Vacation rentals in Prospect Heights

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Top-rated vacation rentals in Prospect Heights

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.

Apartment in West Rogers Park

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

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

4.99 out of 5 average rating, 119 reviews

Top guest favorite

A spacious living area features tall vaulted ceilings and hardwood flooring. A large fireplace with a decorative mantle is centered against a light-colored wall. Elegant artwork adorns the walls, while plants add a touch of greenery. Blue armchairs are positioned for comfortable seating.

Home in Prospect Heights

Your Home Away From Home

This home has tall vaulted ceilings, a movie projector for watching movies on the walls or the 100” screen, expansive windows overlooking a 1/2 acre yard, and lots of sitting room. There are two office spaces, an infrared sauna, a foosball table, an air hockey table, darts, trampoline, a La-Z-Boy chair with lift assist, heating, and massage. This is a family home, so the kitchen, bathrooms, laundry room, game, etc. are fully stocked. PETS ARE WELCOME WITH NO FEES, love our home as much as we do.

4.95 out of 5 average rating, 22 reviews

Top guest favorite

A spacious living area is present, featuring a light gray sectional sofa adorned with colorful throw pillows. A large area rug with geometric patterns covers the wooden floor. Decorative art pieces hang on the walls, and a green plant adds a touch of nature.

Home in Arlington Heights

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.

4.98 out of 5 average rating, 64 reviews

Guest favorite

A spacious living area is highlighted by leather sofas arranged around a decorative coffee table. The area features a large area rug, elegant lighting fixtures, and a stone fireplace. Stairs lead to an upper level, creating an open and inviting atmosphere.

Home in Prospect Heights

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.

4.93 out of 5 average rating, 30 reviews

Guest favorite

Home in Glencoe

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

4.94 out of 5 average rating, 16 reviews

Top guest favorite

A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.

Guest suite in Riverwoods

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.

4.95 out of 5 average rating, 510 reviews

Guest favorite

The spacious family room features a high vaulted ceiling with exposed wooden beams. A stone fireplace provides a central focal point, and a large TV is mounted above it. Comfortable seating is arranged for relaxation, complemented by a stylish area rug.

Home in Des Plains

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)♥️🎰

4.97 out of 5 average rating, 135 reviews

Top guest favorite

A bright dining area features a large wooden table surrounded by black chairs. Natural light filters through sheer curtains, enhancing the space. A rectangular mirror hangs on the wall alongside a console table adorned with decorative vases, adding a touch of elegance.

Home in Des Plains

Des Plaines Home

Single family ranch in quiet neighborhood. Houses up to 8 people. 4 b-rooms with queen beds. 2 full size bathrooms. Well equipped kitchen. Leather couches, 60'TV, board games in Living Room. Recreational area offers foosball table, 60' TV and comfortable sectional sofa. Internet. Garage. Private fenced back yard, patio & Weber Grill. Up to 15 minutes from O'Hare Airport, Allstate Arena, Convention Center & Fashion Outlet in Rosemont & Rivers Casino. Easy access to I94 and I294.

4.98 out of 5 average rating, 52 reviews

Guest favorite

Home in Northbrook

*King beds*Modern* Renovated*North Shore

Clean, spacious, renovated modern 4-bed, 2.5-bath home in Northbrook! Perfect for comfort and convenience in the North Shore, featuring: - newly done floors, windows, appliances (induction oven), kitchen, bathrooms, bedrooms - spacious common area - large bedrooms - blackout curtains Close to highways: 5 min to I-294, 10 min to I-94 20 min to O'Hare, Rosemont Convention Ctr, Allstate Arena 10 min to Glenbrook Hospital, 20 min to Skokie Hospital & Lutheran General Hospital.

4.82 out of 5 average rating, 11 reviews

Superhost

Home in Arlington Heights

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

4.69 out of 5 average rating, 35 reviews

Top guest favorite

A modern kitchen is showcased with sleek gray cabinets and stainless-steel appliances. A large island, equipped with a white countertop, features seating for six on black wooden stools. Natural light filters in through a nearby window, illuminating the space.

Home in Des Plains

Luxury Home in Des Plaines

This gorgeous home that was designed for relaxation and comfort is a perfect spot for a stay in Chicago area. Des Plaines is full of lively restaurants and the Subway station is just 8 minutes away, which is the best way to visit Chicago! This attractive fully remodeled home sleeps 8 and features a fireplace, 65in Smart TV, 2 additional Smart TV's, a full kitchen with a large island for 6, 3 bedrooms, and 2 full bathrooms with double sink vanities.

4.93 out of 5 average rating, 86 reviews

Superhost

A bright living area is presented with a light-colored sofa and a welcoming cushion. Colorful floral artwork decorates the wall above. A round, dark wood coffee table is centered, complemented by a small planter with decorative flowers and a potted plant in the corner.

Home in Elk Grove Village

Modern Aesthetic 3bd Family Haven w/ King Bd, Yard

Unwind in this spacious, family-friendly haven in Elk Grove Village. Featuring a king bed, modern amenities, and a private yard, it’s the perfect spot for a relaxing getaway or a convenient home base to explore the area. The home is centrally located near O'hare Airport and Woodfield Mall, plus it is conveniently located near the intersection of Chicago's two major highways: I-90 and I-290, ready to take you to your destination.

4.94 out of 5 average rating, 110 reviews