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Compare 146 Vacation Homes in Oconomowoc with updated reviews, rates, and availability.

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
9.8 out of 10, Exceptional, (302)
"The place was ideally located to my sons home five minutes away where we had a family reunion. In the morning, you could kayak or fish off the dock ."
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Beautiful lakefront, large deck, family friendly!
9.8 out of 10, Exceptional, (164)
"We stayed here for a wedding nearby so honestly did not have a ton of time at the property. House has plenty of room for a larger group. Kitchen was well stocked for basic cooking. Directions for check in/check out were clear and owner was extremely communicative. Basement was kind of musty so we kept the sliding doors open when home. Hustisford is a smaller town than I anticipated so I’m happy we stocked up some groceries before arrival."
Beautiful lakefront, large deck, family friendly!
Cozy, private, cabin on a quiet lake.
9.8 out of 10, Exceptional, (53)
"Your property was perfect -- clean, well maintained, and ready when promised. All that was needed for the stay was there. Thank you! We plan on returning!!"
Cozy, private, cabin on a quiet lake.
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Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
9.8 out of 10, Exceptional, (46)
"We had such a great time staying here!! It is close to everything including downtown Milwaukee. Place was nice in a quiet area. Would stay again and recommend. Thank you so much Grant"
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Carriage Hill Apartment #11
10.0 out of 10, Exceptional, (1)
"We were in town for the Kettle Moraine ultra and this spot was a perfect location. The price was better than hotels nearby and that’s why we went with it. Walmart and restaurants all super close by. It’s a pretty simply place to stay, nothing fancy. Kitchen has about everything you need, just make sure you bring K-cups for the keurig. We would stay again if in the area."
The price is AED 305
AED 686 total
includes taxes & fees
24 Jun - 25 Jun
Carriage Hill Apartment #11
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
9.0 out of 10, Wonderful, (8)
"This is a great location, remote and quiet, just what we wanted. Our family reunion was a big success! No WiFi was an issue for people who needed to make contact with work issues, and of course kids were not happy about it, but sometimes it’s nice to disconnect. However cell phone reception was limited so getting directions was challenging at times. All said and done we had a wonderful time and wouldn’t hesitate to go back and do it again."
SuMMeR IS HeRe BrinG ur boat and tie to dock, Tavern, huge DECK, KIDS jungle gym
$89 This Week! - Mins to Froedert / State Fair
9.8 out of 10, Exceptional, (6)
"We have very memorable trip in Milwaukee Chicago Lake around Thanks for give us a opportunity to Book home here 5plus star"
The price is AED 599
AED 2,060 total
includes taxes & fees
24 Jun - 25 Jun
$89 This Week! - Mins to Froedert / State Fair
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (8)
"We stayed here for a family wedding and it was great. House was wonderful. Large, spacious and well stocked. The fire pit and back patio were our favorite. No issues whatsoever."
The price is AED 918
AED 2,005 total
includes taxes & fees
23 Jun - 24 Jun
Beautiful Waukesha Home
Log Cabin, two mins from Pewaukee Lake Boat Launch
10.0 out of 10, Exceptional, (7)
"We had a great stay at the Hidden Hideaway Cabin. We found everything clean and comfortable and we had everything we needed. We would like to return sometime and would recommend this vacation rental to other couples as well as groups. B&M"
Log Cabin, two mins from Pewaukee Lake Boat Launch
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
10.0 out of 10, Exceptional, (13)
"We thoroughly enjoyed our stay. Great house, perfect view, brilliant location. We thank you so much for the festive decorations and tree! We’ll be back to see you one summer…"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
Beautiful Family Home on Quiet Lake Ashippun
10.0 out of 10, Exceptional, (2)
"Spectacular view, easy lake access, plenty of yard for kids"
Beautiful Family Home on Quiet Lake Ashippun
Greenstone Cottage
10.0 out of 10, Exceptional, (9)
"My two adult daughters (23, 21), one significant other (24), and I stayed at Greenstone Cottage for my son's wedding in Nashotah on 6/15. The location was perfect for all the wedding festivities in the area, and we enjoyed the short walk into Oconomowoc a few times for coffee or a local restaurant. Carol (host) was attentive and easy to reach and communicate with. We loved that the house had character (in a good way!) and we could easily spread out when we wanted to."
Greenstone Cottage
Adorable lake house retreat - steps from the lake and restaurants!
Adorable lake house retreat - steps from the lake and restaurants!
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
9.6 out of 10, Exceptional, (151)
"The ranger house is spacious with big kitchen, deck & living room, 4 bedrooms and two bathrooms. The deck is badly in need of refurbishing. There are sleeping cabins in the park so extra family members can join you. The path to the lake is hilly and the approach to the pier needs work. The kitchen did not have a toaster which was a real disappointment and we were unsuccessful trying to reach the host. There are a lot of pluses for this rental and we will probably use it again. The price &...
4BR House in Glacier Hills County Park / Heart of the Kettle Moraine!
Modern Lake House: Sandy Floor, Breathtaking Views
8.6 out of 10, Excellent, (4)
"Perfect for our needs… loved that we could bring our dogs"
The price is AED 547
AED 1,293 total
includes taxes & fees
24 Jun - 25 Jun
Modern Lake House: Sandy Floor, Breathtaking Views
Spacious Good-Value Accommodation! Pool, Free Parking, Pets Allowed
The price is AED 353
AED 482 total
includes taxes & fees
2 Jul - 3 Jul
Spacious Good-Value Accommodation! Pool, Free Parking, Pets Allowed
🌊 Well Appointed Home with King Bed + Steps from Lake 🌊
9.6 out of 10, Exceptional, (7)
"Great clean place. Floors are a bit wobbly in places but it's an old house. A few transitions (may wanna mark them) cause the old folks to trip and stumble. Two bedrooms upstairs. Only bathroom is on first floor. Very well stocked kitchen. Did I say it's clean? super clean and comfy! Awesome stay (I'm nit picking above)."
🌊 Well Appointed Home with King Bed + Steps from Lake 🌊
Lakefront Waterford Home w/ Game Room & Grills!
10.0 out of 10, Exceptional, (2)
"Amazing place and even more amazing property management. I would stay here again in a heartbeat"
Lakefront Waterford Home w/ Game Room & Grills!
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
10.0 out of 10, Exceptional, (15)
"It is a quiet location on the lake. Nice yard. Neighbors are kind and will leave you alone or talk to you....your choice. Home is clean and comfortable. LOVE the deck! We were able to enjoy the birds early in the morning with our coffee. This is a place to relax."
Lake Home | Sunsets, Pier, Pontoon Rental, Dog Friendly, Walk to town
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Oconomowoc

Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
10.0 out of 10, Exceptional, (13)
"We thoroughly enjoyed our stay. Great house, perfect view, brilliant location. We thank you so much for the festive decorations and tree! We’ll be back to see you one summer…"
Luxury Lakefront Home, Okauchee Lake's Finest Swim Frontage, 3 levels LakeViews
3 Bedroom Okauchee Lake
10.0 out of 10, Exceptional, (8)
"Great location!"
3 Bedroom Okauchee Lake
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
10.0 out of 10, Exceptional, (21)
"A unique beautifully decorated home in walking distance to fun downtown and lake area. It has a well furnished kitchen with utensils, pans, spices, and anything you’d need to make home cooked meals. Gorgeous yard with room to sit outside in sun and shade, well maintained fire pit, and side yard that has space for yard games."
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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