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Holiday rentals in Rosemont

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Top-rated holiday rentals in Rosemont

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Rental unit in Park Ridge

4.78 out of 5 average rating, 360 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

Guest favourite

Rental unit in Portage Park

4.94 out of 5 average rating, 125 reviews

Comfortable, modern apartment 20 Min from Downtown

Welcome to Chicago! Whatever reason brings you to my lovely city, I'm sure my house will suit your every need. There are three units with separate entrees, out of which the first unit is for your own use; second unit is rented occasional. I live in the garden apartment, but will be rarely home. This modern unit has: -2 bedrooms 1 queen & 1 double bed -2 full bathroom -washer and a dryer -fully equipped kitchen - Wi Fi -50'' flat screen TV -central Air/Heat - back yard with porch -free parking

Guest favourite

Guest suite in Jefferson Park

4.88 out of 5 average rating, 336 reviews

2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking

This 100% private apartment in the lower level is just minutes away from O'Hare, Rosemont, Allstate Arena, I90, & the CTA. About 30 minutes from downtown or Wrigley Field. This two-bedroom private apartment in a newly built single-family home has plenty of space in an open-concept living room, kitchen, & dining room for big families. You will have a separate private entrance, fast wi-fi, full kitchen, & laundry. You will have 1 queen bed, 4 twin beds, & 1 air bed. There is free street parking.

Guest favourite

Guest suite in Portage Park

4.93 out of 5 average rating, 369 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

Guest favourite

Rental unit in Norwood Park

4.94 out of 5 average rating, 213 reviews

Norwood Park Gem, Chicago: Driveway Parking

Experience the charm & comfort of our light-filled one-bedroom apartment in beautiful Norwood Park. Located just above our home, this cozy retreat features a comfy king bed and central A/C, ensuring your stay is as comfortable as possible. Perfectly situated, we're only 0.1 miles from Starbucks and less than 0.5 miles from numerous local restaurants. We’re outside the hustle & bustle of busier neighborhoods, but close to the expressway, Metra and Blue line. Plus, convenient driveway parking!

Guest favourite

Guest suite in St. Charles

5 out of 5 average rating, 258 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed, studio area includes blue ray player, reverse osmosis drinking water, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Guest favourite

Guest suite in Chicago

4.98 out of 5 average rating, 125 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Guest favourite

Guest house in Lake Forest

4.94 out of 5 average rating, 103 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 304 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Guest favourite

Rental unit in Des Plaines

4.83 out of 5 average rating, 107 reviews

Newly Renovated, Safe, 1 Bdrm, Self Check-in

This gorgeous first-floor apartment is located only 10 minutes from O'Hare International Airport. Located near Des Plaines River Road and Toughy Ave., you will be close to not only the airport but 7 minutes to Rivers Casino, 10 minutes from the Rosemont Entertainment District, and 30 minutes from downtown Chicago. The apartment is minutes away from two major highway interstates, which makes this a commuters ideal location.

Guest favourite

Rental unit in Skokie

4.89 out of 5 average rating, 554 reviews

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Guest favourite

Rental unit in Portage Park

4.99 out of 5 average rating, 195 reviews

NW Chicago Apartment in Safe Neighborhood

We have a lower level apartment available located on the northwest side of Chicago. Our neighborhood is mostly Chicago style brick bungalows with plenty of free street parking available. We have easy access to public transportation, including a night owl bus (runs 24 hours) only 3 blocks away. We welcome guests from every culture and background.

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Popular amenities for Rosemont holiday rentals

Free parking on premises

Air conditioning

Stay near Rosemont's top sights

Allstate Arena29 locals recommend

Fashion Outlets of Chicago99 locals recommend

Donald E. Stephens Convention Center15 locals recommend

Rosemont Theatre21 locals recommend

Rivers Casino50 locals recommend

Parkway Bank Park Entertainment District13 locals recommend

Other great holiday rentals in Rosemont

Guest favourite

Apartment in East Rogers Park

4.9 out of 5 average rating, 117 reviews

Magnificent Place & A Parking Space

Guest favourite

Guest suite in Naperville

4.95 out of 5 average rating, 336 reviews

Lake facing cozy little studio with private entry

Guest favourite

Rental unit in Rosemont

4.93 out of 5 average rating, 68 reviews

Relaxing Standard Room l Free Airport Shuttle

Guest favourite

Rental unit in Chicago

4.94 out of 5 average rating, 47 reviews

Serene Escape with King Sleep Number Bed, No Fees!

Guest favourite

Home in Jefferson Park

4.88 out of 5 average rating, 83 reviews

Chicago getaway for two!

Guest favourite

Guest suite in Des Plaines

5 out of 5 average rating, 10 reviews

A luxury Studio apartment

Guest favourite

Guest house in Jefferson Park

4.87 out of 5 average rating, 47 reviews

Coach house in Chicago

Guest favourite

Apartment in Bensenville

4.93 out of 5 average rating, 42 reviews

New 2023 Built 2BED 2BATH Apt. O'HARE, Rivers Cas

Quick stats about holiday rentals in Rosemont

Total rentals
30 properties
Nightly prices starting at
£31 before taxes and fees
Total number of reviews
710 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore