329+ Private Villas and Holiday Rentals in Chatham Fields |
Chatham Fields Holiday Rentals
New
House
4 Bedrooms
3 Baths
12 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
US $672/Night
7 Nights - US $4,705
Apartment
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
US $834/Night
7 Nights - US $5,840
Hotel
- Chicago
- ·
- Washington Heights
- 0.51 mi to center
7.4Very Good
(335 Reviews)
1 Bath
- Kitchen
- Parking
- Internet
- Child Friendly
US $129/Night
7 Nights - US $904
Apartment
4 Bedrooms
2 Baths
10 Guests
US $370/Night
7 Nights - US $2,591
House
- Chicago
- ·
- South Shore
- 0.58 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
3196.88 ft²
- Fireplace/Heating
View
Pet Friendly- Air Conditioner
US $584/Night
7 Nights - US $4,088
House
- Chicago
- ·
- Auburn Gresham
- 1.31 mi to center
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $314/Night
7 Nights - US $2,197
Condo
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $381/Night
7 Nights - US $2,669
Apartment
- Chicago
- ·
- South Shore
- 0.34 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
- Kitchen
US $267/Night
7 Nights - US $1,871
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $230/Night
7 Nights - US $1,607
Luxury Holiday Rentals in Chatham Fields
Over 320+ Luxury Holiday Rentals in or Near Chatham Fields
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
2 Baths
18 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,144/Night
7 Nights - US $8,010
Apartment
9.7Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,038/Night
7 Nights - US $7,266
Condo
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,011/Night
7 Nights - US $7,075
Condo
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $855/Night
7 Nights - US $5,986
Apartment
- Chicago
- ·
- South Shore
- 0.66 mi to center
3 Bedrooms
2 Baths
8 Guests
3500 ft²
Hot Tub- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $828/Night
7 Nights - US $5,794
House
- Chicago
- ·
- Auburn Gresham
- 1.34 mi to center
9.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $680/Night
7 Nights - US $4,757
House
- Chicago
- ·
- Greater Grand Crossing
- 0.42 mi to center
6 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $672/Night
7 Nights - US $4,704
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
9.2Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
12 Guests
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $611/Night
7 Nights - US $4,275
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
- Fireplace/Heating
Pool- Balcony/Terrace
US $356/Night
7 Nights - US $2,493
Pet-Friendly Holiday Rentals in Chatham Fields
Over 85+ Pet-Friendly Holiday Rentals in or Near Chatham Fields
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $224/Night
7 Nights - US $1,569
Apartment
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
2497.23 ft²
- Hot Tub
- Pet Friendly
- Parking
- Air Conditioner
US $405/Night
7 Nights - US $2,835
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $271/Night
7 Nights - US $1,900
Apartment
9.2Exceptional
(22 Reviews)
5 Bedrooms
2 Baths
10 Guests
1700.7 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $464/Night
7 Nights - US $3,248
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $329/Night
7 Nights - US $2,300
Apartment
- Chicago
- ·
- South Shore
- 0.48 mi to center
8.4Excellent
(17 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $128/Night
7 Nights - US $898
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,507
New
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 0.80 mi to center
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $183/Night
7 Nights - US $1,281
Apartment
- Chicago
- ·
- Washington Park
- 0.45 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $131/Night
7 Nights - US $919
Large Holiday Rentals and Private Villas in Chatham Fields
Over 45+ Large Holiday Rentals and Private Villas in or Near Chatham Fields
House
- Chicago
- ·
- South Shore
- 0.30 mi to center
9.6Exceptional
(28 Reviews)
3 Bedrooms
3 Baths
12 Guests
2200 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $451/Night
7 Nights - US $3,160
Apartment
- Chicago
- ·
- Greater Grand Crossing
- 0.52 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
3 Baths
9 Guests
2098.96 ft²
- Balcony/Terrace
Breakfast- Kitchen
- Parking
US $377/Night
7 Nights - US $2,639
Apartment
9.6Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
1850 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $591/Night
7 Nights - US $4,135
House
8.9Fabulous
(6 Reviews)
3 Bedrooms
3 Baths
12 Guests
215.28 ft²
- View
- Parking
- Air Conditioner
- Internet
US $331/Night
7 Nights - US $2,318
House
9.0Exceptional
(11 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $561/Night
7 Nights - US $3,930
House
- Chicago
- ·
- Avalon Park
- 0.13 mi to center
7.4Very Good
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $475/Night
7 Nights - US $3,325
House
- Chicago
- ·
- Avalon Park
- 0.10 mi to center
6.0Good
(1 Review)
6 Bedrooms
2 Baths
6 Guests
2600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $177/Night
7 Nights - US $1,236
House
5.8Average
(6 Reviews)
5 Bedrooms
2 Baths
10 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $414/Night
7 Nights - US $2,899
House
- Chicago
- ·
- South Shore
- 0.58 mi to center
5 Bedrooms
2 Baths
12 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $591/Night
7 Nights - US $4,139
Wheelchair Accessible Holiday Homes in Chatham Fields
Over 8+ Wheelchair Accessible Holiday Homes in or Near Chatham Fields
Apartment
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $589/Night
7 Nights - US $4,124
Apartment
8.9Fabulous
(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
1162.5 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $126/Night
7 Nights - US $882
Apartment
- Chicago
- ·
- South Shore
- 0.50 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Fireplace/Heating
- 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
- Fireplace/Heating
- 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
- Fireplace/Heating
- Kitchen
- Internet
- Child Friendly
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
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Child Friendly
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
- Pet Friendly
- Parking
- Child Friendly
Wheelchair Accessible
US $70/Night
7 Nights - US $488
Hotel
- Chicago
- ·
- Greater Grand Crossing
- 0.75 mi to center
1.9Average
(9 Reviews)
2 Baths
150.69 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $65/Night
7 Nights - US $452
Chatham Fields Private Villas and Holiday Homes Under $200
Over 142+ Chatham Fields Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $188/Night
7 Nights - US $1,317
House
- Chicago
- ·
- South Shore
- 0.34 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5381.95 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
US $75/Night
7 Nights - US $525
Hotel
4.2Average
(60 Reviews)
1 Bath
- Parking
- Air Conditioner
- Child Friendly
Toiletries
US $89/Night
7 Nights - US $624
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $123/Night
7 Nights - US $864
House
9.3Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
1076.39 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $76/Night
7 Nights - US $532
House
7.0Very Good
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $184/Night
7 Nights - US $1,288
House
- Chicago
- ·
- South Shore
- 0.46 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $171/Night
7 Nights - US $1,198
Condo
- Chicago
- ·
- Jackson Park Highlands
- 0.07 mi to center
1 Bedroom
2 Baths
1 Guest
- Hot Tub
- Fireplace/Heating
- Air Conditioner
Laundry
US $166/Night
7 Nights - US $1,163
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $140/Night
7 Nights - US $983
Instantly Bookable Holiday Homes in Chatham Fields
Over 137+ Instantly Bookable Holiday Homes in or Near Chatham Fields
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
7 Guests
1117 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $245/Night
7 Nights - US $1,718
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
935 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $413/Night
7 Nights - US $2,894
Condo
8.8Fabulous
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Kitchen
- Parking
- Internet
US $235/Night
7 Nights - US $1,648
Condo
- Chicago
- ·
- South Shore
- 0.90 mi to center
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $276/Night
7 Nights - US $1,933
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $134/Night
7 Nights - US $935
Apartment
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $105/Night
7 Nights - US $735
Apartment
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $91/Night
7 Nights - US $637
Apartment
- Chicago
- ·
- South Chicago
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
1613 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $87/Night
7 Nights - US $610
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $591
Book a Last Minute Place to Stay in Chatham Fields
About Casai's Private Villas and Holiday Rentals in Chatham Fields
Discover more than 329 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 672.13 ft², with nightly prices averaging US $291.
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 | 158 |
| Vacation Homes | 122 |
| 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
- Come experience The Lake Shore!
- University of Chicago Condo-Upgraded and Spacious w/Parking
- The Brown House - A luxurious UChicago Campus stay
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
- Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- A 3-bedroom, 2-bathroom residence that provides ample space and comfort.
- Cozy & Near Downtown, Hyde Park & the Metra
- Gorgeous 5 Bedroom Gem Sleeps 18 with Pool, Ping Pong, Pac Man, Tons of Games!
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:
- Fully furnished, modern short-term stay home near Obama Presidential Library.
- Chateau de Woodlawn - Room I - La Tour Eiffel
- Best Motel By OYO Chicago I-90
How many Casai.com holiday rentals are available in Chatham Fields?
As of 2026, Casai boasts over 329 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 | 301 |
People Also Ask
Finding the best prices in Chatham Fields
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