Holiday rentals in Paddock Lake

4.98 out of 5 average rating, 166 reviews

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

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.

LocationFamilyTV

4.98 out of 5 average rating, 107 reviews

Home in Trevor

Lake House-Frontage, Pier, Gorgeous Views, Kayaks

Enjoy our remodeled lakefront home with private frontage/access & pier on Camp Lake! The beautiful 2-bedroom, 1-bathroom home spans 1,008 sq ft with central air/heat, wifi, outdoor decks & patios, swing set, grill, fire pit & more! Lake is a 439-acre all sport lake known for boating, swimming & fishing! Warmer months, enjoy access to kayaks, paddleboat, and lawn games! Colder months, downhill skiing, ice fishing/skating are fun activities! *No unauthorized/extra visitors or guest of any kind*

LocationFamilyQuiet

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.

4.94 out of 5 average rating, 135 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.

FamilyValueWifi

Superhost

Place to stay in Racine

4.85 out of 5 average rating, 826 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

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4.9 out of 5 average rating, 108 reviews

A lakefront house is depicted, featuring a spacious deck that extends over the water. Large windows allow ample natural light and views of the surroundings. The structure is nestled among trees, with a private pier visible at the water’s edge.

Home in Burlington

Lake Home - Private Beach, Near Lake Geneva

Lakefront! Gorgeous views! Freshly renovated and charming, this Lily Lake three bedroom, two full bath beach house practically hangs over water, so you can enjoy the beautiful views of the lake from the living room and upper deck. Relax in the sun outside while sitting lakeside on the private sandy beach, kayaking, fishing from the pier, and at night enjoy evening conversations around the wood fire pit. The public beach is just steps away, allowing access to the another sandy beach area.

LocationValueOutdoor spaces

A newly renovated home is surrounded by landscaping that includes shrubs and pathways. Natural stone accents the exterior. The entrance features a welcoming porch with chairs, while a backdrop of lush green fields is visible under a partly cloudy sky.

4.99 out of 5 average rating, 67 reviews

The Overlook - Country 5 Bedrooms 2.5 BA -Salem WI

Newly renovated executive home on a 90 acre family farm, conveniently located between Milwaukee, Kenosha, Chicago, and Lake Geneva. Stay with us for one of the many local events, Richard Bong Recreation Center, enjoy beautiful local lakes like Silver Lake, Camp Lake, Center Lake, Lake Geneva, or Lake Michigan! If you are coming into the area to show at the many horse shows, we are minutes away! If just Peace & Relaxation is your thing stay on site and enjoy 90 acres of tranquillity!

LocationFamilySleep quality

4.96 out of 5 average rating, 246 reviews

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

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 !

ValueLocationCheck-in

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.

4.95 out of 5 average rating, 104 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 public launch access. 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.

FamilyLocationNearby

4.92 out of 5 average rating, 200 reviews

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

Cozy A-Frame | Close To Lakes + Backyard Oasis

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.

ValueFamilyTV

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.

4.95 out of 5 average rating, 96 reviews

Beautiful Lakehouse w/Sunset Views, Kayaks, Pier

Conveniently located one hour north of Chicago on Paddock Lake, our 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!

LocationFamilyCheckout

4.85 out of 5 average rating, 13 reviews

Home in Salem Lakes

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.

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