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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Glenwood vacation rentals

A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

1. King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very good, (1 review)
The price is SAR 1,319
SAR 1,687 total
includes taxes & fees
2 Nov - 3 Nov
King Bed Suite | Indoor Pool. Free Breakfast.
A building with a covered entrance, a parking lot, and a tree.

2. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Harvey
10.0 out of 10, Exceptional, (2 reviews)
"Exceeded expectations considering proximity to key sites like Museum of Science and Industry, rooms featured clean bathrooms with choice between tub or shower facilities uncommon in similar motels we have tried before."
United States
Anonymous traveler
The price is SAR 275
SAR 310 total
includes taxes & fees
25 Oct - 26 Oct
1 Queen Bed | Smoking
A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

3. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.4 out of 10, Very good, (35 reviews)
"Great stay. Clean place. Happy to come back."
United States
David F.
The price is SAR 383
SAR 513 total
includes taxes & fees
15 Nov - 16 Nov
Beautiful Rustic Cabin for Two!
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

4. King Studio. Free Breakfast. Indoor Pool. Gym.

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is SAR 718
SAR 921 total
includes taxes & fees
15 Nov - 16 Nov
King Studio. Free Breakfast. Indoor Pool. Gym.
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

5. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is SAR 694
SAR 1,723 total
includes taxes & fees
15 Nov - 16 Nov
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

6. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveler
The price is SAR 1,464
SAR 1,754 total
includes taxes & fees
16 Nov - 17 Nov
Romantic Escape - Adult Playhouse with Exotic Dungeon
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

7. Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (30 reviews)
"Very spacious accommodations in a very nice neighborhood. Convenient to food and shopping. Great value for the cost. "
United States
Greg S.
Spacious 3br home near Chicago, fenced yard for pets
A single-story building with a porch, a brick facade, and a number '531' on the front.

8. Quaint Studio Unit in fantastic Beecher with refreshing AC

Quaint Studio Unit in fantastic Beecher with refreshing AC
Beecher
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, quiet, excellent place to stay"
United States
Aaron S.
The price is SAR 243
SAR 751 total
includes taxes & fees
20 Oct - 21 Oct
Quaint Studio Unit in fantastic Beecher with refreshing AC
A wooden deck with a railing, a staircase, and a window with a wreath.

9. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (35 reviews)
"Nice property for small young healthy family with no walking limitations. Host was amazing and responded quickly.I had a recent knee replacement I will know the next time to check for bathroom on main level. That’s my fault and a heads up for someone else. the twin bed in the basement is not finished and no one should sleep downstairs alone.The largest bed size is queen I think and mattress is very worn and sinks in the middle.Nice new grill was in the back yard! Kitchen is large and nicely...
United States
Gwen H.
The price is SAR 537
SAR 782 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

10. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (8 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveler
The price is SAR 1,126
SAR 1,778 total
includes taxes & fees
15 Nov - 16 Nov
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A dining area with a black table set for four, surrounded by chairs. A vase with dried flowers and a candle holder are on the table.

11. 3-bedroom house in lovely Matteson with cool AC breeze

3-bedroom house in lovely Matteson with cool AC breeze
Matteson
10.0 out of 10, Exceptional, (1 review)
"clean, comfortable, hosts very responsive to communications, neighborhood felt safe, perfect location for our stay to attend sectionals NTRP tennis tournament at HF Racquet and Fitness Club"
United States
Susan H.
The price is SAR 1,115
SAR 2,253 total
includes taxes & fees
19 Oct - 20 Oct
3-bedroom house in lovely Matteson with cool AC breeze
A stone wall, a wooden door, and a staircase leading to an upper floor.

12. Spacious 3BR Near Hyde Park | Garage + Pets

Spacious 3BR Near Hyde Park | Garage + Pets
Bronzeville
6.0 out of 10, (1 review)
"Cove didn’t work for first dayBad mattress and bed in master suite No toilet paper when we arrived"
United States
Allen S.
The price is SAR 649
SAR 1,846 total
includes taxes & fees
2 Nov - 3 Nov
Spacious 3BR Near Hyde Park | Garage + Pets
A dining area with a wooden table and chairs, a ceiling fan, and a couch.

13. Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
6.4 out of 10, (10 reviews)
"Town was quite walkable which was fun. Teddy is very nice. "
United States
India L.
The price is SAR 554
SAR 1,279 total
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

14. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is SAR 315
SAR 910 total
includes taxes & fees
1 Nov - 2 Nov
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

15. Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is SAR 838
SAR 1,073 total
includes taxes & fees
15 Nov - 16 Nov
Free Breakfast. Indoor Pool. Gym. Business Center.
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

16. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
The price is SAR 1,319
SAR 1,687 total
includes taxes & fees
22 Oct - 23 Oct
2 Bedroom | Free Daily Breakfast. Indoor Pool.
A bedroom with a stone wall, a TV mounted on it, a bed with a white comforter, and a view of the outdoors through a window.

17. Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
10.0 out of 10, Exceptional, (1 review)
"Super great location, we had a concert at Tinley Park, then explored Chicago with a river cruise and Second City Everything was perfect and so eat to just chill, come and go as we pleased In a nice neighborhood and interior was furnished beautifully. Definitely worth the price !!"
United States
Nick L.
The price is SAR 919
SAR 1,273 total
includes taxes & fees
15 Nov - 16 Nov
Beautifully furnished one bedroom loft located in Chicago's South side suburb
A modern kitchen with a stainless steel refrigerator, a stove, and white cabinets.

18. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is SAR 259
SAR 621 total
includes taxes & fees
27 Oct - 28 Oct
Hyde Park Trendy Studio Apartment in Good Spot
A round table with two chairs, a potted plant, and a vase with flowers. There are two windows with blinds, a radiator, and two framed artworks on the walls.

19. Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Great place, great location!"
United States
Lisa T.
The price is SAR 394
SAR 906 total
includes taxes & fees
2 Nov - 3 Nov
Sleek & Functional 2-Bedroom Apt
A compact RV interior with a kitchenette, seating area, and a small dining table.

20. Beautiful 32' RV located in Chicago's South suburb - A unique experience!

Beautiful 32' RV located in Chicago's South suburb - A unique experience!
Hazel Green
The price is SAR 582
SAR 906 total
includes taxes & fees
18 Oct - 19 Oct
Beautiful 32' RV located in Chicago's South suburb - A unique experience!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Glenwood Hotel Reviews

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

10/10 Excellent
"Another great stay with helpful and friendly staff. Stephanie at checkin was great!!"
Camille 2-night trip
Posted less than an hour ago
Wind Creek Southland Casino and Hotel

Frequently asked questions

Are there vacation rentals in Glenwood?

Yes, you can find vacation rentals close to the most popular attractions in Glenwood, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Glenwood has to offer?

Your Home Away From Home in Sauk Village: Visitors like this Glenwood vacation home rental. It comes with WiFi so you can feel at home during your trip. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

What can I see and do in Glenwood?

Explore the area and family-friendly sights such as Odyssey Fun World, or get out into nature at a spot like Centennial Park. Ravisloe Country Club and River Oaks Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Glenwood?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Glenwood. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.