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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.

Cozy Delafield Apartment - Walk To Lake! - Oconomowoc, WI
9.8 10 reviews
Oconomowoc, WI
09/11 – 09/14
$325/nighttotal: $975 (3 )

Cozy Delafield Apartment - Walk To Lake!

2 4
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.
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.
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle - Oconomowoc, WI
10 93 reviews
Oconomowoc, WI
10/09 – 10/12
$1085/nighttotal: $3255 (3 )

Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle

4 4
apartment , Oconomowoc
Maison La Belle is a charming historic accommodation located in the heart of Oconomowoc, within walking distance of the scenic lakeshores and the lively downtown area. It has excellent user, location, and cleanliness ratings.
Maison La Belle is a spacious 3500-square-foot accommodation with 4 bedrooms and a guest capacity of 10. It offers modern amenities such as a fully equipped kitchen, air conditioning, and a Jacuzzi, while maintaining its historic charm. Guests can enjoy the serene ambiance of the lakeside, relax on the terrace or in the garden, and explore the attractions of Oconomowoc on foot.
Cozy Delafield Apartment - Walk To Lake! - Oconomowoc, WI
9.8 13 reviews
Oconomowoc, WI
10/09 – 10/12
$338/nighttotal: $1014 (3 )

Cozy Delafield Apartment - Walk To Lake!

2 4
apartment , Delafield
This 2-bedroom apartment is located in the heart of Delafield, within walking distance of local restaurants, shops, and parks. The apartment has received excellent ratings for its location, cleanliness, and user experience. It can accommodate up to 6 guests, and features a fully equipped kitchen, smart TVs in both bedrooms and the living room, and on-site laundry facilities.
The apartment is also centrally located to Nagawicka Lake, offering opportunities for swimming, boating, and fishing. Guests can also take a short drive to Milwaukee to visit renowned attractions such as the Milwaukee Art Museum, Mitchell Park Domes, and Fiserv Forum.

Best Oconomowoc, WI lodging with a pool

Among the 44 accommodations in Oconomowoc, WI, here are the 4 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.
Kohl Manor Luxury Lake 8br Year Round Retreat Pool, Cinema, Arcade On Laclabelle - Oconomowoc, WI
10 3 reviews
Oconomowoc, WI
10/09 – 10/12
$4265/nighttotal: $12795 (3 )

Kohl Manor Luxury Lake 8br Year Round Retreat Pool, Cinema, Arcade On Laclabelle

8 4
apartment , Oconomowoc
This luxurious eight-bedroom lake house is located in central Oconomowoc, Wisconsin, directly on Lac La Belle, offering easy access to Fowler Lake Park and attractions like Theatre on the Lake and the Oconomowoc Arts Center.
The 5-bathroom home comfortably sleeps sixteen guests and boasts a private pool, in-house cinema, arcade, full kitchen, laundry facilities, and a terrace with stunning lake views.
Luxury 8-br Lake Home With Pool, Arcade, Cinema - Oconomowoc, WI
9.3 3 reviews
Oconomowoc, WI
10/09 – 10/12
$4498/nighttotal: $13494 (3 )

Luxury 8-br Lake Home With Pool, Arcade, Cinema

1 4
house , Oconomowoc
This eight-bedroom lakefront estate on Lac La Belle in Oconomowoc, Wisconsin, boasts 200 feet of private shoreline.
The 10,700-square-foot home sleeps sixteen guests and features an indoor pool, jacuzzi, cinema, arcade, and fitness center, plus expansive decks, a patio, and private boat access.
Beautiful Historic Tudor Mansion With Sandy Private Beach - Oconomowoc, WI
9.6 45 reviews
Oconomowoc, WI
08/25 – 09/03
$3212/nighttotal: $28908 (9 )

Beautiful Historic Tudor Mansion With Sandy Private Beach

8 2
apartment , Delafield
This private estate in Delafield, Wisconsin, is situated on a sprawling 5-acre property with direct lakefront access, just a short drive from downtown Delafield. The accommodation has received excellent ratings for user experience, location, and cleanliness.
This luxurious 8-bedroom, 8-bathroom home offers over 10,000 square feet of living space. It features a large kitchen, a game room, a media room, a playroom, a tennis court, an in-ground pool, a sauna, a conservatory, and a private beach.

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

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub - Oconomowoc, WI
9.9 94 reviews
Oconomowoc, WI
07/27 – 08/03
$359/nighttotal: $2513 (7 )

Rustic Charm: Pewaukee Lake Cabin, Sauna & Hot Tub

3 1
apartment , Hartland
This rustic log cabin is located in a peaceful neighborhood in Hartland, Wisconsin, just 5 minutes from grocery stores, local restaurants, and shopping, and 30 minutes from Downtown Milwaukee Breweries. The cabin has excellent user, location, and cleanliness ratings, making it a great choice for your stay. The 2000 square foot cabin has 3 bedrooms, 2 bathrooms, and can comfortably accommodate 6 guests. Amenities include a fully equipped kitchen, a private deck with a grill, a fireplace, a jacuzzi, a spa, and a garden, perfect for enjoying the Wisconsin evenings and exploring the surrounding natural beauty.
Black Squirrel Farmhouse - (Downtown Oconomowoc) - Oconomowoc, WI
9.8 185 reviews
Oconomowoc, WI
09/11 – 09/14
$327/nighttotal: $981 (3 )

Black Squirrel Farmhouse - (Downtown Oconomowoc)

3 4
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.
The Lily Pad On Okauchee - Oconomowoc, WI
10 25 reviews
Oconomowoc, WI
10/09 – 10/12
$706/nighttotal: $2118 (3 )

The Lily Pad On Okauchee

1 4
apartment , Chenequa
This Chenequa apartment is located on the beautiful Okauchee Lake, just a short drive from the Golden Mast wedding venue. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to ten guests. Amenities include a fully equipped kitchen, a cozy living area with a wood-burning stove, a spacious deck with a fire pit, and two kayaks for exploring the lake.
Lake Country Haven - Oconomowoc, WI
9.8 21 reviews
Oconomowoc, WI
10/09 – 10/12
$477/nighttotal: $1431 (3 )

Lake Country Haven

1 4
apartment , Oconomowoc
This Oconomowoc apartment is conveniently located near five lakes, biking paths, hiking trails, restaurants, and shopping. The surrounding area offers a peaceful and scenic atmosphere, perfect for a relaxing getaway. This apartment consistently receives excellent ratings for location, cleanliness, and overall experience.
The home features three bedrooms and one bathroom, comfortably accommodating up to six guests. Guests enjoy access to a private backyard, a garage, and a kitchen equipped with a fridge, freezer, and dishwasher, ensuring a comfortable and convenient stay.

Neighborhoods and points of interest in Oconomowoc, WI

Best Oconomowoc, WI accommodation with a kitchen

Delafield Vacation Rental Near Lakes & Parks! - Oconomowoc, WI
9.8 6 reviews
Oconomowoc, WI
09/11 – 09/14
$298/nighttotal: $894 (3 )

Delafield Vacation Rental Near Lakes & Parks!

1 4
apartment , Delafield
This Delafield apartment is located just a short walk from Oak Street Park and Firemen's Park, offering easy access to nature and recreation. Guests consistently rate this rental "excellent" for its comfort and convenience. This 750 square foot one-bedroom unit comfortably accommodates up to six guests with a queen bed, futon, and queen sleeper sofa. Enjoy the well-equipped kitchen, spa, and on-site parking, along with the convenience of internet access and central air conditioning.
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.
Lakefront Wisconsin Escape W/ Boat Dock & Kayaks! - Oconomowoc, WI
Oconomowoc, WI
08/21 – 08/24
$434/nighttotal: $1302 (3 )

Lakefront Wisconsin Escape W/ Boat Dock & Kayaks!

2 2
apartment , Okauchee Lake
This Oconomowoc vacation rental offers a serene lakeside retreat on Oconomowoc Lake, conveniently located within 1 mile of the Oconomowoc Arts Center and Fowler Lake.
This 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features direct lake access with a private boat dock, a deck with water views, kayaks, a gas grill, and a fireplace.
Welcome To Villa Degrazi In The Heart Of Lake Country! Walk To Vibrant Downtown! - Oconomowoc, WI
10 1 review
Oconomowoc, WI
10/09 – 10/12
$499/nighttotal: $1497 (3 )

Welcome To Villa Degrazi In The Heart Of Lake Country! Walk To Vibrant Downtown!

3 4
apartment , Oconomowoc
This Oconomowoc rental is located within one mile of downtown shops and restaurants and one block from the Fowler Lake Loop.
This 3-bedroom, 1-bathroom apartment accommodates up to 9 guests with amenities including a full kitchen, air conditioning, and a seasonal patio with a grill, and is 30 miles from Milwaukee and about 1 hour from Madison.
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