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Oconomowoc, WI vacation rentals
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Best Vacation rentals and Airbnb offers in Oconomowoc, WI

Search Vacation Rentals near the Old Town in Oconomowoc, WI

Choose a downtown Oconomowoc, WI vacation rental for easy sightseeing. Compare the top centrally located properties and book your city stay with confidence.

Olympia Voa Oconomowoc Wi Great Getaway For Fun - Oconomowoc, WI
8.6 20 reviews

Olympia Voa Oconomowoc Wi Great Getaway For Fun

apartment, Oconomowoc
This apartment is located in Oconomowoc, Wisconsin, just 30 minutes from Madison and Milwaukee, offering easy access to both cities and their attractions. It has very good user ratings, excellent location and cleanliness ratings.
The apartment has 2 bedrooms and 1 bathroom, and can accommodate up to 6 guests. It features a kitchen with a fridge, air conditioning, a swimming pool, a fitness center, parking, and free Wi-Fi. Pets under 40 lbs are also welcome. The apartment is close to golfing, beaches, theater, dining, shopping, and water parks, and is only an hour from Wisconsin Dells.
The Paddle House - Oconomowoc, WI
9.9 28 reviews

The Paddle House

apartment, Oconomowoc
This 1901 cottage sits on the shores of Fowler Lake, just a short walk from downtown Oconomowoc and Fowler Park, offering a peaceful retreat with easy access to the town's amenities. This vacation rental has received excellent ratings for its location, cleanliness, and overall experience. The cottage comfortably accommodates up to 8 guests in its 3 bedrooms and 2 bathrooms. Enjoy the fully equipped kitchen, air conditioning, private garden, and waterfront access, perfect for kayaking, swimming, or simply relaxing by the lake.
Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier - Oconomowoc, WI
10 1 review

Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier

apartment, Okauchee Lake
This Okauchee Lake home offers 50 feet of prime Okauchee Lake frontage with clear, swimmable hard-bottom access and a permanent pier with a boathouse.
This spacious vacation rental accommodates 12 guests and features a hot tub, a movie theater, a game room with a pool table, and a custom bunk room, with kayaks, paddleboards, and a lily pad provided for lake enjoyment.
Summer Is Waning But Fall Is Gorgeous On The Lake! - Oconomowoc, WI
10 3 reviews

Summer Is Waning But Fall Is Gorgeous On The Lake!

apartment, Oconomowoc
This 3-bedroom, 3-bathroom vacation rental is located on Fowler Lake within Oconomowoc's downtown district, offering lakeside views and proximity to shops, eateries, and breweries.
This owner-occupied home provides a guest capacity of 6 with amenities including internet, air conditioning, a full kitchen, and garden access, along with direct access to water activities and the Lake Country Trail for outdoor recreation.

Best Oconomowoc, WI vacation rentals with air conditioning

Cozy Delafield Apartment - Walk To Lake! - Oconomowoc, WI
10 1 review

Cozy Delafield Apartment - Walk To Lake!

apartment, Delafield
This apartment in Delafield is located just a short walk from Lake Delafield and is about 24 miles from Miller Park and 26 miles from Marquette University. It is in a quiet and peaceful area, perfect for those seeking a relaxing getaway. The apartment has received excellent ratings for cleanliness, location, and overall experience.
This 2-bedroom, 1-bathroom apartment offers 800 square feet of space and can comfortably accommodate up to 6 guests. The apartment comes with modern amenities, including a fully equipped kitchen, free Wi-Fi, and a cable flat-screen TV, as well as a concierge service, parking, and 24-hour front desk assistance.
Historic Luxury |Walk To Downtown| King Bed |Shops - Oconomowoc, WI
10 57 reviews

Historic Luxury |Walk To Downtown| King Bed |Shops

apartment, Delafield
This Downtown Delafield apartment, located within walking distance of restaurants and shops, offers easy access to Nagawicka Lake (3-minute drive) and Lapham Peak State Park (10-minute drive), and is situated in a historic 1870s building.
The one-bedroom, one-bathroom unit sleeps three guests comfortably, featuring a king-size bed, a double bed in an enclosed porch, a fully equipped kitchen with dishwasher, in-unit laundry, free parking, and a shared backyard.
Okauchee Lake Vacation Rental W/ Boat Dock! - Oconomowoc, WI
No reviews

Okauchee Lake Vacation Rental W/ Boat Dock!

house, Okauchee Lake
This vacation rental is located in Oconomowoc, Wisconsin, just a short drive from Okauchee Lake, about 31 miles from Marquette University and 18 miles from Carroll College Academy. This peaceful setting offers a perfect escape from the hustle and bustle of city life, while still being conveniently close to attractions and amenities.
The house has 2 bedrooms and 1 bathroom, offering comfortable accommodation for up to 7 guests. The house is equipped with amenities like a fully equipped kitchen, a fireplace, and a private boat dock, perfect for enjoying the lake's watersports and fishing opportunities.
Lake Home On Lower Nehambin Lake - Oconomowoc, WI
9.5 38 reviews

Lake Home On Lower Nehambin Lake

apartment, Oconomowoc
This lakefront apartment in Oconomowoc is a tranquil retreat with panoramic lake views and private pier access. Located just 1.5 miles from Fowler Lake Park and 3 miles from Lapham Peak State Park, the apartment offers a convenient base for exploring the area.
With excellent user, location, and cleanliness ratings, the apartment features two bedrooms, one bathroom, and a spacious interior with a laundry room, accommodating up to four guests. Amenities include a kitchen, air conditioning, internet, parking, and access to a canoe and kayak for exploring the lake.

Frequently Asked Questions about vacation rentals in Oconomowoc, WI

  • What are some interesting places to visit in or near Oconomowoc, WI?

    Oconomowoc has a lot to offer. You can visit the Oconomowoc Historical Society Museum, which is housed in an old schoolhouse. The Oconomowoc Public Library is another great place to visit, and you can also check out the Oconomowoc Arts Center, which features rotating exhibits and performances.
  • What are the best Airbnb and vacation rentals in Oconomowoc, WI?

    Stylish Historic Upper- A Short Walk To Downtown - Lakes & Restaurants, The Daytime-come Stay The Night and The Paddle House are the most popular Airbnb and vacation rentals in Oconomowoc, WI among travelers.

  • Which walking or cycling routes are the best in Oconomowoc, WI?

    The Lake Country Trail is a great option for walking or biking. It's a paved trail that runs along the shores of Lac La Belle. You can also check out the Oconomowoc Riverwalk, which is a scenic path along the Oconomowoc River.
  • What are the most popular Airbnbs in Oconomowoc, WI?

  • What sports or outdoor activites can visitors enjoy in and around Oconomowoc, WI?

    You can enjoy boating, fishing, and swimming at Lac La Belle. There are also several golf courses in the area, including the Oconomowoc Golf Club. In the winter, you can go ice skating at the Oconomowoc Ice Arena.
  • What are the best vacation rentals with a pool in Oconomowoc, WI?

  • What other towns or cities can be easily accessed from Oconomowoc, WI?

    Oconomowoc is a short drive from Milwaukee, Madison, and Waukesha. You can also easily visit the charming towns of Delafield, Pewaukee, and Hartland.
  • What are the best rentals for families and kids in Oconomowoc, WI?

  • What amenities are commonly available in vacation rentals in Oconomowoc, WI?

    Vacation rentals in Oconomowoc typically have amenities like kitchens, laundry facilities, and Wi-Fi. Many rentals also have private decks or patios, and some even have hot tubs or swimming pools.
  • What are the best rentals or Airbnbs with a jacuzzi in Oconomowoc, WI?

    The best vacation rental or Airbnb with a jacuzzi in Oconomowoc, WI is Okauchee Lake House.

  • What time of year is best to rent a vacation rental Oconomowoc, WI?

    The best time to visit Oconomowoc depends on your interests. Summer is great for enjoying the lake and outdoor activities. Fall is beautiful with the changing leaves, and winter is perfect for snow sports. Spring is a lovely time to see the area come back to life.

Popular destinations

Best Vacation Rentals with Balconies in Oconomowoc, WI

Start your morning right with a vacation rental in Oconomowoc, WI featuring a private balcony and stunning views.

Lakefront Retreat On Okauchee | Theater, Hot Tub, Bunk Room + 50 Frontage - Oconomowoc, WI
No reviews

Lakefront Retreat On Okauchee | Theater, Hot Tub, Bunk Room + 50 Frontage

apartment, Okauchee Lake
This waterfront vacation home in the Maplewood neighborhood of Oconomowoc offers prime 50' of Okauchee Lake frontage with a permanent pier and boathouse, located within 2 miles of Oconomowoc Golf Club and Naga-Waukee War Memorial Golf Course, and close to Retzer Nature Center.
This 3010 sq ft lake house accommodates up to 12 guests with 4 bedrooms, 3 bathrooms, a private movie theater, an extensive game room, a lakeside hot tub, and provided lake toys for waterfront enjoyment.

Neighborhoods and points of interest in Oconomowoc, WI

Top Vacation Rentals for Families in Oconomowoc, WI

These family-friendly vacation rentals in Oconomowoc, WI offer spacious layouts and easy access to top city attractions.

Cozy Delafield Apartment - Walk To Lake! - Oconomowoc, WI
10 11 reviews

Cozy Delafield Apartment - Walk To Lake!

apartment, Delafield
This Delafield apartment rental is conveniently located within three miles of Hawks Inn, Nagawaukee County Park and Beach, Lapham Peak, and Dickten Park.
The 800-square-foot unit features two bedrooms, one bathroom, a sofa bed, accommodating up to eight guests, and includes amenities such as a fireplace, fully equipped kitchen, and in-unit laundry.

Best Oconomowoc, WI vacation rentals with parking

Downtown Delafield Porch Perfect - Oconomowoc, WI
9.7 13 reviews

Downtown Delafield Porch Perfect

apartment, Delafield
Lakefront Wisconsin Escape W/ Boat Dock & Kayaks! - Oconomowoc, WI
No reviews

Lakefront Wisconsin Escape W/ Boat Dock & Kayaks!

house, Okauchee Lake
Relax & Reboot In This Charming 2-bedroom Townhome - Oconomowoc, WI
9.8 6 reviews

Relax & Reboot In This Charming 2-bedroom Townhome

apartment, Ixonia
Converted Barn Home - Oconomowoc, WI
No reviews

Converted Barn Home

apartment, Wales

Compare Luxury Vacation Rentals in Oconomowoc, WI

Experience the best of the city in a luxury vacation rental in Oconomowoc, WI, where high-end design meets a prime location.

La Quinta Inn & Suites By Wyndham Milwaukee Delafield - Oconomowoc, WI
No reviews

La Quinta Inn & Suites By Wyndham Milwaukee Delafield

farm, Delafield

Our Favorite Pet-Friendly Vacation Rentals in Oconomowoc, WI

Stay in a pet-friendly vacation rental in Oconomowoc, WI situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier - Oconomowoc, WI
10 1 review

Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier

apartment, Okauchee Lake
Delafield Rivers Gateway Luxurious Condo - Oconomowoc, WI
9.8 65 reviews

Delafield Rivers Gateway Luxurious Condo

apartment, Delafield
Olympia Voa Oconomowoc Wi Great Getaway For Fun - Oconomowoc, WI
8.6 20 reviews

Olympia Voa Oconomowoc Wi Great Getaway For Fun

apartment, Oconomowoc
Lake Home On Lower Nehambin Lake - Oconomowoc, WI
9.5 38 reviews

Lake Home On Lower Nehambin Lake

apartment, Oconomowoc

Explore Vacation Rentals with a Pool in Oconomowoc, WI

An Oconomowoc, WI vacation rental with a pool ensures a refreshing swim in the heart of the city is always an option.

Olympia Voa Oconomowoc Wi Great Getaway For Fun - Oconomowoc, WI
8.6 20 reviews

Olympia Voa Oconomowoc Wi Great Getaway For Fun

apartment, Oconomowoc

Search Vacation Rentals with Jacuzzi in Oconomowoc, WI

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Oconomowoc, WI.

Lakefront Retreat On Okauchee | Theater, Hot Tub, Bunk Room + 50 Frontage - Oconomowoc, WI
No reviews

Lakefront Retreat On Okauchee | Theater, Hot Tub, Bunk Room + 50 Frontage

apartment, Okauchee Lake
Lake Home On Lower Nehambin Lake - Oconomowoc, WI
9.5 38 reviews

Lake Home On Lower Nehambin Lake

apartment, Oconomowoc
Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier - Oconomowoc, WI
10 1 review

Okauchee Lake | Theater, Hot Tub, Bunk Room, Pier

apartment, Okauchee Lake
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