Holiday houses in Pistakee Highlands

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Top-rated holiday rentals in Pistakee Highlands

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Guest favourite

Cabin in McHenry

4.93 out of 5 average rating, 126 reviews

Riverside Retreat : A Nature Lover’s Dream!

Immerse yourself in nature at this enchanting 3bedroom cabin! Discover adventure-ready luxury in our historic 1950s riverside home. Unwind in the outdoor spa tub or challenge friends in the game room. Your gateway to riverside bliss with a private boat dock. Bring water toys and enjoy access to the Chain of lakes. Explore Moraine State Park's outdoor wonders just steps away. Indulge in downtown McHenry's dining and nightlife options. Escape to perfection in this one-of-a-kind handcrafted cabin.

Guest favourite

Loft in Woodstock

4.96 out of 5 average rating, 189 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.

Guest favourite

Rental unit in McHenry

5 out of 5 average rating, 108 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.

Superhost

Home in Fox Lake

4.91 out of 5 average rating, 208 reviews

Harbor Hideout 4/3 Waterfront w/ Wet Bar Apartment

Looking for a great home with lots of space and things to do during your staycation, as a work-from-home alternative, or for families? Weekly Discounts Available. 4bed/3bath Fully Remodeled Nautical Waterfront Home with 25' of Channel waterfront pouring into the famous Mineola Bay in Fox Lake. Located in the heart of Fox Lake and right on the Chain O Lakes. You will be in walking distance of all amenities. Home comes with a bonus apartment above the garage with bar, extra bedroom and bathroom.

Guest favourite

Cottage in Fox Lake

4.92 out of 5 average rating, 109 reviews

Cozy Cottage with Bedroom Lake Views!

Located on a hilltop peninsula overlooking Fox and Nippersink Lakes, Cozy Cottage is a 630 sq ft, 2 bed / 1 bath recently updated home with a large backyard — perfect for relaxing. You'll be conveniently located a 5 minute walk from waterfront bars and restaurants and have close driving proximity to: Downtown Fox Lake / Metra Station - 5 min Lake Geneva - 30 min Six Flags Great America - 30 min Illinois Beach State Park - 40 min Want to stay in? Our high speed wifi has you covered.

Guest favourite

Home in Richmond

4.96 out of 5 average rating, 138 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

Guesthouse in McHenry

4.95 out of 5 average rating, 171 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

4.88 out of 5 average rating, 111 reviews

Spacious Lakefront Retreat | VIEWS | 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!

Guest favourite

Cottage in Wonder Lake

4.92 out of 5 average rating, 120 reviews

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Guest favourite

Home in Round Lake Beach

4.99 out of 5 average rating, 121 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!

Superhost

Home in Fox Lake

4.92 out of 5 average rating, 157 reviews

Beach Bungalow Getaway ★ Chain O Lakes

Outdoor enthusiasts will be delighted with this quaint romantic cottage. Walk down to the lake to enjoy boating, swimming, fishing, and more. The fall colors, hiking, and nature setting is especially breathtaking this time of year. Experience all the comforts of home in this newly remodeled lake cottage desirably located on Lippincott Point. Perfect for gathering with friends by the lakeside fire pit, boating “the chain” and all that lake life has to offer!

Superhost

Home in Round Lake Beach

4.81 out of 5 average rating, 113 reviews

Modern 3 bedroom house, quiet residential street.

A newly remodeled ranch home perfect for longer stays. It has brand new kitchen appliances, furnitures, laundry, a dedicated space for work, comfortable foam beds and a 58 inch TV. Its about 1 block from Round Lake. Close to shopping on Rollins Road, about 15 minutes from Fox Lake, 20 minutes from Six Flags, 30 minutes from Naval Base. As a NOTE, the washing machine and dryer are not working. We are working to replace it.