Grayslake places to stay

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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.

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.

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

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 155 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.

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

Guest favorite

Home in Round Lake Beach

4.89 out of 5 average rating, 148 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.

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.

Guest favorite

Guest suite in Zion

4.9 out of 5 average rating, 136 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.

Guest favorite

Apartment in Grayslake

5.0 out of 5 average rating, 9 reviews

Apartment in Downtown Grayslake

Welcome to downtown Grayslake! Enjoy your stay in our quaint one-bedroom apartment overlooking Center Street. Nestled above our lifestyle boutique, 27 Houses, you can enjoy everything our adorable town has to offer. Grayslake is practically straight out of a Hallmark movie, and you'll be right in the center of everything. With a cozy floorpan, enjoy a cup of coffee, listen to some vinyl, or get right to work at our dedicated workspace. We're excited to welcome you!

Superhost

Home in Fox Lake

4.94 out of 5 average rating, 141 reviews

Beach Bungalow Getaway ★ Chain O Lakes

Outdoor enthusiasts will be delighted with this quaint romantic cottage. Walk down to the lake to enjoy boating, swimming, fishing, and more. The fall colors, hiking, and nature setting is especially breathtaking this time of year. Experience all the comforts of home in this newly remodeled lake cottage desirably located on Lippincott Point. Perfect for gathering with friends by the lakeside fire pit, boating “the chain” and all that lake life has to offer!

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 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.

Guest favorite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 225 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.

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

Home in Grayslake

5.0 out of 5 average rating, 42 reviews

Adorable 2-bedroom home near downtown Grayslake!

Guest favorite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 99 reviews

Round Lake Getaway Retreat

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 85 reviews

131 East Park Ave. #308

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 43 reviews

528 Bungaloo 1 | 1 Bedroom | 1 Bath | Sleeps 2-4

Guest favorite

Farm stay in Lake Villa

4.86 out of 5 average rating, 50 reviews

Country Living Close to Town

Guest favorite

Cabin in Spring Grove

4.9 out of 5 average rating, 20 reviews

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

Guest favorite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 95 reviews

The Green Door - safe and calm with walkability

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Other great vacation rentals in Grayslake

Superhost

Cabin in Fox Lake

4.88 out of 5 average rating, 40 reviews

Cozy Brick House Chain O'Lakes

Guest favorite

Home in Antioch

4.96 out of 5 average rating, 26 reviews

Hideaway Lakehouse

Superhost

Home in Round Lake Beach

4.83 out of 5 average rating, 90 reviews

Modern 3 bedroom house, quiet residential street.

Guest favorite

Apartment in McHenry

5.0 out of 5 average rating, 69 reviews

Walkable to downtown McHenry near the Fox River

Guest favorite

Home in Fox Lake

5.0 out of 5 average rating, 17 reviews

The coffee shop

Superhost

Home in Round Lake Beach

4.81 out of 5 average rating, 36 reviews

Lake/Beach Getaway (Remodeled)

Guest favorite

Guest suite in Lake Zurich

5.0 out of 5 average rating, 13 reviews

Private Entrance, Two Bedroom *Pet Friendly*

Guest favorite

Home in Libertyville

5.0 out of 5 average rating, 9 reviews

Private Get A Way

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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
$30 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

Home in Grayslake

Cottage in Libertyville

Home in Round Lake Beach

Apartment in Libertyville

Apartment in Libertyville

Farm stay in Lake Villa

Cabin in Spring Grove

Guesthouse in Lake Forest

Other great vacation rentals in Grayslake

Cabin in Fox Lake

Home in Antioch

Home in Round Lake Beach

Apartment in McHenry

Home in Fox Lake

Home in Round Lake Beach

Guest suite in Lake Zurich

Home in Libertyville

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