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Holiday Homes in Grayslake

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Holiday Homes in Grayslake

Our top choices for Grayslake holiday homes

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
Property grounds

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

9.6 out of 10, Exceptional, (4)
"Home was cute and as advertised, outdoor area great for families to relax. Only recommendation to have some information at the home for guests in the event the alarm system is activated so it can be acknowledged quickly. "
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar
Charming 3-bedroom house in Grayslake
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in Grayslake

9.8 out of 10, Exceptional, (15)
"The house, yard and location were all perfect. "
The price is AU$825
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom house in Grayslake
Breathtaking home close to Schaumburg, Chicago
Dining

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (66)
"Fit our whole family nicely."
Breathtaking home close to Schaumburg, Chicago
Adorable 2-bedroom home near downtown Grayslake!
Exterior

Adorable 2-bedroom home near downtown Grayslake!

10.0 out of 10, Exceptional, (34)
"Great location, close enough to shop, eat and visit family."
Adorable 2-bedroom home near downtown Grayslake!
Entire 3 Bedroom Cozy Unit
Smart TV, books

Entire 3 Bedroom Cozy Unit

9.6 out of 10, Exceptional, (19)
"Just the right place for a quick trip with family! Great place if you are heading to Great Lakes for a Bootcamp graduation."
Entire 3 Bedroom Cozy Unit
Master qtr close to nature & easy urban facilities
Exterior detail

Master qtr close to nature & easy urban facilities

9.8 out of 10, Exceptional, (61)
"Great spot."
The price is AU$320
includes taxes & fees
25 Aug - 26 Aug
Master qtr close to nature & easy urban facilities
Beautiful Spacious Escape On The Chain O'Lakes
Outdoor dining

Beautiful Spacious Escape On The Chain O'Lakes

9.2 out of 10, Wonderful, (61)
"Beautiful location, easy access. Could use carpet replaced, bed in large bedroom replaced. Otherwise we had a good stay."
Beautiful Spacious Escape On The Chain O'Lakes
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Terrace/patio

Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table

10.0 out of 10, Exceptional, (4)
"We stayed for two nights and absolutely loved it! The space was cozy and welcoming, and my family felt right at home. The second-floor patio was stunning—we spent both days out there just soaking it all in. The kitchen was beautiful and had everything we needed. Overall, such a wonderful experience and we’d love to come back!"
Big Blue Lakehouse - Shared Pier, Lake Mary Access, Stunning Lake Views, Grill, Firepit, Pool Table
Spacious Ranch blocks away from downtown McHenry
Fridge, microwave, oven, stovetop

Spacious Ranch blocks away from downtown McHenry

9.8 out of 10, Exceptional, (15)
"Very nice place and host is great "
The price is AU$515
includes taxes & fees
24 Aug - 25 Aug
Spacious Ranch blocks away from downtown McHenry
Family frndly TwnHm by navy base
Fridge, microwave, oven, stovetop

Family frndly TwnHm by navy base

2.0 star property
9.6 out of 10, Exceptional, (19)
"Great little place to stay near the base. "
Family frndly TwnHm by navy base
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Fridge, microwave, oven, stovetop

Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views

10.0 out of 10, Exceptional, (35)
"The view was spectacular!"
Cute and Cozy Cottage by the Lake! Kayaks! Paddleboard! HUGE Deck w/ Great Views
Beautiful and spacious lakefront home! Close to everything!
Exterior detail

Beautiful and spacious lakefront home! Close to everything!

9.6 out of 10, Exceptional, (48)
"Overall nice stay, the master shower didn’t work but there were 2 other bathrooms, "
Beautiful and spacious lakefront home! Close to everything!
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Terrace/patio

Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!

9.8 out of 10, Exceptional, (88)
"One of my favorite places I've stayed at "
Fabulous Lake House near Lake Geneva, 1.5 hours from Chicago!!
Beach Lake Michigan King Bed Pet Friendly
On the beach

Beach Lake Michigan King Bed Pet Friendly

9.0 out of 10, Wonderful, (7)
"Judy's townhouse was a perfect spot for us to visit our family in Kenosha. We were all able to gather here to visit and enjoy the beautiful lakefront setting! "
The price is AU$654
includes taxes & fees
24 Aug - 25 Aug
Beach Lake Michigan King Bed Pet Friendly
Lake Front 2.20 acre estate Private boat launch with pier
Interior

Lake Front 2.20 acre estate Private boat launch with pier

9.8 out of 10, Exceptional, (15)
"We had a great family vacation here! The property is huge & beautiful. Tons of large clean bedrooms & baths & great rooms. Played pool, foisball & ping pong in garage, pickleball & basketball on court, volleyball & teetherball. This place had everything we were looking for!"
Lake Front 2.20 acre estate Private boat launch with pier
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
Property grounds

Lakefront home with firepit, 2 kitchens, & 2 W/Ds

9.2 out of 10, Wonderful, (14)
"Our family gathered to visit our Carthage (Kenosha) student and view a lacrosse game. There was plenty of space for all and the outdoor area was very nice for eating and relaxing. Loved that there were multiple refrigerators, huge islands in the kitchen and a grill. We rented both units and had plenty of space for 12 people."
Lakefront home with firepit, 2 kitchens, & 2 W/Ds
Entire Beautiful Grove Home
Smart TV, fireplace

Entire Beautiful Grove Home

9.0 out of 10, Wonderful, (11)
"The space of the house was great. Didnt use any of the big back yard. Had a lot of loud music the last two nights. Kept us awake . Even heard with earplugs."
Entire Beautiful Grove Home
Lake/Beach Getaway (Remodeled)
Children's area

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (38)
"Nice and clean"
Lake/Beach Getaway (Remodeled)
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Outdoor dining

Beautiful Huge Lakefront Remodeled Home with Incredible Views

9.8 out of 10, Exceptional, (29)
"This rental was excellent for our family vacation. We enjoyed beautiful views of the lake and sunset, meals on back deck and time spent on the lake. The owners is easy to communicate with and made us feel very welcomed. We would love to stay here again!"
Beautiful Huge Lakefront Remodeled Home with Incredible Views
great home in Waukegan for navy graduate families close distance to navy base!!
Fridge, microwave, oven, stovetop

great home in Waukegan for navy graduate families close distance to navy base!!

9.6 out of 10, Exceptional, (28)
"Great place and very convenient to base"
great home in Waukegan for navy graduate families close distance to navy base!!
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 Grayslake Hotel Reviews

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

10/10 Excellent
"Very nice hotel for the price and exceptionally clean. It’s a great value, and if they added just a few more amenities they could certainly charge more. Would definitely stay again if in the Schaumburg area. "
Brandon 2-night trip
Posted 1 day ago
Chez Hotel Arlington Heights