Holiday rentals in Lake County

4.97 out of 5 average rating, 121 reviews

Home in Highland Park

Charming Ranch-Style Cottage

Escape the hustle and bustle of the city in this relaxing, cozy, cottage that is a few blocks away from downtown Highland Park and Highwood, with great restaurants, bars and coffee shops. It is perfect for single travelers, couples, or a small family. We are grateful for the amazing Airbnb hosts across the globe, who opened their homes to us, and made our trips so memorable. So when we bought our own home, it was only right that we would return the favor and open our home to fellow adventurers

4.98 out of 5 average rating, 222 reviews

Home in Beach Park

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.

4.83 out of 5 average rating, 122 reviews

Flat in Highland Park

Chic Studio in Downtown Highland Park - By Metra

Discover our elegant studio unit in Highland Park, now featuring FREE parking! This simple yet comfortable space is perfect for couples, concert-goers, and small families. You'll find all the essential amenities you need, including a fully stocked kitchen, laundry facilities, and reliable Wi-Fi. Our location is ideal for exploring downtown Highland Park, with convenient access to top attractions, restaurants, and shops. Book now and discover your perfect home away from home on the North Shore.

4.89 out of 5 average rating, 200 reviews

Guest suite in Zion

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

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 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 suite in Riverwoods

4.96 out of 5 average rating, 400 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.

Guest house in Lake Forest

4.94 out of 5 average rating, 127 reviews

The Green Door - safe and calm with walkability

This charming guesthouse in Lake Forest is only steps away from beautiful Market Square — the historic retail center of the community. Inside it features loads of light, in-unit washer and dryer, a well-equipped kitchen and a professionally designed stylish and calming interior. Outside, it has a vintage (ie. older) porch/breezeway with classic outdoor games. Walk to two grocery stores, bars/restaurants and our historic train station that connects to Chicago and various corporate shuttles.

4.83 out of 5 average rating, 101 reviews

Tiny home in Beach Park

Tiny home in not so tiny Yard

The house has a Queen bed, a Single bed and a sofa. A tiny home in a peaceful neighborhood. Built on 4 city lots, it has plenty of space and privacy. For families visiting the Naval Academy, we are close enough, yet give you space and privacy. Away from the hustle of North Chicago and Waukegan. Nearby attractions are: Naval Base - 11 miles, 20 minutes Six Flags - 7 miles, 15 minutes Illinois State Beach - 2 miles, 5 minutes Chicago - 46 miles, 60 minutes Milwaukee - 50 miles, 55 minutes

4.92 out of 5 average rating, 124 reviews

Home in Waukegan

The Indigo Cottage

This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

4.82 out of 5 average rating, 135 reviews

Flat in Waukegan

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

4.9 out of 5 average rating, 146 reviews

Home in Ingleside

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

4.99 out of 5 average rating, 151 reviews

Home in Round Lake Beach

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!

4.87 out of 5 average rating, 211 reviews

Bungalow in Mundelein

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.

Holiday rentals for every style

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Popular amenities for Lake County holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lake County

4.85 out of 5 average rating, 41 reviews

Flat in North Chicago

Close to Navy Base & Six Flags Great America

TayRating, 5 stars1 week ago

Lauren was very helpful and everything was nice in the Airbnb! Only thing to complain about would be the lack of curtains on windows in the living room, I stayed alone so I always felt like someone could see me. Second would just be the extra fees for some small things.

5 out of 5 average rating, 29 reviews

Home in Grayslake

Lake House Walk to Train-Chicago

James MosesRating, 5 stars5 days ago

This was a wonderful place. Our daughter graduated navy boot camp and she was able to sit in the backyard and relax by the lake. It was welcoming, inviting and peaceful and quiet. We will definitely be coming again. This was our first Airbnb and it exceeded our expectations.

5 out of 5 average rating, 17 reviews

Home in Fox Lake

Mineola Manor

JoLynnRating, 5 stars6 months ago

This is our second year coming out for Thanksgiving and my family loves it here! It was the perfect home to cook thanksgiving dinner and enjoy the lake views. Can’t wait to come back next year!

Cottage in Fox Lake

4.82 out of 5 average rating, 168 reviews

All Season Sunset Cottage on Pistakee Lake

ReneeRating, 5 stars2 months ago

Beautiful waterfront property and cozy cottage. The house is minutes from the train station so you can plan a trip to the city without the traffic. The lake is full of pelicans, ducks and geese and I never tired of watching them. The driveway is an absolute adventure! We took turns riding in the back and front of our rental mini van so we could all experience the incline. You’ll be fine-just do it-it’s fun! The neighborhood and surrounding areas are beautiful and there’s plenty of restaurants and shopping nearby. There is limited cabinet and refrigerator space so don’t over buy groceries like we did and there’s no ice. Bring trays or buy a bag if you need this. The fire pit was used and we got firewood at Home-depot along with s’mores sticks. The house is stocked with everything needed and we had an amazing time and made unforgettable memories and were comfortable and surrounded by beautiful scenery.

4.95 out of 5 average rating, 74 reviews

Home in Spring Grove

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

SammiRating, 5 stars2 weeks ago

Great getaway for our family. Greg gives very clear instructions on how to find the house and how to use all the amenities. Very clean. Thank you!

4.85 out of 5 average rating, 71 reviews

Cabin in Fox Lake

Cozy Brick House Chain O'Lakes

LisaRating, 5 stars2 weeks ago

Absolutely loved this Lake House. My Husband and I had a great getaway. House is spotless and had everything we needed. Loved that Dockers restaurant and the Coffee house was right on the corner and a very short walk. Also loved that we could walk to Downtown Fox Lake and check all the places out. Great how close Lake was to house for lots of fishing. Had a great time and we hope to come back.