Vacation rentals in Pewaukee Lake

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Top-rated vacation rentals in Pewaukee Lake

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

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Guest favorite

A lakeside view of a vacation rental home is visible, situated on a spacious lawn surrounded by trees. A private dock extends into the calm waters of Lake Sinissippi, reflecting the serene landscape and clear sky.

Home in Juneau

4.85 out of 5 average rating, 133 reviews

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

Guest favorite

Townhouse in Milwaukee

4.87 out of 5 average rating, 92 reviews

*CLEAN* Craftsman Lakeside 3 Bedrm Bay View Duplex

**Sparkling Clean** newly renovated historic 100 year old UPPER duplex in the highly desirable South Shore Park neighborhood of Bay View. Resembles northern Wisconsin cabin with all of the creature comforts of being close to the city of Milwaukee. Just a block off the lake/park/beach/restaurants. Super spacious living room & full size dining room with 3 separate bedrooms and a bathroom with two vanities gives all of your guests ample room to be comfortable. Pull out beds avail Sorry, no pets

Top guest favorite

Apartment in Cedarburg

4.97 out of 5 average rating, 348 reviews

Cedarburg 2 br Apartment on prime Washington Ave

Prime location in Historic Cedarburg on Washington Ave in the heart of it all in a 2br apartment w/NO CLEANING FEE(short to do list at checkout).Guests get special attention that they deserve in a stylish calm space, above a 3 car garage accessed by stairs set back off of the street for a quiet timeout. So much to do & see or simply take a walk/picnic in the park. Just steps to shops, restaurants, wineries, & breweries set back off the street. Close to bike/hike trails, golf, museums, parks...

Top guest favorite

The exterior of the beach home is shown, featuring a spacious porch with white adirondack chairs. Beautiful landscaping surrounds the house, while large windows provide ample natural light. The architectural details include a mix of siding styles and a welcoming front entry.

Home in Racine

5 out of 5 average rating, 26 reviews

The Beach house! Enjoy Beachfront Living!

BEST HOUSE ON THE BEACH! Close to marina, harbor, restaurants, downtown stores! Sip your morning coffee enjoying the beautiful sunrise from the porch of this Historical Nautical Beach home! Plenty of sleeping for up to 15 guests. Owner has 2nd lake home 2 blocks away to share in the fun w larger group! Just a short walk to the lake, concessions, 1 mile beach, charter fishing, Zoo, Walking/bike paths. Whether looking for peace and quiet or an exciting fun-filled vacation, this home has it all!

Top guest favorite

A modern mini kitchen features gray cabinetry and stainless steel appliances, including a refrigerator and microwave. A spacious custom island with natural wood finish is accompanied by four brown seating chairs. Under-cabinet lighting enhances a functional cooking area, with cookware and utensils visible.

Condo in Racine

4.97 out of 5 average rating, 234 reviews

Gorgeous Main Street Apt with Lake Views (APT2)

Gorgeous, open concept Main Street apartment on 3rd level, with views of downtown and partial views of the lake and harbor. New mini kitchen with 2 induction stove top burners, a microwave, toaster, and all the cookware and utensils needed for a getaway. Supersize custom island, comfy furnishings, and convenient to everything downtown. Unique building is connected to parking garage. Drive up to the 3rd floor - walk just 10 steps to your door - enjoy the views from above, without the climb.

Guest favorite

Apartment in Port Washington

4.91 out of 5 average rating, 139 reviews

Lighthouse View -a real gem on Sweet Cake Hill

Enjoy the view of the Port Washington Lighthouse, Marina, and Lake Michigan from your private 1 queen bedroom (plus 2 futons in Living room) upper bungalow apartment. Our house was built in 1900 it has older architectural features. Please look at all the pictures. Private entrance, bathroom, and kitchen with range and refrigerator. Living room has plenty of seating and smart TV. Two block walk to the downtown with 17 restaurants and pubs within walking distance. Only 3 blocks to the marina!

Guest favorite

A Finnish sauna constructed with natural wood stands adjacent to a stone fire pit, which contains a gentle flame. The transparent glass doors of the sauna reveal its warm interior, while the stone surface surrounding the fire pit adds a rustic touch.

Guest suite in Racine

4.91 out of 5 average rating, 267 reviews

Racine theme Airbnb at the Red Birch on Erie

Home is set in a quiet neighborhood with a working vegetable farm for a backyard where deer, squirrels, geese and birds entertain. You will enjoy unobstructed, amazing sunsets along with Racine themed artwork and memorabilia, all retro and eclectic in design. It's a short drive to the Lake Michigan shoreline and just minutes away from downtown and the finest beaches! You're host has props from his Old Times photo studio that are available for photography on the grounds in special settings.

Top guest favorite

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

4.98 out of 5 average rating, 146 reviews

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Superhost

A long horizontal painting hangs on a beige wall, depicting gentle waves and three sailboats on a serene blue sea. The sky is bright with soft clouds, and the shoreline features scattered birds, creating a calming coastal scene.

Home in West Allis

4.77 out of 5 average rating, 153 reviews

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Welcome to this cozy beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet spot with plenty of parking on premises (up to 3 cars!) Amenities include: - Parking - TV - WiFi - Self Check in - Fresh Sheets and Towels - Additional Pillows - Shampoo & Conditioner - Soap & Hand Sanitizer - Fully Stocked Kitchen

Guest favorite

A comfortable living area is highlighted by a soft sofa and armchair, accompanied by a stylish coffee table. A wall display features a cityscape artwork, while a lamp provides warm lighting. Natural light enters through large windows, enhancing the welcoming ambiance.

Home in West Allis

4.9 out of 5 average rating, 147 reviews

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Guest favorite

A modern fire table sits on a wooden deck, surrounded by black stone and greenery. Flames rise gently from the center, providing warmth and ambiance. In the background, Lake Michigan glimmers under a soft gray sky, and a well-maintained lawn extends toward the water.

Home in Racine

5 out of 5 average rating, 6 reviews

Scenic Waterfront Lake Michigan Escape

This stylish 1913 craftsman is perfect for family vacations, group trips or a couple's escape. Situated directly on Lake Michigan you can enjoy breathtaking views from the home and recently constructed deck. The primary bedroom features a new bathroom and magnificent views of the lake. There are three workspaces perfect for "work from home". Finish your day by relaxing in the hot tub, hammock or by the fire. The home is close to city amenities but feels like it's a world away.

Top guest favorite

A fire pit is situated on a grassy area, surrounded by a stone border. A metal log holder filled with stacked wood sits nearby. Tall trees provide a backdrop, and gentle shadows are cast across the lawn.

Home in Elkhorn

4.98 out of 5 average rating, 123 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.

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What guests are saying

The Paddle House

4.95 out of 5 average rating, 22 reviews4 months ago

We had such a wonderful Christmas at The Paddle House! The house was beautiful and Maria even had a Christmas tree set up for us! The view of the lake out of the huge living room window was amazing especially as it snowed! I would definitely recommend this property to anyone looking for a cozy oconomowoc getaway!

Home in Oconomowoc

What guests are saying

Cozy Cabin On Lake

5 out of 5 average rating, 42 reviews1 month ago

Just returned from the most amazing stay at the Cozy Cottage. It was an ideal break! Situated on Freiss Lake, the cottage is absolutely immaculate with wonderful attention to detail - every little thing has been considered and done to a high standard, to ensure you have a fantastic stay. It's been decorated in a rustic cabin style which beautifully compliments the space and setting. The place is just full of character and the beds are super comfortable. The other stand out is hosts, George and Noreen. They are warm, personable and nothing was too much trouble. They even made homemade chocolate chip cookies on my last night! So, stop reading reviews and go, this place is really special. Highly recommended!!!

Home in Hubertus

What guests are saying

Lakeview Luxe Retreat:Main & Guest House,Sleeps 10

5 out of 5 average rating, 16 reviews1 week ago

We had a good time at this place for a family wedding using the house as a gathering place between all the events that we had to attend. It was about 25-35 min drive to city and most things but Ubers were easy to catch. The lighting in the living room facing the lake was great with all of the big windows and we appreciated the fireplace and how clean everything was.

Home in Pewaukee

What guests are saying

Charming Lakeside Cottage

5 out of 5 average rating, 63 reviews3 weeks ago

Clean, comfortable, beautiful home in wonderfully relaxing setting. Great for a getaway from it all and very fun to have kayaks, pedal boat and paddle boards. Jenna is so responsive and caring that she beat the amount of time I’ve ever waited when calling for something from a front desk at a hotel! Fantastic host!

Cottage in Hustisford

What guests are saying

Wow! Beautiful Lake Cottage Pontoon Boat&Fire Pit

4.96 out of 5 average rating, 54 reviews2 weeks ago

Hosts were great in communication and always timely to respond! Location was great! Morning sunrise coming up over the lake thru huge window was picturesque! Driveway for parking with boat and vehicle was great! Was nice to have access to a garage. Beds were extremely comfy and clean!!!

Home in Waterford

What guests are saying

North Beach home

4.95 out of 5 average rating, 19 reviews1 month ago

Chris was a great host. Great at communicating what the expectations were and local places to go. The house was so cute and I felt right at home. Chris was flexible with my dates and times. I would definitely stay here again. Especially during the in season time where I could enjoy the beach. We went in the off season. But a great experience!

Home in Racine

What guests are saying

Charming 3 bed, 1.5 bath, fenced yard & parking!

5 out of 5 average rating, 7 reviews2 weeks ago

The place we reserved had a water issue in the shower, we were informed prior to arrival. When we arrived the was no water in the shower, not low pressure as we were told. We contacted the host and were assured they would resolve the issue promptly. Within 30 min they had a new rental 15 min away at a much larger more updated place. it was lovely, we had a great time and crisis averted. Very happy, thank you!

Home in Greenfield

What guests are saying

Large Lake Cabin – EV Charger, Peloton, Ski Nearby

4.92 out of 5 average rating, 24 reviews2 weeks ago

Our stay here was amazing! The house was in a great location and decorated so beautifully. The hosts truly thought out this listing and had SO many amenities for us to enjoy. It was the perfect place to stay for 10 adults, and we easily could have fit 2 more. The host was extremely responsive, and we felt at ease throughout the entire stay. We will definitely be looking into staying here again in the future! 10/10 recommend!

Cabin in Burlington