Grayslake places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Grayslake

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Kenosha

4.93 out of 5 average rating, 172 reviews

Inviting, spacious apt! Ideal for stay & work

This brand new basement apartment is an amazingly pleasant, spacious and private unit (over 950 sq. ft). Whatever the motive of your trip is —work from home, business, family function, wedding, graduation, friends, or simply a vacation escapade — you will enjoy the freedom this space provides. This residential, private neighborhood apartment is carefully designed. The full kitchen, classy bathroom, plush and extra-comfortable king size bed, the TV and all the amenities will fulfill your needs.

May 20 – 27

ﺩ.ﺇ308 per night

Guest favorite

Home in Beach Park

4.98 out of 5 average rating, 161 reviews

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.

Apr 7 – 14

ﺩ.ﺇ480 per night

Guest favorite

Cottage in Lake Villa

4.82 out of 5 average rating, 150 reviews

Laura’s Little Cottage

First, I’d like to mention this is located in a QUIET neighborhood. I don't rent out for big, loud parties. If that's what you're looking for, this is not the place for you. I like to keep peace with the neighbors! Moving on. This little cottage is just minutes from several forest preserves, the Chain O’ Lakes, Great America or Wilmot Mountain. 30 minutes to Great Lakes Naval Base & less than an hour to Lake Geneva, Chicago or Milwaukee. Plenty of restaurants, & grocery stores. 30 day minimum

Jun 2 – 9

ﺩ.ﺇ514 per night

Guest favorite

Guest suite in Riverwoods

4.95 out of 5 average rating, 300 reviews

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.

May 10 – 17

ﺩ.ﺇ514 per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 156 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

May 8 – 15

ﺩ.ﺇ501 per night

Guest favorite

Home in Ingleside

4.93 out of 5 average rating, 110 reviews

Gorgeous Nautical 2/2 Lake House Chain O' Lakes

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 an optional 5-6 person hot tub on the back deck for you to relax and unwind (See access and maintenance fee). Fully remodeled modern lake house

Apr 8 – 15

ﺩ.ﺇ744 per night

Guest favorite

Home in Round Lake Beach

4.89 out of 5 average rating, 151 reviews

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.

Sep 10 – 17

ﺩ.ﺇ858 per night

Guest favorite

Bungalow in Mundelein

4.87 out of 5 average rating, 183 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Dec 17 – 24

ﺩ.ﺇ520 per night

Guest favorite

Guest suite in Zion

4.89 out of 5 average rating, 138 reviews

Non-smoking, attached mother-in-law suite.

30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 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 from 7AM to 7PM.

May 2 – 9

ﺩ.ﺇ296 per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 292 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Nov 27 – Dec 4

ﺩ.ﺇ357 per night

Guest favorite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 227 reviews

Love my guests! Homey Elegant & Lake Michigan!

Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

Sep 15 – 22

ﺩ.ﺇ311 per night

Guest favorite

Apartment in Cary

5.0 out of 5 average rating, 155 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Oct 27 – Nov 3

ﺩ.ﺇ465 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Grayslake places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Grayslake's top sights

Mrs V's Restaurant3 locals recommend

Emil's Tavern on Center6 locals recommend

The Vine - Martini & Wine Bar8 locals recommend

Kawa Japanese Restaurant3 locals recommend

Rollins Savanna Forest Preserve7 locals recommend

Fred's Diner3 locals recommend

Other great vacation rentals in Grayslake

Guest favorite

Loft in West Dundee

4.97 out of 5 average rating, 442 reviews

Hip Urban Loft - Small Town Charm - 124 LOFTS #2

Mar 30 – Apr 6

ﺩ.ﺇ501 per night

Guest favorite

Home in Grayslake

4.95 out of 5 average rating, 109 reviews

Huge Indoor Pool &Theater - link moved see details

Aug 28 – Sep 4

ﺩ.ﺇ2,605 per night

Guest favorite

Apartment in Grayslake

5.0 out of 5 average rating, 9 reviews

Apartment in Downtown Grayslake

Oct 27 – Nov 3

ﺩ.ﺇ507 per night

Guest favorite

Apartment in Libertyville

4.9 out of 5 average rating, 87 reviews

131 East Park Ave. #308

Sep 18 – 25

ﺩ.ﺇ339 per night

Guest favorite

Home in Grayslake

5.0 out of 5 average rating, 43 reviews

Adorable 2-bedroom home near downtown Grayslake!

Nov 2 – 9

ﺩ.ﺇ665 per night

Superhost

Home in Round Lake Beach

4.83 out of 5 average rating, 90 reviews

Modern 3 bedroom house, quiet residential street.

May 2 – 9

ﺩ.ﺇ506 per night

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 99 reviews

Round Lake Getaway Retreat

Apr 13 – 18

ﺩ.ﺇ678 per night

Guest favorite

Farm stay in Lake Villa

4.86 out of 5 average rating, 50 reviews

Country Living Close to Town

Aug 12 – 19

ﺩ.ﺇ405 per night

Show all

Other great vacation rentals in Grayslake

Guest favorite

Home in Grayslake

5.0 out of 5 average rating, 15 reviews

Family-sized Indoor Heated Pool & Movie Theater!

Apr 10 – 17

ﺩ.ﺇ3,036 per night

Guest favorite

Home in Antioch

4.96 out of 5 average rating, 26 reviews

Hideaway Lakehouse

Jun 12 – 19

ﺩ.ﺇ526 per night

Guest favorite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 96 reviews

The Green Door - safe and calm with walkability

Mar 7 – 14

ﺩ.ﺇ361 per night

Guest favorite

Home in Grayslake

5.0 out of 5 average rating, 26 reviews

Secluded private home, game room & outside hot tub

Aug 8 – 15

ﺩ.ﺇ1,708 per night

Guest favorite

Apartment in McHenry

5.0 out of 5 average rating, 70 reviews

Walk to downtown McHenry @ the heart Fox River

Aug 28 – Sep 4

ﺩ.ﺇ528 per night

Guest favorite

Home in Round Lake Park

5.0 out of 5 average rating, 17 reviews

Amber Shore- Lakefront Home w/Amazing View

Jan 5 – 12

ﺩ.ﺇ1,321 per night

Guest favorite

Guest suite in Lake Zurich

5.0 out of 5 average rating, 14 reviews

Private Entrance, Two Bedroom *Pet Friendly*

Apr 2 – 9

ﺩ.ﺇ375 per night

Guest favorite

Cottage in Fox Lake

4.92 out of 5 average rating, 89 reviews

Cozy Cottage with Bedroom Lake Views!

Sep 5 – 12

ﺩ.ﺇ556 per night

Show all

Quick stats about vacation rentals in Grayslake

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
500 reviews
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees

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.
How much does it cost to stay in house rentals in Grayslake?
Experience the best of Grayslake with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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.
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.
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.
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.

Grayslake places to stay

Top-rated places to stay in Grayslake

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Grayslake places to stay

Stay near Grayslake's top sights

Other great vacation rentals in Grayslake

Loft in West Dundee

Home in Grayslake

Apartment in Grayslake

Apartment in Libertyville

Home in Grayslake

Home in Round Lake Beach

Home in Round Lake Beach

Farm stay in Lake Villa

Other great vacation rentals in Grayslake

Home in Grayslake

Home in Antioch

Guesthouse in Lake Forest

Home in Grayslake

Apartment in McHenry

Home in Round Lake Park

Guest suite in Lake Zurich

Cottage in Fox Lake

Quick stats about vacation rentals in Grayslake

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Grayslake?

How much does it cost to stay in house rentals in Grayslake?

What are the most popular amenities for House Rentals in Grayslake?

Are there family-friendly house rentals in Grayslake?

Do house rentals in Grayslake have wifi?

Do house rentals in Grayslake have air conditioning?

Destinations to explore