Glenwood Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Glenwood holiday rentals

Let the on-site guest services team help you plan your stay.

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 NZ$801
includes taxes & fees
18 Nov - 19 Nov
King Bed Suite | Indoor Pool. Free Breakfast.
A modern living room with a sectional sofa, a pool table, and a view of the outdoors.

2. Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon

Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (15 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveller
The price is NZ$788
includes taxes & fees
15 Nov - 16 Nov
Romantic Escape - Adult Playhouse with Red Room & Exotic Dungeon
A bedroom with a bed, a ceiling fan, a nightstand, a lamp, and two abstract wall art pieces.

3. Vintage meets Modern 20 min from Chicago.

Vintage meets Modern 20 min from Chicago.
Calumet City
The price is NZ$605
includes taxes & fees
13 Dec - 14 Dec
Vintage meets Modern 20 min from Chicago.
A motel with a single-story building, a parking lot, and a row of parked cars.

4. 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 NZ$133
includes taxes & fees
15 Nov - 16 Nov
1 Queen Bed | Smoking
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 NZ$767
includes taxes & fees
15 Nov - 16 Nov
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Let the on-site guest services team help you plan your stay.

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is NZ$427
includes taxes & fees
15 Nov - 16 Nov
King Studio. Free Breakfast. Indoor Pool. Gym.
A kitchen with wooden cabinets, a stainless steel sink, a microwave, and a built-in oven.

7. 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 NZ$323
includes taxes & fees
22 Nov - 23 Nov
Quaint Studio Unit in fantastic Beecher with refreshing AC
A wooden deck with a railing, a staircase, and a window with a wreath.

8. 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)
"Quiet neighborhood, comfy beds, attentive hosts. Would stay again."
United States
Scott n Holly K.
The price is NZ$350
includes taxes & fees
13 Nov - 14 Nov
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

9. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (36 reviews)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is NZ$191
includes taxes & fees
6 Dec - 7 Dec
Beautiful Rustic Cabin for Two!
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 NZ$816
includes taxes & fees
1 Dec - 2 Dec
Spacious 3BR Near Hyde Park | Garage + Pets
A modern kitchen with a stainless steel stove, double sink, and white cabinetry.

11. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location could not be beat of looking to be near University of Chicago. Within walking distance to several restaurants, coffee, shops, and stores. Perfect for our trip!"
United States
rebecca
The price is NZ$282
includes taxes & fees
15 Nov - 16 Nov
Hyde Park Trendy Studio Apartment in Good Spot
A reception desk with a staff member, a guest, and a child.

12. 1 King Bed | Micfridge

1 King Bed | Micfridge
MERRILLVILLE
8.4 out of 10, Very good, (5 reviews)
The price is NZ$158
includes taxes & fees
15 Nov - 16 Nov
1 King Bed | Micfridge
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, (11 reviews)
"Town was quite walkable which was fun. Teddy is very nice. "
United States
India L.
The price is NZ$584
includes taxes & fees
13 Nov - 14 Nov
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Let the on-site guest services team help you plan your stay.

14. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
The price is NZ$794
includes taxes & fees
18 Nov - 19 Nov
2 Bedroom | Free Daily Breakfast. Indoor Pool.
A hot tub under a covered patio with a wooden deck and outdoor furniture.

15. 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, (9 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 NZ$803
includes taxes & fees
16 Nov - 17 Nov
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Let the on-site guest services team help you plan your stay.

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is NZ$500
includes taxes & fees
15 Nov - 16 Nov
Free Breakfast. Indoor Pool. Gym. Business Center.
A modern living room with a sofa, coffee table, and TV. There are windows with blinds, a radiator, and a plant.

17. 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 NZ$407
includes taxes & fees
16 Nov - 17 Nov
Sleek & Functional 2-Bedroom Apt
A modern living room with a grey sofa, a glass coffee table, and a potted plant.

18. Conveniently Situated 1BR Apartment

Conveniently Situated 1BR Apartment
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Cute, cozy place in walking distance to UChicago. Would stay here again."
United States
Jane L.
The price is NZ$445
includes taxes & fees
24 Nov - 25 Nov
Conveniently Situated 1BR Apartment
A bedroom with a bed, two wall-mounted abstract art pieces, a window with blinds, and two bedside lamps.

19. Group-Friendly 4BR Hyde Park Retreat Near UChicago

Group-Friendly 4BR Hyde Park Retreat Near UChicago
Hyde Park
7.0 out of 10, Good, (7 reviews)
"Pretty standard for a VRBO property. No frills but excellent location and great that it had 4 bedrooms for our group. "
United States
Cuoghi E.
The price is NZ$611
includes taxes & fees
16 Nov - 17 Nov
Group-Friendly 4BR Hyde Park Retreat Near UChicago
A modern living room with a sofa, a coffee table, and a TV. There is a dining area with a table and chairs. The kitchen has wooden cabinets and a microwave.

20. Hyde Park Getaway | 1BR with WiFi & Workspace

Hyde Park Getaway | 1BR with WiFi & Workspace
Hyde Park
6.0 out of 10, (1 review)
"I would characterize this property as “fine”. I only needed to stay one night for a business trip and it got the job done. Getting in/out was a little cumbersome with a lockbox to retrieve a set of keys. Hot water took quite a long time to heat up and deliver for a shower. Shower bathtub and amenities were lacking. Again, it got the job done for a night of sleep."
United States
Andrew M.
The price is NZ$395
includes taxes & fees
17 Nov - 18 Nov
Hyde Park Getaway | 1BR with WiFi & Workspace
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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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 favorite 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 depends 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 NZ$132 per night. Entering your travel dates in the search wizard you might find 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.