
Holiday rentals in Pistakee Highlands
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Top-rated holiday rentals in Pistakee Highlands
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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 e

Walk to downtown McHenry. Heart of the Fox River
NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Mineola Manor
Escape to this spacious 3-bedroom waterfront oasis on Mineola Bay. Enjoy stunning sunset views over the lake every evening from multiple decks with plenty of outdoor seating. Bring your boat and dock it at one of the two docks on the property. Inside, have a blast with a pool table and ping pong. Book your getaway now and experience the ultimate relaxation and entertainment on the lake. The unit is private but the yard is shared. If you have a bigger party we have a cottage available as well

Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

Spacious 2BR Cabin@The Lake-Heim
Enjoy a quiet family vacation at this peaceful lakefront cabin. Homely 2BR/1BA cabin (Unit #1 with two queen beds and queen-size sofa bed) with direct lake view next to Grass Lake at Chain-O-Lakes. Start the morning with a breathtaking sunrise and enjoy the afternoon with fun-filled water activities with the family by the dock and the floating deck. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

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

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 !

"The Apartment" in the heart of downtown McHenry
We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

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.

"A" Frame Brandenburg Lake
Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Serene Lakefront House on Fox Lake W/ Private Dock
Amazing Lakefront Escape on Fox Lake with Private Dock Jump into adventure at this vibrant 3-bed, 2-bath retreat. Soak up dazzling Nippersink Lake views, kayaks, or glide on paddleboards from your private dock. Cook up a family meal in the modern kitchen, snuggle by the fireplace, or binge shows with Wi-Fi. The deck’s your stage for epic sunsets, BBQ feasts, or starry fire pit chats. Sleeps 10, near Fox Lake’s hot spots and Chain O'Lakes fun.
Popular amenities for Pistakee Highlands holiday rentals
Other great holiday rentals in Pistakee Highlands

Charming Riverfront Retreat

Hunter Cabin on Petite Lake, Ol Pine Lodge Cabins

Lakefront Views, Free Water Sports!!

Sunnyside Rental

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

Beautiful Riverhaus Setting

Lakehouse Retreat

All Season Sunset Cottage on Pistakee Lake
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Alpine Valley Resort
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Brookfield Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Illinois Beach State Park
- Willis Tower




