to explore