
House holiday rentals in Near North Side
Find and book unique houses on Airbnb
Top-rated house rentals in Near North Side
Guests agree: These houses are highly rated for location, cleanliness and more.

Cool Quiet Coach House, Private Access + Patio
Retreat to the brick patio of this lovingly renovated home after a long day traversing the neighborhood. The interior is an expression of creativity, greyscale walls, rustic accents, and a varied selection of art and wall hangings tie in the decor. Split Level Floor plan. 1st floor = Living, Eat in Kitchen, bedroom 1 and bathroom. 2nd Floor = 2nd bedroom , bath and an additional sleeping area and desk area. Also features a gorgeous shared yard. The entire coach house is yours!! The coach house is set back behind a 2 unit building and the yard is shared between both. We are available via text or airbnb messaging and try to respond quickly. Please reach out anytime if you need anything at all. Extra supplies, neighborhood recommendations or tips in the neighborhood. The home is located on the border of Wicker Park and Bucktown which is Chicago's original hub of cool. It is a vibrant enclave of culture and commerce, explore vintage finds, record stores, and plenty of indie shopping in this trendy part of town The 24 hour Blue Line EL train is just a 5 minute walk. Door to Door it's only 25 minutes to Millennium park. (5 min walk to the blue line, 10 min ride on the train, 10 minute walk to the Park). The neighborhood is pedestrian and bike friendly , the 606 trail is just a few blocks away also.

Flat in Lincoln Park 2-Flat Central to Everything
Historic, newly renovated flat in the heart of Lincoln Park, with garage! A block from the famous Blues club "Kingston Mines". Close to great bars and restaurants, including Alinea, the only restaurant in Chicago awarded 3 Michelin Stars. A mile to Lincoln Park Zoo, less than 1-1/2 miles to the lake. Beautiful yard (shared with lower unit) has gas grill, patio, deck, and a garage space. Enjoy the Lincoln Park area in this unique home that offers everything you need for your holiday in Chicago.

LAVISH LINCOLN PARK Home w/ Patio +attached garage
Escape into this Lincoln Park Hidden Gem! Guests love this home because: - Surrounded by top-notch restaurants/retail - Close to all popular attractions that make Chicago so great - Luxurious, newly-renovated interior filled with natural light - Open-floor plan for entertaining! - Gorgeous master en-suite with marble bath + walkout patio! - Fast WiFi (1200 mbps) - Very comfy beds! - Attached, private garage is huge bonus! - Red line (North/Clybourn) station 0.2 miles away (3-5 minute walk)

Chicago River House -BBQ Oasis now open!
Close to must see Chicago restaurants and nightlife, yet nestled in nature! This 1937 Print Shop is seated between the Chicago River & Forest Preserves, with trails & river walks, 3 miles to the beach, near Lake Shore Drive & 90/94, nearby Lincoln Square , Andersonville, and seasonal waterfalls, brunch nearby. This 2-bed, 2-bath home one level. 5star Chef's kitchen 9’ x 15’ HD projector, comfy beds, double shower head shower room, near nature. Relax on our private patio and glowing furniture

Luxury SOHO Styled Two-Level Townhouse | Old Town
NEWLY CONSTRUCTED TOWNHOUSE IN THE HEART OF OLD TOWN! This private luxury townhouse (duplex) is perfectly located in vibrant Old Town-surrounded by nightlife, restaurants, cultural attractions, and is only a 5 min walk to the beach, steps from Lincoln Park, and next to Second City. This 2,800 square foot townhouse features 13 foot ceilings, open floorplan, private patio, and is perfect for families traveling to Chicago, professionals visiting the city on work trips, and everything in between.

Charming 3-BED in Lincoln Park/ Old Town & Parking
Welcome to our charming retreat in the historic Old Town Triangle/Lincoln Park district of Chicago. This conveniently located 3-bedroom apt, including office space, is nestled in the heart of a safe residential neighborhood with a 5-min walk to Brown Line and 10-min to Red Line. Within a 20-min walk, you'll find yourself at Lincoln Park Zoo, Beach, Second City, and Wells Street, immersing yourself in the vibrance of the old town. Book now to experience the best of Chicago. Parking+EV charging.

Wrigleyville Southport Studio
This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!

Cozy garden apartment historic Jackson Bvld.
Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Peaceful Modern Full House in Trendy Bridgeport
Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Spacious Luxury Townhouse - Old Town
Historic 3 bedroom home in Old Town! Comfortably sleeps 6, and access to 3 levels of living space. The massive rain shower in the master bath is my favorite part, but there's plenty of luxury here to enjoy. Plus, we're right in the heart of Old Town, just steps from all of the shops and restaurants on Wells Street, and a 5 minute walk to the Sedgwick Brown/Purple line stop - you can be in the Loop in 20 minutes! Book today!

Cozy/Spacious WFH Family Friendly w Permit Parking
Bright first-floor private apartment with free parking passes for permit-only street parking. Enjoy the wide-open windows, a private outdoor space, and two bathtubs for ultimate relaxation. Cook for yourself in the fully-equipped kitchen or explore some of the amazing restaurants nearby. Family/baby friendly with included highchair, pack n' play, crib, baby monitor, and more!

Chicago getaway for two!
This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.
Popular amenities for Near North Side house rentals
House rentals with a pool

Luxury fenced in modern ranch

Chicago Oasis

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

Rosemont 4BD2BA house with Pool

Lucky #7 w/ Gym

Luxury Loft with Private Pool and Movie Theater
Weekly house rentals

Gold Coast Home|Rooftop |PoolTable |Parking |Views

NEW! 3BR/2.5B Duplex in Noble Sq

Lux Urban 3BR/3BA Duplex + Parking!

3BD Home Mins from Airport | Free Wi-Fi + Parking

The Roscoe House near Wrigley Field

Spacious Five Bedroom Home in Trendy Chicago Neighborhood

Vintage Designed 3BR Dig Near DePaul University

Entire first floor in Lincoln Square!
Private house rentals

Wicker Park 7 Beds Crash Pad

Ideal Group Getaway: Best Location, Parking, Patio

Chic 1BR Urban Retreat in Lakeview and Lincoln Prk

Private Logan Square Garden Apt

Chicago Row House Garden Apartmt

*New* Luxury Wrigley Penthouse, Free Parking

Spectacular Gilded Age Gold Coast Mansion w/Deck

Sophisticated Twnhm in Prestigious S. Lincoln Park
When is the best time to visit Near North Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $383 AUD | $499 AUD | $647 AUD | $700 AUD | $767 AUD | $902 AUD | $805 AUD | $925 AUD | $860 AUD | $802 AUD | $555 AUD | $598 AUD |
| 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 house rentals in Near North Side

Total holiday rentals
Explore 40 holiday rentals in Near North Side

Nightly prices starting at
Near North Side holiday rentals start at $138 AUD per night before taxes and fees

Verified guest reviews
Over 1,970 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Near North Side holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Near North Side rentals

4.9 Average rating
Near North Side stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Near North Side's top spots, include 875 North Michigan Avenue, Chicago Riverwalk, and Museum of Contemporary Art Chicago
Destinations to explore
- Rentals with a fire pit Near North Side
- Rentals with breakfast Near North Side
- Rentals with a home theatre Near North Side
- Loft rentals Near North Side
- Townhouse rentals Near North Side
- Rentals with an accessible height bed Near North Side
- Family-friendly rentals Near North Side
- Rentals with a fireplace Near North Side
- Rentals with a washing machine and dryer Near North Side
- Rentals with a sauna Near North Side
- Rentals with outdoor seating Near North Side
- Rentals with beach access Near North Side
- Pet-friendly rentals Near North Side
- Waterfront rentals Near North Side
- Fitness-friendly rentals Near North Side
- Apartment rentals Near North Side
- Rentals with an EV charger Near North Side
- Rentals with a hot tub Near North Side
- Rentals with lake access Near North Side
- Rentals with a patio Near North Side
- Serviced apartment rentals Near North Side
- Rentals with pools Near North Side
- Condo rentals Near North Side
- House rentals Chicago
- House rentals Cook County
- House rentals Illinois
- House 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
- Garfield Park Conservatory
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Museum of Science and Industry
- Illinois Beach State Park
- Washington Park Zoo
- The Beverly Country Club
- Raging Waves Waterpark
- The 606