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Oconomowoc, WI accommodations
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44 Lodgings in Oconomowoc, WI

Traveler-Approved Family-Friendly Accommodations in Oconomowoc, WI

These family-friendly lodgings in Oconomowoc, WI offer plenty of room and keep city attractions within easy reach; find the perfect fit for your group.

Beautiful Oconomowoc Log Home  On 5.7 Acres - Oconomowoc, WI
9.8 127 reviews
Oconomowoc, WI
08/02 – 08/09
$734/nighttotal: $5138 (7 )

Beautiful Oconomowoc Log Home On 5.7 Acres

1 2
cabin , Ashippun
This Ashippun cabin is located just a short distance from the town center, offering privacy and tranquility on 5.7 acres of wooded land. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cabin has four bedrooms, two bathrooms, and a basement recreation room, accommodating up to 13 guests. It's equipped with a full kitchen, a fireplace, a back deck with views, and a variety of outdoor activities for families and pet owners, including dog runs, a tree house, and a fire pit.
Stylish Retreat By Downtown, Wedding Venues & Lakes - Oconomowoc, WI
10 25 reviews
Oconomowoc, WI
08/25 – 09/03
$778/nighttotal: $7002 (9 )

Stylish Retreat By Downtown, Wedding Venues & Lakes

3 2
apartment , Oconomowoc
This smoke-free vacation home in Oconomowoc, Wisconsin is conveniently located within a 15-minute walk of Lac La Belle, Theatre on the Main, and Oakbrook-Eser Studios and Gallery, and less than 1.2 miles from the Oconomowoc Gallery and Oconomowoc Historical Museum.
This 1800-square-foot house features three bedrooms, two bathrooms, and can comfortably accommodate eight guests, offering free WiFi, a private balcony, and a fully equipped kitchen including a refrigerator, oven, stovetop, microwave, and dishwasher.
Back In Time - Oconomowoc, WI
9.6 24 reviews
Oconomowoc, WI
06/19 – 06/21
$443/nighttotal: $886 (2 )

Back In Time

1 2
gîte , Okauchee Lake
This secluded cabin is located just a short drive from the shores of Okauchee Lake, offering a peaceful escape from the hustle and bustle. The property has earned excellent ratings for location, cleanliness, and overall experience.
The cabin features a private deck overlooking a tranquil pond and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, internet access, and the option to bring your own horses for an authentic country experience.
Rock River Haven - Charming, Spacious, Peaceful - Oconomowoc, WI
9.9 119 reviews
Oconomowoc, WI
06/24 – 06/28
$220/nighttotal: $880 (4 )

Rock River Haven - Charming, Spacious, Peaceful

1 2
apartment , Watertown
This Watertown, Wisconsin lower-level apartment boasts spectacular Rock River views, direct water access for kayaking and paddle boarding, and is conveniently located near Luther Preparatory School (5 minutes) and Maranatha Baptist University (12 minutes).
The one-bedroom, one-bathroom rental sleeps four, features a full kitchen (fridge, microwave), a jacuzzi, fitness center, tennis court, and ample outdoor games (cornhole, giant Jenga, ping pong, darts, air hockey) for guest enjoyment.

Best Oconomowoc, WI lodging with a pool

Among the 44 accommodations in Oconomowoc, WI, here are the 1 best ones with a pool

Cute And Cozy 2 Bedroom House Perfectly Located! - Oconomowoc, WI
9.9 48 reviews
Oconomowoc, WI
08/25 – 09/03
$196/nighttotal: $1764 (9 )

Cute And Cozy 2 Bedroom House Perfectly Located!

1 2
house , Delafield
This Delafield house offers a central location between Milwaukee and Madison, providing easy access to both cities and walking distance to Delafield's downtown restaurants and shops.
The two-bedroom, one-bathroom home comfortably sleeps three guests and includes amenities such as a kitchen, air conditioning, internet access, parking, and seasonal access to a swimming pool.

Frequently Asked Questions about accommodations in Oconomowoc, WI

  • What are the must-see sites in or near Oconomowoc, WI?

    You definitely want to check out the Oconomowoc Lake, especially the historic Fowler Lake Park. If you're into history, the Oconomowoc Historical Society Museum is a must-visit. And for some scenic beauty, the Oconomowoc Riverwalk is a great place to stroll.
  • What are the best accommodations in Oconomowoc, WI?

  • How can travelers reach Oconomowoc, WI?

    The easiest way to get to Oconomowoc is by car, as it's about 30 miles west of Milwaukee. You can also take the Amtrak train to Oconomowoc, or fly into Milwaukee's General Mitchell International Airport and rent a car.
  • What are the best accommodations with a pool in Oconomowoc, WI?

  • What outdoor activities can visitors enjoy in and around Oconomowoc, WI?

    Oconomowoc is perfect for outdoor lovers! You can go swimming, boating, or fishing on Oconomowoc Lake. The Oconomowoc Riverwalk is great for biking, walking, or rollerblading. And if you're looking for something more adventurous, you can hike or bike the Ice Age Trail.
  • What are the best accommodations with a jacuzzi in Oconomowoc, WI?

    Hilton Garden Inn Oconomowoc and Okauchee Lake House are the best accommodations with a jacuzzi in Oconomowoc, WI.

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

    The Oconomowoc Riverwalk is a popular choice for a leisurely stroll or bike ride. For a more challenging bike ride, check out the Glacial Drumlin State Trail, which runs through Oconomowoc. You can also find some nice walking paths around Lac La Belle and Fowler Lake Park.
  • What are the best accommodations for families and kids in Oconomowoc, WI?

    The best accommodations for families and kids in Oconomowoc, WI are Hilton Garden Inn Oconomowoc, Stylish Historic Upper- A Short Walk To Downtown - Lakes & Restaurants and The Paddle House.

  • What nearby towns or cities can be explored from Oconomowoc, WI?

    Oconomowoc is a great base for exploring the surrounding area. You can easily visit nearby towns like Waukesha, Delafield, and Watertown. If you want to venture a little further, Milwaukee is only about 30 miles away, offering a wide range of attractions.
  • What are the best pet friendly accommodations in Oconomowoc, WI?

  • What amenities can travelers expect from accommodations in Oconomowoc, WI?

    Oconomowoc has a variety of accommodations, from budget-friendly motels to upscale hotels. Many of the hotels offer amenities like swimming pools, hot tubs, and fitness centers. You'll also find plenty of restaurants, cafes, and shops within walking distance of most hotels.
  • What are the best accommodations with parking in Oconomowoc, WI?

Destinations nearby

Best Oconomowoc, WI accommodation with a garden

Private Hot Tub • Bright Home Near Downtown - Oconomowoc, WI
10 7 reviews
Oconomowoc, WI
06/19 – 06/21
$332/nighttotal: $664 (2 )

Private Hot Tub • Bright Home Near Downtown

1 2
apartment , Oconomowoc
This 3-bedroom ranch-style rental is located in the Oconomowoc Heights subdivision, offering convenient access to Oconomowoc's lakes, Lac La Belle beach, trails, restaurants, and downtown area.
This furnished rental accommodates up to 6 guests with a full kitchen, air conditioning, and internet, and features a private fenced yard with a covered patio, a private driveway with parking, and is within a 20-minute drive of 14 lakes and 6 local parks.
Black Squirrel Farmhouse - (Downtown Oconomowoc) - Oconomowoc, WI
9.8 185 reviews
Oconomowoc, WI
08/21 – 08/24
$369/nighttotal: $1107 (3 )

Black Squirrel Farmhouse - (Downtown Oconomowoc)

3 2
apartment , Oconomowoc
This renovated Oconomowoc farmhouse offers a convenient downtown location, minutes from numerous lakes, parks including Imagination Station, and golf courses, and a short drive from Holy Hill and Devil's Lake State Park. This three-bedroom, one-bathroom house sleeps nine, features a fully equipped kitchen with dishwasher, in-unit laundry, and provides family-friendly amenities like a high chair and pack 'n play.
Don’t Wait To Book Your Summer On The Lake! - Oconomowoc, WI
10 1 review
Oconomowoc, WI
06/24 – 06/28
$1140/nighttotal: $4560 (4 )

Don’t Wait To Book Your Summer On The Lake!

1 2
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.
Across From St John’s Military Academy Delafield - Oconomowoc, WI
9.8 12 reviews
Oconomowoc, WI
08/25 – 09/03
$266/nighttotal: $2394 (9 )

Across From St John’s Military Academy Delafield

1 2
house , Delafield
This townhouse in Delafield is situated in a mature subdivision, a short walk from downtown amenities and approximately 1 mile from Lapham Peak State Park.
This home offers 2 bedrooms, 2 bathrooms, and accommodates up to 4 guests, featuring air conditioning, a full kitchen with a fridge, microwave, and dishwasher, and a garden.

Neighborhoods and points of interest in Oconomowoc, WI

Best Oconomowoc, WI accommodation with a kitchen

Charming Historic Upper  Walk To Downtown, Festivals & Beach - Oconomowoc, WI
10 150 reviews
Oconomowoc, WI
08/21 – 08/24
$516/nighttotal: $1548 (3 )

Charming Historic Upper Walk To Downtown, Festivals & Beach

1 2
apartment , Oconomowoc
This apartment in the heart of Oconomowoc is within easy walking distance of major attractions like Lac La Belle and Theatre On Main. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers visiting Oconomowoc.
The apartment has three bedrooms, two bathrooms, and a floor area of 1800 square feet. It can accommodate up to six guests comfortably. The apartment has a fully equipped kitchen, free WiFi, air conditioning, a Jacuzzi, a terrace/balcony, a garden, and parking.
Okauchee Lake Vacation Rental W/ Boat Dock! - Oconomowoc, WI
Oconomowoc, WI
08/21 – 08/24
$506/nighttotal: $1518 (3 )

Okauchee Lake Vacation Rental W/ Boat Dock!

2 2
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.
Cute Guesthouse In Oconomowoc - Oconomowoc, WI
Oconomowoc, WI
08/25 – 09/03
$374/nighttotal: $3366 (9 )

Cute Guesthouse In Oconomowoc

1 2
house , Oconomowoc
This one-bedroom Oconomowoc cottage is a short walk from the downtown area and 14 miles from Erin Hills golf course.
The 1-bathroom rental features a full kitchen, a West Elm pull-out couch sleeping up to 3 guests, and is conveniently located for exploring Oconomowoc and its surroundings.
Lakefront Retreat • Hot Tub • 4br • Genesee Lake - Oconomowoc, WI
9.6 17 reviews
Oconomowoc, WI
08/21 – 08/24
$1208/nighttotal: $3624 (3 )

Lakefront Retreat • Hot Tub • 4br • Genesee Lake

1 2
apartment , Oconomowoc
This newly remodeled lakefront apartment offers direct access to Lower Genesee Lake in Oconomowoc, providing immediate lake views and proximity to the water. This four-bedroom, two-bathroom residence accommodates up to 10 guests with amenities including air conditioning, a full kitchen with a dishwasher and microwave, a jacuzzi, garden access, and parking, all within steps of the lake.
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