Holiday rentals in Medinah, Bloomingdale Township

Townhouse in Hoffman Estates

4.97 out of 5 average rating, 34 reviews

Game Room | Exercise Area | Firepit | Sanitized

Make yourself at home in this cozy, private townhouse, perfect for families and groups! Conveniently located 20 min from O’Hare, 40 min to downtown Chicago, and near NOW Arena, Schaumburg Convention Center, Woodfield Mall and St. Alexius Hospital. Sanitized after each guest, it features a full kitchen, family games, foosball table, walking pad, Smart TVs, fireplace, laundry room, and a yard with a firepit. With extra futons in the basement, there’s plenty of space. Message me with any questions!

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 .

4.93 out of 5 average rating, 15 reviews

Home in Addison

Home in Unincorporated Addison Family&Pet Friendly

Ranch Single Story House (NO STAIRS) with Attached 2 car Garage and EV charger for Tesla and CCS1. This house is family and pet friendly. Comes with 4 bedrooms and two full baths. This fully remodeled house has smart TVs in all rooms, a fully fenced privacy fence with good size yard, a dining table that expands for 8 chairs and modern appliances. Plenty of parking that has wrap around driveway to park a large RV/trailer. The house sits across a 50-acre community park and creek walking trails

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

4.96 out of 5 average rating, 213 reviews

Guest suite in Bartlett

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

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.

5 out of 5 average rating, 55 reviews

Home in Itasca

RANCH, House-tel: updated full kitchen, comfy beds

Ranch House with 3 bedrooms, 3 queen beds and 2 full bathrooms, spacious living room, 2 car garage and a long driveway. Lovely, quiet and safe neighborhood with matured trees making your stay a relaxing one while viewing the backyard. About 20 minutes to O’hare airport, just over 10 minutes to the Woodfield Mall/Schaumburg business district, approximately 30-45 minutes to downtown Chicago-largest Starbucks in the world, Skydeck and The Bean. Few minutes drive to restaurants and groceries.

4.97 out of 5 average rating, 66 reviews

Home in Schaumburg

Lux TriLevel Big 4 BR House Yard & Pond View

Experience a stylish and quiet retreat with breathtaking pond views! This modern big 4 Bedroom 2 Bathroom home offers the perfect blend of comfort and convenience. Sleeps 10 people. 3 King 1 Queen and 2 Full Beds. Smart TVs. Fenced Back yard. Open floor fully equipped kitchen where you can cook and make memories with family. Parking 4 cars. Central location. Close to restaurants, shopping, parks. 6 miles to Schaumburg Convention Center, 17 miles to O'Hare Airport, 5 miles to Woodfield Mall

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!

5 out of 5 average rating, 29 reviews

Flat in Roselle

Updated 2 Bdrm Oasis - Walk to Train!

Updated 2 bedroom/ 1 bath retreat. Short walking distance to the Metra train stop which takes you into the city. Enjoy local restaurants and shops in Roselle or Schaumburg or take the train to the city of Chicago! Walk in nature at nearby parks. 10 min drive to Woodfield Mall; 15 min drive to Schaumburg Convention Center; 30 min drive to O'hare International Airport. Convenient location by Schaumburg, Elk Grove Village and Bloomingdale! Easy access to major highways like I-290, I-90.

Guest house in Villa Park

4.92 out of 5 average rating, 121 reviews

Eclectic Coach House Apartment

Vintage Charmer! 1935 Sears Craftsman Coach House garage apartment. Beautiful safe neighborhood surrounded by historic homes and just steps from the Illinois prairie path, parks, brewery's/bars, restaurants and more! With an eclectic boho chic vibe, featuring full kitchen and on site private washer/dryer. Overlooking an accessible lovely backyard! Close to airports and easy access to public transportation/major highways. Just 30 min from the Chicago Loop!

Home in Elk Grove Village

4.94 out of 5 average rating, 78 reviews

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.

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Popular amenities for Medinah, Bloomingdale Township holiday rentals

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Pool

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Other great holiday rentals in Medinah, Bloomingdale Township

4.79 out of 5 average rating, 109 reviews

Private room in Skokie

Room w/ Amenities Mins to Downtown Chicago & NU!

RamRating, 5 stars2 weeks ago

Musa's place was extremely comfortable, very nice and easy to find! Check-in instructions were very clear, and the area itself is very peaceful. Surrounding streets are walkable as well, and it's a very short drive to a train station to quickly get downtown if needed.

4.84 out of 5 average rating, 63 reviews

Private room in Bartlett

My House is Your House

EricRating, 5 stars3 weeks ago

Debbie was very nice and the place was very clean. Would stay there again.

Hotel room in Bloomingdale

4.8 out of 5 average rating, 86 reviews

Renovated Comfortable Room l NO Cleaning Fee

AyeshaRating, 5 stars2 weeks ago

We stayed for 2 nights and had a great experience. The place was clean, peaceful, and very comfortable—just what we were looking for. The host was very welcoming and proactive, which made the stay even better. It would be a nice touch to include a couple of water bottles and some hand wash, but overall everything was lovely. Highly recommend!

Private room in West Chicago

4.89 out of 5 average rating, 62 reviews

Stay Long Term @ The Resting Place - Narragansett

LuckyRating, 5 stars2 weeks ago

Great place to stay -- Was greeted by a super friendly cat! Awesome walk in kitchen to use, nice room -- felt like in a hotel suite! Nice living space to relax and bathroom nearby if needed. Loved the additional code lock on the bedroom door for privacy! Overall great place, great hosts as well -- recommend checking out their local guidebook for Food as well. Highly Recommended.

Private room in North Riverside

4.93 out of 5 average rating, 215 reviews

The Albany Park Room at the Cape Cod in Riverside

GianfrancoRating, 5 stars1 week ago

I had an amazing experience staying at this Airbnb! From the moment I arrived, everything exceeded my expectations. The space was spotless, beautifully decorated, and exactly as described—if not better. The bed was incredibly comfortable, and all the little touches (like fresh towels and local recommendations) made it feel like a home away from home. The host was outstanding—friendly, responsive, and genuinely committed to making sure I had a great stay. Check-in and check-out were seamless, and they went above and beyond to accommodate any questions I had. The location was perfect: quiet and peaceful, but still close to restaurants, shops, and everything I wanted to explore. Whether you’re traveling for business or a getaway, I highly recommend this place. I’ll definitely be coming back!

Private room in Schaumburg

4.96 out of 5 average rating, 53 reviews

Stylish Room in the Chicagoland Area

GabeRating, 5 stars1 week ago

I enjoyed my stay at Ana's place, she's wonderful and respectful of one's privacy. The place was clean, organized and close to many businesses, parks and food places. Would love to stay here again. Thank you Ana!

Private room in Woodridge

4.86 out of 5 average rating, 499 reviews

Private floor with Bedroom, bathroom, living rm

NecoleRating, 5 stars6 days ago

Taylor's place was very nice; she really thought of everything. Everything you could need was there; Taylor makes you feel right at home. The neighborhood is nice and you're close to a number of things. Oh and the shower pressure was great!