Holiday houses in Willowbrook

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Top-rated holiday rentals in Willowbrook

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Guest favourite

Apartment in Lemont

4.91 out of 5 average rating, 68 reviews

Burr Oak

Nestled in the Palos Forest Preserve with access to many miles of hiking and biking trails . Spacious one bedroom basement apartment with private entrance. 6 minutes to The Forge, 7 minutes to Target, 8 minutes to downtown Lemont restaurants. 4 minutes to Little Red Schoolhouse, 7 minutes to Burr Ridge shopping and dining. 22 minutes to Midway 32 minutes to O'Hare. Half hour to the Loop. 20 minutes from Ikea and Bass Pro. Very quiet cabin like setting. Ask about our extended stay discounts.

Top Guest favourite

Guest suite in Brookfield

5 out of 5 average rating, 103 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.

Top Guest favourite

Guest suite in Geneva

4.99 out of 5 average rating, 659 reviews

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.

Top Guest favourite

Condo in Clarendon Hills

5 out of 5 average rating, 85 reviews

Apartment in Clarendon Hills.

Newly renovated Suite in multi family home in Clarendon Hills. Main level: fully equipped kitchen/island, dining area, living room & family room with fireplace. Upper level: Bedroom 1 - king size bed, walk in closet, private bathroom/shower. Bedroom 2 - queen bed, closet. Bedroom 3 - size bed, closet. Living room has a pull-out sofa bed. Family room with gas fireplace, access to deck/outdoor area. Easy access to restaurants, shopping (Oak Brook Mall minutes away), Metra, O’Hare.

Guest favourite

Apartment in Downers Grove

4.95 out of 5 average rating, 22 reviews

Cozy Apartment in Downtown

This comfortable second floor apartment is perfect to get the most out of downtown Downers Grove. The kitchen is supplied with dishes, silverware and a Keurig coffee maker. The tv in the living room is equipped with a Roku stick. Walk right out to the historic downtown and enjoy its fine dining, trendy bars and shops. Easy access to Downtown Chicago with a short walk to the BNSF Metra station. Drive to Grocery stores and Advocate Good Samaritan Hospital in less than ten minutes.

Guest favourite

Home in Downers Grove

4.91 out of 5 average rating, 106 reviews

Games, Grounds, Goodness in DG

Our family loves games and when travelling it is great to have entertainment for the whole family. Our game room includes a video arcade game with over 400 options, boardgames and more! Maybe simple cards or puzzles are your preference--we have them all in this fully furnished home with large backyard to play in. Bedroom 1--bunk bed with full on bottom, twin on top Bedroom 2--queen bed with room for a play pen Stay for a weekend or longer and know fun will be had!

Guest favourite

Home in Downers Grove

4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

INCREDIBLE 5,519 sq. LAKEFRONT HOME with GORGEOUS VIEWS. 30 Minutes Away From Downtown Chicago. 7 Bedrooms, 9 Beds, 2 Additional Sofa Beds & 4 Baths. Fits 20 guests by request. PRIVATE DOCK and PATIO/BACKYARD Right on BROOKERIDGE LAKE. UNICORN ISLAND FLOATING RAFT, KAYAK, PADDLE BOAT, FISHING & MORE. BrookeRidge Private Jet Airport in the Same Park. Indoor Entertainment Including POOL TABLE, AIR HOCKEY, PING PONG, DARTS, CARD GAMES, GAMING CONSOLE & KARAOKE 🎤

Guest favourite

Home in Westmont

4.9 out of 5 average rating, 89 reviews

Chic Cottage close to Metra large enclosed yard.

Perfect for 1 - 4 in quaint Westmont. Decor is vintage chic with a focus on retro arts and collectibles. Cozy blankets and whimsical art adorn the walls. Perfect for folks who love cute quaint CLEAN and comfy not Kondo! A place to call home where the barn door closes off the Living room. A dinner for 6 in the quaint dining area. Laundry room in the home. New Grill for Summer 2024, out door furniture. Beyond pet friendly we have many accessories for Dogs.

Superhost

Apartment in Berwyn

5 out of 5 average rating, 3 reviews

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 favourite

Tiny home in Burr Ridge

4.9 out of 5 average rating, 377 reviews

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

Top Guest favourite

Apartment in Hickory Hills

4.96 out of 5 average rating, 45 reviews

Cozy Guest Suite. Private Entry+ Turo Rental

3600 sqf single family home with a Guest Apartment and private entry on the ground level. Your family will be close to everything when you stay at this centrally-located place. Centrally located off of I294, I55, I57 and I80. Easy to and from travel. In Need of a rental we have 2018 Jeep Grand Cherokee High Altitude at the house and listed Turo.

Guest favourite

Home in Willowbrook

4.96 out of 5 average rating, 23 reviews

Luxury Willowbrook Getaway

Beautiful, updated, spacious 4 bedrooms 3.5 bathrooms home. Centrally located. Close to shopping, restaurants and next to forest preserve. Tons of outdoor activities, walking trail, hiking, biking, rocky glen waterfall, waterfall glen, argone park and munch more. The whole group will be comfortable in this spacious and unique place.

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Other great holiday rentals in Willowbrook

Guest favourite

Private room in Oak Park

4.94 out of 5 average rating, 305 reviews

Single bedroom with Asian decor in family home

MichaelRating, 5 stars3 days ago

A very nice house close to the metro and in a peaceful suburb. John and Daniel was very welcoming hosts and gave me helpful hints on places to eat in the local area.

Guest favourite

Private room in La Grange Park

4.88 out of 5 average rating, 58 reviews

Hidden Gem, Perfect Private Bed/Bath in La Grange

JoshuaRating, 5 stars1 week ago

Wow. what a little gem this place truly is. Katrina and family were the most kindest and accommodating hosts. A beautiful neighborhood, safe, clean and was easy to get to. Highly recommended and will visit again, I thoroughly enjoyed the stay. Welcoming atmosphere with a beautiful energetic.

Guest favourite

Private room in Lemont

4.92 out of 5 average rating, 13 reviews

Private Room in Equestrian Villa

Brandon y JessRating, 5 stars2 weeks ago

It was a beautiful experience for us to share House with Thomas and his girlfriend. We highly recommended!

Top Guest favourite

Private room in Naperville

4.98 out of 5 average rating, 65 reviews

Private spacious room w/dresser in a nice home

ContessaRating, 5 stars2 days ago

⭐️⭐️⭐️⭐️⭐️ A+ Stay! Juan’s place was one of the best I’ve ever stayed in—clean, peaceful, and incredibly comfortable. His communication was excellent from start to finish, making everything easy and stress-free. If we ever come back to the area, we’ll definitely stay here again. Highly recommend it to anyone needing a great night’s rest and a relaxing stay. Thank you, Juan!

Guest favourite