Holiday rentals in Rosemont

4.98 out of 5 average rating, 92 reviews

Newly remodeled O’hare oasis

Your family will be close to everything when you stay at this centrally-located place. This 3 bed 2 bath newly remodeled private home will have everything you need to feel comfortable during your stay! You are 3 miles from O’Hare airport ,2 miles from Rivers Casino, 1 mile from Allstate Arena, and 4 miles from Fashion outlet mall of Chicago. Enjoy spacious living room and Rec Room, large eat-in kitchen with all new appliances! King bed . 2 queen Beds and pullout sofa with queen bed for sleeping

4.94 out of 5 average rating, 123 reviews

Flat in Melrose Park

KNG+QN 2bdrm/1parking space /18 min O’hare/Alstate

Top/2nd floor apartment+ parking spot in adjacent lot & playground up street Shampoo & body wash, extra towels, coffee & tea, WI-FI, books & board games, fully stocked kitchen for cooking, toaster oven, ice, iron & iron board, workspace, large screen TV 17 min-airport 18 min-Allstate arena 30 min-DT Chicago Early check-in/late checkout possible Walk to restaurants & bars/shopping & groceries/movie theater & Plaza 3 grocery stores within 10 min walk. Oak Brook/Oak Park/Rosemont shopping~ 20 min

4.91 out of 5 average rating, 501 reviews

Guest suite in Wood Dale

The Deer Suite

This is a one bedroom apartment within the home. NOT FOR PARTY No Smoking , ABSOLUTELY No events, parties, or large gatherings. The apartment has a separate entrance from the home main entrance. The apartment also comes with comcast high speed internet. The living room couch can be turned into a double bed, that sleeps two. Large ,shower towels and shampoo included. The apartment includes washer and dryer.The bedroom sleeps two .It is about 30min drive to Downtown-Chicago and15min to O'hare .

Guest suite in Des Plaines

4.92 out of 5 average rating, 24 reviews

Spacious Lower Level of Home Near ORD & Rosemont

Clean, updated and well appointed lower level of owner-occupied home with private in/out access separated from main level. Suite includes a full bathroom, kitchenette, laundry, workstation area and full entertainment system. Great location within 5-10 minutes from O'Hare, Allstate Arena, Rosemont and Rivers Casino with ample transportation options. Home is within walking distance of dining, grocery stores, gym (Planet Fitness) and more. Safe suburban area with 24/7 on street parking allowed.

4.96 out of 5 average rating, 74 reviews

Flat in West Dundee

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. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

5 out of 5 average rating, 26 reviews

Flat in Melrose Park

KNG & QN 2bdrm/free parking/desk/central location

Nothing fancy, but cozy & convenient! Your friends & family will love the entertainment style living/dining room that seats 6 and overlooks smart TV & livingroom. Spread out, cook, watch a movie, and cozy up near the fireplace while you play tunes. The KNG & QN bedrooms + sleeper sofa will sleep your crew comfortably. Pick a board game out of our large entertainment chest, read something from our library nook, get work done in the office corner, or cook in our fully equipped kitchen.

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.93 out of 5 average rating, 804 reviews

Treehouse in Schaumburg

Enchanted Garden Treehouse (Amenity*)

Summer is here, flowers are blooming, the treehouse is air conditioned and cozy, and the hot tub ready! Relax in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

4.99 out of 5 average rating, 79 reviews

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)♥️🎰

4.91 out of 5 average rating, 34 reviews

RR Oasis

Welcome to Your Sweet Oasis! Discover the perfect getaway for all groups or solo travelers in our beautifully renovated home, accommodating 7+ guests. With modern amenities, we ensure your stay is both comfortable and enjoyable. Unwind in a safe, friendly neighborhood, conveniently located near Lake Park, Allstate Arena, Chicago O'Hare International Airport, River Casino, Fashion Outlets, and a variety of restaurants. We guarantee relaxation and plenty of fun!

4.86 out of 5 average rating, 111 reviews

Cozy Home by O'Hare + EV Plug

Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!

5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

Enjoy a recently updated home just blocks from the Rosemont Entertainment District, casino and Convention Center, and 3 miles from O'Hare airport. Nestled in a quiet, safe neighborhood, it's central to everything. Relax in the private in-ground pool or head to the basement for an arcade game (100+ games) and board games. Two smart TVs let you stream your favorites. Perfect for both relaxation and entertainment!

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Popular amenities for Rosemont holiday rentals

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Other great holiday rentals in Rosemont

Hotel room in Rosemont

4.54 out of 5 average rating, 39 reviews

Close To Chicago O'Hare Airport | Free Breakfast

CameronRating, 5 stars2 weeks ago

Typical hotel room, nice mini kitchen, great free shuttle to the airport. Great continental breakfast. Would highly recommend!

4.88 out of 5 average rating, 17 reviews

Private room in Niles

Private room in beautiful home close to O’Hare

LorenaRating, 5 stars4 days ago

Me and a friend drove up for the Ateez pop up and just to spend saturday night in Chicago. They were very friendly and nice despite us booking the day before. I really appreciated the active responses as well. I felt safe with their dog there and overall, very satisfied with the space. I was able to sleep all night without any extra noise. I would stay here again!

Private room in Des Plaines

5 out of 5 average rating, 6 reviews

Unique spot

DonaldRating, 5 stars1 week ago

Very well renovated space, with no expense spared on finish and furnishings . The home is set up as a modern day hostel with secure private rooms. The neighborhood is very peaceful and within walking distance to local shops and restaurants.

Private room in Norwood Park

4.84 out of 5 average rating, 69 reviews

A comfortable home in Windy City

DavidRating, 5 stars1 week ago

If you’re an individual traveling through O’Hare and looking for a place to stay, this is a fantastic option. I’d definitely stay here again.

4.82 out of 5 average rating, 91 reviews

Private room in Evanston

Full Room|Near NU, Lakefront & Downtown Evanston!

NereidaRating, 5 stars2 weeks ago

The room is nice and really very clean, which is the most important thing for me

Private room in Edison Park

4.88 out of 5 average rating, 81 reviews

Private, Cozy Bedroom in Niles (2)

VictoriaRating, 5 stars2 months ago

Great place to stay for the price and location. Apartment is hidden between some stores but I was always able to find parking. Only things to keep in mind when booking are that the stairs to enter are very steep and this has a shared bathroom. I really liked how they offered house shoes for guest and check out was very easy.

Private room in Portage Park

4.88 out of 5 average rating, 17 reviews

Private Bedroom #3 w/ Shared Spaces

RichardRating, 5 stars1 week ago

Great host. Always responded fast and very respectful. The place was very clean and fellow travelers staying there were nice as well. Great location and peaceful neighborhood as too. Will book again in the future!!