Vacation rentals in Glenwood

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Top-rated vacation rentals in Glenwood

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Superhost
A well-lit living area features modern furniture, including a light gray sofa and a dark blue throw pillow. A ceiling fan is mounted above, and a large area rug adds texture to the space. A dining table is visible in the background.
Condo in Lansing
4.79 out of 5 average rating, 131 reviews

The Broadway Special - 2 Bd/1 Bath Smart-Condo!

The "Suite" Escape: This is the perfect home for families or those traveling alone. Located in Lansing less than 5 mins from Indiana. Right off of I90/294 expressway for a easy commute. It's near shopping centers and restaurants. Our smart home has 65 inch Amazon Fire TVs, high-speed internet, gaming options and free streaming platforms. You can enjoy a quiet home away from the city. We look forward to you enjoying our accomodations. Monthly rentals are welcomed and longer stays are perferred.

Top guest favorite
A cozy bedroom space features a queen-sized bed adorned with a colorful patterned blanket. Two bedside lamps provide soft lighting. A large window offers views of the outdoors, while wooden walls enhance the rustic charm of the loft.
Farm stay in De Motte
4.96 out of 5 average rating, 213 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Guest favorite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Apartment in Homewood
4.92 out of 5 average rating, 96 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to lovely downtown Homewood to enjoy shopping & dining or catch the train to Chicago. After a day of exploring, a king-sized sleep number bed and lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs are welcome! This suite has a kitchenette with a convection toaster oven, induction cooktop, and fridge!

Top guest favorite
A spacious living area features a light-colored sectional sofa adorned with soft pillows, positioned beside a wooden coffee table. A decorative area rug adds warmth to the hardwood floor. Natural light enters through a window, complemented by dark curtains. A potted plant and lamps provide additional light.
Home in Munster
4.95 out of 5 average rating, 104 reviews

Entire home: Private, Cozy Oasis in a Quiet Locale

30 minute drive from Chicago's Grant Park. Near Little Calumet and Monon trails. Appeals to nature enthusiasts, cyclists, remote workers and brewery aficionados. This 2 bedroom, 1 bathroom retreat offers comfort and convenience. Full kitchen, private backyard and comfortable living space. 3 casinos, 6 breweries: 3 Floyds, 18th Street, Fuzzyline, Byway, New Oberpfalz & Wildrose within 7 to 20 min drive. Early check-ins offered/subject to availability. Feel free to inquire on availability.

Guest favorite
The modern kitchen features white cabinetry with marble countertops and stainless steel appliances. A window allows natural light to brighten the space, which includes a sink and a gas stove. Kitchen utensils and a dish rack are neatly organized within arm's reach.
Apartment in Steger
4.94 out of 5 average rating, 18 reviews

Private Deluxe Apartment Clean, Safe & Affordable

Furnished modern apartment. Our new addition in our 4 unit complex for traveling professionals or visiting. New appliances, fully stocked kitchen, fresh linens & towels. Laundry room. Safe suburban location. 30 mi. to Chicago. Private off street parking up to 2 vehicles (even a bike parking) Clean, bright and organized. Strong Wifi (Xfinity Blast). Comfortable queen size bed, reclining sofa. 2 big screen TV's. Professionally cleaned spotless prior to arrival. Dozens of 5-Star reviews.

Guest favorite
A welcoming living area is highlighted by a navy blue sofa positioned beside a decorative plant. A round coffee table rests atop a patterned area rug featuring shades of blue and yellow. Light-colored walls and large windows enhance the brightness of the space.
Home in Homewood
4.91 out of 5 average rating, 69 reviews

Charming Homewood Away from Home

Keep it simple at this peaceful and centrally-located place. Cozy and Charming brick ranch nested on a quiet street. Minutes from the metra line taking you to downtown Chicago or visit the neighborhood shopping in downtown Homewood. No smoking and no parties. We are unable to accommodate a party of any size because of our agreement with our neighbors. Driveway is narrow. Limit 2 cars. No extra guest without notice. Extremely strict neighbors! We follow all cancellation rules.

Guest favorite
A spacious living area features a comfortable sofa and a grand piano, complemented by a decorative area rug on polished wooden floors. A window allows natural light to illuminate the room, and a small bookshelf adds a touch of warmth. A small dog with a scarf rests nearby.
Home in Homewood
4.93 out of 5 average rating, 103 reviews

Boulderstrewn: Historic Homewood home

Charming and historic Sears Catalog House on 2/3 acre wooded lot. Less than 10 minute walk to shops and restaurants in downtown Homewood to Metra rail (and Amtrak) station with express service to Hyde Park and University of Chicago (less than a half hour) and Chicago's 3 magnificent downtown waterfront stations (~40 minutes). Fire pit in yard can be used to enjoy summer nights. No cable, but several digital antenna channels available as well as Netflix, XBox and DVDs.

Guest favorite
A well-lit living area is furnished with a black couch and two floral accent chairs. A light area rug sits under a glass coffee table. A work desk with a chair is positioned beside a large window, allowing natural light to fill the space.
Home in Homewood
4.87 out of 5 average rating, 52 reviews

The executive suite

Live the high life in this stylish executive suite, never get cold feet with heated floors throughout. 75” tv in living room, 58” in each bedroom, work from home with fast internet and dedicated work desk. Located in a super quiet neighborhood. Very safe as well. Enjoy your home away from home. Close to fine dining, and brand new casino coming. be downtown Chicago in minutes with a quick Metra train ride minutes from this home. And please, no smoking or parties.

Guest favorite
A spacious living area is presented, featuring a large gray sofa and a low coffee table. A wall-mounted TV sits on a wooden stand, complemented by a patterned area rug. Dining furniture is visible in the background, with natural light filtering through large windows.
Home in Homewood
4.96 out of 5 average rating, 26 reviews

Our Homewood Home

Hi. We want to thank you for considering staying at our home in Homewood. We set this home up for us to use when we are in Chicago as a family for business or pleasure. We live out of state and needed a comfortable and quiet home where we and our 4 kids could stay for extended periods of time. This home is in a very quiet neighborhood, with amazing neighbors and a very large backyard. We hope you will enjoy it as much as we do. Scan the QR code for virtual tour.

Top guest favorite
The kitchen area is equipped with modern stainless steel appliances, including a refrigerator and stove. A wooden table with two place settings is set beside a gray couch. A doorway leads to a laundry area with washer and dryer units.
Guest suite in Chicago
5 out of 5 average rating, 12 reviews

Guest Suite w/Private Entrance Beverly Basement

Great location. recently rehabbed. Space: This is a new guest suite in the basement of my home. The suite is equipped with a full kitchen featuring high-quality appliances. The suite includes a large bathroom, a bedroom with a new queen-size mattress, and a washer and dryer onsite. The suite offers a peaceful and comfortable place to stay. A 2 block walk will get you to the commuter train, Subway sandwiches, an Italian deli, CVS Pharmacy, and Starbucks.

Top guest favorite
A spacious outdoor deck area features a jacuzzi surrounded by natural foliage. The A-frame cabin stands nearby, showcasing warm wooden tones and welcoming lighting. A propane grill is situated adjacent to the hot tub, creating an inviting space for relaxation and outdoor cooking.
Tiny home in Homewood
4.9 out of 5 average rating, 73 reviews

A-frame Cabin w/Jacuzzi & Pickleball Court

Get away for an outing to enjoy nature with friends/family or just yourself. Pickleball/volleyball/basketball 3-in-1 court shared if another family is booked in a separate glamping site on this property. 1 queen bed and 1 let-out-couch in cabin. 2 air mattresses in tent that has been replaced. Breakfast includes one dozen of fresh eggs

Top guest favorite
An open-concept living area features a spacious layout with cozy sectional seating and a light area rug. A dining table is visible in the background, complemented by modern pendant lighting. The kitchen boasts a large island with bar stools and stainless steel appliances, with natural light streaming in through large windows.
Home in Homewood
4.95 out of 5 average rating, 20 reviews

Modern Charming Home w/Pergola & games

➜ Fully remodeled 3 beds, 2 bath home with modern finishes ➜ Spacious backyard with, pergola, seating areas, and outdoor games ➜ Smart TVs in every room ➜ Game room with pool table, ping pong and family games ➜ Large private backyard with pergola, seating areas and outdoor playgrounds.

Popular amenities for Glenwood vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Glenwood