Holiday rentals with beach access in Waukesha County

5 out of 5 average rating, 55 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!

4.95 out of 5 average rating, 55 reviews

Apartment in Delafield

DElafield Rivers Gateway Luxurious Condo

Beautiful fully furnished Condo sitting in the heart of Delafield, living room (1 sofa bed leather couch, 2 leather chairs 2 comfy cushy cloth chairs,an electric fireplace), 2 full bathrooms, 3 bedrooms upstairs, full kitchen, Balcony with table and 3 chairs. Guests have access to the peaceful riverwalk overlooking the Mill run creek (there is 3 rocking chairs & hammock). Guests rent a single or multiple rooms or the whole condo. If the full condo is not rented, guests may share common space.

4.92 out of 5 average rating, 24 reviews

Pewaukee Lake Home steps from water & restaurants!

Take it easy at this tranquil lake getaway. Our cozy cottage is steps from Pewaukee Lake. Spend your time relaxing and taking advantage of the lake access! It’s the perfect spot to enjoy beautiful Wisconsin summers, but also ice fishing/winter activities too! We are very close to the adorable downtown Pewaukee Village area, where you will find the beach, shopping, and great restaurants. There are also a few bars and restaurants within walking distance from the house. The location can’t be beat!

5 out of 5 average rating, 63 reviews

Cottage in Delafield

Lake Country Guest Cottage

This 1930s fisherman’s cottage is tucked away and feels like you’re in the Northwoods or at your own private resort, yet is so close to it all. It is truly a recreation haven due to the proximity of lakes and rivers, as well as State and county parks. This is a quiet neighborhood and the cottage is amazing for relaxation- hotels would be best for a party. Choose from many amazing restaurants downtown, within a mile drive or 15 minute walk or stay in to cook at home/barbecue on the gas grill.

4.92 out of 5 average rating, 25 reviews

Bougie by the Beach

Welcome to Bougie by the Beach!! Enjoy lake life, making unforgettable memories with family & friends steps from Pewaukee Lake, the beach, boat launch, shops, restaurants, bars & more! Our cozy & inviting 1890 farmhouse has been completely renovated from top to bottom but is still filled with the charm of tall ceilings, 2 screened porches, hand hewn beams & hardwood floors. Furnished w/ beachy vibes from RH, Pottery Barn, West Elm & Anthropologie, including deluxe linens & super comfy beds.

4.95 out of 5 average rating, 139 reviews

Cottage in Hartland

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

5 out of 5 average rating, 8 reviews

Designer Home w/ Lake Views + Walk to Beachfront

💫This custom home is in the heart of Pewaukee! It’s equipped with a gourmet kitchen, comfy Pottery Barn furniture & stunning lake views. You’re a quick walk to the shops, restaurants, activities and the beautiful Pewaukee Lake. ⏩️Traveling with a larger group? You can also rent additional space at this home. Browse our host profile. 🏡🏡The home is part of another rental. With the layout, you will hardly hear other guests as there is minimal shared wall space and private entries.

5 out of 5 average rating, 8 reviews

Home in Hartland

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town

Meadow Hill Acres is a 3 BR/3 BA home provides a beautiful retreat within a central location, stocked with the comforts of home. Seated on 2 acres of land, the property is fully fenced and dog friendly. Naga-Waukee Park borders the property, offering walking trails (and usually deer friends) right outside your door. Nagawicka Lake and Beach are also just next door. The Delafield shops, restaurants and Hwy 94 are minutes away. Enjoy a nature retreat while central to everything!

5 out of 5 average rating, 62 reviews

Cabin in Pewaukee

Pewaukee Serenity Cottage: Whimisical by the Lake

Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

4.92 out of 5 average rating, 59 reviews

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

Those wishing to experience natural beauty, we welcome you to come relax and enjoy our rustic log cabin retreat situated in a peaceful neighborhood with a private wooded yard. This 3 bedroom 2 bath log cabin is surrounded by Wisconsin goodness, perfect for relaxing and viewing wildlife, yet we are just 5 minutes from grocery stores, superb local cuisine, plenty of shopping and only 30 min. from Downtown Milwaukee Breweries. 4 person Hot tub now added

Superhost

Home in Muskego

5 out of 5 average rating, 3 reviews

Relax at Muskego Lakehouse – 30 mins to Downtown!

Unwind with the whole family at this charming Cape Cod-style lake house! With plenty of beds and ample outdoor seating, it's the perfect spot to relax by the water, soak in the fresh air, or cozy up indoors with stunning lake views. The property features a private dock and a small beach area for endless fun. Cast a line off the pier, take in the breathtaking sunset from the spacious deck, and create unforgettable memories by the lake!