Apartment holiday rentals in Waukesha County

Charming Historic Upper Walk to Festivals+Downtown

Stay in a piece of Oconomowoc history. Whether you're here for a lakeside wedding or a quiet retreat, The Blue Belle offers designer interiors and comfy beds our guests love all steps from downtown This charming town offers the perfect blend of adventure and relaxation, with shops, restaurants, wedding venues & activities all within walking distance. Browse our host profile for additional listings if your preferred dates are unavailable, are traveling with a larger group or a furry friend.

Location · Family · Laundry

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.

Family · Value · TV

Cozy Delafield Apartment - Walk to Lake!

Make your next Wisconsin getaway memorable with this vibrant Delafield vacation rental! Conveniently located in the heart of this beautiful lakeside community, this 2-bedroom, 1-bath apartment offers a perfect central location to explore everything the area has to offer. Walk to a number of local restaurants and shops, explore the nearby parks of Nagawicka Lake, or make the short drive to see some fun Milwaukee attractions like the Milwaukee Art Museum, Mitchell Park Domes, or Fiserv Forum!

Value · Family · Access

Ideal4Contractors/Sleeps6/Parking/Laundry/FastWiFi

Quiet & Safe Central location - Minutes from Hospitals, Highways, Shopping, Parks, Restaurants Central Air/Heat, Fast WiFi, Smart TV Black-out Blinds Perfect for business travelers, digital nomads and students Newly renovated, beautiful brick building Spacious floor plan Two parking slots; one garage space In Unit washer/dryer combo to make your stay efficient Medical College of WI - 8 mins Froedret Hospital - 8 mins Children’s Hospital- 8 mins Minutes from HWY 41 & 45

Value · Location · Kitchen

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.

Location · Value · River

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.

Value · Family · Sleep quality

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.

Location · Walkability · Accuracy

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.

Family · Location · Accuracy

2-Bedroom Condo in Elm Grove/Brookfield, WI

Experience Elm Grove like a local in this 2-bedroom condo. Step into this welcoming and adorable property, featuring 2 queen beds in the cozy bedrooms. You'll find everything you need for a comfortable stay, from a hair dryer in the bathroom to AC and WiFi throughout. The fully equipped kitchen and washing machine ensure convenience during your visit. This condo is located near the Brookfield, WI area and a short 7 minute drive from Froedtert Hospital.

Family · Laundry · Quiet

ExtendedStays/Parking/OnsiteLaundry/NearHwy

Quiet & Safe Central location - Minutes from Hospitals, Highways, Shopping, Parks, Restaurants Central Air/Heat, Fast WiFi, Smart TV Black-out Blinds Perfect for business travelers, digital nomads and students Newly renovated, beautiful brick building Spacious floor plan Two parking slots; one garage space In Unit washer/dryer combo to make your stay efficient Medical College of WI - 8 mins Froedret Hospital - 8 mins Minutes from HWY 41 & 45 .

Hospitality · Indoor spaces

EarlyCheck-In/Parking/Washer&Dryer/LongStays

Quiet & Safe Central location - Minutes from Hospitals, Highways, Shopping, Parks, Restaurants Central Air/Heat, Fast WiFi, Smart TV Black-out Blinds Perfect for business travelers, digital nomads and students Newly renovated, beautiful brick building Spacious floor plan Two parking slots; one garage space In Unit washer/dryer combo to make your stay efficient Medical College of WI - 8 mins Froedret Hospital - 8 mins Minutes from HWY 41 & 45

Location · Family · Sleep quality

Long Stay Discount/Free Parking, Washer/Dryer

Quiet & Safe Central location - Minutes from Hospitals, Highways, Shopping, Parks, Restaurants Central Air/Heat, Fast WiFi, Smart TV Black-out Blinds Perfect for business travelers, digital nomads and students Newly renovated, beautiful brick building Spacious floor plan Two parking slots; one garage space In Unit washer/dryer combo to make your stay efficient Medical College of WI - 8 mins Froedret Hospital - 8 mins Minutes from HWY 41 & 45

Value · Location · River