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Vacation rentals in Paddock Lake

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Top-rated vacation rentals in Paddock Lake

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

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Top guest favorite
A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.
Cottage in Trevor
4.98 out of 5 average rating, 138 reviews

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

Guest favorite
Condo in Kenosha
4.91 out of 5 average rating, 267 reviews

Spacious 2-BDRM/ Safe area Great for work & vacay

You will enjoy this carefully designed, well-decorated and well-furnished basement apartment. It is roomy (over 950 feet), pleasant, private and quiet in a residential area. Whether you ( 1-4 guests) come for work, business, family or a special function, its full kitchen, classy bathroom, extra-comfortable king and queen size beds, blender, high-speed internet and ergonomic chairs (2nd on demand) as well as free parking will add comfort and extra ease to your stay, and make it one to remember.

Superhost
Home in Trevor
4.79 out of 5 average rating, 106 reviews

Cozy Lakeside Escape with hot tub & pontoon rental

FIND YOUR CENTER ON CENTER LAKE- come relax at this little lakeside retreat! With nostaglic wood paneling, don’t expect modern & chic but do expect quiet & comfy. Visit in the warmer months to fish, watch wildlife & take a leisurely cruise on the pontoon boat or paddle boat (for rent beginning in May). Center Lake is weedy and excellent for fishing but not recommended for swimming. Dog-friendly!There are security cameras on the both doors to monitor entry, delivery of packages, and pier/boat.

Top guest favorite
A charming cottage is set on a spacious lawn, surrounded by trees. The large deck extends along the front, featuring an American flag. A small shed is visible to the side, contributing to a peaceful outdoor environment.
Home in Salem
5 out of 5 average rating, 10 reviews

Cozy Cottage by the Lake! Views! Kayaks! Golf Cart

Ask about golf cart rental! Adorable 2 bedroom 1 bath renovated cottage with an amazing lake view! Huge deck! Enjoying the fire pit while roasting marshmallows or grilling out with friends and family. Public beach a block away. Kayaks and paddle board included! Boat dock and launch 100 feet across the street. Enjoy fishing, kayaking, skiing or just relaxing on the water. Minutes from gorgeous Lake Geneva. 20 minutes from Great America and Premium Outlets for a day of fun or shopping.

Top guest favorite
A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.
Home in Salem
4.94 out of 5 average rating, 121 reviews

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Top guest favorite
A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.
Home in Salem
4.96 out of 5 average rating, 97 reviews

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family, or ice fish and snowmobile during the winter. Bring your boat with launch access and a private pier. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

Top guest favorite
A waterfront deck is visible, featuring a round table surrounded by four chairs, with a serene lake view at sunset. A dock with boat slips extends into the water, revealing boats anchored nearby. Trees offer shade, enhancing the tranquil atmosphere.
Home in Salem
4.94 out of 5 average rating, 80 reviews

Beautiful Lakehouse w/Sunset Views, Kayaks, Pier

Conveniently located one hour north of Chicago on Paddock Lake, our newly renovated lake cottage offers a peaceful, four season waterfront retreat. This split level home comes with a large waterfront deck with views of the entire lake and gorgeous sunsets(west facing!) Enjoy swimming, kayaking, paddle boarding, and roasting marshmallows over the fire pit in the summer. Plan the perfect winter vacation filled with skiing (10 mi to Wilmot Ski Resort) ice fishing, snowmobiling and more!

Top guest favorite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.96 out of 5 average rating, 226 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 !

Superhost
The exterior of the log cabin is illuminated against a night sky, highlighting the expansive wall of windows. A spacious deck is visible, framed by surrounding trees and a fenced yard, creating a cozy and inviting setting.
Cabin in Salem
4.92 out of 5 average rating, 177 reviews

A Frame Cabin located near multiple lakes

Experience the allure of Salem Lakes Chalet. featuring modern comforts nestled within a quaint 3-story log cabin. Relax in a fenced yard offering picturesque vistas of woods, and relish in the variety of nearby lakes. Enjoy the northern ambiance without the lengthy journey—be amazed by our expansive wall of windows! Whether you are in town to visit family or looking for a retrieve from the city we are conveniently located 10 mins from I-94. Brought to you by NCL Properties.

Top guest favorite
Home in Elkhorn
4.97 out of 5 average rating, 147 reviews

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Guest favorite
Home in Salem Lakes
5 out of 5 average rating, 5 reviews

Waterfront Cape Cod Retreat w/ Dock & Nature Views

Welcome to your serene Center Lake waterfront sanctuary in beautiful Salem, Wisconsin! This elegant 4-bedroom 2-Bathroom Cape Cod home is perfectly positioned along a peaceful channel that leads directly to a glistening Center Lake 150’ down —offering the ideal blend of comfort, nature, and relaxation. Whether you’re seeking a quiet escape, a family getaway, or a waterfront adventure, this stunning home delivers an unforgettable Salem WI vacation rental experience.

Guest favorite
A serene lakeside view features calm waters surrounded by lush greenery. A paved patio is equipped with a dining table and several chairs, providing an inviting space to enjoy the scenery. A private dock with boats is visible in the background, enhancing the lakeside atmosphere.
Home in Bristol
4.86 out of 5 average rating, 118 reviews

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Discover the perfect lakeside getaway just an hour from both Chicago and Milwaukee. Nestled on scenic Lake Shangrila, our fully equipped home sleeps up to 12 guests and combines comfort, convenience, and fun. Enjoy direct lake access with a private pier, hot tub, firepit, and plenty of space indoors and out to relax or entertain. With year-round attractions nearby, it’s the ideal retreat for families, friends, and remote workers alike.

Popular amenities for Paddock Lake vacation rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Kenosha County
  5. Paddock Lake