Holiday rentals in Pistakee Highlands

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Top-rated holiday rentals in Pistakee Highlands

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Top guest favourite

Loft in Woodstock

4.97 out of 5 average rating, 201 reviews

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Top guest favourite

Flat in McHenry

5 out of 5 average rating, 133 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

Home in McHenry

4.95 out of 5 average rating, 21 reviews

2 kayaks Game room Firepit BBQ grill Netflix WiFi

Escape to our peaceful lakeside retreat, perfect for both relaxation and adventure. With direct lake access, enjoy kayaking, fishing, or simply taking in the views. Inside, an open-concept living area, beautiful kitchen, sunroom, and game room offer cozy spaces for relaxation and fun for the whole family. Outside, unwind on the patio or explore the lake from the private dock. Ideal for reconnecting with nature and loved ones, this retreat offers a serene escape from the hustle of city life.

Guest favourite

Home in Spring Grove

4.92 out of 5 average rating, 79 reviews

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

Relax in the peaceful lakeside “Pelican House”. Has updated kitchen, vaulted ceiling, lake view, king bed & queen sleeper. A great lake property for family fun, friends trip or romantic getaway. 350' of waterfront with 2 small beaches, floating piers & more. Swim, boat, ski & fish or take in the changing seasons from the sauna. We are in nature. Expect spiders, webs, bees, ants & mosquitoes. Though we clean just hours before your stay spiders can & will spin a web in that short time.

Superhost

Cabin in Spring Grove

4.9 out of 5 average rating, 20 reviews

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.

Superhost

Home in Fox Lake

5 out of 5 average rating, 3 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

Guest favourite

Home in Richmond

4.95 out of 5 average rating, 193 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 !

Guest favourite

Guest house in McHenry

4.96 out of 5 average rating, 184 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.

Superhost

Home in Fox Lake

4.89 out of 5 average rating, 133 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

Home in Round Lake Beach

4.99 out of 5 average rating, 155 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

Home in McHenry

5 out of 5 average rating, 20 reviews

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.

Superhost

Home in McHenry

4.83 out of 5 average rating, 40 reviews

Private 1 Bed w/Loft on 5 Wooded Acres + Rock Wall

Relax & unwind in this distinctive & serene retreat. Nestled on more than 5 acres of wooded land that extends to a secluded nature preserve, this accommodation promises a peaceful & private escape. Recently renovated, the space offers a memorable experience with extensive trails, foot bridges over creeks, and a secluded pond. For a unique sleeping experience, ascend the rock wall to reach the lofted queen bed, or opt for the ladder if you prefer an easier ascent.