Discover Your Perfect Wilmington Vacation Homes

Best Vacation Homes in Wilmington

9.4
Exceptional
(12 Reviews)
1000 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,935/Night For 7 Nights R27,551
9.1
Exceptional
(106 Reviews)
312.16 ft² 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,532/Night For 7 Nights R17,721
9.6
Exceptional
(160 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
R2,798/Night For 7 Nights R19,594
9.2
Exceptional
(22 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,522/Night For 7 Nights R24,650
9.1
Exceptional
(32 Reviews)
538.2 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Pool
  • Pet Friendly
R2,720/Night For 7 Nights R19,047
New
2 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R3,755/Night For 7 Nights R26,291
New
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R2,044/Night For 7 Nights R14,306
New
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R2,044/Night For 7 Nights R14,306

Wilmington Luxury Rentals

10.0
Exceptional
(2 Reviews)
10000 ft² 16 Guests 5 Bedrooms 6 Bathrooms
Family Friendly Other
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R41,757/Night For 7 Nights R292,301
9.6
Exceptional
(9 Reviews)
13993 ft² 30 Guests 7 Bedrooms 6 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R25,855/Night For 7 Nights R180,987
New
8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R8,319/Night For 7 Nights R58,235
New
4 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R7,703/Night For 7 Nights R53,925
10.0
Exceptional
(3 Reviews)
2595 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R6,535/Night For 7 Nights R45,752
New
3 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R5,605/Night For 7 Nights R39,238
New
3 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R5,535/Night For 7 Nights R38,740
10.0
Exceptional
(36 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,997/Night For 7 Nights R27,982

Wilmington Pet Friendly Vacation Rentals

10.0
Exceptional
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R3,075/Night For 7 Nights R21,517
9.0
Exceptional
(30 Reviews)
341.76 ft² 1 Bathroom
Ocean View Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
R2,422/Night For 7 Nights R16,958
10.0
Exceptional
(2 Reviews)
1200 ft² 8 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R3,162/Night For 7 Nights R22,130
8.1
Excellent
(138 Reviews)
306.77 ft² 4 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
R2,074/Night For 7 Nights R14,521
8.6
Fabulous
(4 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
R2,271/Night For 7 Nights R15,897
10.0
Exceptional
(2 Reviews)
1700 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,543/Night For 7 Nights R31,795
New
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R3,946/Night For 7 Nights R27,617
4.0
Average
(1 Review)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Air Conditioner
  • Child Friendly
R1,658/Night For 7 Nights R11,604

Wilmington Large Vacation Homes

New
12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pool
R5,747/Night For 7 Nights R40,232

Why Choose Rent By Owner for your Wilmington Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Wilmington

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, as the region offers different attractions and activities depending on the season, so consider planning your trip around the ideal weather and local events to make the most of your vacation here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours in this destination, making it ideal for outdoor activities and exploring the region.

Average Temperature Daytime: around 80-85°F - Nighttime: around 60-65°F
autumn
Fall (September to November)

The fall season offers pleasant temperatures and vibrant foliage, providing a picturesque backdrop for your stay in the area’s vacation rentals.

Average Temperature Daytime: around 70-75°F - Nighttime: around 45-50°F

Off-Season Highlights

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Winter (December to February)

This is a quieter time when the region experiences cooler temperatures, offering a cozy atmosphere for those seeking a peaceful retreat in the area.

Average Temperature Daytime: around 30-40°F - Nighttime: around 20-25°F
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Spring (March to May)

Springtime brings mild weather and blooming scenery, making it a lovely off-peak period for exploring the region at a relaxed pace.

Average Temperature Daytime: around 55-65°F - Nighttime: around 35-45°F

Weekly Weather Forecast for Wilmington

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining on a private patio or deck, perfect for relaxing evenings after exploring the area.
  • Take advantage of a spacious backyard with ample space for outdoor activities and family gatherings.
  • Relax in a hot tub or spa, offering a luxurious way to unwind under the stars in this region.
  • Benefit from a well-maintained swimming pool, ideal for cooling off during warm summer days here.
  • Utilize outdoor grilling stations to host barbecues and cookouts while enjoying the fresh air.
  • Explore scenic walking or biking trails accessible from the property’s outdoor areas in this destination.
  • Make use of outdoor fire pits for cozy evenings and roasting marshmallows in this inviting region.
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Family Activities

  • Wilmington Public Library: Explore engaging storytimes and family-friendly activities that foster a love of reading and learning in this welcoming community hub.
  • Blackberry Farm Park: Enjoy outdoor adventures with scenic walking trails, playgrounds, and picnic areas perfect for a relaxing family day in the region.
  • The Horse Pasture: Discover local history and natural beauty by exploring this peaceful area that offers opportunities for family walks and wildlife viewing.
  • Will County Historical Museum & Visitors Center: Step back in time with interactive exhibits and educational programs designed to engage children and adults alike, offering insights into the area's rich heritage.
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Adult Activities

  • Wilmington Historical Society Museum: Dive into local history at this museum, offering engaging exhibits that connect you with the region’s rich heritage.
  • Biking along the I&M Canal Trail: Explore scenic views and enjoy outdoor exercise on this popular trail that runs through the area, perfect for a leisurely ride or brisk walk.
  • Visit to the Wilmington Raceway Park: Experience thrilling motorsports events at this local raceway, ideal for adrenaline enthusiasts seeking excitement nearby.
  • Enjoying the Wilmington Farmers Market: Browse fresh produce and artisan goods at this lively market, providing a taste of the region’s local flavors and community spirit.

Other Places to Stay in Wilmington, IL

Midewin National Tallgrass Prairie

Wilmington Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions and Events: Take advantage of the unique events and attractions in the area to enrich your stay and experience the local culture.
  • Plan Outdoor Activities: Utilize nearby parks and outdoor spaces for relaxing picnics or active adventures, making the most of this destination’s natural beauty.
  • Discover Dining Options: Sample regional cuisine by visiting popular local eateries, ensuring you enjoy authentic flavors during your visit.
  • Check for Seasonal Activities: Research seasonal festivals or activities that can add a special touch to your trip and create lasting memories here.

Transportation Options

  • Wilmington Transportation Center: This regional train station provides convenient Amtrak and Metra services, making it easy for you to travel to nearby cities and explore the area comfortably.
  • Local Bus Services: The area's bus routes offer affordable and accessible transportation options for navigating Wilmington and reaching local attractions or amenities.
  • Taxi and Ride-Sharing Services: Reliable taxi companies and popular ride-sharing apps serve here, providing quick and convenient point-to-point transportation around the region.
  • Car Rentals: Several rental agencies operate within Wilmington, allowing you to explore more of the local area at your own pace with a vehicle suited for your needs.

Local Customs Options

  • Community Events and Festivals: Local festivals in the area celebrate its rich history and community spirit, offering you an authentic cultural experience during your stay.
  • Historical Preservation: Respect for historic sites and architecture is a key custom here, reflecting the region's pride in maintaining its heritage.
  • Local Dining Etiquette: Visitors are often greeted with warm hospitality, and supporting locally owned eateries is customary when exploring the region's culinary scene.
  • Outdoor Recreation Norms: Engaging in outdoor activities such as fishing and hiking is popular, with a focus on preserving the natural environment during your visit.

Frequently Asked Questions About Wilmington?

2. Which vacation homes in Wilmington are best for families?

If you are looking for a family-friendly vacation home in Wilmington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wilmington:

3. How many Rentbyowner vacation rentals are available in Wilmington?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 44 in the Wilmington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wilmington. 

4. What is the cancellation policy for vacation rentals in Wilmington, Illinois?

Cancellation policies vary depending on the property owner or manager. It is best to review the specific property's cancellation terms listed on the booking page or contact the host directly for detailed information.

5. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning, service charges, or security deposits may apply. These details are typically outlined in the listing, so reviewing the property description will provide clarity before completing your reservation.

6. Is it possible to book a vacation rental for a short stay or weekend in Wilmington?

Yes, many properties in the region accommodate short-term stays and weekend bookings. Availability depends on the individual listing, so check the specific calendar and contact the host if necessary.

7. How do I ensure my stay complies with local regulations in this destination?

It’s recommended to read the house rules and local guidelines provided by the property owner. If you have questions about regulations, reaching out directly to the host can offer additional insights.

8. What amenities are typically included in vacation rentals in this part of Illinois?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and outdoor spaces. For a complete list of what’s available, review the property listing details or contact the host directly.

Wilmington Top Rated Vacation Rentals

9.2
Exceptional
(917 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
R2,071/Night For 7 Nights R14,505
9.2
Exceptional
(560 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
R2,851/Night For 7 Nights R19,959
9.2
Exceptional
(435 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
R2,232/Night For 7 Nights R15,632
8.7
Fabulous
(79 Reviews)
277.17 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Pool
R1,956/Night For 7 Nights R13,693
7.8
Very Good
(380 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
R2,096/Night For 7 Nights R14,671
7.6
Very Good
(798 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R1,558/Night For 7 Nights R10,908
6.9
Good
(242 Reviews)
215.28 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Pool
R1,610/Night For 7 Nights R11,272
New
3 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
R5,588/Night For 7 Nights R39,122