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Grayslake Holiday Rentals

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Holiday Rentals in Grayslake

Property grounds
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
10.0 out of 10, Exceptional, (36)
"Home is exactly as listed and pictures are accurate for a peaceful getaway. Great view and quiet. Very clean, comfy bed. Owner was kind enough to mail back an item I had left behind."
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Fridge, microwave, oven, stovetop
Game room/King Bed /Wi-Fi/Deck + Fire Pit
10.0 out of 10, Exceptional, (12)
"We had a great stay! The home was very clean and had a lot of the items needed for cooking or playing games. The host was very responsive. Would recommend!"
The price is HK$1,687
per night
8 May - 9 May
Game room/King Bed /Wi-Fi/Deck + Fire Pit
Terrace/patio
Get lost from the hustle. Peaceful nature, country living at its finest.
10.0 out of 10, Exceptional, (16)
"Owners make sure you have everything necessary!"
Get lost from the hustle. Peaceful nature, country living at its finest.
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Fridge, microwave, oven, stovetop
The Tailor House
10.0 out of 10, Exceptional, (31)
"Once again, a great place to stay. Location to family and the local town square can’t be beat for us. Very good service and communication. We will keep coming back."
The price is HK$1,351
per night
2 Jun - 3 Jun
The Tailor House
TV, books
Quaint Bungalow, near Great Lakes Naval Base
10.0 out of 10, Exceptional, (45)
"This is one of the most charming vrbo that i have stayed at. the house is just as 1 described My son graduated Navy Bootcamp and it was so nice to have the comfort of this home vs sharing 3 hotel rooms."
The price is HK$1,055
per night
8 May - 9 May
Quaint Bungalow, near Great Lakes Naval Base
Property grounds
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
10.0 out of 10, Exceptional, (62)
"Beautiful, spectacular mornings with the sunrise and the view of the lake. The house is very comfortable. The kitchen is very nice. We were able to prepare all our family meals."
Stunning Lakefront Home on the Chain O'Lakes! ★ Amazing Views & Newly Rehabbed
Exterior
Comforting Retreat Near Woodfield Mall by RedAwning
10.0 out of 10, Exceptional, (4)
"Perfect for a traveling family!"
Comforting Retreat Near Woodfield Mall by RedAwning
Interior
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (32)
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
Property grounds
Modern Lakeside Villa
10.0 out of 10, Exceptional, (11)
"We (wife and I) spent 2 nights here as a get-away/Christmas gift to each other, and it was beyond expectations! The location is in a quiet area and close to Kenosha for the shops and restaurants. The views are stunning, and we spent most of our time watching the waves and enjoying “unplugged” time. The house is beautifully decorated and spacious for two people."
Modern Lakeside Villa
Property grounds
Serene Lakefront Escape: Boat Dock & Grill!
10.0 out of 10, Exceptional, (12)
"Perfect location, just an hour from Milwaukee. The property is gorgeous, and there is a lot to do even in November."
Serene Lakefront Escape: Boat Dock & Grill!
Property grounds
House with great location!
10.0 out of 10, Exceptional, (11)
"Very cute house. Warm welcoming hostess who helped us tremendously when we had questions about the door code and the TV. Our dog was so happy to have a fenced yard to explore. Thank you for a wonderful stay!"
The price is HK$1,328
per night
12 May - 13 May
House with great location!
Fridge, microwave, oven, stovetop
Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds
10.0 out of 10, Exceptional, (1)
Dog-friendly lakefront home with water toys, firepit, 2 kitchens, & 2 W/Ds
Property grounds
Lake Retreat near Great Lakes Naval, Lake Geneva, Fox Lake & Great America.
10.0 out of 10, Exceptional, (3)
"Really enjoyed the short stay. The house is great, with a wonderful deck overlooking the lake. The interior is modern and clean. Communications with Larry were helpful and prompt. Couldn’t recommend the property more!"
The price is HK$1,555
per night
12 May - 13 May
Lake Retreat near Great Lakes Naval, Lake Geneva, Fox Lake & Great America.
Smart TV, stereo
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
9.8 out of 10, Exceptional, (7)
"It was a little dated but cozy"
The price is HK$820
per night
7 May - 8 May
Comfortable 2 bedroom house near Great Lakes Navy Base ideal for families
A heated pool
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
9.8 out of 10, Exceptional, (24)
"The house is so big and beautiful, and we enjoyed our weekend staying there, thank you."
The price is HK$5,484
per night
8 May - 9 May
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
View from property
Beautiful and spacious lakefront home! Close to everything!
9.8 out of 10, Exceptional, (24)
"It was so much fun we had a great time!"
Beautiful and spacious lakefront home! Close to everything!
Outdoor dining
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
9.4 out of 10, Exceptional, (23)
"We booked this home for a long weekend for our book club. Honestly, we are all counting down the days until we have an excuse to do it again! The house is beautiful, well cared for and the hosts were super responsive. The layout is great for multiple couples, offering nice sized bedrooms and multiple full bathrooms. The fire pit on the water was a fan favorite as well, a perfect setting for sunset views. We can’t say enough about our experience and will definitely be returning yearly!"
SPACIOUS and Stylish Lakefront Retreat with VIEWS!
All Season Cozy Cottage
9.4 out of 10, Exceptional, (9)
"Traveled to the area to see family for Thanksgiving and instead of staying in a hotel we chose a this wonderful vrbo."
All Season Cozy Cottage
Interior
Private Lakefront property with Kayaks , Paddleboards, boat rental with pvt dock
9.4 out of 10, Exceptional, (44)
"We had a group of 16 young adults. There was plenty of space for all of us. The house was stocked with plenty of cooking utensils. And it is in a very pretty spot near the lake. And Jeff was super responsive giving us all of the information that we needed."
Private Lakefront property with Kayaks , Paddleboards, boat rental with pvt dock
Outdoor dining
Beautiful Spacious Escape On The Chain O'Lakes
9.4 out of 10, Exceptional, (51)
"The view of the lake from our deck was beautiful & inside the living room & diningroom were very comfortable & bright with windows. The modern kitchen was well furnished. The four bedrooms were comfortable & allowed privacy at times. We enjoyed the fire pit for campfires & kayaking in the quiet waters of the bay we were in."
Beautiful Spacious Escape On The Chain O'Lakes
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See all available properties in Grayslake
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 Grayslake you may be interested in

Property amenity
Renaissance Chicago North Shore Hotel
4.0 star property
8.2 out of 10, Very good, (1001)
"Nice hotel. We stay on average once a month. It's our go to hotel. Hallway carpeting can be updated. It's a great place and staff is always very inviting and pleasant. "
The price is HK$1,056
per night
13 May - 14 May
Renaissance Chicago North Shore Hotel
Lobby
Hyatt Regency Schaumburg Chicago
4.0 star property
8.0 out of 10, Very good, (1003)
"Staff were nice and facility were in very good condition, the thing that i didn’t like that my room have no view at all the only window were shaded not sure why!!! And the breakfast not worth the charge, very limited selection. "
The price is HK$820
per night
19 May - 20 May
Hyatt Regency Schaumburg Chicago
Lobby
Baymont by Wyndham Glenview
3.0 star property
7.6 out of 10, Good, (1005)
"When we checked in everything was good until they told us that the elevator wasn't working and we were on the 3rd floor and they compted us a larger room for the inconvenience.. Took everything up, room was large. Sat on the beds and there was a hard edge around the edge of the beds which made it hard to sit on but where we slept was great. 1 person took a shower in the morning. Had to have help shutting off the water. Shower was great. 3 of us used the toilet and it worked like a toilet...
The price is HK$657
per night
13 May - 14 May
Baymont by Wyndham Glenview
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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Frequently asked questions

Can I find holiday rentals in Grayslake?

Yes, there are holiday rentals in Grayslake close to Lake County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Grayslake has a good selection of restaurants. Make sure you have time to check out the lake views and theme park during your trip.

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

Fully Updated home. Great for the entire family!: This holiday home rental outside of Grayslake has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Grayslake?

Choose from 5 Expedia holiday rentals in Grayslake for a memorable holiday.

What’s there to see and do in Grayslake?

Jones Island Beach and Millennium Trail Trailhead are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as Six Flags Great America and Naval Base Great Lakes.

What’s a holiday rental in Grayslake like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Grayslake. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.

Recent reviews of Grayslake properties
Expedia verified reviews