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Top Holiday Rentals in Shorewood

Our top choices for Shorewood holiday rentals

Modern Home in Trendy Neighborhood 40 from Downtown Chicago

9.8 out of 10, Exceptional, (16)
"This home was exactly as described and in the photos. We found it clean and comfortable. Lots of space and room for our family."
Modern Home in Trendy Neighborhood 40 from Downtown Chicago

Spread out - Renovated 5BR+Loft, Sleeps 12+

9.2 out of 10, Wonderful, (27)
"We had a large group (11) the property had plenty of room for everyone to be comfortable. The host was very helpful and quickly responded to any inquiries we had."
Spread out - Renovated 5BR+Loft, Sleeps 12+

Furnished Private home in Aurora sleeps 9 guests

9.2 out of 10, Wonderful, (89)
"Great yard to grill in the evening. Front room and family room both have TVs so kids can watch different things than the adults, if that's what you need or want. The couch in the family room is really comfortable to unwind on. Bedrooms all have their own TVs as well. The communication was amazing with the owner. They were incredibly responsive! I would definitely rent from them again if the option arises. "
Furnished Private home in Aurora sleeps 9 guests

Great place to stay in Warrenville

10.0 out of 10, Exceptional, (65)
"Property is a wonderful and beautiful place to enjoy time as a family. "
Great place to stay in Warrenville

4BR Family Home w/ Great Light | LCP Collection

9.2 out of 10, Wonderful, (7)
"As advertised. Comfortable. Plenty of space for a family. We enjoyed walking past the pond and geese - convenient to oak brook area and Graue mill natural areas. "
The price is £487
includes taxes & fees
23 Sept - 24 Sept
4BR Family Home w/ Great Light | LCP Collection

Spacious 4BR Warrenville Home- Rep 1

4.0 star property
2.0 out of 10, (1)
Spacious 4BR Warrenville Home- Rep 1

Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

4.0 out of 10, (2)
"The property has some safety issues that need to be addressed. Master bed was comfortable. Didn’t sit outside as there were too many bugs. The host was communicative prior to arrival. "
Riverfront/RW Waterpark/Kayak & Canoe/Fishing/Free WIFI/ Comfy beds

2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

10.0 out of 10, Exceptional, (12)
"Great location, great place...perfect!"
The price is £846
includes taxes & fees
28 Aug - 29 Aug
2-Acre Retreat on the Fox River with Spectacular Views & Hot Tub!

WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

10.0 out of 10, Exceptional, (29)
"This property was perfect for our visit. Lots of space and had everything we needed for a comfortable and fun stay."
WATER FRONT LUXURY HOME WILL FEEL LIKE A RESORT FOR 10

Spacious 4BR Home - Perfect for Groups!

10.0 out of 10, Exceptional, (1)
"In town for a music festival downtown. Great place! Loved it!!"
Spacious 4BR Home - Perfect for Groups!

Stay on Pure Pleasure.

2.0 star property
10.0 out of 10, Exceptional, (13)
"We stayed with kids and everyone loved it. Husband had a blast fishing the area and the kids loved the sunshine. We'll be back for sure!"
The price is £128
includes taxes & fees
25 Aug - 26 Aug
Stay on Pure Pleasure.

The Plainfield Inn - Plainfields first historic boutique hotel

The price is £870
includes taxes & fees
25 Aug - 26 Aug
The Plainfield Inn - Plainfields first historic boutique hotel

V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

2.0 out of 10, (1)
"Horrible"
The price is £114
includes taxes & fees
31 Aug - 1 Sept
V1 Private Room In Naperville Downtown with Wi-fi Desk, Near HighwayTrainStation

A cozy peaceful and quiet family home

10.0 out of 10, Exceptional, (1)
"We loved this home for our guests. The host was very easy to work with and we hope to work with her again. "
The price is £695
includes taxes & fees
25 Aug - 26 Aug
A cozy peaceful and quiet family home

King Bed Suite, *Spacious Newly Remodeled House*

10.0 out of 10, Exceptional, (39)
"Good size plenty of sleep space nice location"
The price is £266
includes taxes & fees
25 Aug - 26 Aug
King Bed Suite, *Spacious Newly Remodeled House*

Cozy two bedroom home by historic Rt. 66, pet friendy too!

9.2 out of 10, Wonderful, (15)
"Simple to access, perfect spot right in town, went perfectly! Highly recommend."
The price is £163
includes taxes & fees
25 Aug - 26 Aug
Cozy two bedroom home by historic Rt. 66, pet friendy too!

4BR Home – Well-Furnished, Garage Included

6.8 out of 10, (3)
"Excellent. Easy location. Will book again."
4BR Home – Well-Furnished, Garage Included

Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping

9.6 out of 10, Exceptional, (39)
"Great spot to stay for a long weekend near Chicago with plenty to do locally and easy access to get downtown"
Modern, Spacious, & Convenient 4 BR/3.5 BA Home minutes from golf & shopping

Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

10.0 out of 10, Exceptional, (23)
"Easy check-in, attentive host, clean house. Great for our group of 12! "
The price is £684
includes taxes & fees
25 Aug - 26 Aug
Spacious and family friendly getaway. 8 mins from Chicago Premium Outlet Mall.

*The Belltower Haven*Large*Family Friendly*Wi-Fi

9.8 out of 10, Exceptional, (26)
"Easy to find, good parking for up to two cars, adequately furnished, modern, close to restaurants and shopping. Have enjoyed staying here! multiple"
The price is £189
includes taxes & fees
23 Sept - 24 Sept
*The Belltower Haven*Large*Family Friendly*Wi-Fi
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.
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Top Shorewood Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Shorewood?

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

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

Spacious Unit w/ Free Parking and Breakfast Near I-88 Corridor - Pets Allowed: This holiday home rental outside of Shorewood has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What can I see and do in Shorewood?

Theodore Crossing Park and West Shore Park are a couple of lovely local spots to get outside and enjoy nature. While here, Shorewood-Troy Public Library and Ca Crest Park are other places worth a visit.

What are holiday rentals like in Shorewood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shorewood. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.