Wilmington Holiday Rentals

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Holiday Rentals in Wilmington

Cozy two bedroom home by historic Rt. 66, pet friendy too!
10.0 out of 10, Exceptional, 1 review
"The owners have so many thoughtful things tucked throughout the home to make your stay pleasant. From plug in scents to fluffy bathrobes, we were impressed with their attention to details. We were happy to find this rental in small town Wilmington and will be returning."
The price is NZ$372
includes taxes & fees
4 Jun - 5 Jun
Cozy two bedroom home by historic Rt. 66, pet friendy too!
NEW Spacious and Comfy Duplex - 55" & 50" Smart TVs, Workspace, Cul-de-sac
9.0 out of 10, Wonderful, 2 reviews
"The neighborhood is great, very nice house with very firm beds. Thank you"
NEW Spacious and Comfy Duplex - 55" & 50" Smart TVs, Workspace, Cul-de-sac
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
9.6 out of 10, Exceptional, 5 reviews
"We had a ball everything was good the house was lit 🔥 thank yall so much"
The price is NZ$4,640
includes taxes & fees
7 Jun - 8 Jun
Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes
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Super comfy King beds with King pillows & high speed internet
9.8 out of 10, Exceptional, 43 reviews
"Perfect location, very reasonable price, very clean. I also appreciated it being pet friendly."
The price is NZ$381
includes taxes & fees
17 Jun - 18 Jun
Super comfy King beds with King pillows & high speed internet
Spanish-style home with heated pool
9.8 out of 10, Exceptional, 30 reviews
"The host was great..nice property..great pool..amazing shower in master bath..needed a relaxing few days and it did the trick! And he brought us yummy donuts🙂"
Spanish-style home with heated pool
King Bed, DIsney+, Spacious, Family-Friendly House
10.0 out of 10, Exceptional, 17 reviews
"It was clean and nice and quiet"
The price is NZ$670
includes taxes & fees
6 Jun - 7 Jun
King Bed, DIsney+, Spacious, Family-Friendly House
Rest like royalty with two king size beds, one queen bed and one queen air bed.
10.0 out of 10, Exceptional, 37 reviews
"Great overnight place to stay. Plenty of room for my children and me."
The price is NZ$414
includes taxes & fees
23 Jun - 24 Jun
Rest like royalty with two king size beds, one queen bed and one queen air bed.
Lyle and Taylor present- The Comfort is Amazing!!
9.2 out of 10, Wonderful, 15 reviews
"This is where I stay when traveling with my 80+ year old mother. There is a single step up from the back parking lot into the apartment then everything is level. The neighborhood is quiet even though I saw numerous children. Gas, groceries, and shopping are close. Clean and well stocked. We will absolutely stay here again."
The price is NZ$239
includes taxes & fees
4 Jun - 5 Jun
Lyle and Taylor present- The Comfort is Amazing!!
Beautiful Bourbonnais Rental
10.0 out of 10, Exceptional, 7 reviews
"It was a great little place in a great location! A quiet little neighborhood that we enjoyed!"
Beautiful Bourbonnais Rental
Remodeled Historical Home In Bourbonnais.
10.0 out of 10, Exceptional, 10 reviews
"Big house with many rooms. Great and clean. Washer and dryer is a plus."
Remodeled Historical Home In Bourbonnais.
Beautiful Peaceful 3 Bedroom Home in Plainfield
9.8 out of 10, Exceptional, 6 reviews
"Came to town for 4th of July week to visit family. Rental was close to family. The rental was clean and had all the amenities. Only recommendation would be for ceiling fans in each room."
Beautiful Peaceful 3 Bedroom Home in Plainfield
Luxury! 2 king beds and 2 full bathrooms
9.8 out of 10, Exceptional, 17 reviews
"Was clean quiet well stocked property for a work trip.."
The price is NZ$383
includes taxes & fees
11 Jun - 12 Jun
Luxury! 2 king beds and 2 full bathrooms
Spacious Studio with All the Comforts of Home
10.0 out of 10, Exceptional, 10 reviews
"We were visiting our son at Olivet and this was the perfect place and location for our stay in Bourbonnais. It was close to campus, restaurants and shops as well as beautiful Kankakee River State Park. The rental was welcoming and nicely decorated and provided all the amenities and comforts needed. The sleep number bed was a bonus. We will definitely be back."
Spacious Studio with All the Comforts of Home
Updated , bright, and modern Manteno Home close to parks
10.0 out of 10, Exceptional, 4 reviews
"What a lovely little duplex! So clean, stylish and in a fantastic location, only a few minutes to down town with a park just the next street over. We stayed with our 3 young children and really enjoyed the spacious layout. The host had a stroller and a pack n play set up ready for our baby even though I didn’t request them, very thoughtful touch. We had a slight issue with the entry lock upon check in, however the host was incredibly responsive and was able to help us remotely solve the problem....
Updated , bright, and modern Manteno Home close to parks
Comfortable home away from home. Close to ONU and all grocery and restaurants.
10.0 out of 10, Exceptional, 7 reviews
"Wonderful layout, everything we needed for kitchen, all supplies fully stocked Would stay again"
Comfortable home away from home. Close to ONU and all grocery and restaurants.
Renovated luxury villa with 7 bedrooms 5 bathrooms. Located on 40 acres of land.
9.8 out of 10, Exceptional, 12 reviews
"It was beyond my expectations. There was room for my family of 10, it did not feel like we were climbing over each other because there was so much space in that home. We were able to entertain friends and cohort's."
Renovated luxury villa with 7 bedrooms 5 bathrooms. Located on 40 acres of land.
Cozy 3-bedroom home on the waterfront, dog friendly!
10.0 out of 10, Exceptional, 19 reviews
"This was the perfect spot for our family. Everything was clean and beautiful. The kiddo loved going up into the loft area. We loved looking at the river. If we’re ever back in Illinois, this is where we will stay!"
Cozy 3-bedroom home on the waterfront, dog friendly!
Plainfield Home w/ Game Room Near Harrah’s Casino!
10.0 out of 10, Exceptional, 1 review
"Everything about this stay was easy and pleasurable. The home was comfortable, very clean and perfect location for our needs. Check in and out was effortless"
Plainfield Home w/ Game Room Near Harrah’s Casino!
PARADISE》Dreamy, Provocative, Limitless
9.6 out of 10, Exceptional, 20 reviews
"You can swim in the pond but no actual pool which was why I booked. Cozy environment "
The price is NZ$809
includes taxes & fees
4 Jun - 5 Jun
PARADISE》Dreamy, Provocative, Limitless
Large Private Studio Apartment
Large Private Studio Apartment
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See all available properties in Wilmington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Wilmington you may be interested in

Cozy two bedroom home by historic Rt. 66, pet friendy too!
10.0 out of 10, Exceptional, 1 review
"The owners have so many thoughtful things tucked throughout the home to make your stay pleasant. From plug in scents to fluffy bathrobes, we were impressed with their attention to details. We were happy to find this rental in small town Wilmington and will be returning."
The price is NZ$372
includes taxes & fees
4 Jun - 5 Jun
Cozy two bedroom home by historic Rt. 66, pet friendy too!
Red Roof Inn Chicago - Joliet
2.0 star property
6.6 out of 10, 1,006 reviews
"For price it was a good stay no frills hotel "
The price is NZ$111
includes taxes & fees
3 Jul - 4 Jul
Red Roof Inn Chicago - Joliet
MainStay Suites Joliet I-80
2.5 star property
7.2 out of 10, Good, 362 reviews
"Could not control room temperature, bethroom vent inoperative; otherwise, everything elso was satisfactory."
The price is NZ$210
includes taxes & fees
30 Jun - 1 Jul
MainStay Suites Joliet I-80
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wilmington holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wilmington. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wilmington. Seeing all the best attractions is bound to make you fall in love with Wilmington. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wilmington short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Wilmington?

Yes, there are holiday rentals close to the most popular sights in Wilmington, or you can select a more secluded option if you're looking for a relaxing stay. Wilmington is known for its bars and restaurants. Make sure you have time to check out the entertainment choices while you're in the area.

What are some of the best holiday rentals that Wilmington has to offer?

Events Welcome! 10-Acre 12,000SF Chicagoland Private Estate w/ 2 Pools & 2 Lakes: This holiday home rental outside of Wilmington is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a pool table.

What can I see and do in Wilmington?

Enjoy the area's cultural attractions such as Rialto Square Theater, or get outdoors into nature at a spot like Midewin National Tallgrass Prairie. Channahon State Park and Kankakee River State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Wilmington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilmington. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family getaway.

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