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Vacation rentals in Des Plaines

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Top-rated vacation rentals in Des Plaines

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

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A serene riverside scene is captured, featuring calm waters that reflect the colors of a sunset. Lush greenery frames the image, with a large tree on the right and a grassy area leading to the riverbank. Clouds scatter softly across the sky.

Guest suite in Saint Charles

4.85 out of 5 average rating, 137 reviews

Cozy, Comfy, Close to Downtown

CarolRating, 5 stars2 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.

The exterior of a historic brownstone building is showcased, featuring a beautifully detailed entrance surrounded by brick and stone. A set of steps leads up to the front door, flanked by decorative wrought iron railings and lush greenery, creating a welcoming atmosphere.

Home in Lincoln Park

5 out of 5 average rating, 11 reviews

Top Floor in Historic Old Town!

MollyRating, 5 stars1 month ago

Wow such a beautiful space. The home was beautifully decorated with thoughtful artwork and really quality furniture. My first thought was “ omg, I want to live here!” Thank you Heather for sharing your space with me. You are so kind and made me feel right at home. I hope to be back. Be well, Molly

A relaxing outdoor space is depicted at night, featuring a small artisan tiny house and a fire pit surrounded by several chairs. Warm light glows from within the tiny house, and smoke gently rises into the night sky, set against a backdrop of trees.

Guesthouse in Oswego

4.9 out of 5 average rating, 105 reviews

The Loft-Rustic Retreat and Sauna

TaraRating, 5 stars1 month ago

Sara’s place was exactly as described! It was clean and comfortable- very private. The sauna was such a nice luxury! We appreciated all of the little niceties - like coffee , candles, and beach towels for the sauna. It was near everything, but still on a quiet street. Sara was very responsive and friendly. She had great suggestions for breakfast and really made us feel at home. We’d definitely go back!

A welcoming living space is bathed in natural light, featuring large windows adorned with elegant curtains. A plush, tufted sofa with decorative pillows invites relaxation. Neutral walls complement the modern décor, which includes a sleek table and artwork, creating a harmonious atmosphere.

Home in Homewood

4.91 out of 5 average rating, 123 reviews

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.

Top guest favorite

A modern kitchen featuring a large island with seating for six, complemented by sleek cabinetry and stainless steel appliances. Natural light fills the space through a nearby window, and an adjacent dining area is visible, offering a blend of functionality and style.

Home in Avondale

5 out of 5 average rating, 11 reviews

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.

Top guest favorite

A scenic view of a tranquil lake is framed by vibrant yellow pansies in planters. Lush green grass extends to a black fence bordering the water, while trees and distant greenery create a peaceful backdrop under a blue sky.

Guest suite in Naperville

4.95 out of 5 average rating, 413 reviews

Cozy Lakeview Studio with Private Access

YuRating, 5 stars3 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!

Top guest favorite

A charming home is presented with a wooden staircase leading to a front deck. Two colorful chairs are positioned on the deck, while two hammocks are suspended below, creating inviting relaxation spots. Lush greenery surrounds the property, with trees providing natural shade.

Home in McHenry

5 out of 5 average rating, 27 reviews

The Oak @ The Oaks On The Fox

MarisaRating, 5 stars1 week ago

Heidi’s place is absolutely beautiful! 🤩 It was the perfect place to relax while we were in town for appointments. The view of the river is peaceful and tranquil. The place is new, clean and thoughtfully equipped to make your stay as comfortable and enjoyable as possible. Heidi was a great host. She was quick to respond, flexible and good with communication. Thanks for a great stay!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Des Plaines vacation rentals

Laptop-friendly workspace

Stay near Des Plaines's top sights

Naf Naf Grill15 locals recommend

Walmart Supercenter7 locals recommend

Tap House Grill7 locals recommend

Advocate Lutheran General Hospital6 locals recommend

Randhurst Village5 locals recommend

Tous Les Jours5 locals recommend

Other great vacation rentals in Des Plaines

Home in West Lawn

4.92 out of 5 average rating, 39 reviews

Family Friendly Duplex/9 min from MDW/Free Parking

JoannaRating, 5 stars1 week ago

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

Top guest favorite

A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted TV is visible above a white fireplace. Soft lighting is provided by a contemporary chandelier, and large windows are dressed with light curtains, enhancing the room's bright ambiance.

Home in Schaumburg

5 out of 5 average rating, 51 reviews

Great location-King beds-Kids playroom

AdamRating, 5 stars2 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.

A concrete pathway leads to a grassy area, bordered by a white fence, with several planters on both sides. The planters include a tall, woven design and a smaller, elegant style, featuring greenery that adds a touch of nature to the outdoor space.

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.

A cozy living area is presented, featuring a stone fireplace as a focal point. Two armchairs are positioned around a coffee table, with decor additions providing a touch of greenery. Natural light enters through nearby windows, illuminating the light-colored walls and hardwood floors.

Apartment in Albany Park

4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

A modern kitchen is equipped with sleek stainless steel appliances, including a microwave and dishwasher. Light countertops complement dark cabinetry, while a small countertop with two barstools provides a casual dining option. Natural light filters in through a window near the door.

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

Top guest favorite

A modern kitchen features sleek gray cabinetry and a white countertop. Stainless steel appliances are prominent along the back wall, and a window provides natural light over a farmhouse sink. Decorative tile backsplash adds texture, complemented by ample space for meal preparation.

5 out of 5 average rating, 22 reviews

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.

Home in Crystal Lake

4.67 out of 5 average rating, 6 reviews

4 Bedrooms 2 full baths 1 floor

VanessaRating, 5 stars3 months ago

Our family enjoyed our stay at this home! The home was comfortable, clean and stocked with amenities. Host responded quickly to one-off requests and was receptive to feedback for minor ways to improve future guest visits. We would come back in a heartbeat!

Top guest favorite

A modern kitchen area features a white bar counter with four dark wooden stools. Minimalistic tableware is arranged on woven placemats. Large windows allow natural light to fill the space, showcasing a glimpse of the outdoors through the decorative glass door.

Home in Lombard

5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars2 weeks ago

It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.

Quick stats about vacation rentals in Des Plaines

Total rentals
140 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Des Plaines?
Experience the best of Des Plaines with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there house rentals with a dedicated workspace in Des Plaines?
Yes! Work meets play with ease at over 40 house rentals in Des Plaines featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Des Plaines have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Des Plaines. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Des Plaines have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Des Plaines. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Des Plaines?
Four-legged friends are welcome in Des Plaines. Choose from more than 30 house rentals for guests traveling with pets.
Do hotel rentals in Des Plaines have wifi?
Absolutely! We offer over 30 hotel rentals with wifi in Des Plaines. Enjoy a tailored experience with all the comforts you desire.
Are there Des Plaines vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Des Plaines, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Des Plaines?
Des Plaines has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore