Glenwood Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Glenwood

Bright & Cozy 1BR Near UChicago

Hyde Park
10.0 out of 10, Exceptional, (2)
"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 NZ$316
includes taxes & fees
18 Nov - 19 Nov
Bright & Cozy 1BR Near UChicago

Furnished 3BR Apt w/ Laundry

Hyde Park
9.6 out of 10, Exceptional, (4)
"It was a great stay. Everything was clean and organized. The check-in process was very smooth. The host had outstanding communication. Thank you again. "
United States
corey k.
The price is NZ$390
includes taxes & fees
16 Nov - 17 Nov
Furnished 3BR Apt w/ Laundry

Cozy Charm Studio Apt in Chicago

Hyde Park
10.0 out of 10, Exceptional, (1)
The price is NZ$280
includes taxes & fees
2 Dec - 3 Dec
Cozy Charm Studio Apt in Chicago

Modern Studio Near UChicago

Hyde Park
9.4 out of 10, Exceptional, (9)
"Clean room and convenient location! "
United States
Gabriela
The price is NZ$274
includes taxes & fees
1 Dec - 2 Dec
Modern Studio Near UChicago

Explore Hyde Park: 2BR Apt on Blackstone Ave

Hyde Park
9.4 out of 10, Exceptional, (3)
"All the necessities with no personal touches. Keys from lockbox to open second door were not needed as the second door is always open. Impeccable communication with host. Great location, close to restaurants and train to Millennium Station. Coffee service was excellent, just be sure to find extra pouches in cabinet. Bathtub faucet could not be turned far enough to prevent leaking. TV remote not great and I couldn’t get CNN or MSNBC. I’d stay here again. "
United States
lost whale press
The price is NZ$372
includes taxes & fees
16 Nov - 17 Nov
Explore Hyde Park: 2BR Apt on Blackstone Ave

Chic Retreat: Cozy 1BR Apartment

Hyde Park
9.2 out of 10, Wonderful, (5)
"Very quiet and comfortable. Right in the heart of Hyde Park. 10 min walk to Lake Michigan.Clean and well suited for your needs. Would gladly stay again!"
United States
Harold M.
The price is NZ$300
includes taxes & fees
3 Dec - 4 Dec
Chic Retreat: Cozy 1BR Apartment

Charming 1BR/1BA Apt in Chicago

Hyde Park
10.0 out of 10, Exceptional, (1)
The price is NZ$300
includes taxes & fees
2 Dec - 3 Dec
Charming 1BR/1BA Apt in Chicago

Studio Unit | Chic + Prime Location

Hyde Park
10.0 out of 10, Exceptional, (1)
"Unit was convenient to our son’s home. Comfortable home. All the necessities were provided. "
United States
Michelle F.
The price is NZ$274
includes taxes & fees
1 Dec - 2 Dec
Studio Unit | Chic + Prime Location

Studio Apt Comfy & Sunlit

Hyde Park
10.0 out of 10, Exceptional, (2)
"It was a great place for our in and out days in Hyde Park. "
United States
Steven
The price is NZ$312
includes taxes & fees
3 Dec - 4 Dec
Studio Apt Comfy & Sunlit

Sleek & Functional 2-Bedroom Apt

Hyde Park
9.6 out of 10, Exceptional, (4)
"My daughter lives in an apartment across the street from this apartment, which is why we selected this property. Hyde Park in Chicago is pretty safe and very walkable. Parking is difficult! This property was clean, but needs some updated flooring. It was very difficult to control hot water. It was extremely hot!! If you have children in this property I would recommend keeping them from turning on the hot water by themselves. The building, likely built in 1920s had been updated but is...
United States
Larri
The price is NZ$328
includes taxes & fees
9 Dec - 10 Dec
Sleek & Functional 2-Bedroom Apt

Contemporary 2BR Apartment in Vibrant Hyde Park

Hyde Park
10.0 out of 10, Exceptional, (1)
"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 NZ$380
includes taxes & fees
17 Nov - 18 Nov
Contemporary 2BR Apartment in Vibrant Hyde Park

Bright & Modern 1BR in Hyde Park

Hyde Park
10.0 out of 10, Exceptional, (1)
"Great place to stay. It was easy to settle in and relax after a long day of traveling. The bed was comfortable and great to sleep on. Will definitely try for this property again if I need to come to the area."
United States
Michael S.
The price is NZ$376
includes taxes & fees
26 Nov - 27 Nov
Bright & Modern 1BR in Hyde Park

Plant MOOD2! FREE STREET PARKING & Wi-Fi!

Hammond
10.0 out of 10, Exceptional, (2)
"It was a great experience!!! Very clean and decorated very beautiful. The host is very friendly and responds fast."
United States
Alexis L.
The price is NZ$352
includes taxes & fees
20 Nov - 21 Nov
Plant MOOD2! FREE STREET PARKING & Wi-Fi!

Beautiful Rustic Cabin for Two!

Griffith
9.8 out of 10, Exceptional, (16)
"We had a very nice stay. The cabin was quite cozy and comfortable."
United States
Jeremy & Rebecca F.
The price is NZ$182
includes taxes & fees
16 Nov - 17 Nov
Beautiful Rustic Cabin for Two!

Trendy Studio Apartment in Chicago

Hyde Park
7.0 out of 10, Good, (2)
"The room was very comfortable, and the location was great for walking to the University of Chicago campus. "
United States
David M.
The price is NZ$292
includes taxes & fees
17 Nov - 18 Nov
Trendy Studio Apartment in Chicago

Pleasant 3-bedroom house in Sauk Village

2.0 star property
Sauk Village
10.0 out of 10, Exceptional, (1)
"My Experience Was (NOTHING) Short Of Perfect! The Place Is Nice & The Host Was Even Better! I’ll Forsure Be Booking Again! "
United States
Aaron K.
The price is NZ$236
includes taxes & fees
23 Nov - 24 Nov
Pleasant 3-bedroom house in Sauk Village

Spacious 3BR Home Firepit & Grill

2.0 star property
Miller Beach
The price is NZ$755
includes taxes & fees
10 Dec - 11 Dec
Spacious 3BR Home Firepit & Grill

Bright 1BR Unit in a Prime Spot

Hyde Park
10.0 out of 10, Exceptional, (1)
"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.
Bright 1BR Unit in a Prime Spot

Newly Remodelled 3-BR Home w/ Firepit and Grill

Miller Beach
10.0 out of 10, Exceptional, (1)
"Lovely, relaxing and clean. Host is very responsive. "
United States
Jennifer L.
The price is NZ$631
includes taxes & fees
17 Nov - 18 Nov
Newly Remodelled 3-BR Home w/ Firepit and Grill

Compact Studio for a Relaxed Stay

Hyde Park
The price is NZ$292
includes taxes & fees
17 Nov - 18 Nov
Compact Studio for a Relaxed Stay
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Glenwood Hotel Reviews

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$169 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?

LakeHouse: This holiday home rental outside of Glenwood is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.