Owner Direct Vacation
Rentals in Chatham
The Best Owner Direct Vacation Rentals in Chatham. Explore thousands of vacation home rentals, large cabins, and villas near Chatham
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Explore the Best Chatham Vacation Homes
Looking for the perfect place to stay in Chatham? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Chatham character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Chatham Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Chatham
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- Wheelchair Accessible
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- Parking
- Security/Safety
- Air Conditioner
- Pet Friendly
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- Parking
- Pet Friendly
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Popular Neighborhoods for Chatham Vacation Rentals
What are the best areas to stay in Chatham
Discover the top neighborhoods in Chatham and choose a place that suits your stay.
Monday Feb 2
Chatham, Chicago
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Chatham vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Chatham
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How to Reserve Your Chatham Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Chatham Vacation Rental FAQs
1. What are the top vacation rentals 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 Vacation Rentals 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
- Maison Blanc Noir - Victorian Estate with Two King Beds
- The Brown House - A luxurious UChicago Campus stay
- Charming 3-bedroom apartment in superb Chicago with WiFi
- City Retreat
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
- Cozy & Near Downtown, Hyde Park & the Metra
2. Which vacation homes in Chatham are best for families?
If you are looking for a family-friendly vacation home in Chatham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chatham:
3. How many vacation rentals are available in Chatham?
Currently, the total number of properties listed in 2026 is over 282 in the Chatham area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chatham.