The Best Bachelorette Houses in Chicago

Planning a bachelorette party is an exciting adventure, but finding the perfect place to stay can be a challenge. Where you stay sets the tone for the entire weekend, and we’re here to make that decision easier! Most groups opt for short-term rentals over hotels for the added privacy, space, and convenience. To make the most of your time in Chicago, we recommend choosing a home near downtown with plenty of fun amenities—think makeup stations, and Instagram-worthy photo spots. Since the best rentals book fast, be sure to secure your stay early. We’ve handpicked the top bachelorette-friendly rentals in Chicago, so you can focus on celebrating while we handle the details!
1.
Aloha
Location: Chicago, IL
# of guests: 14
Theme: Tropical, Retro
Bedrooms/Bathrooms: 4/2
Amenities: a neon sign, a custom indoor mural and a back patio.
Welcome to Aloha in Chicago! Named "Top 10 Luxury Properties in Chicago" by Time Out. Need a tropical escape? Just add water, a flamingo, and a palm tree to this luxe escape in the heart of Wicker Park. Aloha has plenty of sleeping arrangements for 14 guests.

2.
Aloha 2.0
Location: Chicago, IL
# of guests: 23
Theme: Tropical, Retro
Bedrooms/Bathrooms: 5/2
Amenities: a neon sign, an IG Photo Spot and a back patio.
Host the best Bachelorette party at ALOHA 2.0. If you you want to be in all the action of Wicker Park, yet feel like you are on a tropical vacation, then you came to the right place! Feel all the tropical feels in our sprawling 2,000 square foot space. Ocean sounds, flamingos, marlins, and sharks combined with tropical florals continue to set the mood of the tropics sans the sand!

3.
El Motel Dos
Location: Chicago, IL
# of guests: 12
Theme: Southwestern, Western
Bedrooms/Bathrooms: 4/2
Amenities: a back patio, an IG Photo Spot, a tipi and life size horses.
Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a space with Native American Art and dine alfresco on the themed backyard patio complete with a tipi and life size horses. This gem of a find is ideal for entertaining bachelorette groups and families.

4.
El Motel Tres
Location: Chicago, IL
# of guests: 12
Theme: Southwestern, Western
Bedrooms/Bathrooms: 4/2
Amenities: a back patio, an IG Photo Spot, a tipi and life size horses.
Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a space with Native American Art and dine alfresco on the themed backyard patio complete with a tipi and life size horses. This gem of a find is ideal for entertaining bachelorette groups and families.

5.
El Motel United
Location: Chicago, IL
# of guests: 24
Theme: Southwestern, Western
Bedrooms/Bathrooms: 8/4
Amenities: a back patio, a tipi, life size horses and an IG Photo Spot.
Southwestern 8 Bed/4 Bath 3,600 sq ft home that sleeps 24 guests. The private patio has enough outdoor dining for your bachelorette party, work retreat, or entire family complete with a double wide propane grill, tipi, and horses. This property is a quick 20 minute train ride from O'Hare & are in the heart of Logan Square, just steps to the best restaurants & bars the City has to offer.

6.
The Lucky Penny
Location: Chicago, IL
# of guests: 9
Theme: City, Charming
Bedrooms/Bathrooms: 3/2
Amenities: a makeup station, a rooftop, 2 custom indoor murals, a bar area and disco balls.
Welcome to The Lucky Penny! Renovated 3 story, 3 bedroom 2 bath townhouse in the heart of Lincoln Park. Bachelorette friendly! This location is hard to beat!

Why Book Your Bachelorette Party House with BacheloretteStays?
At BacheloretteStays, we make planning your bachelorette celebration effortless and unforgettable. Here’s why we’re the ultimate choice: You can chose from stunning properties with private pools, spacious layouts, and Instagram-worthy decor.
Start Planning Your Chicago Bachelorette Party Today
Ready to celebrate in style? Let BacheloretteStays help you plan the ultimate Chicago bachelorette party, complete with glamorous accommodations and curated activities.
Click here to browse our properties and start planning your dream Chicago getaway today!