Vacation rentals in Island Lake

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Top-rated vacation rentals in Island Lake

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

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Guest favorite

Loft in West Dundee

4.97 out of 5 average rating, 446 reviews

Hip Urban Loft - Small Town Charm - 124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

Mar 11 – 18

G$27,984 GYD per night

Guest favorite

Apartment in Lake Zurich

4.98 out of 5 average rating, 170 reviews

Take A Pebble Apartments (Studio 3)

Message me if you experiencing difficulties booking Greetings travelers! Come stay in my Studio Apartment located in downtown Lake Zurich, Illinois. A 2 minute walk to our lovely lake. Breakfast Place, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties L.L.C. was named after a song by the great band Emerson Lake & Palmer.

Jun 22 – 29

G$29,618 GYD per night

Guest favorite

Apartment in McHenry

5.0 out of 5 average rating, 73 reviews

Walk to downtown McHenry @ the heart Fox River

2nd. floor. Few blocks walk east/south to most of the fun, restaurants, bars McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, games, toys & extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away. NO PETS ALLOWED

Feb 21 – 28

G$29,976 GYD per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 157 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.

Aug 17 – 24

G$28,415 GYD per night

Guest favorite

Home in Round Lake Beach

4.99 out of 5 average rating, 102 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!

Apr 20 – 25

G$38,506 GYD per night

Guest favorite

Bungalow in Mundelein

4.87 out of 5 average rating, 184 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Aug 29 – Sep 5

G$29,494 GYD per night

Guest favorite

Guest suite in Zion

4.89 out of 5 average rating, 142 reviews

Non-smoking, attached mother-in-law suite.

30 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour to O’Hare Airport and downtown Chicago. 1 hour to Milwaukee 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

Jul 21 – 28

G$19,663 GYD per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 294 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Nov 11 – 18

G$20,262 GYD per night

Superhost

Home in Fox Lake

4.93 out of 5 average rating, 142 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!

Dec 13 – 20

G$34,905 GYD per night

Guest favorite

Home in Wauconda

4.94 out of 5 average rating, 32 reviews

The Adorable "Blue Breeze"!

Your family will be close to everything when you stay at this centrally-located place. Enjoy the public fishing dock just down the street or walk to "Phil's beach" or explore the downtown. Everything is close and yet you have a peaceful home with an outside patio and grill to enjoy relaxing. Cute backyard but know it’s not completely fenced in. We also have a large driveway to fit your boat and enjoy Bang's lake.

Sep 10 – 17

G$34,202 GYD per night

Guest favorite

Apartment in Cary

5.0 out of 5 average rating, 155 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Jan 20 – 27

G$26,380 GYD per night

Guest favorite

Home in McHenry

5.0 out of 5 average rating, 38 reviews

Highwood Haven

Fun and luxury await in this amazing five bedroom three and a half bath home, complete with your private heated indoor pool! This house is amenity packed with a nine-person hot tub, free to play arcade, and amazing outdoor space. Enjoy the heated indoor pool area and hot tub year round! Less than an hour from Chicago and close to the chain of lakes!

Apr 21 – 28

G$221,960 GYD per night