Vacation rentals in Grandwood Park

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Top-rated vacation rentals in Grandwood Park

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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.

Jun 12 – 19

ﺩ.ﺇ332 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

Dec 30 – Jan 6

ﺩ.ﺇ538 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.

Jun 10 – 17

ﺩ.ﺇ501 per night

Guest favorite

Home in Round Lake Beach

4.91 out of 5 average rating, 126 reviews

By Naval Base! Ranch w Pool Table, Arcade, Netflix

Close to Naval Base! Located in a quiet neighborhood is this stylish renovated home with everything you could need for a relaxing getaway. - Netflix, Disney+, ESPN + and Hulu! - Parking + Internet! - Washer & Dryer! - Arcade! - Gourmet Kitchen w/ Coffee Bar! - Your booking supports a special cause! - Luxury Linens - Work from Home Office Spaces! Stay just minutes from Six Flags, picturesque parks, lakes, shopping, restaurants, cafes and all the fun & adventure that Lake County has to offer!

ﺩ.ﺇ494 per night

Guest favorite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

The Woodland Guest House is uniquely located within a forest setting, and on a major road a 10-minute drive to downtown Libertyville and the Chicago train line. The modern apartment suite has four rooms, and was built onto an adjacent 1908 farmhouse. It combines peaceful silence with modern amenities, and is full of character. On three acres of oak savannah and trails, it is a certified Open Lands Property. Come to explore this exciting area, while staying in a charming forest suite!

Sep 23 – 30

ﺩ.ﺇ296 per night

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.

Dec 1 – 8

ﺩ.ﺇ858 per night

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 99 reviews

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!

Dec 1 – 6

ﺩ.ﺇ678 per night

Guest favorite

Guest suite in Zion

4.9 out of 5 average rating, 135 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 5 – 12

ﺩ.ﺇ295 per night

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!

Oct 21 – 28

ﺩ.ﺇ507 per night

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!

Nov 23 – 30

ﺩ.ﺇ620 per night

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.

May 31 – Jun 7

ﺩ.ﺇ342 per night

Guest favorite

Farm stay in Lake Villa

4.86 out of 5 average rating, 50 reviews

Country Living Close to Town

Within an hour of Chicago, you and your family can enjoy country life on this beautiful small farm. Surrounded by forest preserves on a quiet road so you feel like you're out in the country while still close to lots of stores and amenities. Say hello to the horses, chickens, goats, and ducks. Have a bonfire to roast marshmallows outside or enjoy a fire in the large living room. Full kitchen. Large living space and bedroom.

Apr 23 – 30

ﺩ.ﺇ402 per night