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Vacation rentals in North Chicago

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Top-rated vacation rentals in North Chicago

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Beach Park

4.97 out of 5 average rating, 192 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 suite in Riverwoods

4.95 out of 5 average rating, 355 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.

Guesthouse in Lake Forest

4.95 out of 5 average rating, 115 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.

Home in Waukegan

4.91 out of 5 average rating, 101 reviews

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!

Rental unit in Waukegan

4.84 out of 5 average rating, 110 reviews

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!

Rental unit in Libertyville

4.88 out of 5 average rating, 136 reviews

131 East Park Ave. #308

Keep it simple at this peaceful and centrally-located apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. Pull out bed in living room good for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.

Home in Waukegan

4.97 out of 5 average rating, 151 reviews

The Brick Arch

We are excited to welcome you to this comfortable and newly renovated charming home in the perfect location if you're visiting Northern Illinois/Chicago. Come see why Waukegan is nicknamed "Green Town" and is home to some of the finest parks, ravines, and walking trails. With an incredible sandy beach, lakefront, galleries, breweries, restaurants, and more, it is definitely a place to check out! We are very close to Six Flags, Great Lakes Naval Base, and The Genesee Theatre too!

Home in Round Lake Beach

4.99 out of 5 average rating, 121 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!

Rental unit in Waukegan

4.89 out of 5 average rating, 112 reviews

Luxury 2 BDR Downtown Waukegan | Pool Table

We are excited to welcome you to this charming and spacious apartment if you're visiting Northern Illinois/Chicago. We are very close to Six Flags, Great Lakes Naval Base and Lake Michigan. Working, relaxing, living. Our space has all the other essentials you need for your stay. - Contact-free check-in - 24/7 virtual support - Xfinity Wi-Fi - Fresh towels and bathroom essentials - Pre-cleaning before your arrival - Fully equipped kitchen - NETFLIX and HDMI for streaming

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 319 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.

Home in Round Lake Beach

4.81 out of 5 average rating, 113 reviews

Modern 3 bedroom house, quiet residential street.

A newly remodeled ranch home perfect for longer stays. It has brand new kitchen appliances, furnitures, laundry, a dedicated space for work, comfortable foam beds and a 58 inch TV. Its about 1 block from Round Lake. Close to shopping on Rollins Road, about 15 minutes from Fox Lake, 20 minutes from Six Flags, 30 minutes from Naval Base. As a NOTE, the washing machine and dryer are not working. We are working to replace it.

Home in Lake Bluff

4.93 out of 5 average rating, 119 reviews

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.

Vacation rentals for every style

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Homes

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Popular amenities for North Chicago vacation rentals

Free parking on premises

Air conditioning

Stay near North Chicago's top sights

Great Lakes Naval Station5 locals recommend

Naval Station Great Lakes Visitors Center6 locals recommend

Walmart Supercenter9 locals recommend

Big Ed's BBQ & Bar9 locals recommend

Target7 locals recommend

Lake Bluff Brewing Company6 locals recommend

Other great vacation rentals in North Chicago

Home in Lake Bluff

4.92 out of 5 average rating, 26 reviews

3 bedroom, living & family room, screened porch

Home in Grayslake

5 out of 5 average rating, 21 reviews

Lake House Walk to Train-Chicago

Home in Waukegan

4.96 out of 5 average rating, 57 reviews

Large Family Home | Minutes from Naval Base (4 mi)

Home in Grayslake

4.97 out of 5 average rating, 63 reviews

Adorable 2-bedroom home near downtown Grayslake!

Rental unit in Waukegan

4.92 out of 5 average rating, 13 reviews

Cozy Apartment | Naval Station | Six Flags

Home in Waukegan

5 out of 5 average rating, 58 reviews

*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake

Home in Waukegan

5 out of 5 average rating, 13 reviews

Ideal for Navy graduation!

Home in Antioch

4.98 out of 5 average rating, 41 reviews

Hideaway Lakehouse

Quick stats about vacation rentals in North Chicago

Total rentals
50 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Do serviced apartment rentals in North Chicago have air conditioning?
Absolutely! We offer over 10 serviced apartment rentals with air conditioning in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in North Chicago?
North Chicago has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do serviced apartment rentals in North Chicago have a gym?
Absolutely! We offer over 10 serviced apartment rentals with a gym in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in North Chicago?
Four-legged friends are welcome in North Chicago. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in hotel rentals in North Chicago?
Experience the best of North Chicago with our hotel rentals, starting at about $130 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 North Chicago?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in North Chicago?
Yes! Work meets play with ease at over 30 vacation rentals in North Chicago featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in North Chicago have wifi?
Absolutely! We offer over 10 house rentals with wifi in North Chicago. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore