Discover Your Perfect Chatham Fields Vacation Homes

Best Vacation Homes in Chatham Fields

New
House
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4 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $672/Night 7 Nights - US $4,705
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Apartment
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like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 6 Guests 1496.18 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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US $834/Night 7 Nights - US $5,840
Hotel
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like-icon7.4
Very Good
(335 Reviews)
1 Bath
  • Kitchen
    Kitchen
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    Parking
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US $129/Night 7 Nights - US $904
Apartment
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4 Bedrooms 2 Baths 10 Guests
US $370/Night 7 Nights - US $2,591
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House
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like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 12 Guests 3196.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
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US $584/Night 7 Nights - US $4,088
House
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4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Air Conditioner
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US $314/Night 7 Nights - US $2,197
Condo
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like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $381/Night 7 Nights - US $2,669
Apartment
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 5 Guests
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US $267/Night 7 Nights - US $1,871

Chatham Fields Luxury Rentals

House
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like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 2 Baths 18 Guests
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    Fireplace/Heating
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    Balcony/Terrace
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US $1,144/Night 7 Nights - US $8,010
Apartment
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like-icon9.7
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1496.18 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
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US $1,038/Night 7 Nights - US $7,266
Condo
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $1,011/Night 7 Nights - US $7,075
Condo
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like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 6 Guests 1600 ft²
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    Fireplace/Heating
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    Kitchen
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US $855/Night 7 Nights - US $5,986
Apartment
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3 Bedrooms 2 Baths 8 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $828/Night 7 Nights - US $5,794
House
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like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 2500 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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US $680/Night 7 Nights - US $4,757
House
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6 Bedrooms 2 Baths 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
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US $672/Night 7 Nights - US $4,704
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House
Map-icon
like-icon9.7
Exceptional
(6 Reviews)
5 Bedrooms 3 Baths 12 Guests 1496.18 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $629/Night 7 Nights - US $4,404

Chatham Fields Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $224/Night 7 Nights - US $1,569
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests 2497.23 ft²
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
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US $405/Night 7 Nights - US $2,835
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $271/Night 7 Nights - US $1,900
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Apartment
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like-icon9.2
Exceptional
(22 Reviews)
5 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
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US $464/Night 7 Nights - US $3,248
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Pet Friendly
    Pet Friendly
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US $329/Night 7 Nights - US $2,300
Apartment
Map-icon
like-icon8.4
Excellent
(17 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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US $128/Night 7 Nights - US $898
Apartment
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2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $215/Night 7 Nights - US $1,507
New
Apartment
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2 Bedrooms 1 Bath 5 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $183/Night 7 Nights - US $1,281

Chatham Fields Large Vacation Homes

House
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like-icon9.6
Exceptional
(28 Reviews)
3 Bedrooms 3 Baths 12 Guests 2200 ft²
  • Hot Tub
    Hot Tub
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    Fireplace/Heating
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US $451/Night 7 Nights - US $3,160
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 3 Baths 9 Guests 2098.96 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
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US $377/Night 7 Nights - US $2,639
Apartment
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests 1850 ft²
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    Kitchen
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    Parking
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US $591/Night 7 Nights - US $4,135
House
Map-icon
like-icon8.9
Fabulous
(6 Reviews)
3 Bedrooms 3 Baths 12 Guests 215.28 ft²
  • View
    View
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    Parking
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US $331/Night 7 Nights - US $2,318
House
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like-icon9.2
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 12 Guests
  • Oceanfront
    Oceanfront
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    Fireplace/Heating
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US $611/Night 7 Nights - US $4,275
House
Map-icon
like-icon9.0
Exceptional
(11 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Kitchen
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US $561/Night 7 Nights - US $3,930
House
Map-icon
like-icon7.4
Very Good
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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US $475/Night 7 Nights - US $3,325
House
Map-icon
like-icon6.0
Good
(1 Review)
6 Bedrooms 2 Baths 6 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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US $177/Night 7 Nights - US $1,236

Why Choose Rent By Owner for your Chatham Fields Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Chatham Fields

When should you plan your Vacation Rentals stay?

To ensure you enjoy the best experience during your stay, consider planning your trip to this destination when weather conditions and local events align to create the ideal setting for your vacation in the area.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer days, making it ideal for exploring the local area and outdoor activities.

Average Temperature Daytime: around 83°F - Nighttime: around 65°F
autumn
Fall (September to November)

Early fall offers pleasant weather and vibrant foliage, perfect for experiencing the region's natural beauty before winter sets in.

Average Temperature Daytime: around 75°F - Nighttime: around 52°F

Off-Season Highlights

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Winter (December to February)

The winter season sees cooler temperatures and a quieter atmosphere, providing a more peaceful stay and fewer crowds to enjoy the area’s surroundings.

Average Temperature Daytime: around 36°F - Nighttime: around 24°F
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Spring (March to May)

Spring brings milder weather and blooming landscapes, offering a refreshing experience with fewer tourists and lower rental rates.

Average Temperature Daytime: around 58°F - Nighttime: around 39°F

Weekly Weather Forecast for Chatham Fields

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.

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

Outdoor Amenities

  • Enjoy a private outdoor seating area perfect for relaxing and dining al fresco.
  • Take advantage of communal green spaces or gardens common in the neighborhood.
  • Benefit from shared or private outdoor patios to unwind after exploring the city.
  • Make use of designated grilling areas for outdoor barbecues and gatherings.
  • Relax in inviting outdoor lounges or sitting areas designed for socializing and leisure.
  • Access nearby parks or open spaces ideal for outdoor activities and recreation.
  • Utilize outdoor recreational amenities such as basketball courts or playgrounds available in the area.
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Family Activities

  • Chicago Botanic Garden: Explore the stunning outdoor gardens and family-friendly programs that make this a perfect day trip from your vacation rental in the area.
  • Lincoln Park Zoo: Discover free admission to one of the oldest zoos in the country, just a short drive away, offering engaging animal exhibits for all ages.
  • Museum of Science and Industry: Dive into interactive exhibits and hands-on activities that cater to curious young minds within reach of your Chicago stay.
  • : Enjoy outdoor art installations, open green spaces, and a relaxing atmosphere right in the heart of the city, ideal for family outings during your visit here.
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Adult Activities

  • Explore Lake Michigan shoreline: Enjoy scenic walks along the lakeside, taking in the fresh air and stunning views of this iconic waterway nearby.
  • Visit local parks and green spaces: Relax or engage in outdoor activities at nearby parks that offer a tranquil escape within the region.
  • Experience Chicago’s cultural scene: Discover art galleries, theaters, and museums that showcase the vibrant cultural heritage just a short drive away.
  • Dine at local restaurants and cafes: Savor authentic cuisine from regional eateries that highlight the flavors of this area’s diverse culinary offerings.

Chatham Fields Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of nearby eateries to experience authentic regional flavors during your stay here in the area.
  • Plan transportation ahead: Arrange for convenient transportation options to easily access Chicago’s attractions and make the most of your visit.
  • Utilize community resources: Leverage local parks, markets, and cultural centers to enrich your experience in this destination.
  • Book early for popular amenities: Secure sought-after vacation rentals early to enjoy prime locations and ensure a comfortable stay in the region.

Transportation Options

  • Chicago Transit Authority (CTA) Bus Service: You can rely on the extensive bus network here to conveniently access various parts of the city from Chatham Fields.
  • Metra Rail Lines: The nearby Metra stations connect this area with downtown Chicago and beyond, making daily commutes straightforward.
  • Taxi and Rideshare Services: Taxis, Uber, and Lyft operate frequently throughout the region, offering flexible transportation options for exploring or traveling to local attractions.
  • Personal Vehicles: Driving your own car gives you the freedom to explore the neighborhood and its surroundings at your own pace, with accessible parking options available near your vacation rental.

Local Customs Options

  • Community Gatherings: Participating in local neighborhood events and festivals is a cherished tradition that fosters a strong sense of community here.
  • Respect for Local History: When visiting, it’s customary to acknowledge the area's rich heritage through respectful interactions and appreciation of historical sites.
  • Dining Etiquette: Enjoying regional cuisine often involves sharing meals with neighbors, emphasizing hospitality and camaraderie common in this region.
  • Public Behavior: Maintaining courteous and considerate conduct in public spaces ensures a welcoming environment beloved by residents and visitors alike.

Frequently Asked Questions About Chatham Fields?

2. Which vacation homes in Chatham Fields are best for families?

If you are looking for a family-friendly vacation home in Chatham Fields, 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 Fields:

3. How many Rentbyowner vacation rentals are available in Chatham Fields?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 329 in the Chatham Fields area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chatham Fields. 

4. What is the cancellation policy for vacation rentals in Chatham Fields?

Cancellation policies vary depending on the listing details. It’s recommended to review the specific property's policy directly on the listing page or contact the property owner for precise information.

5. Are there any additional fees I should expect when booking a stay here?

Additional fees such as cleaning, service charges, or security deposits are often outlined in the listing. Be sure to read the full description or reach out to the owner for clarification before confirming your reservation.

6. How do I ensure my booking is secure and trustworthy?

Bookings are made through a reliable platform that verifies property listings and provides secure payment options. Always review guest reviews and detailed property descriptions to ensure a reputable stay.

7. What amenities are typically included in the vacation rentals around this area?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and air conditioning. Specific amenities can vary, so check the listing details or contact the host for confirmation of what’s included.

8. Is there a minimum stay requirement for booking in this destination?

Minimum stay requirements depend on the individual property. Be sure to verify the duration needed with the listing details or by contacting the owner before making your reservation.

Chatham Fields Top Rated Vacation Rentals

House
Map-icon
like-icon4.8
Average
(3 Reviews)
5 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $356/Night 7 Nights - US $2,493