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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Glenwood vacation rentals

Interior

1. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (32 reviews)
"Easy to find little cabin in Griffith"
United States
Allison R.
The price is AED 305
AED 424 total
includes taxes & fees
17 Aug - 18 Aug
Beautiful Rustic Cabin for Two!
Exterior

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, (3 reviews)
"Kind hosts will help out with any needs. Quiet area, nice parking space."
United States
Garth T.
The price is AED 238
AED 735 total
includes taxes & fees
23 Aug - 24 Aug
Quaint Studio Unit in fantastic Beecher with refreshing AC
Smart TV, fireplace, video games, DVD player

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

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (11 reviews)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
The price is AED 397
AED 935 total
includes taxes & fees
25 Aug - 26 Aug
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Dining

4. A Dream Home in Chicagoland

A Dream Home in Chicagoland
Homewood
6.0 out of 10, (6 reviews)
"Beautiful neighborhood. Property was just as described. Host was very accommodating to our needs. Quickly responded to me. Would highly recommend. Thank you again "
United States
Jennifer C.
The price is AED 690
AED 1,681 total
includes taxes & fees
9 Sep - 10 Sep
A Dream Home in Chicagoland
Interior

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is AED 639
AED 819 total
includes taxes & fees
3 Sep - 4 Sep
King Studio. Free Breakfast. Indoor Pool. Gym.
Property grounds

6. 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, (31 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 526
AED 741 total
includes taxes & fees
20 Aug - 21 Aug
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Interior

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is AED 681
AED 865 total
includes taxes & fees
10 Sep - 11 Sep
Free Breakfast. Indoor Pool. Gym. Business Center.
2 bedrooms, desk, iron/ironing board, WiFi

8. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is AED 319
AED 1,270 total
includes taxes & fees
17 Aug - 18 Aug
Spacious Apt | 4 Queen Beds | Free Parking
Smart TV

9. 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, (27 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 823
AED 1,780 total
includes taxes & fees
26 Aug - 27 Aug
Spacious 3br home near Chicago, fenced yard for pets
TV

10. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is AED 408
AED 1,154 total
includes taxes & fees
24 Aug - 25 Aug
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Private kitchen

11. Soothing 1 bedroom apartment with AC in charming Oak Lawn,

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
6.4 out of 10, (8 reviews)
The price is AED 496
AED 609 total
includes taxes & fees
16 Aug - 17 Aug
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
1 bedroom, desk, iron/ironing board, WiFi

12. 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 459
AED 766 total
includes taxes & fees
9 Sep - 10 Sep
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Interior

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

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
7.0 out of 10, Good, (9 reviews)
"Appreciate the hospitality and the space !"
United States
Kaydon D.
The price is AED 542
AED 1,272 total
includes taxes & fees
14 Aug - 15 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Smart TV, video games

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 AED 426
AED 1,041 total
includes taxes & fees
7 Sep - 8 Sep
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
House, 4 Bedrooms | Dining

15. Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home

Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
3.0 star property
Cedar Lake
The price is AED 802
AED 2,208 total
includes taxes & fees
16 Aug - 17 Aug
Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
Game room

16. W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (11 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is AED 334
AED 1,059 total
includes taxes & fees
24 Aug - 25 Aug
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Smart TV, books

17. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (5 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is AED 617
AED 1,518 total
includes taxes & fees
1 Sep - 2 Sep
Stylish 2BR Near Hyde Park, UChicago & Lake
Dining

18. 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 1,260
AED 2,428 total
includes taxes & fees
8 Sep - 9 Sep
3-bedroom house in lovely Matteson with cool AC breeze
Coffee/tea maker, fridge, microwave, oven

19. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
The price is AED 815
AED 1,632 total
includes taxes & fees
24 Aug - 25 Aug
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Smart TV, fireplace

20. 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 1,102
AED 1,765 total
includes taxes & fees
16 Aug - 17 Aug
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
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

Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport

10/10 Excellent
"Room was clean; however, the bathroom was not all clean. Some type of reddish in color particle on top of the toilet tank lid and the floor. Also, the was some stains on the tub. Overall, it was nice. Need more firm pillows. Pillows need to be replaced"
Charlotte 1-night trip
Posted 1 hour ago
Courtyard by Marriott Chicago Midway Airport

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: You might want to consider this vacation home rental near Glenwood, which 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.