
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!

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.

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.

Old Town/Gold Coast Masterpiece (+private terrace)
Chicago's top getaway spot! 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 - Privacy is hard to beat in this beautiful courtyard! - Luxurious interior design - Private terrace for lounging - Extremely fast WiFi - Pillow-top Bamboo mattresses - State-of-the-art kitchen - Exceptional workspace - 5-10 minute walk from red line (CTA L) We look forward to hosting you!

The Belden Belle: The Luxurious Chicago Townhouse
Welcome to our home! This centrally located neighborhood escape puts you right in the center of everything. You will be just minutes from major city landmarks like the Lincoln Park Zoo, the History Museum, beautiful Fullerton Beach, and some of the best dining and entertainment spots in all of Chicago. Suitable for couples, single traveling adventurer, business traveller, families (with children) and big groups. Free WiFi available. Surrounded by everything Chicago has to offer!

Historic Old Town, Fabulous 4 Bedroom Home
Lovely Historic 4 Bedroom, 3 bathroom home in Old Town, walking distance of restaurants, boutiques, coffee shops, the lake front and excellent public transportation. 2nd Fl. Master Bedroom has a King size bed and Twin plus private bath with bathtub, walk in shower, w/d; 2nd Fl. two room "suite" with a Queen size bed in each room and private bathroom. 1st Fl. bedroom with Queen bed and private bathroom. Off Street Parking and Private Deck! License Pending.

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.
Popular amenities for Old Town outdoor seating rentals
House rentals with outdoor seating

Private 3rd Floor Apartment

Cool Quiet Coach House, Private Access + Patio

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!

Private Roofdeck! Location! Parking! Amazing home!
Apartment rentals with outdoor seating

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

iKlektik House Chicago/Cardinal

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 | Private Balcony With In&Out Parking

Historic oasis in the middle of everything.

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

Int. Designer’s Lakeview Duplex w/private backyard

Ukrainian Village 3BR/3BA • Private Patio, Parking

Studio flat in the heart of Chicago's Gold Coast

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

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

Spacious 4 Bedroom Condo

Wicker Park/Bucktown condo with large balcony

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$48,525 GYD | G$38,904 GYD | G$56,892 GYD | G$61,493 GYD | G$68,605 GYD | G$103,116 GYD | G$78,854 GYD | G$88,893 GYD | G$79,063 GYD | G$88,893 GYD | G$67,559 GYD | G$59,611 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$31,374 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
- Rentals with a washer and dryer Old Town
- Pet-friendly rentals Old Town
- Rentals with a patio Old Town
- Rentals with a fireplace Old Town
- Family-friendly rentals Old Town
- Apartment rentals Old Town
- House 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
- 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





