
Apartment vacation rentals in Wrigleyville
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wrigleyville
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Modern vintage chic steps from Wrigley Field!
Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom.

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village
We converted our garden unit into a great space for travelers. We updated everything with you in mind, featuring high-end appliances, a full kitchen, 1 king and 1 queen pullout, & heated floors. There are only 2 beds. We live upstairs with our children. They can get loud during active times, particularly at breakfast and dinner time. We also have a landscaped backyard and patio with grill access, if requested Roscoe Village is one mile west of Wrigley Field and two miles west of the lake.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

North Side Near Wrigley Lakeview Walk Everywhere!!
Located on a beautiful tree lined street one block from the thriving Southport Corridor, one of the hottest neighborhoods in Chicago. You'll love the convenience of being just steps from the Southport Brown Line "L" Stop, you can see the City without ever needing to drive. Steps to outstanding restaurants, bars and shopping. Going to Wrigley Field? Enjoy a 10 minute walk down some of the most beautiful streets in Chicago. Ideal for families seeking comfort, style and a convenient location.

The Garden on Wayne
Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

Steps away from Wrigley Field!!
The Wrigley Home is a newly renovated 2-bedroom with spacious living room & dining room. Ideal location for groups & families as this family-friendly neighborhood is walking distance to train stops (Addison- Red Line & Southport- Brown Line), retail shops, bars, restaurants, parks, and more! You will feel like home with a large sofa, fireplace, dining room table, brand new kitchen appliances, the amenities of home, pack and play, high chair, stroller, toys, backyard for grilling, etc.

An elegant Chicago Northside Getaway
Welcome to Bluebird Inn, an intimate, thoughtfully designed urban inn that will serve as an oasis as you embark on your exploration of Chicago. Nestled above the Long Room, a beloved neighborhood tavern and coffee house (Bad Johnny's, Nice Guy Food Co., Cash's Kitchen and AJ's Bakery & Diner), you can start your day downstairs with breakfast and coffee and stop in for a nitecap before heading up to retire for the evening. Settle in & enjoy the amenities and approachable luxury.

Charming, Spacious 3BR Lakeview Apt Near Transit
This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Charming suite 3 blocks from Wrigley Field
Your Wrigleyville get-away destination awaits! Spend a fun, baseball themed weekend within 3 blocks of Wrigley Field on this quaint neighborhood block. Walking distance to dozens of bars and restaurants in Lakeview & 3 blocks from the "El" CTA train Brown & Red lines. This suite sleeps 4 people comfortably and is perfect for families. A full kitchen, desk, coffee station, Wifi, and smart TV can be your home away from home. Book your weekend now for the next homestand or concert!

CASA NEWPORT
Second floor, one bedroom apartment, with an additional queen pullout couch located in a beautiful historic district in Lakeview. Just steps away from Halsted street/Boystown/Wrigley field. Conveniently located to shopping, restaurants, subway (EL) and grocery stores. Close to lakefront, jogging path and bike path. Complementary street parking passes available. The apartment does NOT have airconditioning. It does have a window unit in the bedroom from April to September.

Beautiful Remodel in Sought After Wrigleyville
Modern comfort meets unbeatable location in this freshly renovated 1BR/1BA Wrigleyville gem. Enjoy the "new unit" feel with fresh paint, new appliances, and soaring 10-ft ceilings. Nestled in Lakeview, you're steps from top restaurants, bars, theaters, and iconic attractions. Perfect for travelers seeking style, convenience, and a true Chicago experience. Public transit is a block away and Spothero parking behind the building.

'Secret Garden' Apartment in Wrigleyville
Small garden unit in the heart of Wrigleyville. Steps from both Wrigley and Boystown. The apartment has a queen bed in the bedroom and a sitting area with a TV and mini-dining area. In addition, the apartment has mini fridge, microwave, coffee machine w/ pods, and small dining table. There is no kitchen; fortunately Chicago has a multitude of amazing restaurants to choose from! Includes full bathroom with shower and linens.
Popular amenities for Wrigleyville apartment rentals
Weekly apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

1BR Apartment in Chicago

Full Luxury Home in Wrigleyville

Sunny Side Up!

Wrigleyville Oasis with Huge Garage

Wrigleyville 2 bed 2 bath + Office Newly Rehabbed

Roscoe Flat 5 min walk to Wrigley Field

Charming Lakeview Oasis (parking included)
Private apartment rentals

Clean, spacious, walk to Wrigley! Self check-in!

Chicago Bear Den

Addison Garden Apartment

2 Room Apartment in Vintage Bldg

*Best of Northalsted*

HUGE unit, Wrigeyville, step to Wrigley, Metro

Private studio near Wrigley

1 BR w/ Rooftop & Wrigley Views!
Apartment rentals with a hot tub

The Aerial Oasis

Sentral Premium 2BR Apt South Loop Chicago

Spacious Beautiful Condo

Skyline Oasis: City & Lake Views

Level One Bedroom Suite | Fulton Market

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking

Modern 4BR Retreat in Vibrant West Town

Belmont Pleasures - hot tub / arcade gaming room
When is the best time to visit Wrigleyville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $118 CAD | $104 CAD | $143 CAD | $142 CAD | $217 CAD | $230 CAD | $212 CAD | $223 CAD | $178 CAD | $154 CAD | $133 CAD | $135 CAD |
| Avg. temp | -3 °C | -1 °C | 4 °C | 10 °C | 16 °C | 22 °C | 25 °C | 24 °C | 20 °C | 13 °C | 6 °C | 0 °C |
Quick stats about apartment rentals in Wrigleyville

Total vacation rentals
Explore 80 vacation rentals in Wrigleyville

Nightly prices starting at
Wrigleyville vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 6,680 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Wrigleyville vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wrigleyville rentals

4.9 Average rating
Wrigleyville stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a patio Wrigleyville
- Pet-friendly rentals Wrigleyville
- Rentals with outdoor seating Wrigleyville
- Family-friendly rentals Wrigleyville
- Condo rentals Wrigleyville
- Mansion rentals Wrigleyville
- Rentals with a washer and dryer Wrigleyville
- Apartment rentals Chicago
- Apartment rentals Cook County
- Apartment rentals Illinois
- Apartment rentals United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Washington Park Zoo
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort