Glenwood Holiday Rentals

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Holiday Rentals in Glenwood

Spacious Family Glenwood Estates Home w/ Hot Tub!
9.4 out of 10, Exceptional, 13 reviews
"Place was perfect! I grew up in the suburbs of Chicago and wanted to come back to honor my grandmother's 90th birthday. This place was perfect. It had a piano and the pastor was able to serinate her in playing church hymnals. Of course, her famiy, fch family, family and friends were all able to show"
Spacious Family Glenwood Estates Home w/ Hot Tub!
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
10.0 out of 10, Exceptional, 2 reviews
"My family really enjoyed this townhouse. It was very nice clean, location was perfect. Would definitely stay here again. The host Sherice was very very nice, kind, friendly and patient with my family."
Amazing 4 Bedrm Twnhm-30 Miles to Dwntwn Chicago Private Off Street Parking
Cozy, King bed with heated bathroom!
9.8 out of 10, Exceptional, 8 reviews
"Great"
Cozy, King bed with heated bathroom!
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Cozy Home Sweet Homewood.
10.0 out of 10, Exceptional, 4 reviews
"Neighborhood was quiet! Rental was exactly as shown online. Was able to easily find the rental with no problem. Overall great stay."
Cozy Home Sweet Homewood.
LakeHouse
10.0 out of 10, Exceptional, 7 reviews
"Great"
LakeHouse
Pink Wild Rose - Ultimate Romantic Getaway
10.0 out of 10, Exceptional, 1 review
"The host was great tgey accommodated ys with a 2 hr early check in and the house was amazing"
The price is AU$407
includes taxes & fees
9 June - 10 June
Pink Wild Rose - Ultimate Romantic Getaway
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
9.6 out of 10, Exceptional, 4 reviews
"Such a cute location! The owner was accommodating and helpful! Was in town to celebrate a birthday and I wouldn’t change it for the world! You won’t be disappointed"
LONG STAY,4BED,UC 2MI,FREE PRKG,DWTN 15MIN
Dog-friendly home with yard - near Indiana Dunes NP & walk to the beach
10.0 out of 10, Exceptional, 1 review
Dog-friendly home with yard - near Indiana Dunes NP & walk to the beach
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
10.0 out of 10, Exceptional, 1 review
"Very nice"
The price is AU$1,128
includes taxes & fees
30 June - 1 July
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
8.2 out of 10, Very good, 34 reviews
"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."
Secluded, Fenced Cottage, Hot Tub, Fire Pit, Dog Friendly, Nat’l Park
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
8.6 out of 10, Excellent, 16 reviews
"My family and I enjoyed a relaxing stay at Dunehaven! We wanted to visit Indiana State Dunes to experience a beach made from a natural lake. It was cold in May, but didn't stop of from enjoying the sun and sand. The hot tub was easy to use and firepit at night was needed after a long day. The home was clean, inviting and the beach was so close. Literally, it was just a two minute drive. I recommend getting out and exploring the road towards the Michigan state line. Michigan City is only thirty...
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat'l Park
Luxe Oasis of Relaxation 4 Minutes from 2 White Sand Beaches off Lake Michigan
9.4 out of 10, Exceptional, 6 reviews
"Very nice enjoyed our stay most recommended"
Luxe Oasis of Relaxation 4 Minutes from 2 White Sand Beaches off Lake Michigan
Stay near family or close to downtown, this cottage in Beverly has it all!
10.0 out of 10, Exceptional, 2 reviews
"Great Stay!"
Stay near family or close to downtown, this cottage in Beverly has it all!
Cheerful 4 bedroom smart home w/ indoor fireplace
7.4 out of 10, Good, 6 reviews
"The check in process was great and the house was very clean. It was easy to communicate with the property manager. Helped make our trip to chicago great!"
Cheerful 4 bedroom smart home w/ indoor fireplace
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
8.8 out of 10, Excellent, 23 reviews
"Thank you for letting us stay in your home. It was perfect for what we needed, and was within 30 minutes of everywhere we wanted to go. We loved the hot tub and fenced in back yard. We didn't plan for it this time, but next time plan to use the grill area! My only advice for the future is to add some type of mat in the tub as it is super slippery, and a couple of us slipped and fell. Also, tvs had some trouble connecting to the internet, but we didn't come to watch tv anyway. Thanks again we...
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
8.8 out of 10, Excellent, 6 reviews
"Super cute little apartment. Everything was a described very attentive host who quickly answered questions. Would stay again if available next time in Chicago."
Lovely cozy 2 Bedroom Private Suite In Historical Beverly Community
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
9.2 out of 10, Wonderful, 45 reviews
"The properties were extremely clean and well-stocked. We appreciated the responsiveness of Miller Beach Vacation Rentals team. We appreciated that the properties accepted dogs. Everyone loved the beaches and dunes, and lots of delicious meals were enjoyed. Check in and check out were super easy."
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
Woodlawn ~ Entire Luxury Apt
Woodlawn ~ Entire Luxury Apt
Charming Crete Home with Hot Tub, Deck & Fire Pit
9.8 out of 10, Exceptional, 14 reviews
"Plenty of room to see the family and play with great grand kids"
Charming Crete Home with Hot Tub, Deck & Fire Pit
Cozy 2- bedroom w/ patio mins from Midway Airport
10.0 out of 10, Exceptional, 5 reviews
"Very cozy house that has been updated with all modern conveniences yet still has the beauty and feel of a historical home. Perfect if you will have a vehicle during your stay. The owner was quick to respond and helpful in all our correspondences."
Cozy 2- bedroom w/ patio mins from Midway Airport
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See all available properties in Glenwood
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.

Other types of properties in Glenwood you may be interested in

Sleep Inn Midway Airport Bedford Park
2.5 star property
7.4 out of 10, Good, 1,018 reviews
"We were able to extend the check out time by 30 minutes. That was super helpful."
The price is AU$174
includes taxes & fees
3 July - 4 July
Sleep Inn Midway Airport Bedford Park
Econo Lodge
2.0 star property
4.8 out of 10, 380 reviews
"Great customer service bad ratchet room"
The price is AU$103
includes taxes & fees
25 June - 26 June
Econo Lodge
Motel 6 Bridgeview, IL
2.0 star property
6.8 out of 10, 1,007 reviews
"God "
The price is AU$91
includes taxes & fees
10 June - 11 June
Motel 6 Bridgeview, IL
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.

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$407 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?

Spacious Family Glenwood Estates Home w/ Hot Tub!: This highly rated holiday home rental in Glenwood offers a fireplace, 1 hot tub and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals will I find in Glenwood?

Choose from 3 Expedia holiday rentals in Glenwood for a memorable holiday.

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.

Recent reviews of Glenwood properties
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