Oconomowoc vacation rentals

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Top-rated vacation rentals in Oconomowoc

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

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Home in Oconomowoc

Cheerful 3-Bedroom home near Downtown Oconomowoc

Come see our delightful 3-Bedroom home in Oconomowoc, WI. Conveniently located halfway between Milwaukee and Madison, this lovely suburban home is perfect for families, friends, and business travelers looking for a spacious, affordable alternative to the hotels in the area. Please see summary of features below: Pros: Near downtown, fenced yard, free parking available, sleeps 6 comfortably, dogs ok Cons:Kitchen is small and dated, no patio area out back, half bath located in unfinished basement

$113 per night

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Cabin in Pewaukee

Pewaukee Serenity Cottage: Whimisical by the Lake

Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

$122 per night

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Home in Okauchee

Cheerful, open space, and relaxing 1 bedroom home.

Formerly St. Chad’s church, this property has been remodeled into a 1 bedroom home. Choir loft is an office space and has a hide-a-bed couch for additional guests. Large kitchen, with high end appliances. Located in downtown Okauchee, WI, within walking distance to local cafe, restaurants and bars. Enjoy a memorable visit when you stay in this unique place.

$165 per night