Vacation rentals in Darien

Guest suite in Saint Charles

4.85 out of 5 average rating, 137 reviews

Cozy, Comfy, Close to Downtown

CarolRating, 5 stars4 days ago

I needed a place to recuperate from sinus surgery, peaceful, comfortable and pet friendly. My husband and I could prepare meals, go for walks or bike along the River. There are ducks in the back yard that are cute and like veggies. Our hosts made us feel very welcome. I would go back again without a second thought. The area is safe and friendly with lovely old homes. Downtown is easy to get to and Geneva is nearby with many enchanting shops and restaurants. Many located in old homes. They is also laundry access in the apartment which is very handy since we were there about a week and a half.

5 out of 5 average rating, 28 reviews

Home in Highland Park

Sanctuary on the Ravine

KathyRating, 5 stars8 months ago

The Woodland house is truly incredible, with every detail thoughtfully designed for comfort, from the cozy bedrooms and soft linens to the inviting beds. The kitchen nook with a couch overlooking the ravine offers stunning views of nature, making it a picturesque spot to relax. The home exudes warmth and is perfect for unwinding in the spacious sunken living room or one of the multiple outdoor seating areas. Debra was an excellent host, providing all the amenities you could need. This home is a 10+, and you won't want to leave!

Apartment in West Lake View

4.94 out of 5 average rating, 177 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

DianeRating, 5 stars1 day ago

Sam’s place was beautiful! We felt right at home. The furniture was comfortable and the kitchen had everything we needed. The location was great. We got a free parking spot right outside of the door. Super convenient. We brought our dogs and it was perfect for them. Lots of places to walk and lots of things to do. It was just a short walk to the train. Sam was very easy to get ahold of and was a great host. I definitely recommend and we will be staying here again.

4.91 out of 5 average rating, 123 reviews

Home in Homewood

Peaceful & Private Hot Tub Vacation Home Getaway

YoshiRating, 5 stars1 month ago

This small quaint home packs a HUGE punch when it comes to amenities and that home away from home feel. We couldn't have asked for more in an airbnb during our stay in the Chicago area. From the kuerig, to the decor, to the hot tub to the amazing bathroom and shower, this Airbnb had everything we needed and everything we didn't even know we wanted. I would HIGHLY recommend this airbnb along with the amazing and attentive hosts to anyone traveling through the area.

5 out of 5 average rating, 11 reviews

Home in Avondale

Alluring Avondale Abode

MichaelRating, 5 stars2 weeks ago

Beth’s home was perfect for our group trip, which centered around cooking together for a Passover Seder! The kitchen had great appliances and equipment, with the space for many of us to cook at once. The house had everything we needed and we were all comfortable.

4.85 out of 5 average rating, 68 reviews

Home in Austin

A Comfortable Stay While You are Away in Oak Park

KarenRating, 5 stars2 weeks ago

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

4.85 out of 5 average rating, 34 reviews

Guesthouse in Evanston

Tiny house in West Village Arts District

JoelRating, 5 stars3 months ago

Lisa was a great host and this is a great place. It's a small house, but worked great for what we needed it for and was close to our family that live in Evanston. It was also a great price. Additionally, there were games which was nice because we had our child with us. I would definitely recommend this place and I will be staying here again when we're in Evanston, hopefully Lisa's schedule will be open!

Guest suite in Naperville

4.95 out of 5 average rating, 414 reviews

Cozy Lakeview Studio with Private Access

YuRating, 5 stars5 days ago

Thank you so much for the wonderful stay! I was so glad to have chosen your place! Also, it was wonderful meeting you all! I had a nice time chatting with you! I hope to be back with my husband next! Happy Spring! Thanks, again!

4.84 out of 5 average rating, 249 reviews

Home in Cedar Lake

Vacation home on south end of Cedar Lake

KatherineRating, 5 stars3 weeks ago

For our trip this home was perfect. It was near the friends we were visiting, short drive to Lake Michigan, great restaurants in the area, and we loved having a kitchen so we could grab some groceries and save some money on meals. The home is older but so is ours so we felt right at home. Everything was clean as well. We hope to stay here again.

Vacation rentals for every style

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Popular amenities for Darien vacation rentals

Kitchen

Wifi

Pool

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

4.92 out of 5 average rating, 39 reviews

Home in West Lawn

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars2 weeks ago

Came for c2e2 with my friends and it was perfect for all of us! Would recommend 💗💗

5 out of 5 average rating, 51 reviews

Home in Schaumburg

Great location-King beds-Kids playroom

AdamRating, 5 stars3 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Guest suite in Plainfield

4.86 out of 5 average rating, 78 reviews

Relaxing Suite with Independent Entrance

CindyRating, 5 stars1 week ago

Maria’s place was great! Easy access to the Airbnb & the yard was a bonus for our two dogs. Lots of little touches that made the stay pleasant; coffee, water, snacks were all appreciated. The bed was very comfortable too! I would definitely stay again when in the area.

4.8 out of 5 average rating, 114 reviews

Home in Maywood

Maywood Relaxation

JadeRating, 5 stars1 month ago

Robert was very attentive to questions and concerns. He responded very quickly! Very accommodating to our needs and made us feel comfortable! Definitely will be booking again in the future!

4.86 out of 5 average rating, 42 reviews

Apartment in Albany Park

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Apartment in Jefferson Park

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago

Peaceful, felt like home, very spacious and comfortable

5 out of 5 average rating, 22 reviews

Home in Elgin

Little Blue House

BriannaRating, 5 stars4 months ago

Alex is a great host! Dog friendly places are hard to find and his place made my dog feel super comfortable. Love this place and definitely will be back.