Holiday rentals in Darien

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Top-rated holiday rentals in Darien

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Top guest favourite

Home in Lockport

4.96 out of 5 average rating, 136 reviews

Lockports Famous Hideaway ~ 2bdrm Guest House Flat

A history buff’s dream filled with antiques & artifacts relating to Lockport, Chicago, Joliet, I & M Canal & "Route 66"! If you have roots in Illinois or Lockport, the Hideaway is for you! The entire upstairs 1,500 sq ft vintage 2 bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Family & Business Friendly. Private-entrance/self-check-in. *Can accommodate up to 6 guests. Extra charges apply after 2 guests. Have a 'historic' stay at the "Hideaway"

Guest favourite

Home in Glen Ellyn

4.91 out of 5 average rating, 154 reviews

Home in Glen Ellyn

Beautiful 5 bedroom, 2.5 bath home in Glen Ellyn, fully furnished with everything you may need for a wonderful stay! Located in the peaceful suburbs of Glen Ellyn, the area is perfect for families or friends who would like a comfortable getaway. Located 40 minutes from downtown Chicago and Midway airport and 30 minutes from O'Hare airport. Located nearby major highways and shopping centers. Large, private and completely enclosed backyard perfect for kids to play in or a relaxed evening of BBQ!

Guest favourite

Flat 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 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.

Superhost

Home in Naperville

4.86 out of 5 average rating, 125 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Top guest favourite

Apartment 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.

Top guest favourite

Flat in Aurora

4.99 out of 5 average rating, 154 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Guest favourite

Home in Westmont

4.95 out of 5 average rating, 57 reviews

Charming Home in Westmont, Close to Chicago!

Very peaceful neighborhood! This house has the best location in the Western Suburbs of Chicago. Walking distance to downtown Westmont and train station. A few minutes drive to malls, parks and everything...eight minutes drive to downtown Downers Grove. 30 minutes drive to downtown Chicago. This house has an appealing open floor plan and a well equipped kitchen. Each bedroom has its own TV. Lower level game room has the most popular board games, toys and an air hockey table.

Guest favourite

Home in Downers Grove

4.9 out of 5 average rating, 105 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, 37 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, 87 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.

Guest favourite

Apartment in Westmont

4.9 out of 5 average rating, 30 reviews

Hidden Gem

Apartment building was built 1976. Washer and dryer are located in the lower level in public area and coins are needed. (Coins provided). Plenty of free parking spaces just behind the building. Our Condo has two bedrooms upstairs and one downstairs. The bathroom is upstairs, so the downstairs bedroom doesn't have its own bathroom. A spiral stairs is inside the unit, you can use outer stairs too. Keys for the downstairs bedroom are the same for the upstairs

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Guest favourite

Private room in Lemont

4.92 out of 5 average rating, 12 reviews

Private Room in Equestrian Villa

Brandon y JessRating, 5 stars1 week ago

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

Superhost

Private room in Woodridge

4.83 out of 5 average rating, 12 reviews

Master Room w/private bath in a ranch

LaioRating, 5 stars3 months ago

Sophie is a 5 star host! That is my second time at Sophie's house, and if I have the opportunity, I'll do it again. Recommend to everyone.

Top guest favourite

Private room in Naperville

4.98 out of 5 average rating, 64 reviews

Private spacious room w/dresser in a nice home

OliviaRating, 5 stars2 weeks ago

We loved our stay, felt very welcomed in their beautiful home. Clean & comfortable, we would definitely stay again!

Top guest favourite

Private room in Elmhurst

4.99 out of 5 average rating, 217 reviews

Chic Oasis near Downtown Chicago

Bella Rating, 5 stars5 days 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!

Guest favourite

Private room in Richton Park

4.85 out of 5 average rating, 240 reviews

Urbal retreat

ShirleyRating, 5 stars1 week ago

Harvest was such a sweetheart, and very helpful whenever I had a question about something. She made me and my daughter feel very welcome and comfortable in her home. I was a little nervous at first but it turned out to be a great experience for my first time using Airbnb.

Superhost

Hotel room in Itasca

4.8 out of 5 average rating, 362 reviews

King Bed at Chicago Northwest + PET Friendly

ShayRating, 5 stars3 weeks ago

I’ve stayed here several times and have always enjoyed myself. Terrific value. Thanks for hosting.

Guest favourite

Private room in North Riverside

4.93 out of 5 average rating, 214 reviews

The Albany Park Room at the Cape Cod in Riverside

MingleRating, 5 stars5 days ago

The place was a wonderful stay — both the bathroom and bedroom were exceptionally clean and well-maintained. However, if you’re planning to travel by car, I recommend reviewing the house rules carefully before booking. First, the driveway only accommodates one-way traffic for a single vehicle at a time. Second, street parking is prohibited between 2 AM and 6 AM. These two rules combined mean that guests must park in the driveway overnight. However, the host typically needs access to the driveway early in the morning. The host offers to move guests’ cars to the street in the morning. While this is a considerate idea, especially for those who don’t want to wake up early just to move their car, we felt a bit uneasy about it. Having previously experienced a street parking accident, we wanted to avoid any added mental stress associated with someone else moving the car for us. And it will be hard to argue with the insurance if the host was hit when trying to move our car.

Guest favourite

Hotel room in Rosemont

4.93 out of 5 average rating, 268 reviews

Relaxing Standard Room l Free Airport Shuttle

AngieRating, 5 stars2 weeks ago

Beautiful and comfortable room. Easy to check in/out. Guest service was extremely polite and helpful. I love the Dove soap, shower gel and shampoo. Bed was comfortable and the room came with everything we needed including a stove and all dishes. Complementary breakfast was amazing. We would definitely stay here again. Thanks for allowing us into your home.

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Holiday rentals in Darien

Top-rated holiday rentals in Darien

Holiday rentals for every style

Popular amenities for Darien holiday rentals

Other great holiday rentals in Darien

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