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Holiday houses in Pistakee Highlands

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Top-rated holiday rentals in Pistakee Highlands

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.
Cottage in Antioch
4.83 out of 5 average rating, 119 reviews

#4: Cute 2 bedroom cottage on the beach!

Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!

Top Guest favourite
Apartment in McHenry
5 out of 5 average rating, 167 reviews

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.

Guest favourite
A gazebo is positioned near the water's edge, featuring a spacious dining table surrounded by several chairs. Lush green grass and scattered trees provide a natural backdrop, while the calming lakeview is visible in the distance. Paved stones create a clear path around the area.
Cabin in Spring Grove
4.84 out of 5 average rating, 75 reviews

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

Enjoy a comfy retreat in this cute 1BR home nestled right next to Grass Lake, IL. Newly updated shower. A lovely space to unwind by the lake whether it is work or play. Awake to a quiet morning, ready for a day of water activities with impressive views. Early risers can catch a sunrise to die for. Indulge in the comfort and tranquility of this lakehouse cabin. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

Guest favourite
A wooden patio dining set is arranged around a rectangular table, surrounded by several matching chairs. In the background, lush greenery and a dock enhance the serene outdoor environment, with direct access to the calm waters.
Home in McHenry
4.85 out of 5 average rating, 33 reviews

2 kayaks Game room Firepit BBQ grill Netflix WiFi

Wake up to snow blanketing the frozen creek and take in the peaceful winter scene from the master balcony. Gather in the open kitchen and living area—this home is made for togetherness. Challenge the family in the game room (foosball, darts, arcade), settle in for a movie night, or bundle up for s'mores by the fire pit. The sunroom offers creek views and a fireplace for quieter moments. Three bedrooms, space for 8, and a layout that keeps everyone connected. Perfect for a cozy winter retreat.

Guest favourite
A view of the private outdoor space features a manicured lawn bordered by water, with two blue chairs placed near a fire pit. A deck and outdoor seating area are visible, surrounded by trees and nearby homes, creating a peaceful backyard setting.
Home in Fox Lake
4.9 out of 5 average rating, 60 reviews

Waterfront - Fox Lake - Bring your boat. 3bd 2bath

Direct access to Fox Lake! This Fox Lake home provides direct lake access, while providing calm protection from wind and wake. Plenty of room to tie up your boat or rent ours while you stay. If bringing your own boat, please give us 48 hours notice. We can provide a USCG captained party pontoon excursion or a fishing trip as well. Rent our pontoon at Boatsetter. Walk to downtown restaurants, bars, billiards, shopping and movies. Three bedrooms, two full baths. Two kings, two dbl bunk beds.

Superhost
An outdoor deck features comfortable seating and a table with a fire pit. The lake is visible beyond the deck, with lawn chairs and umbrellas positioned on the grassy area at the water's edge. A pleasant view of the house can be seen in the background.
Home in Fox Lake
4.89 out of 5 average rating, 28 reviews

Captain's Quarters 2/2 Lake Life Home with Hot Tub

Welcome to the Captain's Quarters Lake House, where breathtaking lake views and unparalleled charm await you on the stunning Chain O’ Lakes in Fox Lake! This unique 2 bedroom, 2 bathroom retreat is designed to offer you the ultimate lake house experience. As you step inside, you'll be greeted by a cozy yet spacious interior adorned with nautical decor, evoking the ambiance of a true captain's hideaway. For those who love to entertain, the full bonus bar is sure to be a highlight of your stay.

Top Guest favourite
Home in Castle Manor
4.94 out of 5 average rating, 117 reviews

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.

Top Guest favourite
A spacious living area features large glass windows that offer views of the surrounding greenery and a pond. Comfortable seating arrangements include a green sectional sofa and orange accent chairs. A wooden coffee table sits at the center, complemented by a unique light fixture and vibrant decor.
Home in Richmond
4.95 out of 5 average rating, 218 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 !

Top Guest favourite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guesthouse in McHenry
4.96 out of 5 average rating, 199 reviews

"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.

Guest favourite
A stone fire pit is surrounded by Adirondack chairs on lush green grass, offering views of the lake. The water reflects the colors of a vibrant sunset, with soft clouds scattered across the sky. A wooden dock extends into the water, inviting relaxation.
Home in Fox Lake
4.9 out of 5 average rating, 153 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!

Top Guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 186 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!

Guest favourite
The image presents a well-maintained yard leading to Fox Lake, with a clear view of the water. A pathway lined with flowers connects the house to the lakefront. The deck is visible, offering outdoor seating options, while the tranquil water reflects the sky above.
Home in Fox Lake
4.96 out of 5 average rating, 139 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.

Popular amenities for Pistakee Highlands holiday rentals