Apartment holiday rentals in Waukesha County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Waukesha County

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

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Top guest favourite

Private room in Pewaukee

5 out of 5 average rating, 19 reviews

Huge private loft by lake

Relax with your family at this peaceful setting. Enjoy lake life in this private loft with separate entrance. Next to bike trail, lake access to kayak, and boat launch nearby. Near Pewaukee and Delafield. 25 minutes to Milwaukee. Enjoy lake country fun, shopping, restaurants and festivals. You’ll feel like you’re up north sitting on the front patio or the fire pit in the backyard, looking up at the stars. It’s a gem! Owner lives on site in separate lower level. Shared laundry/garage access.

Flat in Okauchee Lake

3.5 out of 5 average rating, 4 reviews

Studio in Okauchee lake fun

Take it easy at this unique and tranquil getaway. Okauchee lake is a fun small town with a 60’s style supper club, a smoke house restaurant with an incredible deck with great views of little Okauchee, a comfort food restaurant with a huge deck with a sand beach area, a hip new restaurant with great specials, an Italian coffee shop that features great Italian cooking at night and a large number of bars and restaurants. There are several boat rental companies or you can park your trailer here

Top guest favourite

Flat in Delafield

5 out of 5 average rating, 15 reviews

Historic Luxury |Walk to Downtown| King bed |Shops

✨ 1870s Elegance Meets Modern Comfort | Steps from Dining & Shopping ✨ Welcome to Downtown Delafield’s most charming and highly-rated historic stay! This stunningly restored 1870s apartment offers a luxury experience with vintage charm, all within walking distance to top-rated restaurants, boutique shops, and lakeside trails. Whether you’re visiting for a romantic escape, work trip, or weekend getaway, this unique property is designed to make your stay unforgettable.

Top guest favourite

Flat in Oconomowoc

5 out of 5 average rating, 76 reviews

Charming Historic Upper|Walk to Shops, Eats & Lake

Looking for a memorable Wisconsin vacation experience? The Blue Belle is in the heart of Lake Country in a small town where you’ll find both adventure and relaxation! Located on a main street that takes you right to shops, restaurants, activities and wedding venues. All within walking distance. ✨Traveling with a larger group, your preferred dates taken or traveling with a furry friend 🐶? Browse our host profile for the details on other listings in the area.

Flat in Delafield

4.73 out of 5 average rating, 11 reviews

Delafield Vacation Rental Near Lakes & Parks!

From hosting afternoon picnics in Oak Street Park to making memories on the waters of Nagawicka Lake, this vacation rental has everything you need for a blissful stay! Nestled in the heart of Delafield, this cheerful 1-bedroom, 1-bathroom apartment features natural lighting, a Smart TV, a dining area, and a well-stocked kitchen. Stroll the boutiques, dining, and sights of Main Street, or take an adventure to greater heights at the Lapham Peak Observation Tower.

Top guest favourite

Flat in Delafield

5 out of 5 average rating, 37 reviews

Luxury Delafield Retreat | Walk to Lake & Shops!

⭐ 5-Star Comfort | Prime Location |Historic Downtown| Self Check-In ⭐ Welcome to Your Ultimate Delafield Getaway! Nestled in the heart of Historic Downtown Delafield, this luxury apartment is steps from Lake Nagawicka, top-rated restaurants, boutique shops, and scenic parks. Designed for both relaxation and adventure, this stylish retreat offers modern comforts, high-end finishes, and a perfect location for exploring everything Delafield has to offer.

Superhost

Flat in Menomonee Falls

4.87 out of 5 average rating, 23 reviews

Free Parking/Extended Stay Discounts

The whole group will be comfortable in this spacious and unique space. This three bedroom apartment home is ideal for remote work or family trips. Guests will enjoy nearby activities like shopping, restaurants, and theaters. Downtown Milwaukee - 15 mins Miller Park - 10 mins Zoo - 10 mins State Fair Park - 10 mins Brookfield - 10 mins Medical College of WI - 8 mins Froedret Hospital - 8 mins Children’s Hospital- 8 mins Minutes from HWY 41 & 45

Superhost

Flat in Menomonee Falls

4.74 out of 5 average rating, 34 reviews

Free Parking/Near Hwy/30-day Stay Discount

The Forest Park apartment is the ideal solution for corporate housing, short visits and couples. The apartment is conveniently located in the heart of Menomonee Falls, just minutes away from Main Street’s many shops, parks, restaurants and pubs. Downtown Milwaukee - 15 mins Miller Park - 10 mins Zoo - 10 mins State Fair Park - 10 mins Brookfield - 10 mins Medical College of WI - 8 mins Froedret Hospital - 8 mins Minutes from HWY 41 & 45

Guest favourite

Flat in Oconomowoc

5 out of 5 average rating, 5 reviews

Stylish 1BR Downtown Oconomowoc

Enjoy a stay in this stylish one-bedroom retreat in downtown Oconomowoc. Located on the main street, the property offers a lovely view of Lake Fowler and is just steps away from shops and restaurants. It features two tandem parking spaces and requires a short flight of stairs to access. Recently remodeled, the space is beautifully decorated and designed for comfort. Perfect for a relaxing getaway or a convenient base for exploring the area.

Top guest favourite

Flat in Delafield

5 out of 5 average rating, 31 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.