
House holiday rentals in Lake Forest
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Top-rated house rentals in Lake Forest
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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.
4.9 out of 5 average rating, 146 reviews
Cozy 2-Bedroom Cottage Near Downtown Highland Park
Step into a warm, inviting retreat where comfort meets character! This beautifully updated suite features two cozy bedrooms, a private bathroom, and thoughtfully decorated living spaces in a modern farmhouse style. Nestled in the heart of Highland Park, you’re steps from great restaurants, boutique shops, scenic trails, and parks, plus a golf course across the street and just 1.5 miles from Lake Michigan. Whether it’s a family getaway or a business trip, it’s your perfect home away from home!
4.93 out of 5 average rating, 192 reviews
*King bed *Outdoor Living *Sought-After Area
Welcome to our sophisticated ranch style home, nestled in the serene, central Chicago neighborhood of Northbrook. This carefully curated home offers a peaceful retreat in a walkable neighborhood with nearby shopping and dining. With its elegant decor, comfortable furnishings, and modern amenities, the home provides a haven of relaxation. Whether you're enjoying a cup of coffee on the private patio or exploring the area, this home provides the perfect backdrop for a memorable vacation experience.
4.98 out of 5 average rating, 134 reviews
*Entire house w/4 LG Bedrms, NAVY 4 miles/baseLake
We are excited to welcome you to this clean and spacious home/perfect location.10 mins /4 miles from Great Lakes. SLEEPS 5- 12!! A"Gathering Place" is for FAMILIES! Stay all together in one place and make memories! Waukegan has parks/cool pl! A Dock/ lakefront, galleries, breweries, restaurants, and more! Near the train station, if you want to travel to Chicago N Suburbs. Close to Six Flags, the Genesee Theatre and the new CASINO! The train is 2 blocks/travels to both Chicago and Wisconsin.
4.94 out of 5 average rating, 114 reviews
Adorable 2-bedroom home near downtown Grayslake!
Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!
4.98 out of 5 average rating, 121 reviews
"Magnolia Farmhouse" inspired 4-bedroom home
Enjoy a spacious, open floor plan on a quiet, dead-end street! This "Magnolia Farmhouse" inspired 4-bedroom ranch home is set on one acre. Located 50 miles from Milwaukee, 45 miles from Chicago, and 2 miles from having your toes in the sand at Lake Michigan! Minutes away for the Great Lakes Naval Station (9mi) and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here, make Boyce Lane your home away from home today!
4.96 out of 5 average rating, 362 reviews
TheGlassCabin@HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !
4.96 out of 5 average rating, 247 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!
5.0 out of 5 average rating, 211 reviews
Spacious 2-br, 1 bath home w/AC near Naval Base
Welcome to our cozy and comfortable Airbnb, perfectly located near Naval Station Great Lakes (approximately 5-7 min., 2 miles), Six Flags Great America, and just an hour from downtown Chicago! Whether you're visiting for Navy graduation, family time, business, or a weekend getaway, our home offers the perfect balance of convenience and relaxation. We take pride in providing excellent hospitality and a smooth, stress-free experience from check in to check out.
4.89 out of 5 average rating, 135 reviews
A Wonderful Getaway Home on the North Shore!
A perfect place to visit the northern highlights of Chicago! 1/4 mile from Ravinia! 1.5 miles from the Botanic Gardens! 30 minutes from Chicago (an hour and a half from Milwaukee). Close to trains, planes, and easy automobile access. A two-bedroom gem in the heart of so many wonderful things. Other local places include Northwestern University, Lake Forest, Winnetka, and Lake County. I have a cat living here, but he will accompany me when I leave.
4.89 out of 5 average rating, 102 reviews
Cozy Home by O'Hare + EV Plug
Family-friendly 3BR/2BA home in Des Plaines! Enjoy arcade games, board games, and an EV charger. Nestled in a quiet neighborhood near parks, shopping, and entertainment. Just minutes from Des Plaines Theatre, Rivers Casino, Mystic Waters, and Fashion Outlets of Chicago. Ideal for families or groups seeking comfort, fun, and convenience with easy access to top attractions and O'Hare Airport. Your perfect home base for exploring the Chicago area!
4.9 out of 5 average rating, 184 reviews
Cozy Schaumburg 5 br/3.5ba w/ bonus rooms/office
Luxurious–Cozy Ranch Stunning 5-bedroom, 3.5-bath home offers spacious modern living on a quiet cul-de-sac. The home features a gourmet kitchen with a Viking 48” stove and Omega cabinets, a master suite with a coffee bar, his-and-hers bathrooms, and a jacuzzi tub. Enjoy two fireplaces, three wet bars, and a basement with a pool table, arcade games, an 85” TV, and a kids' playroom. Outside, the backyard has a patio, gazebo, and firepit.
4.93 out of 5 average rating, 102 reviewsPopular amenities for Lake Forest house rentals
House rentals with a pool

Kalo House | Mid-Century Modern Retreat
5.0 out of 5 average rating, 20 reviews
Navy Graduation Retreat- 4BR Home by Great Lakes
5.0 out of 5 average rating, 66 reviews
Family-sized Indoor Heated Pool & Movie Theater!
4.98 out of 5 average rating, 94 reviews
Riverwoods Nature Retreat
5.0 out of 5 average rating, 3 reviews
Backyard Paradise/ Private Pool + Peaceful Stay
4.97 out of 5 average rating, 64 reviews
Highland House on Lake Mary with Pool Dock
4.75 out of 5 average rating, 16 reviews
Spacious 4 Bed/3.5 Bath Sleeps 8+
4.89 out of 5 average rating, 19 reviews
Paradise with Pool & Games
4.9 out of 5 average rating, 29 reviewsWeekly house rentals

Cozy 2 bedroom home with a study
4.87 out of 5 average rating, 109 reviews
Parkside Cottage Near the Train
4.88 out of 5 average rating, 50 reviews
Charming Ranch close to Town
4.92 out of 5 average rating, 38 reviews
North Shore - Home Away From Home
4.98 out of 5 average rating, 45 reviews
5 min to Ravinia*Navy Base*Sleeps 7*Smart TVs
4.96 out of 5 average rating, 23 reviews
Spacious Home-Great Lakes Close-Quiet Location
5.0 out of 5 average rating, 37 reviews
Modern French Escape | Near Base
4.97 out of 5 average rating, 61 reviews
King Suite | Sleeps 8 | Near Navy Base & Six Flags
5.0 out of 5 average rating, 11 reviewsPrivate house rentals

6 Kings | Ping-Pong | Gazebo!
4.87 out of 5 average rating, 54 reviews
J&J Vacay “Your Navy Graduation Destination”
4.97 out of 5 average rating, 65 reviews
Family Retreat with Fire Pit and Game Garage Fun
5.0 out of 5 average rating, 10 reviews
Lake Forest Country Estate
4.91 out of 5 average rating, 54 reviews
3bdrm, Epic Bsmnt, Naval Base
4.95 out of 5 average rating, 44 reviews
Historical Hideaway near Naval Base
4.96 out of 5 average rating, 50 reviews
Home w/ porch in DT Libertyville Near Naval Base
4.97 out of 5 average rating, 30 reviews
Fun and Cozy Family Home Near O’hare Airport
4.88 out of 5 average rating, 24 reviewsDestinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Columbus Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





