Holiday rentals in La Grange

4.99 out of 5 average rating, 146 reviews

Home in Berwyn

Retro Modern Bungalow | fire pit | free parking

Experience the city in style at our Retro Modern Bungalow—the perfect pad for up to 4 friends. Featuring two spacious bedrooms, each with a king bed and luxury linens, a propane fire pit and a fully fenced [pup-friendly] back yard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

4.87 out of 5 average rating, 121 reviews

Flat in Forest Park

City-Accessible Basement Retreat

Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

4.89 out of 5 average rating, 112 reviews

Loft in Brookfield

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest suite in Brookfield

5 out of 5 average rating, 104 reviews

Charming Chicago suburb! 1 bedroom apartment.

Enjoy your stay just west of Chicago in our 1880 updated 1st floor of a 2 flat. You get a one bedroom apartment with queen bed, private kitchen and bath, separate office for work, plus 2 porches for you to enjoy. Brookfield is a charming village with unique restaurants, bars, salon and day spa, coffee shops, library and the train to Chicago--all within a 5 minute walk. We want you to feel at home; but before you book understand that you may not smoke ANYTHING in the unit or on the property.

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.

4.91 out of 5 average rating, 104 reviews

Flat in Maywood

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.

4.88 out of 5 average rating, 56 reviews

Home in Brookfield

Boutique Charmer Brookfield/La Grange

Welcome to our charming 1920s home in the heart of Brookfield, Illinois! This beautifully restored two-bedroom house is the perfect peaceful getaway for those looking to experience the history and charm of this classic American suburb, right on the border with downtown La Grange. This quiet family neighborhood is within walking distance of shops, restaurants, and the train station, where you can catch an express to Chicago's Union Station in twenty minutes.

5 out of 5 average rating, 4 reviews

Flat in Berwyn

NEW Jade Haven in Berwyn/Riverside

Step into Jade Haven, where tranquility meets modern elegance. This serene one-bedroom, one-bath suite offers a peaceful retreat, inspired by the calming essence of jade. The space features a sleek, airy design with thoughtful touches to make you feel right at home. Fully equipped kitchen, cozy living area, the bedroom invites restful nights, while the spa-like bathroom offers a moment of quiet indulgence. Perfect for a restful getaway or a productive stay.

Guest house in Villa Park

4.92 out of 5 average rating, 124 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!

4.88 out of 5 average rating, 104 reviews

Home in Brookfield

The Brookfield Breakaway w/ Game Room

This stylish place to stay is perfect for group trips. This split level home has an open concept living room and dining room combo. The gorgeous kitchen has exceptional attention to detail. There are three bedrooms and one bathroom upstairs. Downstairs you’ll find a master suite equipped with its own living space and en suite bathroom. Relax outside on our sectional and enjoy BBQ time with your loved ones. There’s enough space for everyone to enjoy.

4.9 out of 5 average rating, 379 reviews

Tiny home in Burr Ridge

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

4.9 out of 5 average rating, 31 reviews

Home in Brookfield

Beautiful home near the Windy City!

Bring the whole family to this great place with lots of room for fun. We are located 10 miles from Downtown Chicago. Plenty of sightseeing and activities. We are less than a 5-minute walking distance from one of the well-known old-school arcades in the Chicagoland area. Downtown La grange is within walking distance with plenty of coffee shops, restaurants and shopping. The historical Brookfield Zoo is a 10-minute drive.

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Other great holiday rentals in La Grange

Private room in Willow Springs

4.93 out of 5 average rating, 279 reviews

Private bedroom A in a quiet Chicago suburb.

MauroRating, 5 stars2 days ago

Great quiet place to stay, friendly host to have a conversation with, nice & clean !

4.94 out of 5 average rating, 307 reviews

Private room in Oak Park

Single bedroom with Asian decor in family home

SophiaRating, 5 stars1 week ago

I was only in town very briefly, but this was the perfect place to stay. The hosts were very easy to get a hold of and flexible. I walked to take the blue line very easily, and there was a nice grocery store I checked out as well as some nice looking restaurants along the walk. I would definitely stay here again!

5 out of 5 average rating, 8 reviews

Home in Westchester

Canterbury Haven

JennyRating, 5 stars2 weeks ago

This house looks small from the outside but from the inside it's big and beautiful, very spacious. The location was perfect did not feel unsafe. We also loved that everything like down town, restaurants, airport is close with in 30 min distance. when planning on coming back in the near future we I'll be requesting this beautiful place again.

4.97 out of 5 average rating, 125 reviews

Private room in Berwyn

Private lower level suite suburb Chicago

TaylorRating, 5 stars2 days ago

super kind and the cutest dog, was a great stay and super clean and cozy!

4.99 out of 5 average rating, 217 reviews

Private room in Elmhurst

Chic Oasis near Downtown Chicago

Bella Rating, 5 stars2 weeks ago

Thank you Jan for welcoming me into your home. Jan communicated very well throughout the stay. She went above and beyond to make sure we enjoyed our stay. Bless you!

Place to stay in Berwyn

4.67 out of 5 average rating, 3 reviews

The Garden Getaway (private upper level)

SagarRating, 5 stars4 days ago

Mandy's Airbnb was absolutely perfect! From start to finish, our stay was fantastic. The place was immaculately clean, beautifully decorated, and incredibly comfortable. Mandy thought of every detail, making us feel right at home. The location was ideal, and communication with Mandy was a breeze – she was always prompt, friendly, and helpful. We couldn't have asked for a better host or a more wonderful experience. Highly, highly recommend!

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 stars2 weeks 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!