
Lake house holiday rentals in Pewaukee Lake
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Top-rated lakehouse rentals in Pewaukee Lake
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Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.
4.88 out of 5 average rating, 533 reviews
3BR Home w/ Hot Tub 1.5 blocks from Lake Como
Fully equipped 3 bedroom 1 bathroom home in the great neighborhood of Lake Como. Basement has a separate door and is considered the 3rd BR. House is located 1.5 blocks from the lake and is less than a 10 minute drive to Lake Geneva. Featuring an outdoor hot tub, gated backyard and an amazing basement bar. Spend the afternoon shopping and enjoying the many activities the area has to offer. Spend the evening with a cocktail in the 4 person hot tub on the deck or have some s'mores by the firepit.
4.86 out of 5 average rating, 293 reviews
Walk 2 lake, pool table, bike, kayaks, hot tub
Located conveniently in a quiet neighborhood with access to Lake Como and 15 minute drive to lake Geneva, this inviting retreat lends itself to plenty of possibilities for enjoyment. This cozy three-bedroom home is just a short walk to the Lake Como beach and has all of the amenities to make your stay enjoyable including spacious bedrooms, smart TVs, fire pit, hot tub, pool table, foosball and karaoke. HOT TUB is NOT AVAILABLE FOR USE IN JANUARY AND FEBRUARY DUE TO EXTREME WEATHER CONDITION.
4.94 out of 5 average rating, 163 reviews
Luxury Lake Home-Miles of Lake Views-Private Pier
This newly built Pewaukee Lake home has 3 levels of living space & sleeps 11 with 4 BRMS 3.5. baths & 40' of private lake frontage walking distance to 2 restaurants/bars. Only 2 miles from Downtown Pewaukee Beach, Shops & Restaurants. This modern lake home commands magnificent lake views for miles with private pier, kayak, paddle board, pedal boat, private outdoor fire pit & grilling/lounge area at the shoreline. Enjoy stunning lake views including views of Downtown Pewaukee City lights @ night!
5.0 out of 5 average rating, 67 reviews
Peaceful Pines on 59~Welcome! 5 bdrm river front!
Relax, unwind and play on 4+ acres of beautiful nature: green space, woods, the Rock River, gardens and fresh clean air! Enjoy life from the back deck or rocking on the front porch. Stroll down the tree covered lane to fish from our shoreline, watch river traffic, picnic in the cabin, untie your watercraft from our pier and go travel the river and Lake Koshkonong, play a variety of outdoor games, grill dinner outside and end the day around the firepit. Hosts live in the lower level apartment.
4.97 out of 5 average rating, 104 reviews
Como Lake house with boat and motor included
Because this property is located at the end of Lake Como and at the end of a private road it offers seclusion and intimacy while being only 3 miles from downtown Lake Geneva. The lake is great fishing for largemouth bass as well as northern pike, a 16' 3" foot aluminum fishing boat with a 10 hp motor is available at no extra charge as well as a canoe and 2 kayaks . The pier goes in May 1st and comes out sometime after October 15 otherwise the boats without a motor can be launched from shore.
4.93 out of 5 average rating, 114 reviews
Lakefront Views, Walk to Dining | Kayaks + Firepit
Wake up to sparkling water views, spend your days enjoying the amenities, and end the evening with dinner, drinks, and music—all just steps from your door. Welcome to Water’s Edge Cottage! Our lakefront home offers unbeatable views, lake amenities, and one of the best locations in Lake Country—perfect for guests who want to relax and enjoy everything the area has to offer. Whether you're here for summer lake days, fall sunsets, or a cozy winter reset, this is memorable lake living at its best.
4.91 out of 5 average rating, 32 reviews
Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.
4.93 out of 5 average rating, 120 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.
4.95 out of 5 average rating, 104 reviews
Vast Lake Koshkonong Views from Pier, Deck, & Home
Our 3 Bedroom, 12 Bathroom House is located directly on the shores of Lake Koshkonong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.
4.93 out of 5 average rating, 357 reviews
Quiet Lake Country Retreat
Charming single family home located in the Village of Oconomowoc Lake. Well appointed for longs stays or perfect for a weekend retreat. Easy access to I94 and Hwy. 16. Minutes away from Pabst farms, stores, restaurants, downtown Oconomowoc. 10 minute drive to Delafield. 20 minute drive to Erin Hills, site of the 2017 US Open and 2025 US Women's Open. 35 minutes to downtown Milwaukee. 45 minutes to Madison.
4.83 out of 5 average rating, 178 reviews
Okauchee Lakefront Cabin Escape
The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.
4.95 out of 5 average rating, 142 reviewsPopular amenities for Pewaukee Lake lakehouse rentals
Waterfront lakehouse rentals

Beautiful home with amazing Lake Michigan views
4.99 out of 5 average rating, 127 reviews
Lakefront Cabin in the Woods (fully fenced yard)
4.89 out of 5 average rating, 123 reviews
Serene Lake Retreat | Fall Colors & Winter Views
4.93 out of 5 average rating, 116 reviews
Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
4.95 out of 5 average rating, 122 reviews
Buoys UP! Lake Life & Sunsets
4.99 out of 5 average rating, 151 reviews
Lake Home - Private Beach, Near Lake Geneva
4.9 out of 5 average rating, 108 reviews
Lake Geneva cottage with private beach access
4.91 out of 5 average rating, 232 reviews
Rock Lake Retreat - Lake Mills Wisconsin
4.94 out of 5 average rating, 149 reviewsPet-friendly lake house rentals

The Lake House
4.86 out of 5 average rating, 227 reviews
Relaxing Lakeview Getaway: Steps to Beach, Dogs ok
4.94 out of 5 average rating, 120 reviews
Waterfront Koshkonong Home w/ Amazing Sunsets
4.97 out of 5 average rating, 107 reviews
Sweet retreat is waiting for you!
4.9 out of 5 average rating, 154 reviews
2-acre retreat steps from Nagawicka Lake
5.0 out of 5 average rating, 44 reviews
The Pike Lake Cottage House
4.92 out of 5 average rating, 53 reviews
Milwaukees most coveted street! MKE Lake Life
4.89 out of 5 average rating, 35 reviews
Lakefront Sunset
5.0 out of 5 average rating, 36 reviewsPrivate lake house rentals

Spa House By The Beach whole house
5.0 out of 5 average rating, 4 reviews
Pewaukee Lake Home steps from water & restaurants!
4.91 out of 5 average rating, 35 reviews
Waters Edge Retreat
5.0 out of 5 average rating, 33 reviews
Lake Michigan Romantic Getaway
4.71 out of 5 average rating, 42 reviews
The Paddle House
4.97 out of 5 average rating, 29 reviews
Long Lake Retreat - Cottage in Burlington, WI
4.96 out of 5 average rating, 46 reviews
Modern Family Lake Home—Pontoon Rental (add-on)
4.92 out of 5 average rating, 59 reviews
Cozy cabin getaway near Lake Como and Lake Geneva
4.98 out of 5 average rating, 49 reviewsDestinations to explore
- Chicago Holiday rentals
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- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Baird Center
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Pabst Mansion
- Wisconsin State Fair Park
- Lake Geneva Public Library
- Gurnee Mills
- South Shore Park
- Mitchell Park Horticultural Conservatory
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Cruise Line
- Lake Park
- Racine North Beach





