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

Heaven Is A Little Closer In A Home By The Water - Oconomowoc, WI
9.9 66 reviews
Oconomowoc, WI
10/09 – 10/12
$2052/nighttotal: $6156 (3 )

Heaven Is A Little Closer In A Home By The Water

6 4
apartment , Oconomowoc Lake
This 6-bedroom lake house on the East shore of Oconomowoc Lake has excellent user, location, and cleanliness ratings. Just 20 minutes from Erin Hills Golf Course and 30 minutes from Milwaukee, it's a great location for day trips.
The house has a spacious layout with 6 bedrooms and 3 bathrooms, accommodating up to 14 guests. It also features a screened-in porch, a pier, a fire pit, a garden, air conditioning, a kitchen with various appliances, and complimentary water sports equipment like paddle boards, kayaks, and a canoe.
Cozy Cottage Lake Country - Oconomowoc, WI
10 18 reviews
Oconomowoc, WI
10/09 – 10/12
$373/nighttotal: $1119 (3 )

Cozy Cottage Lake Country

1 4
apartment , Oconomowoc
This Oconomowoc lake house is conveniently located near Upper Nemahbin Lake and the Lake Country Recreation Trail, a short drive from Delafield and Oconomowoc's shops and restaurants.
The two-bedroom, one-bathroom vacation rental sleeps four guests and features a fully equipped kitchen, air conditioning, a dedicated workspace, a patio with a fire pit, and yard games.
Quiet Lake Country Retreat - Oconomowoc, WI
9.7 172 reviews
Oconomowoc, WI
09/11 – 09/14
$352/nighttotal: $1056 (3 )

Quiet Lake Country Retreat

3 4
apartment , Oconomowoc Lake
This charming single-family home is located in the Village of Oconomowoc Lake, just minutes from Olympia Resort, stores, restaurants, and downtown Oconomowoc. Guest reviews consistently rate the property excellent for location, cleanliness, and overall experience. The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy modern amenities like central air conditioning, a fireplace, and a deck, as well as access to the lake and a peaceful, wildlife-filled setting.
Hidden Gem - Sunset Lake Home  W/ Hot Tub - Oconomowoc, WI
9.6 26 reviews
Oconomowoc, WI
10/09 – 10/12
$1382/nighttotal: $4146 (3 )

Hidden Gem - Sunset Lake Home W/ Hot Tub

1 4
apartment , Oconomowoc
This pet-friendly apartment in Oconomowoc is perfect for families and large groups. It has an excellent user, location, and cleanliness rating.
The apartment has 5 bedrooms, 2 bathrooms, and can accommodate up to 16 guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and internet access.

Best Oconomowoc, WI vacation rentals with parking

Charming Historic Upper  Walk To Downtown, Festivals & Beach - Oconomowoc, WI
10 151 reviews
Oconomowoc, WI
08/21 – 08/24
$602/nighttotal: $1806 (3 )

Charming Historic Upper Walk To Downtown, Festivals & Beach

3 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.
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.
Okauchee Lake Vacation Rental W/ Boat Dock! - Oconomowoc, WI
Oconomowoc, WI
10/09 – 10/12
$506/nighttotal: $1518 (3 )

Okauchee Lake Vacation Rental W/ Boat Dock!

2 4
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.
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.

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.

Destinations nearby

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.

Historic Downtown- King Bed-st Johns Acad-shopping - Oconomowoc, WI
9.6 7 reviews
Oconomowoc, WI
08/21 – 08/24
$545/nighttotal: $1635 (3 )

Historic Downtown- King Bed-st Johns Acad-shopping

1 2
apartment , Delafield
This Delafield apartment boasts a riverfront location, 0.2 miles from Hawks Inn and 3 miles from Nagawaukee County Park and Lapham Peak.
The one-bedroom, one-bathroom unit sleeps three guests and features a fully equipped kitchen, in-unit laundry, free Wi-Fi, a smart TV, on-site parking, and a selection of books.

Neighborhoods and points of interest in Oconomowoc, WI

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.

Beautiful Home On Okauchee Lake, Wi - Oconomowoc, WI
9.9 107 reviews
Oconomowoc, WI
10/09 – 10/12
$422/nighttotal: $1266 (3 )

Beautiful Home On Okauchee Lake, Wi

1 4
apartment , Okauchee Lake
This Okauchee Lake vacation rental is situated on a fun lake just 25 minutes from Milwaukee and 50 minutes from Madison, providing easy access to both cities. The three-bedroom, two-bathroom home accommodates up to five guests and includes a fully equipped kitchen, a spacious garden, a fitness center, and a boat slip for guests who wish to bring their own 18-foot or smaller boat.
Sunset Lake House W Hot Tub, 4 Fireplaces & Kids Bunkroom! - Oconomowoc, WI
9.6 15 reviews
Oconomowoc, WI
10/09 – 10/12
$1282/nighttotal: $3846 (3 )

Sunset Lake House W Hot Tub, 4 Fireplaces & Kids Bunkroom!

5 4
apartment , Oconomowoc
This waterfront vacation rental in Oconomowoc, Wisconsin is a short drive from Hawks Inn and Knollward, offering a peaceful retreat close to local attractions. Guests consistently rate this property as excellent, praising its comfortable accommodations and convenient location.
This spacious 5-bedroom, 2-bathroom home spans 3,300 square feet and comfortably sleeps up to 16 guests. Enjoy a fully equipped kitchen, a private pier, a sandy beach, a fire pit, and a game room, perfect for families and groups seeking a memorable getaway.
Lakefront Retreat • Hot Tub • 4br • Genesee Lake - Oconomowoc, WI
9.6 17 reviews
Oconomowoc, WI
08/25 – 09/03
$720/nighttotal: $6480 (9 )

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.
Olympia Voa Oconomowoc Wi Great Getaway For Fun - Oconomowoc, WI
8.6 20 reviews
Oconomowoc, WI
10/09 – 10/12
$250/nighttotal: $750 (3 )

Olympia Voa Oconomowoc Wi Great Getaway For Fun

1 4
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.
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