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Vacation rentals in Lake Forest

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Top-rated vacation rentals in Lake Forest

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

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Home in Highland Park

4.91 out of 5 average rating, 112 reviews

Rejuvenate and Relax in the North Shore

Set in the midst of an affluent neighborhood, this spacious and sunny four bedroom retreat offers all the comforts of a home away from home. With it's perfect location close to Lake Michigan, Chicago Botanical Garden, Ravinia, Naval Base, and Six Flags Great America to name a few, our family home is within reach to Chicago as well. If you feel very adventurous, just leave your car in garage, pick up a bike and ride the Lake Shore Bike trail all the way to downtown Chicago, enjoying the beautiful scenery. If you feel less adventures but still would like to enjoy beautiful scenery, you can do it by taking a train. Metra can get you downtown Chicago in less than 45 min. and the stop is within walking distance.

Guest favourite

Loft in West Dundee

4.97 out of 5 average rating, 449 reviews

Hip Urban Loft - Small Town Charm -124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

Guest favourite

Apartment in Lake Zurich

4.98 out of 5 average rating, 171 reviews

Take A Pebble Apartments (Studio 3)

Message me if you experiencing difficulties booking Greetings travelers! Come stay in my Studio Apartment located in downtown Lake Zurich, Illinois. A 2 minute walk to our lovely lake. Breakfast Place, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties L.L.C. was named after a song by the great band Emerson Lake & Palmer.

Guest favourite

Home in Beach Park

4.98 out of 5 average rating, 167 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 favourite

Apartment in Highland Park

4.94 out of 5 average rating, 124 reviews

Lovely studio near the beach! (and heated floors!)

Get away from the city to this studio in Highland Park. The newly renovated space has everything you need for a relaxing getaway—huge comfy couch, brand new bed with Brooklinen + Parachute bedding, pristine bathroom, and lots of amenities. Downtown Highland Park, Highwood, + the beach are just a walk away. There's access to grocery stores, restaurants, and shops, and you can retreat to the quiet of your studio when you're ready to unwind. Ps. For the winter months: We've got heated floors.

Guest favourite

Guest suite in Riverwoods

4.95 out of 5 average rating, 312 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 favourite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 98 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.

Guest favourite

Home in Lake Forest

5.0 out of 5 average rating, 11 reviews

Parkside Cottage Near the Train

This special place is close to everything, making it easy to plan your visit. The property is nextdoor to South Park with tennis, pickelball, baseball and basketball courts. The bike path to uptown is directly behind the house. It does back up to the train you can take to downtown Chicago, just 30 minutes away. The property is less than 1 Mile to the public beach and uptown Lake Forest and only .5 mile to Lake Forest College. It has a unique charm having been built in 1920.

Guest favourite

Home in Round Lake Beach

4.99 out of 5 average rating, 102 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!

Guest favourite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 232 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.

Guest favourite

Home in Lake Bluff

4.92 out of 5 average rating, 105 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.

Guest favourite

Cabin in Kenosha

4.81 out of 5 average rating, 546 reviews

Lake Michigan Writer’s Cabin

Beautiful Lake Michigan retreat perfect for relaxing, boating, fishing, swimming and more! Fully remodeled. Perfect for ice fishing in the winter. A Sportsman’s paradise. Ideal for the adventurous. Relax, do some writing or work overlooking the breathtaking scenery. A stone's throw to the beach. Massive deck overlooking the tranquil landscape. A short walk to downtown shops, cafes and restaurants.

Vacation rentals for every style

Get the amount of space that is right for you.

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Lake Forest vacation rentals

Free parking on premises

Air conditioning

Stay near Lake Forest's top sights

Egg Harbor Cafe3 locals recommend

Heinen's Grocery Store5 locals recommend

The Lantern Of Lake Forest3 locals recommend

Bangkok Tokyo Restaurant3 locals recommend

Buffo's5 locals recommend

Target7 locals recommend

Other great vacation rentals in Lake Forest

Guest favourite

Apartment in Libertyville

4.9 out of 5 average rating, 98 reviews

131 East Park Ave. #308

Apartment in Highland Park

5.0 out of 5 average rating, 5 reviews

Month-to-Month Secure, Charming, Cozy Pied-à-terre

Guest favourite

Home in Highland Park

4.93 out of 5 average rating, 41 reviews

Witness Sunrise Over Lake Michigan

Guest favourite

Apartment in Highland Park

5.0 out of 5 average rating, 13 reviews

Full Apartment green oasis in law suite

Guest favourite

Loft in Libertyville

4.95 out of 5 average rating, 57 reviews

HISTORIC DOWNTOWN LIBERTYVILLE LOFT!

Guest favourite

Apartment in Libertyville

4.9 out of 5 average rating, 48 reviews

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

Guest favourite

Cottage in Highland Park

4.96 out of 5 average rating, 51 reviews

Re-imagined 1880s cottage by Highwood, Metra, Lake

Guest favourite

Home in Highland Park

4.91 out of 5 average rating, 11 reviews

The Sunset Manor - Luxe Mansion for Serene retreat

Quick stats about vacation rentals in Lake Forest

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
810 reviews
Nightly prices starting at
$41 CAD before taxes and fees

Destinations to explore