Holiday houses in Prospect Heights

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Top-rated holiday rentals in Prospect Heights

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Guest favourite
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 out of 5 average rating, 8 reviews

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 9 minutes from Chicago Executive Airport and 20 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 an easy access to I-94 and I-294 expressways

A modern living area is highlighted by a sleek black sofa with coordinating cushions. A round mirror enhances the space, while a minimalist desk and chair are positioned nearby. Natural light streams through white blinds on a large window, illuminating the light wood floor.
Apartment in Arlington Heights
4.65 out of 5 average rating, 48 reviews

Chic 1BR Apt -Arlington Heights

Welcome to your cozy suburban escape in the heart of Arlington Heights! This bright and thoughtfully designed 1-bedroom apartment on peaceful N Salem Avenue offers the perfect blend of comfort, location, and convenience—ideal for business travelers, couples, or solo adventurers. Located just minutes from Downtown Arlington Heights, you’ll have quick access to the Metra station, local dining, cafés, parks, and boutique shopping—plus a direct train ride into downtown Chicago in under 40 minutes!

Top Guest favourite
An expansive bedroom is highlighted by a king size bed with a canopy above. Natural light enters through two windows, enhancing the warm wood flooring. Complimentary bedside lamps on matching nightstands and a sitting area with a chair provide additional comfort. A full-length mirror is positioned nearby.
Home in Prospect Heights
4.95 out of 5 average rating, 37 reviews

The Executive Residence 5400sqft/5 Bed/4.5Ba 0.8ac

Experience privacy, comfort, and luxury in a safe, quiet residential area. Book your stay today for an unforgettable experience! Guest Favorite & Rare Find +super clean +extra spacious A luxurious 5400 sq ft home in Prospect Heights, set on a private 0.8-acre lot surrounded by tall pine trees. Features 5 bedrooms, 4.5 bathrooms, a huge backyard, and off-street parking for 3 cars. - 2 min walk to the lake - 5 mi from Kohls Children's Museum - 8min from Mount Prospect metra -14 mi from ORD

Superhost
A well-appointed studio space features a spacious bed neatly made with white linens and two decorative pillows. A contemporary lamp sits next to the bed on a small nightstand. A patterned area rug adds warmth to the carpeted floor, complemented by a modern chair and a decorative plant.
Apartment in Highland Park
4.83 out of 5 average rating, 135 reviews

Chic Studio in Downtown Highland Park - By Metra

Discover our elegant studio unit in Highland Park, now featuring FREE parking! This simple yet comfortable space is perfect for couples, concert-goers, and small families. You'll find all the essential amenities you need, including a fully stocked kitchen, laundry facilities, and reliable Wi-Fi. Our location is ideal for exploring downtown Highland Park, with convenient access to top attractions, restaurants, and shops. Book now and discover your perfect home away from home on the North Shore.

Top Guest favourite
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
4.94 out of 5 average rating, 16 reviews

Your Home Away From Home

This home has tall vaulted ceilings, expansive windows overlooking a large 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, full recline, heating, and massage, and lots of parking. This is a family home, so the kitchen, bathrooms, laundry room, game, etc. are fully stocked. PETS ARE WELCOME WITH NO ADDED FEES. We just ask that you love our home as much as we do.

Guest favourite
The exterior of a two-story brick home is viewed from a well-maintained lawn. A wooden deck extends from the house, with surrounding greenery complementing the serene lake in the background under a clear blue sky.
Home in Prospect Heights
4.92 out of 5 average rating, 60 reviews

Bike & Kayak: Lakefront Prospect Heights Home

2 Soccer Goals w/ Soccer Balls | BBQ Ready | 2 Mi to Train Station | < 30 Mi to Chicago Explore nature or suburban and city attractions when you stay at this lakefront vacation rental in Prospect Heights. Located 2 miles from the train and less than 30 miles from Chicago, the 4-bedroom, 3.5-bath home makes it easy to access endless activities. Take the kayaks out on the lake across the street, stroll through The Grove, book a tee time at Old Orchard Country Club, or cool down at Lions Pool!

Guest favourite
A bright living space features a spacious sectional sofa accented with blue and white cushions. A round coffee table sits atop a decorative rug. A large clock adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Guest suite in Arlington Heights
4.93 out of 5 average rating, 55 reviews

Cozy Chicago Suburban Apartment

Welcome to our cozy apartment, perfect for solo travelers or couples looking for a comfortable stay in the quiet Northwestern suburbs of Chicago. Located in a quiet and serene neighborhood, this apartment offers easy access to all the best restaurants, cafes, and shops. Just 23 mins away from O’hare International Airport, 15 mins to Schaumburg Convention center & Woodfield Mall, and about 40 mins from the Chicago Downtown. Lake Arlington is a 10 mins walk away for Kayak and park activities.

Guest favourite
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
4.95 out of 5 average rating, 429 reviews

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.

Guest favourite
A comfortable living area is designed with a gray sofa and a black coffee table, complemented by a dining table. A work desk is positioned near large windows, allowing natural light. A ceiling fan is visible, and a flat-screen TV is mounted on the wall.
Apartment in Libertyville
5 out of 5 average rating, 23 reviews

305

Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Guest favourite
Home in Wilmette
5 out of 5 average rating, 6 reviews

Guest suite with separate entrance and cozy gym!

Charming and private basement level retreat in Wilmette. With your own entrance, bathroom, mini fridge, microwave, and a small gym, this space is designed for comfort and independence. Relax in the beautiful yard with a fire pit, enjoy free parking, and take advantage of quick access to public transit, Northwestern, Evanston, and downtown Chicago. I live on the top floor and I have two dogs who will most likely bark when they see you come in and out. It’s their way of saying hello :-)

Guest favourite
Apartment in Mount Prospect
4.93 out of 5 average rating, 87 reviews

One bedroom apartment near to train station

This one bedroom apartment is in downtown Mount Prospect, closed to entertainment, restaurants, coffee shop and transportation. Do you want to explorer Chicago? Metra train station is around the corner and will take you straight to Chicago! Rivers Casino in Des Plaines is 15 min drive, and Grand Victoria Casino at 40 min from apartment. If you are coming to visit friends, business or pleasure trip, this unit has everything that you need for short or long term stay.

Guest favourite
Private room in Des Plaines
4.88 out of 5 average rating, 367 reviews

R1 Delightful room in quiet neighborhood

A cozy room located in peaceful neighborhood, a perfect place to stop after traveling from O'Hare airport! We have a beautiful wild river, lake, and forest right in the backyard and surrounding our area, with wild life creating a cozy atmosphere, amazing to take walks. We are a 10 minute ride from the O'Hare International Airport, a 5 minute ride from a Metra Station, and surrounded by all kinds of parks and interesting restaurants.

Popular amenities for Prospect Heights holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Cook County
  5. Prospect Heights