Vacation rentals in Prospect Heights

*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.

2BR,1.5BA,Ideal Stay in the Best FamilyArea! PetOK

Enjoy a fully renovated ranch in a prime neighborhood, steps from restaurants and shops. Easy self check-in with smart lock. The home offers 2 bedrooms, 1.5 baths, two TVs, and a dedicated workspace. New furnishings, a fully stocked kitchen, and fast 200 Mbps Wi-Fi make it ideal for work or relaxation. Washer and dryer included. Family-friendly amenities available upon request. Short drive from O’Hare Airport, dining,highways, and the convention center - perfect for business and leisure stays.

Unassuming Gem • Luxury & Comfort

Experience refined comfort in this hidden gem. Elegant design and high-end finishes lie behind an unassuming, older exterior. Inside, you'll find vaulted ceilings, a luxury bath with an arched shower, and a gourmet kitchen. High-end finishes throughout, featuring premium appliances, Bluetooth ceiling speakers, and heated bathroom floors. The home sits on a spacious double lot. The main house is at the front, while a detached garage with a separate ADU(booked separately) is located at the rear

5 star stay at 6 bed,3 bath Chicago O'Hare Airport

This unique place has a style of its own. It's spacious with 5 bedrooms, 3 full bathrooms, single family home that is inviting for you to relax and enjoy while being close to restaurants and shopping. We are located 10 minutes from Chicago Executive Airport and 15 minutes from O'Hare International Airport. 10-15 minutes from Allstate Arena, Rosemont Convention Center, Fashion Outlets of Chicago and Rivers Casino. Downtown Chicago is 30 minutes away with easy access to I-94 & I-294 expressways.

3 Luxury Master Suites by Gardens, Lake & Chicago

Welcome to your elegant Glencoe retreat on Chicago’s North Shore. This bright & beautifully finished home offers the perfect mix of comfort and sophistication with its 3-bedroom, 3-bathroom + queen sleeper sofa & 2 living rooms. Each bedroom has its own full bathroom, giving every guest privacy and convenience — a rare luxury in a vacation rental. Minutes from Chicago Botanic Gardens & Glencoe Beach. Perfect getaway to spend sunny days enjoying the charm of the North Shore. Family amenities

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Elegant 2BR/2BA Northshore Garden Apartment

Cozy In-law Garden Apartment -Lower Level Unit with High Ceilings -Separate PRIVATE Entry -Easy Self Check-in -Complementary Coffee, Tea & Snacks -Full Kitchen with Cooking Utensils -Dishwasher -Washer & Dryer -Roku TV -Comfortable Queen Beds with Designer Pillows -Off Street Parking -5 Min. to Chicago Botanic Garden -5 Min. to Northbrook Mall -10 Min to Lurie Children's Hospital & Surgery Center -10 Min. to Ravinia -20 Min. to Ohare International Airport -35 Min. to Downtown Chicago

NEW~2 Spa Baths~Game Room~Prime Area~Big Yard~

✅Updated Home- RARE 1/3+ Acre Fenced Yard 🏠 ✅Huge Vaulted Ceiling Family Room 🛋️ ✅2 Full Updated Bathrooms on Main Level🪥🛀 ✅Game Room w/Air Hockey & Basketball🏒🏀 ✅Dining Room Seats 10🪑 🍽️ ✅Quiet Neighborhood + Convenient Location🏘️ ✅Open Kitchen Floorplan 🍳👨‍🍳 ✅Outdoor Seating🌳 ✅EZ Driveway Parking for 4 Cars🚗🏎️ ✅Close to O’Hare Airport(8 Min)🛫 ✅Close to Stephens Convention Center(12 Min)👨‍👩‍👧‍👧 ✅Close to Allstate Arena(7 Min)🎤 ✅Close to River’s Casino(8 Min)♥️🎰

6 Kings | Ping-Pong | Gazebo!

Discover a spacious retreat perfect for groups, featuring 6 king beds, multiple smart TVs, a ping pong table, & plenty of driveway parking! Enjoy meals at the dining or kitchen table, then relax in the large yard under the gazebo. With 3.5 baths, everyone has room to refresh. Its prime location offers quick access to the North Shore’s beaches or Chicago’s vibrant scene—perfect for families, work groups, or friends seeking comfort, entertainment, and convenience!

Welcome Home! 4BR 2.5BTH House | Arlington Heights

We are excited to welcome you to this charming and spacious apartment if you're visiting Arlington Heights. We are very close to ORD airport, Great Lakes Naval Base and Chicago. Working, relaxing, living. Our space has all the other essentials you need for your stay. - Contact-free check-in - 24/7 virtual support - Xfinity Wi-Fi - Fresh towels and bathroom essentials - Pre-cleaning before your arrival - Fully equipped kitchen - NETFLIX and HDMI for streaming

5 min to Ravinia*Navy Base*Sleeps 7*Smart TVs

Spacious 3BR, 4BA home in Highland Park—steps from Ravinia Festival and the Botanic Garden, just 20 mins to the Navy base, and a quick train ride to downtown Chicago. Enjoy an open-concept living area, fully equipped kitchen, and comfy bedrooms—perfect for families, military guests, or concert fans. Unwind after a day exploring the area and discover all that Highland Park has to offer. Book your stay for comfort, convenience, and local charm!

Cozy Home near O'Hare & fun Hubs

Relax with the whole family at this peaceful place to stay. Experience comfort and convenience at our newly remodeled cozy house, perfectly situated near O'Hare Airport, Allstate Arena, and Rosemont Theater. Ideal for travelers and entertainment enthusiasts, this charming Airbnb offers modern amenities and a warm ambiance, ensuring a delightful stay. Book now and enjoy the best of Rosemont!