
Holiday rentals with a patio in Highland Park
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Top-rated rentals with patio in Highland Park
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

- King Bed - Massive Yard - Fully-Equipped Condo -
Come and feel the peace of this spacious home that's just a couple blocks from downtown Geneva. Its clean, elegant, and surrounded by a huge yard that is more like a small park. You will experience my years of training in European high-end hotels: end-to-end excellence for your entire trip. And the longer you stay, the greater the discount, so this fully-equipped home is perfect for stays of any length. This home is perfect for exploring the famous 3rd street shops, restaurants, and wineries!

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. â Riverfront Location: Enjoy the scenic riverwalk just steps away. â Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. â Exclusive Group Booking: Reserve just one or all three units for your entire party. â Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. â Sleeps 4: Each

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 (1000 mbps) - Very comfy beds! - Attached, private garage is huge bonus! - Red line (North/Clybourn) station 0.2 miles away (3-5 minute walk)

Nonsmoke, No Cleaning Fees, No Long Chore Lists.
25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to OâHare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature loverâs this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 8PM.

Lovely top floor 2BR/2BA, steps from everything!
BEST LOCATION IN LOGAN SQUARE/AVONDALE with garage parking! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Private hot tub - King bed suite - Free parking
Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Large 2BR, 2BA, patio, sunroom, W/D, L-kitchen
Welcome to our charming home in the peaceful yet centrally located Buena Park neighborhood, housed in an updated antique building. This prime location offers easy access to the Red and Purple train lines, as well as multiple bus routes, making it easy to explore Chicago. Youâll be within walking distance of Wrigley Field, Clark St. bars, Montrose Beach, Lakeview, Boystown, and the iconic Green Mill. A perfect blend of quiet comfort and proximity to Chicagoâs best attractions.

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, youâll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line âLâ stop, weâre just a quick train ride to both the Downtown Loop (8 minutes) and OâHare International Airport (35 minutes).

Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.
Popular amenities for rentals with patio in Highland Park
Flat rentals with a patio

Andersonville's Secret Garden: 2 beds, 1 bath

Pet friendly private studio apartment in a home

Sunny 1 bedroom apartment 1 block from restaurants

Spacious 3 bdrm apt. near NU + Chicago + lake.

South Loop 2BR Near McCormick & Lakefront w/ Patio

Home in Forest Park Upstairs.

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro

The Green Bungalow: Charming 1-BR apt. with patio
House rentals with a patio

Cheerful two bedroom home with patio/deck

Cozy home, private location.

BoHo House - A Chic, 1903 Chicago Workers Cottage

Boho Chic Coach House 30Min to downtown W/ Parking

The V House/hot tub/ev charger/fire pit/garage

Cozy Home by O'Hare + EV Plug

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

6th Ave Harborside
Apartment rentals with a patio

The Urban Oasis | Outdoor Lounge ⢠Sleeps 10+

Logan Square Beauty with 2 Bedrooms W/parking

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Wrigleyville Inn. Historic Greystone, Free Parking

Spacious 4 Bedroom Condo

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

2-story condo / 3-Minute walk to Wrigley Field

Wicker Park/Bucktown condo with outdoor patio
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ÂŁ162 | ÂŁ156 | ÂŁ205 | ÂŁ205 | ÂŁ222 | ÂŁ209 | ÂŁ213 | ÂŁ236 | ÂŁ223 | ÂŁ161 | ÂŁ186 | ÂŁ186 |
| Avg. temp | -4°C | -2°C | 4°C | 10°C | 16°C | 21°C | 24°C | 23°C | 19°C | 12°C | 5°C | -1°C |
Quick stats about holiday rentals with a patio in Highland Park

Total holiday rentals
Explore 30 holiday rentals in Highland Park

Nightly prices starting at
Highland Park holiday rentals start at ÂŁ37 per night before taxes and fees

Verified guest reviews
Over 1,560 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Highland Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland Park rentals

4.8 Average rating
Highland Park stays are highly rated by guests â averaging 4.8 out of 5!
Destinations to explore
- Chicago Holiday rentals
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- Pet-friendly rentals Highland Park
- House rentals Highland Park
- Rentals with a fireplace Highland Park
- Family-friendly rentals Highland Park
- Rentals with outdoor seating Highland Park
- Rentals with a washing machine and dryer Highland Park
- Rentals with a patio Lake County
- Rentals with a patio Illinois
- Rentals with a patio United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- The 606




