Glenwood Vacation Rentals

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Our top choices for Glenwood vacation rentals

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
The price is CA $201
CA $515 total
includes taxes & fees
Feb 12 - Feb 13
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.8 out of 10, Excellent, (20 reviews)
"Nice and cozy place to stay. We enjoyed our secluded area during our time here."
United States
Allison A.
The price is CA $91
CA $140 total
includes taxes & fees
Feb 15 - Feb 16
Beautiful Rustic Cabin for Two!

Bright South Hyde Park Studio

Bright South Hyde Park Studio
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Comfortable space in a nice neighborhood. I highly recommend."
United States
BiggDas M.
The price is CA $79
CA $207 total
includes taxes & fees
Feb 15 - Feb 16
Bright South Hyde Park Studio

Charming 1BR/1BA Apt in Chicago

Charming 1BR/1BA Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (1 review)
The price is CA $94
CA $238 total
includes taxes & fees
Feb 15 - Feb 16
Charming 1BR/1BA Apt in Chicago

Comfortable 3BR Home-Prime Video, WiFi, Parking

Comfortable 3BR Home-Prime Video, WiFi, Parking
Schererville
10.0 out of 10, Exceptional, (21 reviews)
"Great stay! Felt like home."
United States
Michael B.
The price is CA $183
CA $439 total
includes taxes & fees
Feb 17 - Feb 18
Comfortable 3BR Home-Prime Video, WiFi, Parking

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, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
United States
Karen D.
The price is CA $145
CA $216 total
includes taxes & fees
Feb 16 - Feb 17
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions
Merrillville
10.0 out of 10, Exceptional, (2 reviews)
"Great House, and everything is brand new! Loved the sheets and the towels, and the beds were all super comfy. The outdoor fire pit was a nice touch and made our night a great experience. "
United States
Jim A.
The price is CA $1,464
CA $1,869 total
includes taxes & fees
Feb 16 - Feb 17
Spacious 5-Bedroom Golf Course Home Perfect for Getaways & Special Occasions

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (3 reviews)
"Everying was great."
United States
Ryan D.
The price is CA $79
CA $207 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Charm Studio Apt in Chicago

Modern Studio Unit Near UChicago

Modern Studio Unit Near UChicago
Hyde Park
9.4 out of 10, Exceptional, (12 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is CA $79
CA $207 total
includes taxes & fees
Feb 16 - Feb 17
Modern Studio Unit Near UChicago

Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt
Hyde Park
9.6 out of 10, Exceptional, (4 reviews)
"Nice place for a girls trip weekend. "
United States
Madonna A.
The price is CA $114
CA $289 total
includes taxes & fees
Mar 2 - Mar 3
Sleek & Functional 2-Bedroom Apt

Studio Unit | Chic + Prime Location

Studio Unit | Chic + Prime Location
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location was just perfect!"
United States
Meg D.
The price is CA $79
CA $207 total
includes taxes & fees
Feb 15 - Feb 16
Studio Unit | Chic + Prime Location

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"We stayed in this comfortable, quiet apartment for four weeks when my husband was undergoing radiation treatments for cancer at the University of Chicago Medical Center. It was just what we needed. The location—a block from Lake Michigan with its endless miles of parks and green spaces—was spectacular, and we spent long hours walking our dogs and biking along the lake on the beautifully landscaped walking and biking trails. The apartment itself is well appointed, clean, and blessedly quiet...
United States
Heidi H.
The price is CA $99
CA $266 total
includes taxes & fees
Feb 16 - Feb 17
Sunlit & Chic 2BR Retreat

Hyde Park Haven | 2BR Retreat

Hyde Park Haven | 2BR Retreat
Hyde Park
9.4 out of 10, Exceptional, (3 reviews)
"Very responsive, nice place "
United States
Julian G.
The price is CA $163
CA $354 total
includes taxes & fees
Feb 18 - Feb 19
Hyde Park Haven | 2BR Retreat

Studio Apt Comfy & Sunlit

Studio Apt Comfy & Sunlit
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"My stay was really good"
United States
Paramita B.
The price is CA $79
CA $220 total
includes taxes & fees
Feb 15 - Feb 16
Studio Apt Comfy & Sunlit

Bright 1BR Unit in a Prime Spot

Bright 1BR Unit in a Prime Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"We had a great stay. Location is in nice neighborhood with walking access to restaurants and university of Chicago. Apartment was clean and as pictured. Would stay again!!"
United States
christine m.
The price is CA $94
CA $238 total
includes taxes & fees
Feb 18 - Feb 19
Bright 1BR Unit in a Prime Spot

Compact Studio for a Relaxed Stay

Compact Studio for a Relaxed Stay
Hyde Park
8.0 out of 10, Very good, (1 review)
The price is CA $79
CA $207 total
includes taxes & fees
Feb 16 - Feb 17
Compact Studio for a Relaxed Stay

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)
"Clean and nice. My son loved the arcade game. Would stay again "
United States
Nichole S.
The price is CA $75
CA $268 total
includes taxes & fees
Feb 18 - Feb 19
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Furnished 3BR Apt w/ Laundry

Furnished 3BR Apt w/ Laundry
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"Apartment and neighborhood were beautiful. We really enjoyed our stay and would book the same place again!"
United States
Kristin W.
The price is CA $108
CA $303 total
includes taxes & fees
Feb 17 - Feb 18
Furnished 3BR Apt w/ Laundry

Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
The price is CA $79
CA $207 total
includes taxes & fees
Feb 15 - Feb 16
Cozy Well-Equipped Studio Apartment

Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
9.4 out of 10, Exceptional, (3 reviews)
"This apartment is a very basic rental unit – – had what we needed for our three nights stay, and we were very pleased. Great value for the money."
United States
Alan F.
The price is CA $94
CA $238 total
includes taxes & fees
Feb 15 - Feb 16
Bright & Cozy 1BR Near UChicago
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

Find out more about Glenwood

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Glenwood. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Spacious Family Glenwood Estates Home w/ Hot Tub!: Visitors give good reviews to this Glenwood vacation home rental, which is located in the suburbs and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a hot tub, and a selection of books so you can immerse yourself in your vacation.

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.