Vacation rentals in Village of Pewaukee

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Top-rated vacation rentals in Village of Pewaukee

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

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Guest favorite
The front view of the cottage displays a charming exterior, featuring a combination of light-colored wooden siding and stone accents. A wooden porch with a railing leads to the entrance, and a circular wreath adorns the front door. Large windows allow natural light into the living space.
Home in Pewaukee
4.91 out of 5 average rating, 32 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!

Top guest favorite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.93 out of 5 average rating, 204 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Top guest favorite
Guesthouse in Delafield
5 out of 5 average rating, 26 reviews

Private Guest Apt - .4 miles to Downtown Delafield

Welcome to your peaceful retreat in Delafield! This new-construction, 600 sq ft private apartment offers a perfect balance of comfort, privacy, and convenience. Although attached to our single-family home, the apartment is completely separate with its own private entrance, dedicated parking spot, & quiet setting just steps from the lake. Located within walking distance to downtown Delafield, you’re close to fantastic restaurants, boutique shops, coffee spots, and scenic walking & biking paths.

Top guest favorite
The exterior of a renovated farmhouse features a covered porch with large windows, allowing for natural light. A well-maintained lawn and garden area are present, with a stone pathway leading to the entrance. The house showcases a combination of white siding and dark trim.
Home in Pewaukee
4.93 out of 5 average rating, 46 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.

Superhost
Home in Waukesha
4.92 out of 5 average rating, 201 reviews

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Guest favorite
Home in Pewaukee
4.9 out of 5 average rating, 10 reviews

Lake, Sauna, Hot Tub, Gym, Fire Pit, Kayak+More

Brought to you by NCL Properties, this serene getaway is designed for relaxation, restoration, and a laid back lake vibe. Wake up to lake views, sip your morning brew from our coffee bar, and let the calm energy of the water set the tone for your stay. Unwind in the hot tub, or infrared sauna for a soothing reset. We also have a dedicated fitness corner features a Peloton. Spend your days lounging on the deck, kayaking, or soaking in the peaceful setting that makes Pewaukee lake so special.

Top guest favorite
A historic stone home is presented, featuring multiple windows that enhance its classic appeal. A well-maintained garden with colorful flowers surrounds the exterior, creating a welcoming entrance to the Butler Place. A sign displaying the property's name is held by two guests in front of the house.
Guest suite in Sussex
4.96 out of 5 average rating, 336 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Top guest favorite
Home in Hartland
5 out of 5 average rating, 28 reviews

2-acre retreat steps from Nagawicka Lake

Private Lake Country Retreat on 2 Acres | Pool, Park & Prime Location Relax at this private Lake Country retreat on 2 secluded acres surrounded by mature trees. Enjoy a private outdoor pool, spacious yard, and peaceful setting just steps from a county park with trails and a public beach. A nearby boat launch makes lake days easy, while shopping, restaurants, and coffee spots are only minutes away. Perfect for families, couples, or extended stays seeking privacy with convenience.

Top guest favorite
Tall sunflowers bloom vibrantly in a garden, displaying bright yellow and orange petals. A wooden gazebo with hanging lights stands in the background, surrounded by lush greenery. Soft sunlight filters through the trees, enhancing the serene outdoor setting.
Guest suite in Sussex
4.99 out of 5 average rating, 155 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Top guest favorite
An open-concept living area showcases contemporary design elements. A cozy seating area is complemented by a large sectional sofa. Bright yellow chairs surround a dining table, while modern lighting fixtures and unique wall art add character to the space. Large windows provide ample natural light.
Cabin in Pewaukee
4.98 out of 5 average rating, 91 reviews

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.

Top guest favorite
Apartment in Delafield
5 out of 5 average rating, 73 reviews

Historic Downtown Gem| Walk to Dining, Shops, Lake

✨ 1870s Elegance Meets Modern Luxury ✨ Welcome to Downtown Delafield’s most sought-after Airbnb stay! This beautifully restored historic apartment offers a 5-star luxury experience with original 19th-century charm and modern amenities—all within walking distance to the best dining, shopping, and nature spots in the area. Bonus perk: this cozy gem is perched just above one of downtown’s favorite restaurants—so you’re literally steps away from an unforgettable meal.

Top guest favorite
The living room features a light-colored sofa and a leather swivel chair, arranged around a cozy gas fireplace. Large windows frame views of the surrounding greenery, while a textured area rug lies beneath a small side table. Natural light fills the space, accentuating the rustic stone wall.
Home in Pewaukee
5 out of 5 average rating, 30 reviews

Designer Home with Upper Balcony & Lake Views

Experience Lake Country luxury in this designer retreat overlooking Pewaukee Lake. Steps from the beach and downtown dining, the home features panoramic water views, a chef-grade kitchen, and spa-style bathrooms with heated floors. Perfect for weddings, business trips, or a quiet escape, it’s your private sanctuary in the heart of Pewaukee. This home is part of another rental, yet offers private entries and minimal shared wall space for a quiet, comfortable stay.

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