
Holiday rentals in Pistakee Lake
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Top-rated holiday rentals in Pistakee Lake
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Fabulous Cabin
WELCOME TO WATERFRONT LOG-SIDED HOME! ARTISAN CRAFTMANSHIP HOME OFFERS A BACKYARD OASIS SITUATED , NESTLED ON A PRIVATE POND, Heated POOL(closed till April 1st), Hot tub open from Oct 15th to Apr 15thGAZEBO, FIRE PIT, FISHING! 4 BEDROOMS AND 4.5 BATHS The homes sits on the highest point in the neighborhood and has stunning views in the front & backyard! Enjoy the mornings sitting on your front porch. The main floor is completed by an office, finished walkout basement in with a custom built bar
4.93 out of 5 average rating, 41 reviews
3/2 Luxury Lakehouse with Pier, Beach & Balcony
Fish, boat, swim, and enjoy Lake Life right from your backyard at “The Lake House on Myers Bay.” Escape to your own waterfront retreat at this 3-bedroom, 2-bathroom lakefront home on Myers Bay in Fox Lake, IL. Perfectly situated on the famous Chain O’ Lakes, this property combines the charm of a resort setting with the exclusivity of private amenities that are yours only. Enjoy a spacious deck, your own sandy beach w/ sun loungers, and a private pier where you can fish, swim, or dock your boat.
4.92 out of 5 average rating, 25 reviews
Waterfront House, 2 kayaks, Game room, Fire pit, B
Escape to this stunning waterfront house in McHenry, Illinois, offering a perfect blend of relaxation and adventure. Enjoy kayaking on the waterway leading to Pistakee Lake, fishing from the private dock, or simply unwind in the hammock. This home features a sunroom with water views, a game room for entertainment, and a cozy fireplace. With a fully equipped kitchen, outdoor seating, and a BBQ grill, it's ideal for families and groups seeking both outdoor activities and comfortable and relaxing
4.9 out of 5 average rating, 48 reviews
Chain O' Lakes Waterfront Getaway
Welcome to life at the lake. The Chain O' Lakes are only about an hour away from the city and suburbs of Chicago and our family owned home on Lake Pistakee is the perfect location for you and yours to enjoy year round vacation fun. Take advantage of nearby marinas and boat launches, water skiing, tubing, kayaking, fishing, boat tie ups at nearby dining and night life spots. Then transition into the winter months with ice fishing, snowmobiling and nearby cross country and snow skiing resorts
4.98 out of 5 average rating, 46 reviews
PISTAKEE LAKE - CHAIN O' LAKES - LAKE FRONT HOUSE
Pistakee lakefront house with 60 feet of unobstructed incredible view of the lake with a dock. Enjoy two kayaks to explore the surrounding. Take a dip into the lake right from the pier. Experience stunning sunsets seating by the fire pit. Best fishing spot on the lake with sheepshead, catfish , bass and bluegill. This ranch offers 3br and 1.5bth. with modern amenities. Hardwood floors, large rooms, big kitchen makes this house an excellent choice for a long term stay or a weekend gateway.
4.72 out of 5 average rating, 71 reviews
Lakeside Getaway 2 King Beds
Our lake front cottage is the perfect retreat from day to day life. 2 large bedrooms with king beds and a full bathroom give room for two couples or a family. The living has a sofa sleeper and gorgeous lake views. Fully stocked kitchen as well Located close to Chicago O'Hare International Airport (36 mi), Six Flags Great America (14 mi), Naval Training Center, Great Lakes (22 mi), and Raging Buffalo Snowboard Ski Park (23 mi). Guests can also enjoy skiing and other activities
4.92 out of 5 average rating, 25 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
Nippersink Lakehouse-Private Pier & Pet friendly!
A perfect gateway home for the family or a small group. The beautiful sunset can be viewed from the raised deck or the private pier. There are 2 jet ski ramps and room for boat parking, so bring your water toys and enjoy this amazing boating vacation property. Nippersink lake is right in the middle of the 13 interconnected lakes that makes up the amazing chain of lakes. Enjoy fishing, utilizing the 4 provided kayaks or stand-up paddle boards upon request for unlimited water fun.
4.94 out of 5 average rating, 52 reviews
Spacious Lakefront Retreat | Sunset VIEW | Firepit
Welcome to Howard House by Evereste Experiences. A hidden gem on the Fox Chain o' Lakes. Situated centrally on the lakefront of beautiful Nippersink Lake just an hour outside of Chicago, this spacious and stylish retreat is located on a hill with ultimate views of the lake and stunning sunsets over the water. Located near downtown Fox Lake and the Metra train stop. With a large back deck, over 60ft of lake frontage, a dock, firepit and swimming area, you'll never want to leave!
4.91 out of 5 average rating, 169 reviews
Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.
4.97 out of 5 average rating, 147 reviews
Wonderful Mineola Bay Lakefront Cottage 4adu+4kids
Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.
5.0 out of 5 average rating, 125 reviews
Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba
Escape to this stunning A-frame home in Genoa City, Wisconsin, where tranquility meets adventure. Just minutes away from Nippersink golf course, Lake Geneva and Wilmot Ski Resort. Nearby Cabin offers a range of amenities designed to enhance your stay. Including a private pickleball court, hot tub, kayaks, and many more. Providing private lake access, and a private pier, this spacious vacation rental is the perfect getaway for families and groups looking to unwind and explore.
4.95 out of 5 average rating, 88 reviewsPopular amenities for Pistakee Lake holiday rentals
Other great holiday rentals in Pistakee Lake

Large & Convenient McHenry Home
5.0 out of 5 average rating, 8 reviews
Lakefront Cottage with Gorgeous Sunsets
4.95 out of 5 average rating, 21 reviews
Paradiso Vacation
5.0 out of 5 average rating, 62 reviews
Riverfront Entertainment Haven
5.0 out of 5 average rating, 17 reviews
Heart of the Fox Riverhouse
4.91 out of 5 average rating, 88 reviews
Lakeside Getaway on Pistakee
4.93 out of 5 average rating, 15 reviews
All Season Sunset Cottage on Pistakee Lake
4.81 out of 5 average rating, 204 reviews
Lakefront, beautiful views, spacious and private.
4.88 out of 5 average rating, 153 reviewsDestinations to explore
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- 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
- 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
- Baird Center





