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Indian Head Park Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Indian Head Park vacation rentals

Indoor pool

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,240 reviews)
"Great property and location."
United States
Michael
The price is AED 585
AED 794 total
includes taxes & fees
30 Aug - 31 Aug
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (11 reviews)
"Great location and super clean!"
United States
Erica
The price is AED 904
AED 1,293 total
includes taxes & fees
7 Sep - 8 Sep
Kasa Lake Shore Chicago
Full-size fridge, microwave, oven, stovetop

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (514 reviews)
"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
United States
Martha
The price is AED 865
AED 1,106 total
includes taxes & fees
31 Aug - 1 Sep
Level Chicago – Old Town
Coffee/tea maker, fridge, microwave, oven

4. *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (63 reviews)
"Checking in was easy, the place is as advertised, communication was easy as well, had no problems, will be staying there again. "
United States
Joe M.
The price is AED 681
AED 1,454 total
includes taxes & fees
9 Aug - 10 Aug
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Coffee/tea maker, fridge, microwave, oven

5. PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.6 out of 10, Exceptional, (21 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is AED 717
AED 1,707 total
includes taxes & fees
10 Aug - 11 Aug
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Smart TV, video games, foosball, table tennis

6. Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home

Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is AED 1,074
AED 2,891 total
includes taxes & fees
23 Aug - 24 Aug
Sleeps 10 + Coffee bar + Game Room + Train to CHGO - Holiday Home
Dining

7. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.8 out of 10, Excellent, (53 reviews)
"Hot tub was very nice!"
United States
Jeff
The price is AED 694
AED 1,411 total
includes taxes & fees
16 Aug - 17 Aug
LUXE 3 BR, 2 BA + Hot Tub
TV, offices

8. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is AED 918
AED 1,223 total
includes taxes & fees
11 Aug - 12 Aug
LIVN Millennium Park Downtown Chicago 2BR
Apartment, Private Bathroom | Lounge

9. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (11 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is AED 735
AED 1,249 total
includes taxes & fees
23 Aug - 24 Aug
At Home in Oak Park
Exterior

10. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
The price is AED 2,248
AED 4,043 total
includes taxes & fees
22 Aug - 23 Aug
Envitae Hotel, 4BR Modern Sleek Apartment
Outdoor dining

11. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
9.6 out of 10, Exceptional, (33 reviews)
"Clean house, Nice amenities, roomy and Close to the city! We very much enjoyed our stay here. "
United States
Ella A.
The price is AED 717
AED 1,406 total
includes taxes & fees
9 Aug - 10 Aug
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
TV, offices

12. Modern West Loop Gem-City Views & Prime Location 2

Modern West Loop Gem-City Views & Prime Location 2
Downtown Chicago
9.6 out of 10, Exceptional, (11 reviews)
"Excellent location, very clean & comfortable. West Loop is an awesome area to stay in Chicago. Seamless check in process."
United States
Dean R.
The price is AED 1,039
AED 2,738 total
includes taxes & fees
9 Aug - 10 Aug
Modern West Loop Gem-City Views & Prime Location 2
Coffee/tea maker, fridge, microwave, oven

13. River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is AED 1,087
AED 2,183 total
includes taxes & fees
16 Aug - 17 Aug
River North Rooftop With In and Out Parking 5
TV, offices

14. River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (8 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is AED 1,091
AED 2,187 total
includes taxes & fees
10 Aug - 11 Aug
River North Rooftop With In and Out Parking 1
Smart TV

15. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
8.0 out of 10, Very Good, (31 reviews)
"Pros: Quiet neighborhood, felt safe going in and out of the house. Upstairs bathroom shower was amazing. Cons: warmer in living room, stained pillows, couches and floors felt like dust mites all over( simple fix) All in all it was a good stay."
United States
Amal
The price is AED 545
AED 1,106 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
1 bedroom, iron/ironing board, travel crib, WiFi

16. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is AED 654
AED 881 total
includes taxes & fees
9 Aug - 10 Aug
LIVN West Loop Chicago King Studio
Dining

17. Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI

Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Berwyn
9.0 out of 10, Wonderful, (18 reviews)
"It's a great place to stay, honestly, the hosts are nice and there to help you as well.The place is big, it has good A/C, and lots of space for different activities.Finally, there's lots of parking available in case you are using a car."
United States
Juan Pablo T.
The price is AED 249
AED 620 total
includes taxes & fees
10 Aug - 11 Aug
Rustic APT /Near Hosp/ 25mins to ORD/MDW/DT/Free Parking & WIFI
Interior

18. Chic 3bed 2bath Home with free parking close to United Center

Chic 3bed 2bath Home with free parking close to United Center
Oak Park
9.8 out of 10, Exceptional, (19 reviews)
"Overall just great lovely area and chill place, rooms was great and I love the Roku tvs to sit back In chill!"
United States
Chantrice A.
The price is AED 826
AED 2,494 total
includes taxes & fees
9 Aug - 10 Aug
Chic 3bed 2bath Home with free parking close to United Center
Exclusive Room, Private Bathroom, Garden View (2nd Floor) | Exterior

19. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
The price is AED 1,632
AED 2,276 total
includes taxes & fees
9 Aug - 10 Aug
Historic Oak Park Residence
Coffee/tea maker, fridge, microwave, oven

20. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (77 reviews)
"The host responded quickly to my requests. Apartment was clean. Kitchen well stocked with cooking, utensils, spices, etc. He registered my car so I coiud park on the street without any problem. Close to the Blue Line stop to take the "L" into downtown Chicago."
United States
Michael
The price is AED 469
AED 1,189 total
includes taxes & fees
18 Aug - 19 Aug
Cozy, Comfortable and Convenient apartment. Close to everything!
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 Indian Head Park Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Great location for Michigan Avenue shopping and all of the Chicago sightseeing!"
April 3-night trip
Posted less than an hour ago
Eurostars Magnificent Mile

Frequently asked questions

Can I find a vacation rental in Indian Head Park?

Yes, we offer vacation rentals near well known sights in Indian Head Park, or you can go with a more remote option if you want a relaxing place to stay. Indian Head Park is known for its shopping and restaurants.

What are some of the best vacation home rentals that Indian Head Park has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: Visitors like this Indian Head Park vacation home rental. It is located in the city center and has a balcony, a barbecue grill, 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.

What’s there to see and do in Indian Head Park?

While exploring the area, visit family-friendly sights like Galloping Ghost, or get outside and enjoy nature at Grant Park. In the larger area, you’ll find popular places like United Center and Soldier Field.

What’s a vacation rental in Indian Head Park like?

A vacation rental is a private property where you can stay for a long or short time in Indian Head Park. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for families.