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Holiday houses in Lake Forest

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Top-rated holiday 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, 109 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.

17 – 24 May

$6,264 AUD total

Guest favourite

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.

26 Mar – 2 Apr

$1,679 AUD total

Guest favourite

Apartment in Arlington Heights

4.99 out of 5 average rating, 114 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

4 – 11 May

$1,633 AUD total

Guest favourite

Apartment in Highland Park

4.94 out of 5 average rating, 122 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.

24 Nov – 1 Dec

$2,417 AUD total

Guest favourite

Guest suite in Riverwoods

4.95 out of 5 average rating, 301 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.

10 – 17 May

$1,684 AUD total

Guest favourite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 96 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.

19 – 26 Mar

$1,252 AUD total

Guest favourite

Apartment in Libertyville

4.9 out of 5 average rating, 87 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.

1 – 8 Nov

$1,200 AUD total

Guest favourite

Home in Lake Forest

5.0 out of 5 average rating, 6 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.

19 – 26 Feb

$2,024 AUD total

Guest favourite

Guest suite in Zion

4.89 out of 5 average rating, 138 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.

2 – 9 May

Guest favourite

Apartment in Winthrop Harbor

4.94 out of 5 average rating, 227 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.

22 – 29 June

$1,156 AUD total

Guest favourite

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.

25 Oct – 1 Nov

$1,831 AUD total

Guest favourite

Cabin in Kenosha

4.81 out of 5 average rating, 534 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.

21 – 28 Jan

$1,478 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation 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 holiday 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 holiday rentals in Lake Forest

Apartment in Highland Park

5.0 out of 5 average rating, 40 reviews

Stunning & Stylish Downtown Studio - Highland Park

30 July – 6 Aug

$1,758 AUD total

Guest favourite

Cottage in Highland Park

4.96 out of 5 average rating, 47 reviews

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

24 – 31 Aug

$3,311 AUD total

Guest favourite

Home in Highland Park

4.98 out of 5 average rating, 58 reviews

Charming Ranch-Style Cottage

18 – 25 Jan

$1,872 AUD total

Guest favourite

Loft in Libertyville

4.96 out of 5 average rating, 51 reviews

HISTORIC DOWNTOWN LIBERTYVILLE LOFT!

12 – 19 Jan

$2,331 AUD total

Guest favourite

Apartment in Libertyville

4.91 out of 5 average rating, 44 reviews

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

13 – 20 Oct

$2,081 AUD total

Guest favourite

Cottage in Libertyville

5.0 out of 5 average rating, 23 reviews

Woodland Guest House-Vintage Libertyville Chicago

29 Sept – 6 Oct

Guest favourite

Apartment in Highland Park

5.0 out of 5 average rating, 12 reviews

Full Apartment green oasis in law suite

19 – 26 Sept

$2,038 AUD total

Guest favourite

Home in Libertyville

5.0 out of 5 average rating, 10 reviews

Private Get A Way

11 – 18 Dec

$5,481 AUD total

Quick stats about accommodation in Lake Forest

Total rentals
20 properties
Wi-Fi availability
20 properties include access to Wi-Fi
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
$46 AUD before taxes and fees

Destinations to explore