
Holiday houses in Grayslake
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Quick stats about holiday rentals in Grayslake

Total holiday rentals
Explore 30 holiday rentals in Grayslake

Verified guest reviews
Over 870 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Grayslake holiday rentals include Wi-Fi 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!
Top-rated holiday rentals in Grayslake
Guests agree: these stays are highly rated for location, cleanliness and more.

B’s Farmhouse Cottage 2-bedroom duplex.
Experience the best of the midwest! Recently remodeled in 2021 magnolia home 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.
FamilyValueHiking

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.
FamilyLocationCondition

Navy Families Welcomed!/Great America/Relaxing
This unique house has a style all its own. Designed with cheeky fun but ensuring cozy comfort. We want you to relax into this beautifully renovated house. Whether you are a family in town for an event, a traveling professional, or on a friends getaway, this place is for you! We are centrally located. Near the interstate, Great Lakes Navel Academy, Gurnee Mills, Six Flags, College of Lake County, Abbott Labs, Baxter, 3 hospitals, 2 wedding venues, walk to the beach, explore the local town.
LocationFamilyAir conditioning

Mineola Manor
Escape to this spacious 3-bedroom waterfront oasis on Mineola Bay. Enjoy stunning sunset views over the lake every evening from multiple decks with plenty of outdoor seating. Bring your boat and dock it at one of the two docks on the property. Inside, have a blast with a pool table and ping pong. Book your getaway now and experience the ultimate relaxation and entertainment on the lake. The unit is private but the yard is shared. If you have a bigger party we have a cottage available as well
FamilyLocationCheck-in

Master qtr close to nature & easy urban facilities
This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.
ValueLocationQuiet

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!
FamilyValueQuiet

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 kayaks 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 4 nights.
LocationFamilyDecor

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!
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Historic Downtown Grayslake
Stay in a restored vintage home in downtown Grayslake, IL, midway between Chicago and Milwaukee. The home features 4 bedrooms, one on the main level, and 3 full baths. Enjoy a well equipped kitchen, in home laundry, a rec room, and three flat screen TVs. Have coffee on the front porch. End the day with s’mores by the new gas firepit. Walk under five minutes to shops, a local bookstore, restaurants, bars, and parks. Drive 15 minutes to the casino and 20 minutes to the Naval Base.
ValueFamilyParking

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!
LocationFamilyBarbecue

Historic Downtown Libertyville Loft
Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.
FamilyLocationAccess

Home Sweet Home, minutes to Great Lakes Naval Base
Home Sweet Home is located 35 miles north of Chicago; 53 miles south of Milwaukee, WI; and just 4 miles east of Great Lakes Naval Base. Chicago is a 45-minute train ride away. O'Hare is a 30 to 40-minute commute. Great America amusement park and shopping venues, including Gurnee and Kenosha outlet malls, are all within 20 to 30 minutes away. Location makes this home an ideal respite for Midwest sightseeing.
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Popular amenities for Grayslake holiday rentals
Other great holiday rentals in Grayslake

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK
LocationValueWalkability

Sleeps 9+ | Hot Tub & Game Room Near Navy Base
ValueFamilyBackyard

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

Round Lake Beach Guesthouse
FamilyLocationComfort

Pet Friendly, Fenced In Yard, Lots to do Nearby!
LocationValueAir conditioning

1900 Historic Farm house attached apartment
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Peaceful Family & Fur-Friendly home near Navy Base
ValueLocationCheck-in

Historic Vintage Apt | KING Bed | Near Naval Base
LocationFamilyCheck-in
When is the best time to visit Grayslake?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 AUD | $230 AUD | $243 AUD | $287 AUD | $361 AUD | $424 AUD | $230 AUD | $266 AUD | $245 AUD | $283 AUD | $418 AUD | $368 AUD |
| 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 vacation rentals with a dedicated workspace in Grayslake?
Yes! Work meets play with ease at over 20 vacation rentals in Grayslake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Grayslake?
Grayslake has more than 20 family-friendly stays. 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 air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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- Wrigley Field
- Soldier Field
- United Center
- Lincoln Park
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- University of Chicago
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Donald E Stephens Convention Center
- Union Park
- Garfield Park Conservatory
- Illinois Beach State Park
- Byline Bank Aragon Ballroom
- Baird Center





