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Vacation rentals in Darien

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Top-rated vacation rentals in Darien

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guesthouse in Batavia

4.91 out of 5 average rating, 276 reviews

Quaint Batavia Coach House

I am creating an airbnb account for my two lovely parents, who are empty nesters for the first time in thirty-two years. We, myself and my five siblings, were blessed to be raised in the quaint city of Batavia, IL, which boasts river paths, close proximity to a train station that will take you into Chicago, and historic neighborhoods such as our own. Our property consists of two homes, our own and a coach house, which we would love for you to stay in! Both are situated on a family-friendly old-fashioned alley with mature maple trees. We thank you and wish you a pleasant stay regardless of where you choose to stay the night. All our best.

Guest suite in Wood Dale

4.9 out of 5 average rating, 462 reviews

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 .

Home in Lockport

4.95 out of 5 average rating, 117 reviews

Holiday Hideaway ~ Vintage 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"

Home in Lisle

4.93 out of 5 average rating, 110 reviews

Cozy House, Main Road Access, Close to Colleges

Our house is perfect for a small group of friends or family looking for a clean, accessible place. It contains 2 bedrooms (a queen & twin bunk beds) & 1 full bathroom, as well as a sleeper sofa with a pullout queen bed. Enjoy complimentary Hulu & Disney+ with our smart TVs, grill or warm up by the fire pit, & even get some work or studying done! Located just minutes from 2 major highways, 2 colleges, Four Lakes Ski Resort, & much much more, the journey is just getting started once you arrive!

Guest suite in St. Charles

5 out of 5 average rating, 274 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Home in Montgomery

4.87 out of 5 average rating, 128 reviews

Nice, Private Ranch Home

Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Guest suite in Naperville

4.95 out of 5 average rating, 375 reviews

Lake facing cozy little studio with private entry

This is a luxurious cozy little studio facing the lake, featuring a private entrance that is attached to a single family home. The studio is equipped with a top quality queen bed, an in-suite kitchenette including a mini fridge, microwave, and induction top, as well as a luxurious full bathroom. The studio is situated in the safest and friendliest neighborhoods in Naperville conveniently located close to cafes, restaurants, markets, a biking trail, and just minutes away from I88.

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 319 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Home in Bolingbrook

4.92 out of 5 average rating, 119 reviews

The Sunshine Spot

Relax with the whole family at this peaceful place to stay. Centrally located off I-355 and I-55 major highways . Within walking distance from Promenade Mall ( over 30 plus stores , bars , restaurants ) . Also only about 30 minutes from Chicago. This 3 bedroom ranch has a two car attached garage with private entry ( very safe ) and a huge backyard with Grill . Very spacious and clean ! Thanks and look forward to seeing you at the Sunshine Spot !

Home in Naperville

4.88 out of 5 average rating, 124 reviews

Home away from home

Perfect location, walk/bike to downtown area/ High Speed Wifi throughout the house / 2 King size beds one Queen bed /Newly remodeled / Huge back yard / Brand new appliances / Space for your car in a garage or plenty of parking on long driveway/ Outside porch with seating / Pet friendly - no deposit or any other charge. This is my first house ever listed I will add to the describtion more, after people will notice more things, too many to list.

Tiny home in Burr Ridge

4.92 out of 5 average rating, 340 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

Home in Chicago Ridge

4.93 out of 5 average rating, 101 reviews

Quiet cul-de-sac with huge fenced in backyard

3 bedroom, 2 bath ranch home on a quiet cul-de-sac. Big fenced in backyard for the kids, dog, & adults to play during the day, then relax by the fire at night. Walking distance (50 ft.) to the bar/restaurant with private entrance. 15 miles (25 mins) from downtown Chicago. And for you couples, come back home from your busy day, sit back and relax in the 8 jet jacuzzi whirlpool tub that will comfortably fit both of you.

Vacation rentals for every style

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Popular amenities for Darien vacation rentals

Free parking on premises

Air conditioning

Stay near Darien's top sights

Waterfall Glen Forest Preserve11 locals recommend

The Promenade Bolingbrook11 locals recommend

Meijer10 locals recommend

Nashville Street Tacos6 locals recommend

Mago Grill & Cantina5 locals recommend

Hollywood Blvd Cinema5 locals recommend

Other great vacation rentals in Darien

Home in Clarendon Hills

4.9 out of 5 average rating, 29 reviews

3 Bedroom+Office*Huge Sofa*Chic Decor*Garden*5 TVs

Guest suite in Orland Park

4.99 out of 5 average rating, 92 reviews

Private Guest Suite 2 Cozy Rooms

Villa in Westmont

4.79 out of 5 average rating, 43 reviews

Westmont,Il Duplex - Side B. In law suite 1/1

Dome in Naperville

4.9 out of 5 average rating, 71 reviews

Professionally Sanitized - Dome Away From Home

Home in Downers Grove

4.94 out of 5 average rating, 89 reviews

Games, Grounds, Goodness in DG

Rental unit in Lockport

4.96 out of 5 average rating, 56 reviews

Studio w/ Fast WiFi, Full Kitchen, & Near Highway

Home in Bolingbrook

5 out of 5 average rating, 3 reviews

Believe: Fully Updated

Guest suite in Bolingbrook

4.93 out of 5 average rating, 28 reviews

The Valley View 2 Bdrm Suite w/ Kit. & Pvt Entry

Quick stats about vacation rentals in Darien

Total rentals
30 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
510 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Darien have wifi?
Absolutely! We offer over 20 house rentals with wifi in Darien. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Darien?
Four-legged friends are welcome in Darien. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Darien?
Yes! Work meets play with ease at over 10 vacation rentals in Darien featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Darien have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Darien. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Darien have free parking?
Absolutely! We offer over 20 house rentals with free parking in Darien. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Darien?
Experience the best of Darien with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Darien?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Darien have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Darien. Enjoy a tailored experience with all the comforts you desire.

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