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Glenwood Holiday 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 holiday 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 HK$2,758
HK$3,529 total
includes taxes & fees
22 Oct - 23 Oct
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 traveller
The price is HK$520
HK$588 total
includes taxes & fees
21 Oct - 22 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)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is HK$651
HK$905 total
includes taxes & fees
20 Oct - 21 Oct
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 HK$1,501
HK$1,927 total
includes taxes & fees
22 Oct - 23 Oct
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 HK$1,452
HK$3,604 total
includes taxes & fees
19 Oct - 20 Oct
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 traveller
The price is HK$3,061
HK$3,719 total
includes taxes & fees
20 Oct - 21 Oct
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.
The price is HK$1,632
HK$3,626 total
includes taxes & fees
20 Oct - 21 Oct
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 HK$509
HK$1,570 total
includes taxes & fees
19 Oct - 20 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)
"I had a fun stay "
United States
Jusu K.
The price is HK$1,123
HK$1,636 total
includes taxes & fees
21 Oct - 22 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 traveller
The price is HK$2,354
HK$3,718 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$2,331
HK$4,710 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 HK$1,356
HK$3,841 total
includes taxes & fees
1 Nov - 2 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 HK$1,158
HK$2,692 total
includes taxes & fees
19 Oct - 20 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 HK$698
HK$1,947 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 HK$1,752
HK$2,244 total
includes taxes & fees
22 Oct - 23 Oct
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 HK$2,758
HK$3,529 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 HK$1,923
HK$2,720 total
includes taxes & fees
19 Oct - 20 Oct
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 HK$526
HK$1,280 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 HK$832
HK$1,913 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 HK$1,216
HK$1,869 total
includes taxes & fees
19 Oct - 20 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

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

8/10 Good
"From outside hotel looks uninviting, but room was clean, AC worked well and bed was comfortable. Internet did not work most of the morning but it worked at night. Hotel was fine for a short stay."
Laura 2-night trip
Posted 14 hours ago
Chicago Lake Shore Hotel

Find out more about Glenwood

Search for holiday rentals in Glenwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Glenwood using one of the methods below:

  • View our selection of featured holiday rentals in Glenwood
  • Use the map to find apartments and other holiday homes in the Glenwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Glenwood while they last

Look no further and take a look at our great range of rental properties in Glenwood!

Frequently asked questions

Are there holiday rentals in Glenwood?

Yes, there are holiday rentals close to the most popular sights in Glenwood, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Glenwood has to offer?

Your Home Away From Home in Sauk Village: This holiday home rental outside of Glenwood comes with WiFi so that 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 wider area.

What are holiday rentals like in Glenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Glenwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.