
Holiday rentals with outdoor seating in Old Town
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Old Town
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Modern 1BR Lincoln Park Apt, steps from the park!
Historical charm with modern updates in this 1 Bedroom Lincoln Park Condo. This is the perfect place to stay while you're in Chicago with it being steps away from Chicago's largest park, one of the country's oldest free zoos, nationally acclaimed dining, lakefront trails, museums, DePaul University and more. While you're at home, relax in the cozy living room, cook dinner in the full and updated kitchen, rinse off with the rainfall shower head, or get some rest on the queen bed in the bedroom.

Upscale Home in Lincoln Park Minutes from Downtown
Minutes outside downtown Chicago, built in 1890, this gorgeous fully-remodeled modern Victorian-era row house is located in the heart of Chicago’s historic and vibrant Lincoln Park. One of Chicago’s most affluent neighborhoods! > Walkability score of 98/100 > 4 min walk to the train station, steps to bus stops, short Uber ride to all top Chicago attractions > Across DePaul > Amazing parks & bike trails, free zoo, performing arts, shops, nightlife, spas & some of Chicago’s finest restaurants

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.

English garden apt. in the heart of Lincoln Park
Welcome to this new, totally furnished apartment in the heart of East Lincoln Park…only a 3 minute walk to the Lincoln Park Zoo! Apartment has been completely renovated with high finishes throughout. Living room boasts a 50” television with Dish TV, internet and a queen sleeper sofa! Gourmet kitchen with granite counter tops with an eat-in bar height counter top. Truly gourmet kitchen! Bedroom with en-suite European styled bathroom. Wall mounted television in the bedroom. In unit laundry.

Modern MAG Mile 2BD/2BA (+Parking/Rooftop)
Welcome! Guests love our home because: - You're SECONDS from the LAKE and MAGNIFICENT MILE - You're steps away from the famous Drake Hotel and Oak Street Beach. - Walk to every popular attraction that makes Chicago so great! - Newly remodeled interior with an open floor plan layout - Parking spot on-site in/out access!! - Tranquil rooftop overlooks Lake - Fast WIFI - Super comfy beds! - Custom chef kitchen - Located on a quiet street - Lake Michigan view from our floor-to-ceiling windows

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt
Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Lincoln Pk-Kingbed-fast WIFI-Parking-crib-roofdeck
A Wonderful 2 bedroom Airbnb in the Superhot Lincoln Park neighborhood on a block where homes sell from 5 million to 12.5 million dollars. The apartment was totally renovated adding new furniture, 50-inch High-Definition Flatscreen in the Livingroom, a fully stocked kitchen, superfast wifi, parking space, rooftop deck, Patio, washer, and dryer inside the apartment, see all that is offered below. The train (EL) stop. Pack-in-play, highchair, kids. Millennium Pk, Navy Pier, Mag Mile, Museum.

Old Town/Lincoln Park Luxury Home Garage & Rooftop
Old town luxurious townhouse with rooftop, patio and attached garage (with Level 2 electric car charger for any type of electric car). The extra wide floor plan allows for 4 large bedrooms and 2.5 bathrooms spread over 4 levels of living. One block away from Brown Line station and 4 blocks away from Red Line station and best of Lincoln Park shopping. 10 minutes walk to North Avenue Beach or Lincoln Park Zoo. 5 minute walk to Second City, Zanies and Old Town dining & nightlife.

Peaceful River West, free parking
This Apt can be rented separately or together with Comfy River West Apt. https://abnb.me/aoJ0F64vDY This one on the the 2nd floor and one directly above on the 3rd floor. Together they will sleep 8 guest. This beautiful 2BR, 1 BA has all new furniture, all new appliances, counter tops, vanity, mirrors. Free parking in a gated lot, Level 2 EV charging available for electric cars. Shared patio/gardens and grill. Fully stocked kitchen, private washer & dryer.

Old town green palace
Welcome to our stylish 2-bedroom apartment located in the heart of Chicago's historic Old Town district! This stunning space is the perfect choice for travelers looking for a great location in the middle of the city and comfortable stay in one of the city's most vibrant neighborhoods. As soon as you step inside, you'll be greeted by a beautifully designed living room featuring modern furnishings and stylish decor We can't wait to host you!!

Modern 3BR with Private Rooftop & Free Parking
A beautiful and modern 2450 sq feet apartment with a private rooftop deck, a rooftop firepit, an additional private patio and yard, brand new appliances, and bright spacious interior. Free private on-premise parking (1 garage spot and one driveway spot) in the heart of Chicago and a blocks walk to the L-transit system provides easy access to both downtown, the greater Chicago area, and both major airports.

Cheerful 3 story townhouse Old Town/LP
Discover a luxurious three-story townhouse, ideally located for exploring Chicago's Lincoln Park Zoo, Lake Michigan, Magnificent Mile, Old Town, and Lincoln Park's vibrant dining and shopping. Enjoy a complimentary designated parking spot. Please note: due to a host's medical condition, we cannot accommodate service animals that are cats or dogs. A fee applies for more than two guests.
Popular amenities for Old Town outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Pet Fndly

Vintage Designed 3BR Dig Near DePaul University

Victorian House in Heart of Rogers Park

Retro Modern Bungalow | fire pit | free parking

Wrigleyville Southport Studio

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

Cozy/Spacious WFH Family Friendly w Permit Parking

Chicago Loop /United Center/Train -Park Free
Apartment rentals with outdoor seating

iKlektik House Chicago/BlueJay

Relax and Enjoy Chicago in an Updated and Private Apartment in Roscoe Village

Cozy and Spacious! Logan Square Apartment

Modern Apt with style & comfort in Pilsen Chicago

Spacious 2BR on Quiet St - Free Park/Late Checkout

Ukrainian Village Garden Retreat

Colorful Bucktown Garden Apartment

✨Spacious Centrally Located West Loop Loft✨
Condo rentals with outdoor seating

Christmas in the City- Holiday Duplex in Lakeview

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Susie's Space. 2BR easy parking & pet friendly

Spacious 4 Bedroom Condo

Wicker Park/Bucktown condo with large balcony

Welcoming 2BR in Chicago's Best Neighborhood!

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $397 NZD | $388 NZD | $577 NZD | $524 NZD | $584 NZD | $878 NZD | $672 NZD | $757 NZD | $673 NZD | $538 NZD | $629 NZD | $645 NZD |
| 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 holiday rentals with outdoor seating in Old Town

Total holiday rentals
Explore 20 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at $267 NZD per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Old Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Old Town rentals

4.9 Average rating
Old Town stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- House rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Pet-friendly rentals Old Town
- Apartment rentals Old Town
- Family-friendly rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- Rentals with outdoor seating Chicago
- Rentals with outdoor seating Cook County
- Rentals with outdoor seating Illinois
- Rentals with outdoor seating 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
- Garfield Park Conservatory
- Wicker Park
- Lincoln Park Zoo
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- The Beverly Country Club
- Illinois Beach State Park
- Washington Park Zoo
- The 606
- Wilmot Mountain Ski Resort




