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Glenwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Glenwood vacation rentals

A hotel lobby with a reception desk, a staircase, and a small seating area.

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 ￥10,374
￥11,723 total
includes taxes & fees
Nov 10 - Nov 11
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 ￥10,210
￥30,025 total
includes taxes & fees
Nov 7 - Nov 8
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)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is ￥16,071
￥20,117 total
includes taxes & fees
Nov 6 - Nov 7
Beautiful Rustic Cabin for Two!
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

4. 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 ￥29,149
￥69,176 total
includes taxes & fees
Nov 30 - Dec 1
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is ￥33,034
￥40,175 total
includes taxes & fees
Nov 8 - Nov 9
King Studio. Free Breakfast. Indoor Pool. Gym.
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

6. 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 ￥60,844
￥73,980 total
includes taxes & fees
Nov 9 - Nov 10
King Bed Suite | Indoor Pool. Free Breakfast.
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

7. 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 ￥10,263
￥23,834 total
includes taxes & fees
Nov 12 - Nov 13
Hyde Park Trendy Studio Apartment in Good Spot
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

8. 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 ￥61,448
￥68,097 total
includes taxes & fees
Nov 9 - Nov 10
Romantic Escape - Adult Playhouse with Exotic Dungeon
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, (37 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ￥22,547
￥29,842 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A modern living room with a leather sofa, a desk with a computer, a bookshelf, and a large abstract painting.

10. 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 ￥27,283
￥72,200 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 3BR Near Hyde Park | Garage + Pets
A hotel room with a bed, a desk, a chair, a sofa, a ceiling fan, a TV, and artwork on the walls.

11. Elevated Hyde Park Studio Unit on Dorchester Ave

Elevated Hyde Park Studio Unit on Dorchester Ave
Hyde Park
The price is ￥10,872
￥33,178 total
includes taxes & fees
Nov 4 - Nov 5
Elevated Hyde Park Studio Unit on Dorchester Ave
A modern hotel room with a large bed, a sitting area with a table and chairs, a kitchenette, and artwork on the wall.

12. Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
The price is ￥10,421
￥32,499 total
includes taxes & fees
Nov 24 - Nov 25
Cozy Charm Studio Apt in Chicago
Kitchen

13. 1BR in Prime Hyde Park Apartment

1BR in Prime Hyde Park Apartment
Hyde Park
The price is ￥12,000
￥36,317 total
includes taxes & fees
Nov 15 - Nov 16
1BR in Prime Hyde Park Apartment
A modern living room with a grey sofa, a dining table with chairs, and a kitchen area with a kettle.

14. Perfect 1BR Spot near Attractions

Perfect 1BR Spot near Attractions
Hyde Park
The price is ￥10,579
￥34,455 total
includes taxes & fees
Nov 4 - Nov 5
Perfect 1BR Spot near Attractions
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

15. 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 ￥9,805
￥37,557 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A modern apartment with a kitchen, a living area with a sofa, and large windows.

16. Cozy Chicago Apartment Near UChicago

Cozy Chicago Apartment Near UChicago
Kenwood
The price is ￥12,631
￥33,529 total
includes taxes & fees
Nov 5 - Nov 6
Cozy Chicago Apartment Near UChicago
Living area

17. Cozy Hyde Park Apartment | Near Lake & UChicago

Cozy Hyde Park Apartment | Near Lake & UChicago
Hyde Park
The price is ￥9,926
￥33,256 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Hyde Park Apartment | Near Lake & UChicago
Room

18. Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
The price is ￥11,368
￥33,801 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Well-Equipped Studio Apartment
A compact RV interior with a kitchenette, seating area, and a small dining table.

19. 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 ￥22,846
￥34,401 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful 32' RV located in Chicago's South suburb - A unique experience!
A modern living room with a large window, a brown sofa, a coffee table, and a flat-screen TV.

20. Modern Hyde Park 1BR Apt with Workspace & Smart TV

Modern Hyde Park 1BR Apt with Workspace & Smart TV
Kenwood
The price is ￥9,926
￥33,256 total
includes taxes & fees
Nov 4 - Nov 5
Modern Hyde Park 1BR Apt with Workspace & Smart TV
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

Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

10/10 Excellent
"Clean rooms and parking"
Randy 2-night trip
Posted 11 hours ago
Sleep Inn Midway Airport Bedford Park

Find out more about Glenwood

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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.