Holiday rentals in Leyden Township

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Top-rated holiday rentals in Leyden Township

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Guest favourite
A stylish living area features a comfortable blue couch adorned with decorative pillows. A glass coffee table sits atop an area rug, surrounded by an array of colorful artwork on the walls. A cozy sleeping area is visible in the background, draped with vibrant blankets.
Home in Evanston
4.87 out of 5 average rating, 227 reviews

SW Evanston Private, Stylish, Spacious Suite

Comfort and convenience abound in this stylish suburban suite! Mid-century and vintage motif meets modern touches and style. Guests have the entire basement, with a private bedroom, bathroom, huge living space, and a private entrance in a quiet house on a beautiful treelined street. Backyard access, coffee, easy street parking. Walking distance to parks and public transportation, a short drive to downtown Evanston and the lakefront, easy access to Chicago, Northwestern. Loyola, Skokie.

Guest favourite
A bright bedroom features a king-sized bed with plush white bedding. Natural light filters through sheer curtains at a window. A simple dresser with a floral arrangement sits adjacent to the bed, complemented by a circular mirror on the wall and a wall-mounted lamp.
Flat in Elmwood Park
4.95 out of 5 average rating, 111 reviews

King Sleep Number Bed – No Cleaning Fee

Unwind in luxury on a king-sized Sleep Number bed, refresh in a sleek marbled bathroom, and channel your inner chef in a farmhouse-inspired kitchen with many amenities. This bright and airy space is the perfect retreat after a day of exploring. Located near CTA bus stops, getting around the city is a breeze. Whether you're here for business or pleasure, our home offers the ideal mix of comfort, style, and convenience. Book your stay today and experience Chicago in elevated comfort!

Guest favourite
A cozy living area features a light gray sofa adorned with decorative pillows. A dark coffee table sits on a plush rug, complemented by a small plant and a framed welcome sign. Natural light filters through the nearby window, enhancing the calming atmosphere.
Flat in West Side
4.87 out of 5 average rating, 101 reviews

Beautiful & Cozy 2bd/1b Near O’Hare & Metra (MD-W)

Welcome to the peaceful Galewood/Elmwood Park area of Chicago. We are in the boarder line of Chicago/Suburbs. Our Home is very cozy, clean, secure (with video surveillance for your protection), but more importantly with a warm home-away-from-home feel. The home is located in a quiet, peaceful and respectable neighborhood with lots of attractions. It is good for couples that have kids (we have many nearby parks) or solo/business travelers. We look forward to hosting your stay.

Superhost
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Apartment in North Side
4.96 out of 5 average rating, 156 reviews

Lovely top floor 2BR/2BA, steps from everything!

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Guest favourite
Flat in Maywood
4.93 out of 5 average rating, 225 reviews

Cozy guest studio, great for couples!

This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.

Top guest favourite
The entrance features a welcoming gray wooden deck with steps leading up to the door, framed by a white railing. A brick facade and large window enhance the home's charming exterior, while surrounding greenery adds a touch of nature.
Flat in Norwood Park
4.94 out of 5 average rating, 294 reviews

Balcony • Near O’Hare + Transit

This upstairs 1‑bedroom apartment is your quiet, bright home base just 10 minutes from O’Hare Airport and near the Blue Line for easy city access. Enjoy a full kitchen, fast Wi‑Fi, king bed, and Smart TV for relaxing evenings. • Private balcony seating • Dedicated workspace & fast Wi‑Fi • Hotel‑comfortable king bed + blackout curtains • Self‑check‑in + private entrance While there’s no in‑unit laundry, optional wash‑and‑fold service ($25/load) is available.

Top guest favourite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Flat in Warrenville
4.93 out of 5 average rating, 119 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Top guest favourite
A spacious living area features a plush blue sofa facing a flat-screen TV on a modern table. A wood dining table with chairs is positioned in the corner. Neutral walls and tile flooring create a bright and welcoming atmosphere.
Guest suite in Chicago
4.96 out of 5 average rating, 198 reviews

Studio 15 Minutes From Ohare!

Please read through entire listing before booking. Enjoy a cozy, private, and spacious studio on a quiet, tree-lined street in Chicago’s Dunning neighborhood. You’ll have a full kitchen, bathroom, comfy living space, plus a large backyard and free parking. Perfect for couples or business travelers. Close to great restaurants and parks, Rosemont (10 min), O’Hare (15 min), and downtown (35–45 min; varies with traffic).

Guest favourite
A well-equipped kitchen is visible, featuring modern appliances and cabinetry. A comfortable seating area includes a dark sofa with accent pillows and a matching ottoman. Soft lighting creates a calming ambience, complemented by a decorative wall art piece above the couch.
Flat in Chicago
5 out of 5 average rating, 40 reviews

Chicago Addison St. 1 bed/1 bath condo, Garden Lvl

You'll have a great time at this comfortable place, 12 minutes from o’Hare airport and 20 minutes from downtown, dunning pour house is a nice bar&restaurant just 2 buildings down from the place, which is nice you don’t have to drive or look for parking, there is a park across the street also walking distance and couple of grocery and liquor stores plus a dry cleaner also walking distance!

Top guest favourite
A bright living area features a plush green sofa and a glass coffee table, set against light-colored walls. Near large windows, a small dining table is complemented by four chairs. Natural light fills the space, creating a welcoming and airy environment.
Home in Norwood Park
4.96 out of 5 average rating, 159 reviews

3BD Home Mins from Airport | Free Wi-Fi + Parking

Cozy home near O'Hare airport with a huge park just behind the backyard, located in one of the safest neighborhoods in the City of Chicago. Quick access to the expressway and short walk to the CTA Blue Line train/bus station. Conveniently located within 5 miles of: - O'Hare Airport - Rosemont/Donald E. Stephens Convention Center - All-State Arena - Fashion Outlets of Chicago

Top guest favourite
Guest suite in Portage Park
4.95 out of 5 average rating, 166 reviews

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

Top guest favourite
An inviting living area features a white couch paired with a dark coffee table, facing a flat-screen TV. The modern kitchen showcases sleek cabinetry, a stainless steel refrigerator, and a central island with bar seating, lit by overhead lighting.
Guest house in Oak Park
4.89 out of 5 average rating, 553 reviews

Coachhouse in central OP 4 blk to L

Just updated, furnished 1 BR 1 BA apt in Frank Lloyd Wright Historic District. Parking, kitchen, washer/dryer in unit, Air/Heat, Smart TV. Free wifi. Central location: 1 blk to farmers market, near Hemingway / Frank Lloyd Wright attractions. 4 blocks to green line. 20 min ride to downtown Chicago. Available for longer term stays.

Popular amenities for Leyden Township holiday rentals

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