Coffee Hawaii - Vacation Rentals in Kathy Osterman Beach

Stylish Modern 1BR Suite Right by Loyola University - StayGia From US $125
         

|
8.5 (10 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway and Beach From US $555
         

10.0 (249 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Wrigleyville Inn From US $531
         

|
10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
House 5863 - Chicago Bed and Breakfast From US $216
         

|
9.2 (504 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Modern 3BR Apt in Boystown, 12-min walk to Wrigley - Stratford 1S From US $517
         

|
10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Child Friendly
  • Internet
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field From US $608
         

10.0 (119 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Dorothy's From US $136
         

8.6 (129 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Wrigley Field Home Run 4 Bedroom, 2 Bathroom From US $1,086
         

9.6 (20 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Fireplace/Heating
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms From US $1,085
         

9.0 (15 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Child Friendly
Soft Palate & Warm Bricks At A Rogers Park Home From US $432
         

Wrigley Field All Star Suite 3 Bedrooms 2 Bath From US $946
         

9.4 (23 Reviews)
Condo
  • Air Conditioner
  • TV
  • Security/Safety
Great Location-Beautiful Friendly Andersonville Neighborhood From US $287
         

Cozy Nest in Chicago's Vibrant Lincoln Square From US $407
         

10.0 (77 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Retro Apartment in Andersonville From US $226
         

10.0 (74 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
5 Bedroom Wrigleyville experience right by stadium From US $922
         

10.0 (64 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Holiday Lake House - 2br 2bth - 50 steps from the beach! From US $370
         

10.0 (57 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake From US $289
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Lovely getaway 2BR 2BA Apartment near Wrigley Field From US $411
         

10.0 (51 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Pro Tip: Coffeeshawaii makes it easy to compare the best listings on Coffeeshawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Coffeeshawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kathy Osterman Beach.

Weather in Kathy Osterman Beach

View the weather forecast for Kathy Osterman Beach before booking your Kathy Osterman Beach 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

Kathy Osterman Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kathy Osterman Beach?
How many vacation rentals are available in Kathy Osterman Beach?

Currently, the total number of properties listed in 2026 is over 899 in the Kathy Osterman Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kathy Osterman Beach.