Luxury Wrigley Getaway | 2BR + Parking

Experience the best of Wrigleyville in this stylish 2-bedroom retreat with free parking. Perfect for couples, small families, business travelers, or friends, you'll enjoy private access to two beautifully designed bedrooms, a fully equipped kitchen, spacious living areas, and all the home's amenities. One bedroom will be locked and unavailable during your stay. Need more space? Ask about our 3- and 4-bedroom options for larger groups.

We want you to feel right at home. While we give guests full privacy, we’re always just a message away if you need anything — from quick answers to local recommendations. If we’re available, we’re happy to assist in person. Our goal is to make your stay smooth, comfortable, and 5-star worthy.

The Dakin Estate places you in the heart of Wrigleyville, just minutes from Wrigley Field and one of Chicago’s most iconic entertainment districts. Beyond game days, the neighborhood stays vibrant year-round with concerts, festivals, outdoor events, and local experiences at Gallagher Way.

Wrigleyville offers a unique mix of classic Chicago traditions and modern dining. Walk to legendary game-day destinations like Murphy’s Bleachers and The Cubby Bear, or explore Clark Street’s restaurants, cocktail bars, craft breweries, elevated dining, and local favorites.

The location also offers effortless access to the rest of Chicago. The CTA Red Line is just a short walk away, connecting you directly to downtown, River North, the Magnificent Mile, and beyond.

Guests enjoy private access to the entire first-floor and lower-level flat, including 4 bedrooms, 2 bathrooms, living and dining areas, a full kitchen, and the speakeasy den/lounge.

Keyless Entry
The home is equipped with a secure keyless lock system for easy self check-in. You’ll receive one unique access code prior to arrival, which will remain active for the duration of your stay.

Parking
• 1 onsite garage parking space included
• 1 street parking permit included (Zone 383)
• Additional permits available for $10/day (subject to availability; street parking is not guaranteed due to neighborhood demand)

If you need anything during your stay, we’re available to help ensure a smooth and enjoyable experience.

Upper Level: The Social Hub
Designed for connection and group energy, the upper level features the primary living and sleeping spaces.

Bedroom 1 – The Master King Suite
An “Urban Luxe” retreat with a king bed, premium linens, and bay windows that flood the room with natural light. Includes a dedicated office/vanity nook with a mid-century desk and chair, functioning as both a productive workspace and a private getting-ready station.

Lower Level: The Speakeasy Den
A moody, entertainment-driven lower level designed for late-night gathering and relaxation.

Bedroom 2 – The Hidden Queen
A secluded queen bedroom positioned next to the lower-level bathroom. Includes a dedicated office/vanity setup, creating a hotel-style private suite feel with immediate access to the entertainment space.

Across both levels, the home is designed to balance social energy with private retreat—ideal for groups who want to gather, work, and unwind in one cohesive space.

Need more space? Ask about our 3 or 4-bedroom option that sleeps additional guests.

The Epicenter of Entertainment

You are exactly 5 minutes from Wrigley Field, the second-oldest ballpark in the country and a cathedral of American sports history. But the energy doesn't stop at the ninth inning. Gallagher Way, the open-air plaza next to the stadium, hosts year-round events from outdoor movie nights and farmers markets to the enchanting Winterland festival.

A Culinary & Nightlife Playground
Wrigleyville’s dining scene has evolved into a sophisticated playground.

The Classics: Iconic spots like Murphy’s Bleachers and The Cubby Bear offer that authentic, high-octane Chicago game-day atmosphere.

Modern Speakeasy Vibes: For a more "Urban Luxe" experience, explore the hidden cocktail dens and elevated eateries on Clark and Addison. You are steps away from some of the city's best award-winning BBQ, authentic taco joints, and upscale sushi.

Unbeatable Connectivity
One of the most strategic advantages of this location is the 2-minute walk to the CTA Red Line.

Downtown Access: You can be at the Magnificent Mile or the Loop in under 12 minutes, making world-class shopping and the Theatre District easily accessible.

Lakefront Proximity: You are a short walk or bike ride from Lake Michigan and the Lakefront Trail, offering miles of scenic paths for your morning 30-30-30 routine.

Beach Access: You are a short 8-Minute drive or 10-Minute bike ride from the nearest beach.

The "Steal" of the Neighborhood

In a neighborhood where parking is notoriously difficult and expensive, having your dedicated onsite parking space is a true mogul move. It gives you the freedom to explore the wider city or commute to suburban business hubs without ever worrying about a spot.

The Walkability Factor

Everything your guests need is within a short, scenic stroll.

Wrigley Field (Home of the Cubs): * 0.2 Miles | 4-Minute Walk

Steps away from the action, but just far enough to escape the post-game crowds.

Sheridan CTA Red Line Station:

0.3 Miles | 2-Minute Walk

Your gateway to the entire city.

Right in the heart of the Clark Street entertainment corridor.

Lake Michigan & Lakefront Trail:

0.7 Miles | 15-Minute Walk

Perfect for a morning run or a peaceful sunset by the water.

City Connectivity

For guests looking to explore beyond the neighborhood.

The Magnificent Mile (High-End Shopping):

4.5 Miles | 12-Minute Drive (via DuSable Lake Shore Drive)

18 Minutes via CTA Red Line.

The Loop (Downtown Business District):

5.5 Miles | 12-Minute Drive (Off-peak)

22 Minutes via CTA Red Line.

Fulton Market (Dining Mecca):

6.2 Miles | 18-Minute Drive

The best of Chicago’s culinary scene is just a quick Uber away.