
Vacation rentals with outdoor seating in Old Town
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Old Town
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

OLD TOWN TRIUMPHANT 2BD/2BA (+Rooftop&Parking)
Welcome to this Old Town Masterpiece! Guests love this home because: - Steps away from top-notch restaurants/entertainment on bustling Wells St. - Close to every popular attraction that makes Chicago so great - Room for reg-size SUV in private driveway! - Luxurious interior design - Tranquil rooftop w/ grill - Fast WiFi - Pillow-top Bamboo mattress in each master en-suite - State of the art kitchen - Exceptional workspace - 5 minute walk from red line (CTA L) We look forward to hosting you!

LUXURIOUS LINCOLN PARK Home w/ Rooftop (+parking)
Escape into this Lincoln Park Masterpiece! 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! - Private, spacious rooftop deck! - Fast WiFi (750+ mbps) - Pillow-top Bamboo mattresses - Easy-to-find parking just outside the home on quiet one-way street - In between red line and brown line stations (0.3 miles)

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.

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.

Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4
Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

The Noble Farmhouse, w/ Garden in West Town
While our place truly is a tucked away secret sanctuary, we are also in a sweet spot of ULTRA CHICAGO CONVENIENCE. Featured in House Digest - The Most Stunning Airbnbs In Chicago "West Town - The best of Chicago's art, culture and cuisine—all in one Town." You'll be staying in an active, up-&-coming neighborhood w/ an absolute plethora of eating & shopping options within walking distance. The garden is an absolute gem - there's no better outdoor relaxation spot this close to downtown Chicago.

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.

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.

Logan Square Garden Suite
Creative and quiet light-filled garden unit with lots of books, accompanied by comfortable lounge furniture and touches of nature for cozying up and relaxing after long travel or late nights. This is a perfect space for solo travelers or couples. This is also a great space if you are traveling with a small child or infant. The place is set up much like a hotel room in that it does not have a kitchen but we do provide a mini fridge and Nespresso machine.

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
House rentals with outdoor seating

Private 3rd Floor Apartment

BoHo House - A Chic, 1903 Chicago Workers Cottage

Wrigleyville Southport Studio

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

Northside Chicago Getaway

The Logandale: HUGE Mid-Century Home, sleeps 15

Paradise on the Park

Lincoln Park - DePaul House w/Patio Free Parking
Apartment rentals with outdoor seating

KING bed FREE P-Spot EV EZZY Accessible NO stairs

Spacious Studio w/Balcony in Bucktown/Wicker Park

Cozy and Spacious! Logan Square Apartment

Roscoe Village One Bed Lux Apartment Near Wrigley

Simple, Comfortable Pilsen Apt w/ Artistic Touches

Walk to Wrigley, Diversey el DePaul Advocate Hosp

King Bed, Huge Spa Shower, Dining Destination

Great space in West Lakeview
Condo rentals with outdoor seating

Int. Designer’s Lakeview Duplex w/private office

Inspired, luxe living in Logan Square on BLVD #1

Welcome to the Chi! Close to Downtown

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

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

Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS

Welcoming 2BR in Chicago's Best Neighborhood!

Wicker Park/Bucktown condo with outdoor patio
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,620 GYD | G$45,575 GYD | G$67,735 GYD | G$61,463 GYD | G$68,571 GYD | G$103,066 GYD | G$78,815 GYD | G$88,850 GYD | G$79,024 GYD | G$88,850 GYD | G$67,526 GYD | G$59,582 GYD |
| 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 vacation rentals with outdoor seating in Old Town

Total vacation rentals
Explore 20 vacation rentals in Old Town

Nightly prices starting at
Old Town vacation rentals start at G$18,815 GYD per night before taxes and fees

Verified guest reviews
Over 2,460 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Old Town vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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
- Pet-friendly rentals Old Town
- Apartment rentals Old Town
- House rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- Rentals with a washer and dryer Old Town
- Family-friendly rentals 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
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Soldier Field
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




