Chatham Fields Holiday Rentals
New
Apartment
- Chicago
- ·
- Washington Park
- 0.66 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
3 Guests
1600 ft²
Balcony/Terrace
Kitchen
Air Conditioner
Internet
US $162/Night
7 Nights - US $1,137
Apartment
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
Parking- Air Conditioner
- Internet
Child Friendly
US $686/Night
7 Nights - US $4,800
House
- Chicago
- ·
- Greater Grand Crossing
- 0.48 mi to center
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $450/Night
7 Nights - US $3,150
House
9.8Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $707/Night
7 Nights - US $4,949
House
- Chicago
- ·
- South Shore
- 0.58 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
3196.88 ft²
View- Air Conditioner
- Internet
Pet Friendly
US $584/Night
7 Nights - US $4,088
New
Apartment
- Chicago
- ·
- South Shore
- 0.48 mi to center
8.2Excellent
(23 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $169/Night
7 Nights - US $1,183
New
Apartment
- Chicago
- ·
- Washington Park
- 0.39 mi to center
3 Bedrooms
2 Baths
8 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $323/Night
7 Nights - US $2,261
New
House
1 Bedroom
1 Bath
6 Guests
Hot Tub- Air Conditioner
- Internet
- Child Friendly
US $170/Night
7 Nights - US $1,192
House
- Chicago
- ·
- Calumet Heights
- 0.36 mi to center
3 Bedrooms
2 Baths
5 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,161
Luxury Holiday Rentals in Chatham Fields
Over 330+ Luxury Holiday Rentals in or Near Chatham Fields
House
5 Bedrooms
4 Baths
12 Guests
4004.17 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,539/Night
7 Nights - US $10,771
New
House
5 Bedrooms
4 Baths
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,306/Night
7 Nights - US $9,143
Apartment
- Chicago
- ·
- South Shore
- 0.66 mi to center
3 Bedrooms
2 Baths
8 Guests
3500 ft²
- Hot Tub
- Air Conditioner
- Internet
- Pet Friendly
US $913/Night
7 Nights - US $6,392
Apartment
9.7Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $870/Night
7 Nights - US $6,090
House
- Chicago
- ·
- Auburn Gresham
- 1.34 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $680/Night
7 Nights - US $4,757
House
9.2Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
12 Guests
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $677/Night
7 Nights - US $4,742
Apartment
9.8Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
1850 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $672/Night
7 Nights - US $4,701
House
- Chicago
- ·
- Greater Grand Crossing
- 0.42 mi to center
6 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $667/Night
7 Nights - US $4,668
Condo
3 Bedrooms
2 Baths
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $655/Night
7 Nights - US $4,586
Top-Rated Holiday Rentals with a Pool in Chatham Fields
Over 1+ The Best Private Villas and Holiday Rentals in Chatham Fields with a Pool
House
4.8Average
(3 Reviews)
5 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
Pool- Balcony/Terrace
US $356/Night
7 Nights - US $2,493
Pet-Friendly Holiday Rentals in Chatham Fields
Over 91+ Pet-Friendly Holiday Rentals in or Near Chatham Fields
New
Apartment
- Chicago
- ·
- South Chicago
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
1613 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $81/Night
7 Nights - US $568
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
2497.23 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
US $405/Night
7 Nights - US $2,835
New
Condo
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $322/Night
7 Nights - US $2,256
Apartment
9.2Exceptional
(22 Reviews)
5 Bedrooms
2 Baths
10 Guests
1700.7 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $464/Night
7 Nights - US $3,248
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,844
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $236/Night
7 Nights - US $1,653
Apartment
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $250/Night
7 Nights - US $1,751
Apartment
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $233/Night
7 Nights - US $1,634
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 0.80 mi to center
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,281
Large Holiday Rentals and Private Villas in Chatham Fields
Over 50+ Large Holiday Rentals and Private Villas in or Near Chatham Fields
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
18 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $476/Night
7 Nights - US $3,332
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 0.52 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
3 Baths
9 Guests
2098.96 ft²
Breakfast- Parking
- Balcony/Terrace
- Kitchen
US $377/Night
7 Nights - US $2,639
House
- Chicago
- ·
- South Shore
- 0.30 mi to center
9.4Exceptional
(31 Reviews)
3 Bedrooms
3 Baths
12 Guests
2200 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $575/Night
7 Nights - US $4,026
House
- Chicago
- ·
- Greater Grand Crossing
- 0.29 mi to center
9.7Exceptional
(6 Reviews)
5 Bedrooms
3 Baths
12 Guests
1496.18 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $629/Night
7 Nights - US $4,404
House
8.4Excellent
(13 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $524/Night
7 Nights - US $3,667
House
- Chicago
- ·
- Avalon Park
- 0.13 mi to center
7.4Very Good
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $492/Night
7 Nights - US $3,446
House
- Chicago
- ·
- Avalon Park
- 0.10 mi to center
6.0Good
(1 Review)
6 Bedrooms
2 Baths
6 Guests
2600 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $171/Night
7 Nights - US $1,199
House
5.8Average
(6 Reviews)
5 Bedrooms
2 Baths
10 Guests
1400 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $515/Night
7 Nights - US $3,606
Apartment
5 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $543/Night
7 Nights - US $3,804
Wheelchair Accessible Holiday Homes in Chatham Fields
Over 8+ Wheelchair Accessible Holiday Homes in or Near Chatham Fields
Apartment
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
2500 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $585/Night
7 Nights - US $4,095
Apartment
8.9Fabulous
(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
1162.5 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $126/Night
7 Nights - US $882
Hotel
- Chicago
- ·
- Washington Heights
- 0.51 mi to center
7.4Very Good
(378 Reviews)
1 Bath
- Parking
- Kitchen
- Internet
- Child Friendly
US $129/Night
7 Nights - US $904
Apartment
- Chicago
- ·
- South Shore
- 0.50 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $132/Night
7 Nights - US $926
House
7.5Very Good
(35 Reviews)
1 Bedroom
1 Bath
2 Guests
139.93 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $73/Night
7 Nights - US $510
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 0.81 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
650 ft²
- Kitchen
- Internet
- Child Friendly
Wheelchair Accessible
US $520/Night
7 Nights - US $3,642
Hotel
- Chicago
- ·
- Washington Heights
- 0.51 mi to center
5.6Average
(63 Reviews)
1 Bath
204.51 ft²
- Air Conditioner
- Pet Friendly
- Child Friendly
- Wheelchair Accessible
US $76/Night
7 Nights - US $534
Hotel
- Chicago
- ·
- Greater Grand Crossing
- 0.88 mi to center
2.1Average
(46 Reviews)
5 Baths
150.69 ft²
- Parking
- Pet Friendly
- Child Friendly
- Wheelchair Accessible
US $70/Night
7 Nights - US $488
Chatham Fields Private Villas and Holiday Homes Under $200
Over 137+ Chatham Fields Private Villas and Holiday Homes Under $200
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $123/Night
7 Nights - US $864
House
- Chicago
- ·
- South Shore
- 0.34 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5381.95 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $75/Night
7 Nights - US $525
Hotel
4.2Average
(67 Reviews)
1 Bath
- Parking
- Air Conditioner
- Child Friendly
Toiletries
US $134/Night
7 Nights - US $936
House
- Chicago
- ·
- South Shore
- 0.46 mi to center
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $171/Night
7 Nights - US $1,198
House
9.3Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
1076.39 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $86/Night
7 Nights - US $599
Condo
- Chicago
- ·
- Jackson Park Highlands
- 0.07 mi to center
1 Bedroom
2 Baths
1 Guest
- Hot Tub
- Air Conditioner
- Laundry
Designated Smoking Area
US $166/Night
7 Nights - US $1,163
Apartment
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $139/Night
7 Nights - US $976
Apartment
- Chicago
- ·
- Washington Park
- 0.45 mi to center
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $139/Night
7 Nights - US $970
Apartment
2 Bedrooms
1 Bath
2 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $135/Night
7 Nights - US $946
Instantly Bookable Holiday Homes in Chatham Fields
Over 141+ Instantly Bookable Holiday Homes in or Near Chatham Fields
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $254/Night
7 Nights - US $1,775
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
1117 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $258/Night
7 Nights - US $1,807
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
935 ft²
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $503/Night
7 Nights - US $3,520
Condo
8.6Fabulous
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Kitchen
- Internet
US $301/Night
7 Nights - US $2,104
House
8.0Excellent
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $262/Night
7 Nights - US $1,835
Condo
- Chicago
- ·
- South Shore
- 0.90 mi to center
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $391/Night
7 Nights - US $2,736
New
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 1.06 mi to center
2 Bedrooms
1 Bath
3 Guests
900 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $133/Night
7 Nights - US $928
Apartment
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $132/Night
7 Nights - US $924
Apartment
2 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $116/Night
7 Nights - US $813
Book a Last Minute Place to Stay in Chatham Fields
About Casai's Private Villas and Holiday Rentals in Chatham Fields
Discover more than 339 vacation rentals available in Chatham Fields. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chatham Fields.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chatham Fields, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chatham Fields. On average, places to stay near Chatham Fields offer 685.68 ft², with nightly prices averaging US $301.
With Casai, finding and comparing holiday rentals in Chatham Fields is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Chatham Fields
| Type | Count |
|---|---|
| Holiday Apartments | 165 |
| Vacation Homes | 127 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Chatham Fields
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chatham Fields.
Weather in Chatham Fields, IL
View the weather forecast for Chatham Fields before booking your Chatham Fields Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Chatham Fields, IL
Casai offers a large selection of top attractions around Chatham Fields . Research things to do on your vacation before you visit Chatham Fields.
Frequently Asked Questions About Chatham Fields?
What are the top holiday rentals in Chatham Fields?
With numerous options available in Chatham Fields, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chatham Fields:
- Modern Apt Near U of Chicago!
- Spacious 3BR on UChicago Campus & Hospitals Free Street Parking
- The Brown House - A luxurious UChicago Campus stay
- A 3-bedroom, 2-bathroom residence that provides ample space and comfort.
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
- Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- Stylish 2BR Retreat Near Hyde Park, UChicago & Lake
- NEW Eco Stay by UChicago, Lakefront & Hyde Park!
- Superb townhome with Near Lake in vibrant Chicago
- Cozy & Near Downtown, Hyde Park & the Metra
Which holiday homes in Chatham Fields are best for families?
If you're searching for a family-friendly holiday home in Chatham Fields, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chatham Fields:
- Stylish 2BR Retreat Near Hyde Park, UChicago & Lake
- Chateau de Woodlawn - Room I - La Tour Eiffel
- Best Motel By OYO Chicago I-90
How many Casai.nz holiday rentals are available in Chatham Fields?
As of 2026, Casai boasts over 339 properties listed in the Chatham Fields area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chatham Fields.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Chatham Vacation Rentals in Chicago, Illinois | 312 |
People Also Ask
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