
Holiday rentals 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.

Nonsmoke, No Cleaning Fees, No Long Chore Lists.
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 8PM.

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.

Cute & comfortable apartment on quiet street
Rest and relax at this peaceful, cozy & comfortable upstairs apartment located in a quiet, family-friendly neighborhood surrounded by local parks & tree lined streets. It's a short distance to restaurants, the lakefront, and Northwestern University. There is easy parking and it's a short walk to public transit, to other local universities, Ryan Field, Welsh Ryan Arena, Downtown Chicago, Wrigley Field, and many museums, and concert venues. Note: laundry is only available to long term guests.

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.

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.

Full Apartment green oasis in law suite
Beautiful & spacious 1 bedroom, 1 bath in law apartment. New windows with green views. Fragrance free home. There are Curtains in the living room & kitchen. Designated Parking onsite. Full kitchen full sized stainless appliances, private stackable washer and dryer machines & beautiful tile throughout. Bring slippers tile can be chilly to touch - if barefoot. Starbucks, parks, restaurants, dry cleaners & Jewel walking distance from apartment. Whole Foods & Target 7 min. drive. NO PARTIES.

305
Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

Parkside Cottage Near the Train
There's a special price for the next 2 months! Check it out! 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. 1 Mile from uptown Lake Forest. It has a unique charm having been built in 1920. There's only one toilet.

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!

Charming in-law suite w/ use of deck and yard
Charming home in Highland Park. The space is my in-law suite which is in the lower level of my home and has its own full size kitchen and bathroom. We live up-stairs with our 3 little dogs so we will be available if you need anything during your stay. The in-law suite is set up like a studio and has one queen bed,a separate closet area and laundry. Please note- the suite is in the basement, but there is natural light. You have shared use of the deck/yard if desired.

Designer's Dream in the North Shore!
Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Stunning & Stylish Downtown Studio - Highland Park
Experience the charm of downtown Highland Park IL in our newly-remodeled studio apartment, just steps away from Metra train station and local hot-spots, and just 5mins to beaches. Our space has a modern design with large windows with skylights for natural light and unparalleled comfort. Discover local shops, eateries, galleries, Ravinia crowds, and enjoy nearby beaches. Start your highland park adventure today, at our luxurious, yet cozy home!
Popular amenities for Lake Forest holiday rentals
Other great holiday rentals in Lake Forest

North Shore - Home Away From Home

The Hummingbird | Center of Downtown Libertyville

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

5. Cozy 2-Bedroom Modern Haven

Garden Suite with Private Full Bath-Adults Only

UltraPlush Queen Bed - 2nd Fl. Townhome Near Woods

The Oak Tree Ranch

Modern 1Br/1Ba in Vernon Hills
Frequently Asked Questions
Are there pet-friendly vacation rentals in Lake Forest?
Four-legged friends are welcome in Lake Forest. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Lake Forest have free parking?
Absolutely! We offer over 10 house rentals with free parking in Lake Forest. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lake Forest have wifi?
Absolutely! We offer over 10 house rentals with wifi in Lake Forest. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Lake Forest?
Experience the best of Lake Forest with our house rentals, starting at about $30 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 Lake Forest have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Lake Forest. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Lake Forest?
Yes! Work meets play with ease at over 10 vacation rentals in Lake Forest featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Lake Forest have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Lake Forest. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Lake Forest?
Lake Forest has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Lake Forest?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Lake Forest?
Make yourself at home in Lake Forest by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Highwood, and over 100 vacation rentals in Lake Forest.
Quick stats about holiday rentals in Lake Forest

Total holiday rentals
Explore 20 holiday rentals in Lake Forest

Nightly prices starting at
Lake Forest holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Lake Forest holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lake Forest rentals

4.9 Average rating
Lake Forest stays are highly rated by guests – averaging 4.9 out of 5!
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- The 606




