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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Glenwood vacation rentals

A building with a covered entrance, a parking lot, and a tree.

1. 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 AED 245
AED 276 total
includes taxes & fees
1 Oct - 2 Oct
1 Queen Bed | Smoking
A single-story building with a porch, a brick facade, and a number '531' on the front.

2. 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 AED 238
AED 719 total
includes taxes & fees
19 Oct - 20 Oct
Quaint Studio Unit in fantastic Beecher with refreshing AC
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 AED 305
AED 424 total
includes taxes & fees
4 Oct - 5 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 AED 713
AED 880 total
includes taxes & fees
30 Sep - 1 Oct
King Studio. Free Breakfast. Indoor Pool. Gym.
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

5. 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, (28 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 AED 744
AED 1,578 total
includes taxes & fees
29 Sep - 30 Sep
Spacious 3br home near Chicago, fenced yard for pets
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is AED 823
AED 1,004 total
includes taxes & fees
22 Oct - 23 Oct
Free Breakfast. Indoor Pool. Gym. Business Center.
A dining area with a wooden table and chairs, a ceiling fan, and a couch.

7. 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 AED 542
AED 1,189 total
includes taxes & fees
29 Sep - 30 Sep
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
A living room with a blue sectional sofa, a glass coffee table, and yellow curtains.

8. Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
8.8 out of 10, Excellent, (12 reviews)
"Very nice place! Comfortable beds, quiet neighborhood. Excellent value!"
United States
David M.
The price is AED 436
AED 938 total
includes taxes & fees
26 Oct - 27 Oct
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

9. 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 AED 1,469
AED 1,674 total
includes taxes & fees
29 Sep - 30 Sep
Romantic Escape - Adult Playhouse with Exotic Dungeon
A wooden deck with a railing, a staircase, and a window with a wreath.

10. 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 AED 526
AED 753 total
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A bathroom with a toilet, sink, and radiator.

11. Perfect 1BR Spot near Attractions

Perfect 1BR Spot near Attractions
Hyde Park
The price is AED 477
AED 1,091 total
includes taxes & fees
12 Oct - 13 Oct
Perfect 1BR Spot near Attractions
A compact RV interior with a kitchenette, seating area, and a small dining table.

12. 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 AED 569
AED 825 total
includes taxes & fees
1 Oct - 2 Oct
Beautiful 32' RV located in Chicago's South suburb - A unique experience!
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

13. 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, (7 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 AED 918
AED 1,423 total
includes taxes & fees
29 Sep - 30 Sep
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.

14. 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 AED 1,205
AED 2,212 total
includes taxes & fees
29 Sep - 30 Sep
3-bedroom house in lovely Matteson with cool AC breeze
A modern kitchen with a stainless steel refrigerator, a wooden floor, and a beige chair with a cushion.

15. 2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
9.6 out of 10, Exceptional, (4 reviews)
"Great host very accommodating."
United States
Kali P.
The price is AED 338
AED 1,219 total
includes taxes & fees
1 Oct - 2 Oct
2MI to Obama Center - Pet-Friendly near UOC!
A modern kitchen with a stainless steel refrigerator, a stove, and white cabinets.

16. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
The price is AED 246
AED 599 total
includes taxes & fees
29 Sep - 30 Sep
Hyde Park Trendy Studio Apartment in Good Spot
A neatly made bed with a black headboard, two bedside lamps, and a framed picture above the bed.

17. Hyde Park 1BR Apt | Easy & Fully Equipped Stay

Hyde Park 1BR Apt | Easy & Fully Equipped Stay
Hyde Park
Hyde Park 1BR Apt | Easy & Fully Equipped Stay
A hotel room with a bed, a TV mounted on the wall, a desk with a chair, and a door.

18. Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Hickory Hills
9.6 out of 10, Exceptional, (8 reviews)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
United States
Ralph
The price is AED 420
AED 720 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
A modern living room with a grey sofa, a coffee table, and a view of the outside through large windows.

19. Conveniently Situated 1BR Apartment

Conveniently Situated 1BR Apartment
Hyde Park
The price is AED 231
AED 802 total
includes taxes & fees
29 Sep - 30 Sep
Conveniently Situated 1BR Apartment
Private kitchen

20. Trendy Studio Apartment in Chicago

Trendy Studio Apartment in Chicago
Hyde Park
The price is AED 364
AED 921 total
includes taxes & fees
20 Oct - 21 Oct
Trendy Studio Apartment in Chicago
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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

10/10 Excellent
"Friendly staff. Clean nice room. Breakfast is okay. The place is close to everything. To charge a guest for the parking fee is a downer!"
Ariel 1-night trip
Posted 3 hours ago
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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.