
Vacation rentals with a kayak in Lake County
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Top-rated kayak rentals in Lake County
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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.

Comfy 1BR Cabin @ The Lake-Heim by Chain-O-Lakes
Charming, homestyle 1BR/1BA cabin (Unit #2 with a queen bed and full-size sofa bed) nestled right next to Grass Lake at Chain-O-Lakes. Perfect for a couple/family getaway, or staycation while chill-laxing by the lake. New cooking appliance. Start the day with a breathtaking sunrise and enjoy the afternoon with fun-filled water activities 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.

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.

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.

Lake House Retreat $100 cash for Navy Families
*Navy Parents get $100 cash at checkin* Private house with lakeside fire pit, grill, dock, hot tub, internet, kayak, paddle boards,fishing poles & more. Contact me if you want less expensive couples option. The basement apartment that has its own shower, 70” TV, big kitchen, washer dryer and queen bed. Good option for couples or less than 3 people. I don’t rent both. Ask about: • Fishing Guide • Juice Clense • Fat Camp • Boxing Training Camp • Harley or Jeep Rental • Pontoon Ren

Fisher LakeHouse w/boat slip & sauna (sleeps 8)
Relax in the peaceful lakeside “Fisher House”. Updated kitchen, lake view, king bed, (2) double 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, kayak, ski & fish or take in the changing seasons from the sauna. We're in nature. Expect spiders/webs, bees, ants & mosquitoes. Though we clean just before your stay spiders can & will spin a web in that short time.

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.

The Island Lake House
Long term living on the lake! This beautiful 2 bedroom 1.5 bathroom home right on the lake is perfect for your long term stay. Wake up each morning with coffee on the deck listening to the birds chirping. Tucked away in a quiet neighborhood right off rt 176, not too far from Chicago but far enough to feel like you’re on a vacation. Space includes a main bedroom with queen bed, full bathroom and half bath on first floor, and 2nd bedroom with 2 queen beds on 2nd floor.
Popular amenities for Lake County kayak rentals
House rentals with a kayak

Lake house Eliza 6 bedrooms

PISTAKEE LAKE - CHAIN O' LAKES - LAKE FRONT HOUSE

Lake Shore House

Nippersink Lakehouse-Private Pier & Pet friendly!

Entertain on The Chain! water sports and sauna.

Cozy 3 bedroom river cottage w/ indoor fireplace

Spacious, Charming by Fox Lk and Gurnee Mills

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

The Coral Cottage

The Yellow Cottage @ Cottages on Petite Lake

#4 Adorable Lake Cottage-Cypress Resort & Marine

2/1 Cozy Winter Cottage with Hot Tub Gazebo

#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
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

Spacious 2BR Cabin@The Lake-Heim

Hennessey's Hideaway

ELK Cabin on Petite Lake, Ol Pine Lodge Cabins
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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
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- The 606
- Racine North Beach



