Search Crestwood Cottages

Start date: Check-in selected.
To Date
End date: Check-out
    bundle and save illustration

    Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
    one key illustration

    OneKeyCash

    Earn OneKeyCash on all your eligible bookings
    ftc illustration

    Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

Cottages in Crestwood

Classic Oak Park Home, 11 Mi to Downtown Chicago!
House (4 Bedrooms) | Interior

Classic Oak Park Home, 11 Mi to Downtown Chicago!

3.0 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!
Cozy Westmont Home: Walk to Metra Station!
House (2 Bedrooms) | Front of property

Cozy Westmont Home: Walk to Metra Station!

3.0 star property
2.0 out of 10, (1)
"Very upset with the communication of this rental. I booked this rental for a weekend getaway with the family. I received an email a couple of days ahead of the booking reminding me of my trip and that I was all set. Then on check in day, I realized that I needed the check in information. I sent a message through the app to the renter. The response was "it may take a few days for the property to get back with you" so I called the number on the response. The operator then tried to look up my...
Cozy Westmont Home: Walk to Metra Station!
4 Mi to Lake Michigan: East Chicago Home w/ Grill
House (3 Bedrooms) | Interior

4 Mi to Lake Michigan: East Chicago Home w/ Grill

3.0 star property
4 Mi to Lake Michigan: East Chicago Home w/ Grill
“The cottage” 2 bedrooms cozy and private home
Property grounds

“The cottage” 2 bedrooms cozy and private home

9.4 out of 10, Exceptional, (8)
"We were at this location for 13 days while visiting family. It was just what we needed for our stay. Clean and functional, enough amenities for a long stay "
“The cottage” 2 bedrooms cozy and private home
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
House (3 Bedrooms) | Front of property

Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
"So cozy. Feels like staying in a guest house with the whole place to yourself! "
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
House (3 Bedrooms) | Interior

8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!

3.0 star property
8.0 out of 10, Very Good, (1)
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!
Country Club Hills Home: Walk to Rec Center!
Exterior

Country Club Hills Home: Walk to Rec Center!

3.0 star property
Country Club Hills Home: Walk to Rec Center!
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
Exterior

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

3.0 star property
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago
Inviting Home w/ Deck, 22 Mi to Indiana Dunes
Terrace/patio

Inviting Home w/ Deck, 22 Mi to Indiana Dunes

3.0 star property
Inviting Home w/ Deck, 22 Mi to Indiana Dunes
3 Mi to Hard Rock Casino: Charming Home in Gary!
House (3 Bedrooms) | Interior

3 Mi to Hard Rock Casino: Charming Home in Gary!

3.0 star property
3 Mi to Hard Rock Casino: Charming Home in Gary!
Game Room & Deck: Family Home in Chicago Area!
House (4 Bedrooms) | Interior

Game Room & Deck: Family Home in Chicago Area!

3.0 star property
Game Room & Deck: Family Home in Chicago Area!
Crest Hill Home Near Golf ~ 3 Mi to Joliet!
Exterior

Crest Hill Home Near Golf ~ 3 Mi to Joliet!

3.0 star property
Crest Hill Home Near Golf ~ 3 Mi to Joliet!
Spacious Family Glenwood Estates Home w/ Hot Tub!
House (4 Bedrooms) | Interior

Spacious Family Glenwood Estates Home w/ Hot Tub!

3.0 star property
Spacious Family Glenwood Estates Home w/ Hot Tub!
Renovated Griffith Family Home in Chicagoland Area
House (4 Bedrooms) | Interior

Renovated Griffith Family Home in Chicagoland Area

3.0 star property
Renovated Griffith Family Home in Chicagoland Area
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Crestwood Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Great location, friendly staff, would recomned this hotel! "
Lara 2-night trip
Posted 5 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop

Find out more about Crestwood

Find out more about Crestwood

Crestwood Cottages information

Number of reviews
9
Accommodation
14 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia