
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!

Large Remodeled Home in Lincoln Park, Sleeps 12!
Stay in this thoughtfully remodeled home in Lincoln Park. Sleeps 12 w/ complimentary access to 3 parking spots! Enjoy the spacious layout, massive bedrooms, 2 private decks, and front yard w/ a grill. You will be steps from the North & Clybourn Red Line station, Divvy stations, Binny's, Whole Foods, Trader Joe's, Steppenwolf Theatre, so many incredible restaurants! Our home is (conveniently!) located next to train tracks. If you are a light sleeper, this urban location might not be for you.

Rare 1BR Lincoln Park Apt, close to everything!
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.

Huge Downtown Gem *Yard *Parking *Fireplace
Unique opportunity to rent an original Victorian home in historic Old Town. Only listing of its kind! Walk to almost everything Chicago has to offer- Downtown, Magnificent mile, restaurants, bars, boutiques; Lincoln Park and North ave beach from this three-level house. 5 bedrooms, 3.5 baths, 2 fully stocked kitchens, 2 car garage, back yard, laundry, pets welcome - what else can you possibly need? Space is expandable from a smaller family to a group of 22. Message me if you have any questions!

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

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.

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.

3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

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.

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.

Designer Loft in Fulton Market with Parking
Discover our spacious, two-level modern loft, perfect for business travelers. Featuring sky-high ceilings, floor-to-ceiling windows, and a newly renovated private terrace with a fire pit. Located in the heart of Restaurant Row, just two minutes from downtown. Enjoy a luxury stay with one dedicated parking spot included. Ideal for solo travelers or couples seeking a stylish urban retreat.
Popular amenities for Old Town outdoor seating rentals
House rentals with outdoor seating

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

The Roscoe House near Wrigley Field

Vintage Designed 3BR Condo Near DePaul University

Entire first floor in Lincoln Square!

Victorian House in Heart of Rogers Park

Wrigleyville Southport Studio

Private Downtown Retreat with Rooftop Oasis

WrigleyRoost <5 min to Cubs/train/lake!
Apartment rentals with outdoor seating

Evanston 2BR 2Bth 1 Blk to Beach

iKlektik House Chicago/Cardinal

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

Spacious Studio w/Balcony in Bucktown/Wicker Park

Pretty Suite in Lincoln Park w/HVAC +free parking

COZY Bright*BOLD*FUN* Eclectic Wicker Park Home

River North | Rooftop With In & Out Parking | 6

The Garden on Wayne
Condo rentals with outdoor seating

Int. Designer’s Lakeview Duplex w/private backyard

Studio flat in the heart of Chicago's Gold Coast

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

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Wrigleyville Inn. Historic Greystone, Free Parking

Spacious 4 Bedroom Condo

Luxurious River North 3BR/2BA- Free Onsite Parking

Stylish 2-bedroom flat in Vibrant Bucktown.
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$48,473 GYD | G$38,862 GYD | G$56,830 GYD | G$61,427 GYD | G$68,531 GYD | G$103,005 GYD | G$78,769 GYD | G$88,797 GYD | G$78,977 GYD | G$88,797 GYD | G$67,486 GYD | G$59,547 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$31,340 GYD per night before taxes and fees

Verified guest reviews
Over 2,550 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
- Family-friendly rentals Old Town
- Rentals with a washer and dryer Old Town
- House 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
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Washington Park Zoo
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower





