Chatham Vacation Rentals with Pools
8 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $356/Night
For 7 Nights US $2,493
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $263/Night
For 7 Nights US $1,841
904.17 ft²
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Breakfast
- Pet Friendly
US $122/Night
For 7 Nights US $851
US $95/Night
For 7 Nights US $665
6 Guests
3 Bedrooms
1 Bathroom
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
US $512/Night
For 7 Nights US $3,586
1496.18 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Parking
- Air Conditioner
- Internet
US $834/Night
For 7 Nights US $5,840
9 Guests
6 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $672/Night
For 7 Nights US $4,704
2497.23 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Apartment
- Hot Tub
- Pet Friendly
- Parking
US $405/Night
For 7 Nights US $2,835
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $84/Night
For 7 Nights US $591
2098.96 ft²
9 Guests
6 Bedrooms
3 Bathrooms
Apartment
- Balcony/Terrace
- Breakfast
- Kitchen
US $377/Night
For 7 Nights US $2,639
1000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $358/Night
For 7 Nights US $2,505
Why Choose Rent By Owner for your Chatham Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Chatham
How to Book Your Chatham Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Chatham
Common Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Chatham, IL
Chatham Fields
Dauphin Park
Garden Homes
Chatham Vacation Rentals with Pools Frequently Asked Questions
1. What are the top Rentals With Pools in Chatham?
There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Chatham:
- Modern Apt Near U of Chicago!
- Beautiful, modern 3 bed 2 bath condo near Hyde Park, Obama Center and Lakefront
- Spacious 3BR on UChicago Campus & Hospitals Free Street Parking
- University of Chicago Condo-Upgraded and Spacious w/Parking
- Charming 3-bedroom apartment in superb Chicago with WiFi
- City Retreat
- Maison Blanc Noir - Victorian Estate with Two King Beds
- The Brown House - A luxurious UChicago Campus stay
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
- Cozy & Near Downtown, Hyde Park & the Metra
2. How many Rentals With Pools are available in Chatham?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Chatham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Chatham.
More Rentals You May Like Near Chatham
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $270/Night
For 7 Nights US $1,892
1496.18 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $876/Night
For 7 Nights US $6,132
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $190/Night
For 7 Nights US $1,331
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $261/Night
For 7 Nights US $1,826
1117 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $224/Night
For 7 Nights US $1,567
935 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Kitchen
US $413/Night
For 7 Nights US $2,894
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Parking
US $190/Night
For 7 Nights US $1,331
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $190/Night
For 7 Nights US $1,328
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $136/Night
For 7 Nights US $950
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Kitchen
- Parking
US $235/Night
For 7 Nights US $1,648
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $128/Night
For 7 Nights US $898
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $342/Night
For 7 Nights US $2,393
