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

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.

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.

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.

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.

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 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.

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!

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.

One-Level 3BR/2BA Fire Pit, All King Beds, Modern
Unwind in this peaceful, centrally located 3-bedroom, 2-bath home—all on one easy-access floor. Tucked in a quiet neighborhood just 2 minutes from Route 31 & IL-120, this home is your perfect hotel alternative. Enjoy king-size beds in every bedroom, a fully stocked modern kitchen, and a cozy living room with four recliners and Smart TVs in every room. Step outside to relax by the fire pit, enjoy dinner on the patio, or sip your morning coffee from the front porch rockers.

Lakeside Getaway 1 Bedroom
Take a break and unwind at this peaceful oasis. The holiday home features lake views, air-conditioning, and a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, and stovetop. Additional amenities include a dining area, TV, and outdoor dining space. Not far from 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).

LG Quaint Condo on Lakeshore Dr.
Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.
Popular amenities for Pistakee Highlands holiday rentals
Other great holiday rentals in Pistakee Highlands

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River overview, walk to downtown Algonquin

Chicago River Room, near Med Ctr

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Private Room in Elgin Treehouse
Destinations to explore
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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
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- Milwaukee County Zoo
- The 606
- Racine North Beach




