Vacation rentals in North Chicago

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in North Chicago

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

0 of 0 items showing

1 of 3 pages

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.

Nov 4 – 11

G$27,317 GYD per night

Guest favorite

Home in North Chicago

4.97 out of 5 average rating, 31 reviews

Spacious 2-br, 1 bath home w/AC near Naval Base

Welcome to our Airbnb, perfectly situated for your convenience. Located near the navy base, Six Flags Great America, and an hour drive to the bustling city of Chicago, our accommodations offer the ideal gateway to a multitude of attractions and activities. And when it’s time to rest, our comfortable accommodations awaits you. Whether you’re here for business or pleasure. At our Airbnb, we prioritize your comfort and convenience. Book now and let us be your gateway to an extraordinary stay.

Aug 31 – Sep 7

G$35,361 GYD 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.

Apr 27 – May 4

G$29,170 GYD per night

Guest favorite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 95 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.

Feb 4 – 11

G$20,525 GYD per night

Guest favorite

Home in Waukegan

4.91 out of 5 average rating, 65 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!

Nov 11 – 18

G$32,841 GYD per night

Guest favorite

Home in North Chicago

4.95 out of 5 average rating, 55 reviews

The Perfect home for the family!

Relax with the whole family at this peaceful cozy home. Located within walking distance (1 Mile) to Recruit training command (RTC) and Naval Station Training Command (NSTC) 1.7 miles, one mile away from the Metra train that can take you directly to Kenosha Washington or Downtown Chicago. This home is perfect for visiting to see your graduating Sailors or if you are visiting Six Flags Great America, Gurnee Mills outlet mall. There are plenty of brewers, restaurants, beaches and parks.

Oct 3 – 10

G$40,326 GYD per night

Superhost

Apartment in Waukegan

4.82 out of 5 average rating, 91 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!

Aug 18 – 25

G$22,104 GYD per night

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 85 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.

Sep 25 – Oct 2

G$19,123 GYD 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

G$16,769 GYD 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

G$19,112 GYD per night

Superhost

Apartment in Waukegan

4.8 out of 5 average rating, 5 reviews

Cozy Apartment | Naval Station

Surround yourself with style in this standout space. Our home includes full furnished kitchen, WiFi, and new flooring! BEDROOM / LIVING ROOM 1 Queen size bed 2 Sofa beds TV Shelf Space Dedicated workspace Fresh clean linens KITCHEN & DINING Microwave Oven Stove Refrigerator/Freezer Coffee Maker + Coffee essentials Sink Trays Glasses Silverware Pots BATHROOM Bath with a Shower Mirror Toilet Towels Essentials Toiletries

Aug 22 – 29

G$23,607 GYD per night

Guest favorite

Home in Lake Bluff

4.92 out of 5 average rating, 102 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.

Oct 8 – 15

G$29,553 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for North Chicago vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near North Chicago's top sights

Naval Station Great Lakes Visitors Center6 locals recommend

Great Lakes Naval Station5 locals recommend

Tokyo at Siam3 locals recommend

Other great vacation rentals in North Chicago

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 99 reviews

Round Lake Getaway Retreat

Dec 1 – 6

G$38,583 GYD per night

Guest favorite

Apartment in Grayslake

5.0 out of 5 average rating, 9 reviews

Apartment in Downtown Grayslake

Oct 21 – 28

G$28,867 GYD per night

Guest favorite

Apartment in Libertyville

4.91 out of 5 average rating, 43 reviews

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

May 30 – Jun 6

G$31,084 GYD per night

Guest favorite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

Sep 23 – 30

G$16,810 GYD per night

Guest favorite

Home in Waukegan

4.88 out of 5 average rating, 34 reviews

* Cozy Wauk-Townhse near navy base

May 10 – 17

G$25,580 GYD per night

Guest favorite

Apartment in Waukegan

5.0 out of 5 average rating, 15 reviews

Apt Minutes from Naval Station

Aug 29 – Sep 5

G$31,441 GYD per night

Superhost

Tiny home in Beach Park

4.81 out of 5 average rating, 64 reviews

Tiny home in not so tiny Yard

Jul 4 – 11

G$37,519 GYD per night

Superhost

Apartment in Highland Park

5.0 out of 5 average rating, 37 reviews

Stunning & Stylish Downtown Studio - Highland Park

Sep 2 – 9

G$30,076 GYD per night

Show all

Quick stats about vacation rentals in North Chicago

Total rentals
50 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
G$12,533 GYD before taxes and fees

Frequently Asked Questions

Do house rentals in North Chicago have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in North Chicago. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in North Chicago have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen 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.
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 serviced apartment rentals in North Chicago?
Experience the best of North Chicago with our serviced apartment rentals, starting at about $990 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in North Chicago have free parking?
Absolutely! We offer over 10 house rentals with free parking in North Chicago. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Serviced Apartment Rentals in North Chicago?
Enhance your stay in our Serviced Apartment 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 40 vacation rentals in North Chicago featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in North Chicago

Top-rated vacation rentals in North Chicago

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for North Chicago vacation rentals

Stay near North Chicago's top sights

Other great vacation rentals in North Chicago

Home in Round Lake Beach

Apartment in Grayslake

Apartment in Libertyville

Cottage in Libertyville

Home in Waukegan

Apartment in Waukegan

Tiny home in Beach Park

Apartment in Highland Park

Quick stats about vacation rentals in North Chicago

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in North Chicago have air conditioning?

Do apartment rentals in North Chicago have a kitchen?

Are there family-friendly vacation rentals in North Chicago?

Are there pet-friendly vacation rentals in North Chicago?

How much does it cost to stay in serviced apartment rentals in North Chicago?

Do house rentals in North Chicago have free parking?

What are the most popular amenities for Serviced Apartment Rentals in North Chicago?

Are there vacation rentals with a dedicated workspace in North Chicago?

Destinations to explore