Glenwood Holiday Rentals from €82: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Glenwood has to offer?

Charming 2-bedroom house with WiFi in peaceful Hazel Crest : This holiday home rental outside of Glenwood offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable 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.

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Holiday Rentals in Glenwood

"Property is advertised as a Comfort Inn, but is actually undergoing the transformation of becoming a Comfort Inn. It is still very much so operating as a motel on the south side of Chicago. Be safe. "

includes taxes & fees

21 Aug - 22 Aug

Microwave, oven, stovetop, coffee/tea maker

"This place was nice and clean and close to what I needed to do. I appreciated that it was affordable. "

includes taxes & fees

2 Sept - 3 Sept

"We had a great stay at the property. "

"Host was perfect an house was perfect!!! It's my second time renting an I will be back again!!"

"This place was very cozy and amazing. Daniel was the greatest host and I would definitely stay here on future trips"

includes taxes & fees

25 Aug - 26 Aug

"The property was very nice and clean. It was a relaxing and peaceful. The host was great on communication throughout the visit. We enjoyed our stay!"

"Could not have picked a better place to stay. Location was grea,fenced in area fir the dogs was perfecy. "

includes taxes & fees

2 Sept - 3 Sept

"Freshly painted and clean. Hosts were responsive. Everything we needed for our stay. Walkable area. "

includes taxes & fees

2 Sept - 3 Sept

Fridge, microwave, oven, coffee/tea maker

"There was confusion with VRBO regarding our arrival date, no fault of the property owner. They made arrangements to clean the unit and provide lunch for our group while we waited and offered a second night free for the inconvenience. Highly recommend. Property owner went above and beyond!"

includes taxes & fees

25 Aug - 26 Aug

"With the exception of one bathroom being out of service and nearby location being a little sketchy everything else was a great place at this beautiful house."

"Great place to stay. Host responded quickly to questions. Location was good and neighbor was quite. "

"Property was very clean, warm and welcoming. Beds were comfortable. Property manager was great at checking in, and readily available. The place smells great! Everything is new! We will definitely book again!"

includes taxes & fees

21 Aug - 22 Aug

"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."

"We truly enjoyed our stayed and will be back next month. The host/owner responds quickly to questions and is a great resource. The neighborhood is safe and many shops and restaurants are easily walkable. The only option is street parking but we did not have trouble finding a spot when needed. "

"I wouldn’t consider the property luxury like it stated in the title But it was decent for the price. The camper didn’t look like it had been completely cleaned. The communion was great and the host always was quickly responsive and willing to help! No issues with the location, but the road to the campers just looked a little sketch."

"No curtains at all. Small window air conditioning that doesn't cool the whole cabin down. Sketchy ladder screwed into the wall to got to the loft. Any mobility issues beware. Wifi has no internet. Was there less than 30 minutes no reund offered. It is new and clean. "

includes taxes & fees

2 Sept - 3 Sept

includes taxes & fees

21 Aug - 22 Aug

"The property was very spacious and clean and customer service is very responsive and quick. "

includes taxes & fees

25 Aug - 26 Aug

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Top Glenwood Hotel Reviews

Mccormick Place Guest House

10/10 Excellent

"Just what I needed - a bed to sleep for a few hours. The building was very clean and quiet. I didn't see anyone else there, but I saw signs (a towel outside a door after some checked out, shoes left by the front door where there's a sign kindly asking us to remove our shoes). Make sure you read the check-in instructions. I missed a couple important details and had to finish them while waiting on the stoop, but it was very easy and the host was super-accommodating, understanding, and supportive. The sleeping quarters are not much larger than the bed, but I didn't need more. A great value as long as you manage your expectations."

Baymont by Wyndham Chicago/Alsip

10/10 Excellent

"The room was clean, the bedding was great, clean and the bathroom had good amenities and towels. There was good internet and TV channels available. This is an older property and it has been well maintained. It was everything we needed for a night's stay before a flight out of Midway."

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, apart-hotels, 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 €82 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?

Charming 2-bedroom house with WiFi in peaceful Hazel Crest: This holiday home rental outside of Glenwood offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable 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.

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 Oak Hill 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.

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Holiday Rentals in Glenwood

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Holiday Rentals in Glenwood

Comfort Inn Chicago Southland I-80 & I-294 Near Casino

Cozy Studio in Hyde Park-Walk to Lake & University

Come experience The Lake Shore!

LakeHouse

Beautiful Rustic Cabin for Two!

3BR Prime Hyde Park Location Near University of Chicago and Dining

Less is more! Pet friendly Tiny Home near Chicago!

Perfect 1BR Spot near Attractions

Comfortable Condo in the Heart of Bronzeville by RedAwning

Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park

A Home Away From Home!

House with garage, outdoor dining and basement bar

Cozy Cabin w/ Loft, Grill and Fire Pit

Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park

Charming 3BR Chicago Apt in Prime Location

Luxury Camper in Dunes | Grill + Fire Pit

Cozy Cabin w/ Loft, Grill & Fire Pit

Honeycomb Hideout w/ 2 bedrooms

Charming 2-bedroom house with WiFi in peaceful Hazel Crest

Spacious home overlooking Indiana National Dunes. Five minute drive to beach.

Top Glenwood Hotel Reviews

Mccormick Place Guest House

Country Inn & Suites by Radisson, Tinley Park, IL

Hilton Chicago/Oak Lawn

Hyatt Place Chicago Midway Airport

Wind Creek Southland Casino and Hotel

Super 8 by Wyndham South Holland

Baymont by Wyndham Chicago/Alsip

EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG

Ameristar Casino Hotel East Chicago

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Frequently asked questions