
Holiday rentals with a kayak in Lake County
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Top-rated rentals with kayak in Lake County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

Lake House Retreat Near Navy Base
Private beach house with lakeside fire pit, bb grill, dock, jacuzzi hot tub, internet, kayak, SUP paddle boards,fishing poles and lots of other. Contact me if you want a less expensive couple option. The basement apartment that has its own shower, 70” TV, big kitchen, washer dryer and pullout bed. Good option for couples or less than 3 people. I don’t rent both. Only Offseason. Ask about: • Fishing Guide • Juice Clense • Fat Camp • Boxing Training Camp • Harley Rental • Pontoon Rentalare

Moss Point House-Newly Renovated
This unique house has a style all its own. Designed with cheeky fun but ensuring cozy comfort. We want you to relax into this beautifully renovated house. Whether you are a family in town for an event, a traveling professional, or on a friends getaway, this place is for you! We are centrally located. Near the interstate, Great Lakes Navel Academy, Gurnee Mills, Six Flags, College of Lake County, Abbott Labs, Baxter, 3 hospitals, 2 wedding venues, walk to the beach, explore the local town.

Hideaway Lakehouse
Enjoy the most beautiful sunsets and our lake. This is a single-family home on a neighborhood lake. We are next to a private launch for residents only. We have a large fire pit with seating. Excellent fishing (with an IL fishing license) our pier is in June through September. A short drive gets you to every store you can imagine in Antioch, we are 15 minutes from Gurnee Mills, one of the largest malls in the U.S. as well as Six Flags Great America amusement park. There is also ice fishing.

Lakefront, beautiful views, spacious and private.
With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

ON RIVER Barrington Home + Deck & Views
Watch as the sun sets over the Fox River from the spacious deck of this 4-bedroom, 3.5-bathroom vacation rental each night. This fully-equipped home has it all: kayaks, scooters, board games, and a fire pit to cozy up next to after a long day of adventure. Though it may be tempting to spend your days lounging at the private community beach just 100 yards away, don’t forget to check out the charming shops, exciting events, and delicious dining spots that downtown Barrington has to offer.

Corner Lakefront Property
This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids
Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

"A" Frame Brandenburg Lake
Getaway to a cozy 1 bedroom w/loft for 2, up to 6 people. Full kitchen 1.5 bath all season getaway. There is a piano as well. A tranquil home steps from a private lake. Oak and Pine surround you plus a stone fireplace, it feels like the North Woods. The A Frame guest house shares a 5 acre compound ( total 20 Acres) with the owners residence and caretaker cottage. The Volo Bog 800ft away. No hot tub Nov - May. Swimming pool, June-October often cool to use in early June.

Hensley’s Cornerstone, Lakefront.
I affectionately refer to this house as “The House That Built Me.” Referencing (of course) the title of country artist Miranda Lamberts hit song, from 2010. The lyrics couldn’t be more accurate. My name is Crystal, and this is The House That Built Me. My father bought this property in 1970. He married my mother and her two children in 1976. I was brought home from the hospital in 1977 & raised here with my siblings, until eventually we all married and left home.

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).
Popular amenities for kayak rentals in Lake County
House rentals with a kayak

Cottage Lake House Chris

PISTAKEE LAKE - CHAIN O' LAKES - LAKE FRONT HOUSE

Fisher LakeHouse w/boat slip & sauna (sleeps 8)

Nippersink Lakehouse-Private Pier & Pet friendly!

Entertain on The Chain! water sports and sauna.

Cozy 3 bedroom river cottage w/ indoor fireplace

This is a VACATION spot! With a million dollar view! bring your water toys, or just float right off the pier, for wonderful swimming!

Mineola Manor
Cottage rentals with a kayak

The Yellow Cottage @ Cottages on Petite Lake

The Coral Cottage

#4 Adorable Lake Cottage-Cypress Resort & Marine

#8 Hillside Cottage at Cypress Resort & Marine

Key House at Petite Lake Resort, #4

The Blue Roof Cottage @ Cottages on Petite Lake

The Cozy Cottage @ The Cottages on Petite Lake

The Little Blue Cottage @ The Cottages on Petit
Cabin rentals with a kayak

Bear Cabin on Petite Lake at Ol Pine Lodge Cabins

Fishing Cabin on Petite Lake, Ol Pine Lodge Cabins

Hunter Cabin on Petite Lake, Ol Pine Lodge Cabins

Hennessey's Hideaway

Spacious 2BR Cabin@The Lake-Heim

ELK Cabin on Petite Lake, Ol Pine Lodge Cabins

Comfy 1BR Cabin @ The Lake-Heim by Chain-O-Lakes
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
- The Beverly Country Club
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa