Grayslake Holiday Rentals
10.0
Exceptional
(43 Reviews)
3584 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $235/Night
For 7 Nights US $1,647
10.0
Exceptional
(1 Review)
- Chicago
- Gages Lake
- 0.40 mi to center
2744.8 ft²
10 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $380/Night
For 7 Nights US $2,661
9.2
Exceptional
(1001 Reviews)
- Chicago
- Libertyville
- 2.54 mi to center
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Kitchen
- Parking
US $93/Night
For 7 Nights US $653
10.0
Exceptional
(27 Reviews)
1200 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $317/Night
For 7 Nights US $2,219
10.0
Exceptional
(1 Review)
64.58 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Balcony/Terrace
- Parking
- Air Conditioner
US $120/Night
For 7 Nights US $840
10.0
Exceptional
(6 Reviews)
- Chicago
- Libertyville
- 1.37 mi to center
990 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $196/Night
For 7 Nights US $1,369
10.0
Exceptional
(3 Reviews)
- Chicago
- Libertyville
- 1.13 mi to center
893 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $255/Night
For 7 Nights US $1,786
10.0
Exceptional
(2 Reviews)
- Chicago
- Libertyville
- 1.18 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $133/Night
For 7 Nights US $932
10.0
Exceptional
(1 Review)
- Chicago
- Libertyville
- 1.26 mi to center
990 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $250/Night
For 7 Nights US $1,753
Luxury Holiday Rentals in Grayslake
Over 260+ Luxury Holiday Rentals in or Near Grayslake
9.8
Exceptional
(50 Reviews)
- Chicago
- Lake Villa
- 0.38 mi to center
12000 ft²
21 Guests
10 Bedrooms
9 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $2,967/Night
For 7 Nights US $20,772
New
- Chicago
- Libertyville
- 1.25 mi to center
2390 ft²
16 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,095/Night
For 7 Nights US $7,665
New
- Chicago
- Libertyville
- 1.10 mi to center
2088 ft²
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $1,078/Night
For 7 Nights US $7,548
8.4
Excellent
(7 Reviews)
4000 ft²
7 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,053/Night
For 7 Nights US $7,374
10.0
Exceptional
(1 Review)
- Chicago
- Libertyville
- 1.08 mi to center
2788 ft²
18 Guests
7 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $995/Night
For 7 Nights US $6,963
10.0
Exceptional
(1 Review)
- Chicago
- Libertyville
- 1.17 mi to center
3832 ft²
16 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $887/Night
For 7 Nights US $6,206
New
- Chicago
- Libertyville
- 0.75 mi to center
1205.56 ft²
11 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $883/Night
For 7 Nights US $6,183
New
1162.5 ft²
13 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $836/Night
For 7 Nights US $5,852
New
12 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Pet Friendly
- Child Friendly
- Security/Safety
US $832/Night
For 7 Nights US $5,827
Top-Rated Holiday Rentals with a Pool in Grayslake
Over 18+ The Best Private Villas and Holiday Rentals in Grayslake with a Pool
9.2
Exceptional
(980 Reviews)
- Chicago
- Libertyville
- 2.54 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $108/Night
For 7 Nights US $758
9.1
Exceptional
(153 Reviews)
- Chicago
- Libertyville
- 2.54 mi to center
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
US $169/Night
For 7 Nights US $1,184
9.1
Exceptional
(130 Reviews)
- Chicago
- Libertyville
- 0.41 mi to center
315.74 ft²
5 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $123/Night
For 7 Nights US $858
9.0
Exceptional
(1010 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $100/Night
For 7 Nights US $698
8.8
Fabulous
(669 Reviews)
- Chicago
- Libertyville
- 0.40 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $132/Night
For 7 Nights US $924
8.4
Excellent
(1007 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
US $105/Night
For 7 Nights US $738
8.1
Excellent
(478 Reviews)
387.5 ft²
4 Bathrooms
Hotel
- Private Pool
- Hot Tub
- Pool
US $412/Night
For 7 Nights US $2,884
8.0
Excellent
(1605 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
US $76/Night
For 7 Nights US $529
8.0
Excellent
(416 Reviews)
301.39 ft²
6 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $143/Night
For 7 Nights US $1,002
Pet-Friendly Holiday Rentals in Grayslake
Over 178+ Pet-Friendly Holiday Rentals in or Near Grayslake
10.0
Exceptional
(1 Review)
- Chicago
- Libertyville
- 1.24 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $156/Night
For 7 Nights US $1,094
New
- Chicago
- Libertyville
- 0.81 mi to center
2400.35 ft²
16 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $796/Night
For 7 Nights US $5,570
New
- Chicago
- Gages Lake
- 0.40 mi to center
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $204/Night
For 7 Nights US $1,429
9.8
Exceptional
(7 Reviews)
- Chicago
- Libertyville
- 1.13 mi to center
1098 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $285/Night
For 7 Nights US $1,993
New
- Chicago
- Libertyville
- 1.28 mi to center
1948.27 ft²
12 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $753/Night
For 7 Nights US $5,269
9.8
Exceptional
(7 Reviews)
- Chicago
- Libertyville
- 1.26 mi to center
797 ft²
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $278/Night
For 7 Nights US $1,946
9.6
Exceptional
(8 Reviews)
- Chicago
- Libertyville
- 1.17 mi to center
9688 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $326/Night
For 7 Nights US $2,285
9.6
Exceptional
(4 Reviews)
- Chicago
- Libertyville
- 0.73 mi to center
1195 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $313/Night
For 7 Nights US $2,190
9.6
Exceptional
(4 Reviews)
- Chicago
- Libertyville
- 1.17 mi to center
8 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Air Conditioner
US $164/Night
For 7 Nights US $1,145
Large Holiday Rentals and Private Villas in Grayslake
Over 76+ Large Holiday Rentals and Private Villas in or Near Grayslake
10.0
Exceptional
(9 Reviews)
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $671/Night
For 7 Nights US $4,697
New
- Chicago
- Libertyville
- 1.52 mi to center
1108.68 ft²
13 Guests
5 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- View
- Pet Friendly
US $722/Night
For 7 Nights US $5,052
10.0
Exceptional
(7 Reviews)
- Chicago
- Gages Lake
- 0.40 mi to center
2750 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $467/Night
For 7 Nights US $3,270
New
1700.7 ft²
13 Guests
5 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $738/Night
For 7 Nights US $5,166
10.0
Exceptional
(4 Reviews)
- Chicago
- Libertyville
- 1.17 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $222/Night
For 7 Nights US $1,555
10.0
Exceptional
(3 Reviews)
1593 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $636/Night
For 7 Nights US $4,454
10.0
Exceptional
(3 Reviews)
- Chicago
- Libertyville
- 1.01 mi to center
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $390/Night
For 7 Nights US $2,727
10.0
Exceptional
(2 Reviews)
- Chicago
- Libertyville
- 1.30 mi to center
1098 ft²
13 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $593/Night
For 7 Nights US $4,149
10.0
Exceptional
(1 Review)
- Chicago
- Libertyville
- 0.55 mi to center
2390 ft²
16 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $582/Night
For 7 Nights US $4,072
Wheelchair Accessible Holiday Homes in Grayslake
Over 34+ Wheelchair Accessible Holiday Homes in or Near Grayslake
9.6
Exceptional
(21 Reviews)
- Chicago
- Libertyville
- 2.53 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $112/Night
For 7 Nights US $785
8.5
Fabulous
(283 Reviews)
430.56 ft²
1 Bathroom
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $297/Night
For 7 Nights US $2,079
7.8
Very Good
(1005 Reviews)
1 Bathroom
Family Friendly
Hotel
- Spa
- Pool
- Breakfast
US $87/Night
For 7 Nights US $612
8.4
Excellent
(8 Reviews)
- Chicago
- Libertyville
- 2.53 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $112/Night
For 7 Nights US $785
7.7
Very Good
(310 Reviews)
601.43 ft²
9 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $137/Night
For 7 Nights US $960
8.0
Excellent
(1 Review)
- Chicago
- Libertyville
- 2.53 mi to center
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $514/Night
For 7 Nights US $3,597
New
- Chicago
- Libertyville
- 2.53 mi to center
4 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Kitchen
- Parking
US $672/Night
For 7 Nights US $4,701
9.0
Exceptional
(4 Reviews)
- Chicago
- Libertyville
- 2.53 mi to center
480 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $145/Night
For 7 Nights US $1,018
New
- Chicago
- Libertyville
- 2.53 mi to center
480 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $161/Night
For 7 Nights US $1,127
Grayslake Private Villas and Holiday Homes Under $200
Over 78+ Grayslake Private Villas and Holiday Homes Under $200
8.0
Excellent
(1 Review)
- Chicago
- Libertyville
- 1.17 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Parking
US $117/Night
For 7 Nights US $816
7.3
Very Good
(657 Reviews)
315.74 ft²
9 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Pool
- Pet Friendly
US $119/Night
For 7 Nights US $833
7.6
Very Good
(1002 Reviews)
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $105/Night
For 7 Nights US $734
4.0
Average
(1 Review)
- Chicago
- Libertyville
- 0.98 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $119/Night
For 7 Nights US $831
6.9
Good
(216 Reviews)
301.39 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Spa
- Fireplace/Heating
US $149/Night
For 7 Nights US $1,044
New
- Chicago
- Libertyville
- 1.28 mi to center
743 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $199/Night
For 7 Nights US $1,395
New
- Chicago
- Libertyville
- 0.89 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $197/Night
For 7 Nights US $1,381
New
- Chicago
- Libertyville
- 1.18 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $168/Night
For 7 Nights US $1,175
New
- Chicago
- Libertyville
- 0.89 mi to center
1000 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $167/Night
For 7 Nights US $1,166
Instantly Bookable Holiday Homes in Grayslake
Over 95+ Instantly Bookable Holiday Homes in or Near Grayslake
9.4
Exceptional
(3 Reviews)
- Chicago
- Libertyville
- 1.25 mi to center
797 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $254/Night
For 7 Nights US $1,780
9.0
Exceptional
(4 Reviews)
- Chicago
- Lake Villa
- 1.26 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Hot Tub
- Fireplace/Heating
- Kitchen
US $315/Night
For 7 Nights US $2,204
8.6
Fabulous
(49 Reviews)
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $243/Night
For 7 Nights US $1,700
New
- Chicago
- Libertyville
- 0.85 mi to center
980 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $292/Night
For 7 Nights US $2,041
New
- Chicago
- Lake Villa
- 1.25 mi to center
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Internet
- Child Friendly
US $288/Night
For 7 Nights US $2,018
New
- Chicago
- Libertyville
- 0.89 mi to center
12917 ft²
7 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $278/Night
For 7 Nights US $1,948
New
- Chicago
- Libertyville
- 0.61 mi to center
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $222/Night
For 7 Nights US $1,551
New
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $130/Night
For 7 Nights US $907
10.0
Exceptional
(45 Reviews)
- Chicago
- Round Lake
- 1.11 mi to center
1750 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $489/Night
For 7 Nights US $3,424
Book a Last Minute Place to Stay in Grayslake
About Casai's Private Villas and Holiday Rentals in Grayslake
Discover more than 269 vacation rentals available in Grayslake. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Grayslake.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Grayslake, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Grayslake. On average, places to stay near Grayslake offer 1354.87 ft², with nightly prices averaging US $326.
With Casai, finding and comparing holiday rentals in Grayslake is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Grayslake
| Type | Count |
|---|---|
| Vacation Homes | 172 |
| Holiday Apartments | 62 |
| Cottages | 4 |
Use these Quick Filters to Find a Holiday Rental in Grayslake
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Grayslake.
Weather in Grayslake, IL
View the weather forecast for Grayslake before booking your Grayslake Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Grayslake, IL
Casai offers a large selection of top attractions around Grayslake . Research things to do on your vacation before you visit Grayslake.
Other Places to Stay in Grayslake, IL
Frequently Asked Questions About Grayslake?
What are the top holiday rentals in Grayslake?
With numerous options available in Grayslake, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Grayslake:
- Luxury Lake Home near Great Lakes Naval Station
- Adorable 2-bedroom home near downtown Grayslake!
- Gorgeous Nautical 2/2 Lake House Chain O` Lakes with Hot Tub
- Lake House Retreat with Hot Tub,Kyak,SUP near Great Lakes Naval & Wilmot Ski Mnt
- 1/2 Acre Retreat: 100" TV, Open layout Navy Base and Six Flags Great America
- Navy Family home -Near Lake 4BR Hot Tub
- Modern Home near DT Libertyville and Naval Base
- New updated Apt 1/2 Mile to Downtown Libertyville!
- 3-bedroom House in Cozy Mundelein with Private Patio and Grill
- Modern 2-Story Convenient for Large Families
How many holiday rentals have private pools in Grayslake?
Discover a selection of holiday rentals with private pools near Grayslake with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Grayslake are best for families?
If you're searching for a family-friendly holiday home in Grayslake, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Grayslake:
- Lakefront Bliss: Your Ultimate Vacation Haven Surrounded by Nature
- Home with fenced yard, deck and porch in DT Libertyville Near Naval Base
- Extended Stay America Suites Chicago Gurnee
How many Casai.nz holiday rentals are available in Grayslake?
As of 2026, Casai boasts over 269 properties listed in the Grayslake area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Grayslake.
People Also Ask
Finding the best prices in Grayslake
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