
House holiday rentals in Grayslake
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Top-rated house rentals in Grayslake
Guests agree: these houses are highly rated for location, cleanliness and more.

Unique porcelain-enamel paneled "Lustron" home
This rare modern post war home has a style all its own. Created by Carl Strandlund in Columbus Ohio, it consisted of prefabricated porcelain enamel covered panels inside and out making it durable and easy to clean. Easing the postwar housing shortage and its maintenance free design were its selling points. Great care has been taken to reflect its true character so enjoy the well thought out floor plan and huge yard. Close to Northwestern, Gilson park beach, and downtown Chicago via car or train.

Lake Geneva cottage with private beach access
This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch your boat in Center Lake at end of street or visit one of many lakes nearby. Camp Lake less than 2 minutes away, close to Silver Lake and others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Wilmot Mountain, Lake Geneva, & Bristol Renaissance Faire. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base

Lakefront, beautiful views, spacious and private.
With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

Lakefront Winter Getaway with Hot Tub!
Perfect spot for your winter getaway! Cozy up with hot chocolate by the fireplace or enjoy sunset from hot tub. Winter fun awaits! Wilmot Ski Resort is only 10 minutes away and offers skiing, snow tubing and the best Bloody Mary’s at Walt’s Restaurant in the ski lodge. The Chain O’ Lakes offers great ice fishing, restaurants with great views, snowmobiling and more. Enjoy 3600 sq/ft of living space: 5 bedrooms, 3.5 baths, fully finished basement and outdoor firepit for year round use!

"Magnolia Farmhouse" inspired 4-bedroom home
Enjoy a spacious, open floor plan on a quiet, dead-end street! This "Magnolia Farmhouse" inspired 4-bedroom ranch home is set on one acre. Located 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! Minutes away for the Great Lakes Naval Station (9mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here, make Boyce Lane your home away from home today!

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

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.

Lake Michigan Paradise Apartment
Private, top floor unit in a duplex on Lake Michigan w/ 900 square feet, 2 bedrooms, 1 large bathroom with shower and soaker tub, open concept living perfect for an amazing getaway. Unobstructed views of Lake Michigan. Relax on your enormous 500 square foot private deck overlooking the lake. Great for fishing. Backyard available for your furry family members. Beach is around the corner. Downtown is a 3 minute walk and has beautiful boutiques, shops, eateries, museums and more!

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!

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.
Popular amenities for house rentals in Grayslake
House rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Friends-Inspired Vintage Vibes House near Chicago

Paradise with Pool & Games

In Ground Pool, Full Ranch Home

Elmhurst Luxury 4BR w/ Pool, Fenced Yard, Downtown

Great Lakes Family Getaway
Weekly house rentals

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

Cozy Lakehouse Only 20 min to Lake Geneva Area

Lakeside Getaway 1 Bedroom

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

Peaceful Lakefront/2 kings +/Near Navy/Family Time

Spacious Home-Great Lakes Close-Quiet Location

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

Charming! Near Microsoft Mt Pleasant Sleeps 8
Private house rentals

Completely renovated 1 Bedroom Lakeside suite

Luxury Cozy Stay | Near Six Flags and Navy Base

Nippersink Lakehouse-Private Pier & Pet friendly!

The coffee shop

Lago Amore - Channel house, pier, kayaks

The Oak @ The Oaks On The Fox

Lighthouse Retreat

Waterfront - Fox Lake - Bring your boat. 3bd 2bath
When is the best time to visit Grayslake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 241 | € 122 | € 123 | € 135 | € 160 | € 237 | € 265 | € 141 | € 129 | € 266 | € 259 | € 194 |
| 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 |
Quick stats about house rentals in Grayslake

Total holiday rentals
Explore 20 holiday rentals in Grayslake

Verified guest reviews
Over 560 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Grayslake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grayslake rentals

4.8 Average rating
Grayslake stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Chicago Holiday rentals
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- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Alpine Valley Resort
- Oak Street Beach
- The Field Museum
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Willis Tower
- Illinois Beach State Park
- The Beverly Country Club
- Milwaukee County Zoo
- Raging Waves Waterpark