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Glenwood Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Glenwood holiday rentals

A two-story house with a front porch and a small attached garage.

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
6.0 out of 10, (1 review)
"This is not a place to stay with small children; glad mine are grown for this stay. Also, the host really needs to have people they know stay there a bit to see what guests are really looking for. This property really felt like someone is just trying to make money and they don't really care about the people using the property. One of our beds was broken, there were limited furnishings and the tv in the living room was not user friendly at all. I would not recommend this property for any long...
United States
Paula H.
The price is AU$617
includes taxes & fees
4 Oct - 5 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.

2. 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 AU$713
includes taxes & fees
25 Sept - 26 Sept
Romantic Escape - Adult Playhouse with Exotic Dungeon
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

3. 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 AU$622
includes taxes & fees
15 Oct - 16 Oct
King Bed Suite | Indoor Pool. Free Breakfast.
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a wooden floor.

4. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Harvey
The price is AU$106
includes taxes & fees
2 Oct - 3 Oct
1 Queen Bed | Smoking
A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

5. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (34 reviews)
"Great stay. Clean place. Happy to come back."
United States
David F.
The price is AU$165
includes taxes & fees
27 Sept - 28 Sept
Beautiful Rustic Cabin for Two!
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is AU$344
includes taxes & fees
1 Oct - 2 Oct
King Studio. Free Breakfast. Indoor Pool. Gym.
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

7. 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 traveller
The price is AU$568
includes taxes & fees
28 Sept - 29 Sept
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A large, two-story house with a covered patio and a well-maintained lawn.

8. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic experience from arrival to departure. We've played the course every year and our group comes from all over Chicago. It was great to stay the night and enjoy the property versus driving back at the end of our round. The hospitality was great and the accommodations were first class."
United States
Jon R.
The price is AU$1,561
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
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.

9. 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 AU$918
includes taxes & fees
28 Sept - 29 Sept
3-bedroom house in lovely Matteson with cool AC breeze
A living room with a blue sectional sofa, a glass coffee table, and yellow curtains.

10. 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)
"Cozy home, perfect for our stay. Highly recommend."
United States
Alisa G.
The price is AU$359
includes taxes & fees
29 Sept - 30 Sept
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
A wooden deck with a railing, a staircase, and a window with a wreath.

11. 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 AU$294
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A dining area with a wooden table and chairs, a ceiling fan, and a couch.

12. 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 AU$476
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
A spacious living room with a wooden staircase, a grey sofa, and a large window with blinds.

13. Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Cedar Lake
10.0 out of 10, Exceptional, (29 reviews)
"Second year staying here. Absolutely love it. I will be booking this house again next year."
United States
Steven M.
The price is AU$784
includes taxes & fees
29 Sept - 30 Sept
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
An outdoor patio with a covered seating area, wicker furniture, and a view of a residential building in the background.

14. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Merrillville
10.0 out of 10, Exceptional, (1 review)
"Good location clean full amenities lots of space and convenience."
United States
david d.
The price is AU$1,520
includes taxes & fees
29 Sept - 30 Sept
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

15. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
The price is AU$595
includes taxes & fees
22 Oct - 23 Oct
2 Bedroom | Free Daily Breakfast. Indoor Pool.
A modern living room with a sectional sofa, a coffee table, a television, and a bookshelf.

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

Spacious 3BR Near Hyde Park | Garage + Pets
Bronzeville
The price is AU$686
includes taxes & fees
30 Sept - 1 Oct
Spacious 3BR Near Hyde Park | Garage + Pets
A living room with a brown sofa, a coffee table, and a patterned rug. There is a staircase leading to another room.

17. 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 AU$632
includes taxes & fees
20 Oct - 21 Oct
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.

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is AU$403
includes taxes & fees
30 Sept - 1 Oct
Free Breakfast. Indoor Pool. Gym. Business Center.
A single-story building with a porch, a brick facade, and a number '531' on the front.

19. 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 AU$281
includes taxes & fees
27 Sept - 28 Sept
Quaint Studio Unit in fantastic Beecher with refreshing AC
A laundry room with a washer and dryer, a folding table, and a chair.

20. La Petite • Piano • Serene Organic • Long Stays

La Petite • Piano • Serene Organic • Long Stays
Merrillville
8.0 out of 10, Very good, (1 review)
"Stairs in this bilevel were very narrow and NO railings.A/c was very loud.Some plants or bushes in front of house would have given it some curb appeal, instead just beds of dirt."
United States
Joe M.
The price is AU$594
includes taxes & fees
5 Oct - 6 Oct
La Petite • Piano • Serene Organic • Long Stays
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

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

10/10 Excellent
"Always a great pleasure to stay at. Very clean, comfortable, and not too far from the venue."
William 1-night trip
Posted 7 hours ago
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

Find out more about Glenwood

Everything you need to know about Glenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glenwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Glenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glenwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glenwood holiday rentals we have selected for you start as low as AU$165 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Glenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.