
Vacation rentals in Grayslake
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Top-rated vacation rentals in Grayslake
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Lakehouse-3bdr/Lakefront/Wi-Fi
Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

Historic home in quaint Grayslake, self check-in
Nestled in the heart of the historic village of Grayslake, this well-appointed flat, with brand new furnishings, linens, amenities, and a newly-renovated bathroom, is within easy walking distance to the restaurants, breweries, wine bars, coffee shops and the beautiful shoreline of Grayslake. Great Lakes Naval Base (11 miles), Six Flags, Fox lake, and other Chicagoland attractions are a short drive away. Multiple Metra lines to downtown Chicago and O'Hare are close. 10% Military family Discount.

Sapphire Hill - Lake House with Breathtaking Views
Incredible Huge Lake House with 5 bedrooms, 2 three-season rooms, 2 living rooms, 2 kitchens, 2 bathrooms, 2 outside decks overlooking the lake. Private pier to dock your watercraft. Sunbathe in the backyard or nearby beach. Enjoy gorgeous sunrises and sunsets. Have fun all day at lake then relax for some board games or watch hundreds of movies or tv shows on streaming tvs. Conveniently close to Six Flags and Gurnee Mills. Pontoon boat available (along with a tube) for rent on a daily basis

Lake House Walk to Train-Chicago
Lake Front with stone seawall, fire pit and jacuzzi. Two fireplaces, one wood burning and one gas. Floor to ceiling windows showcasing sunsets over serene Grayslake. Two paddler boats for you to paddle to Jones Island beach and playground. A five-minute walk to downtown Grayslake which boasts 9+ restaurants, an outdoor fireplace, two wooded parks with paved paths. A five-minute walk from the house to the Metra train taking you to downtown Chicago, a 1 hour train ride. Minimum 3 nights.

B’s Farmhouse Cottage 2-bedroom duplex.
Experience the best of the midwest! Enjoy a newly remodeled "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

Adorable 2-bedroom home near downtown Grayslake!
Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

Family-sized Indoor Heated Pool & Movie Theater!
**HUGE INDOOR HEATED POOL**THEATER**SLEEPS UP TO 18 MAX** Set on a private and quiet property, this home boasts a 24/7/365 huge heated indoor in-ground pool attached to the house that is yours to use exclusively throughout your stay! The house has a private movie theater and fully stocked gourmet kitchen! Our occupancy is 18 max visiting or staying. Bring your well-behaved, house-trained dog to join you for no additional fee! **30 day rental available** You will not be disappointed!

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Corner Lakefront Property
This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

Cozy mother inlaw suite. Private. Next to beach.
25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard.

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.
Popular amenities for Grayslake vacation rentals
Other great vacation rentals in Grayslake

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Lake House ON the Water! Hot tub! Amazing Views!

The Comfort Spot - Inside & Out

1/2 Acre Retreat: 100" TV, Open layout | Navy Base

Modern 4BR Lake Retreat • Walk to Beach & Main St

Sunset Lakefront Cottage in Fox Lake w/ Boat Pier
When is the best time to visit Grayslake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $217 CAD | $193 CAD | $194 CAD | $213 CAD | $223 CAD | $260 CAD | $220 CAD | $254 CAD | $234 CAD | $270 CAD | $399 CAD | $352 CAD |
| Avg. temp | -4 °C | -2 °C | 4 °C | 10 °C | 16 °C | 21 °C | 24 °C | 23 °C | 19 °C | 12 °C | 5 °C | -1 °C |
Frequently Asked Questions
Are there house rentals with a dedicated workspace in Grayslake?
Yes! Work meets play with ease at over 10 house rentals in Grayslake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly house rentals in Grayslake?
Grayslake has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Grayslake?
Four-legged friends are welcome in Grayslake. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Grayslake have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Grayslake. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Grayslake have wifi?
Absolutely! We offer over 10 house rentals with wifi in Grayslake. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Grayslake?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Grayslake

Total vacation rentals
Explore 30 vacation rentals in Grayslake

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Grayslake vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Grayslake rentals

4.8 Average rating
Grayslake stays are highly rated by guests—averaging 4.8 out of 5!
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- Lincoln Park
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- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wicker Park
- Wilmot Mountain Ski Resort
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Willis Tower
- Illinois Beach State Park
- University of Chicago




