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Best Vacation rentals and Airbnb offers in Oconomowoc, WI
10 55 reviews
Oconomowoc, WI
09/11 – 09/14
$394/nighttotal: $1182 (3 )
Historic Luxury |Walk To Downtown| King Bed |Shops
1 4
apartment , Delafield
This Downtown Delafield apartment, located within walking distance of restaurants and shops, offers easy access to Nagawicka Lake (3-minute drive) and Lapham Peak State Park (10-minute drive), and is situated in a historic 1870s building. The one-bedroom, one-bathroom unit sleeps three guests comfortably, featuring a king-size bed, a double bed in an enclosed porch, a fully equipped kitchen with dishwasher, in-unit laundry, free parking, and a shared backyard.
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.
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.
10 3 reviews
Oconomowoc, WI
09/11 – 09/14
$2000/nighttotal: $6000 (3 )
Spacious 5-bedroom Lake House On Lovely Moose Lake In Lake Country, Wisconsin
5 4
apartment , Chenequa
This secluded 5-bedroom, 3-bathroom lake house for 12 is located on Moose Lake in Nashotah, Wisconsin, offering private wooded grounds and direct lake access, just a short drive from Oconomowoc Golf Club and Naga-Waukee War Memorial Golf Course. Enjoy swimming, kayaking, and paddleboarding on the lake, with kayaks, SUPs, and rafts provided, and explore nearby attractions like Retzer Nature Center and Fowler Lake Park, all within a few miles of this exclusive rental.
Oconomowoc, WI
07/27 – 08/03
$1673/nighttotal: $11711 (7 )
Stunning Suburban Milwaukee Home
1 1
apartment , Oconomowoc
This spacious Oconomowoc house rental, located near Milwaukee and Madison, offers easy access to both cities, a 30-minute drive from Milwaukee and a 40-minute drive from Madison. The 4,800-square-foot home boasts four bedrooms, three bathrooms, and sleeps ten, featuring a theater room, game room, wet bar, fenced backyard, deck with grill, and fire pit.
Oconomowoc, WI
10/09 – 10/12
$454/nighttotal: $1362 (3 )
Lakefront Wisconsin Escape W/ Boat Dock & Kayaks!
2 4
house , Okauchee Lake
This lakefront vacation home is located in Oconomowoc, Wisconsin, just 18 miles from Carroll College Academy and 28 miles from the Milwaukee Mile Race Track. This 700 square foot house offers a peaceful escape with 2 bedrooms, 1 bathroom, and a private boat dock, perfect for enjoying the beauty of Okauchee Lake with up to 7 guests.
10 71 reviews
Oconomowoc, WI
07/27 – 08/03
$327/nighttotal: $2289 (7 )
Historic Downtown Gem| Walk To Dining, Shops, Lake
1 1
apartment , Delafield
This Downtown Delafield Airbnb, a beautifully restored 1870s apartment, is within walking distance of restaurants and shops, and a short drive (3 minutes) from Nagawicka Lake and (10 minutes) from Lapham Peak State Park. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, Smart TV, Wi-Fi, private parking, and access to a shared backyard; original hardwood floors and exposed brick add historical character.
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.
9.8 10 reviews
Oconomowoc, WI
10/09 – 10/12
$350/nighttotal: $1050 (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.
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.
Oconomowoc, WI
06/24 – 06/28
$400/nighttotal: $1600 (4 )
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.
10 32 reviews
Oconomowoc, WI
10/09 – 10/12
$474/nighttotal: $1422 (3 )
Forest Bay Cottage
1 4
apartment , Okauchee Lake
This Okauchee Lake cottage, located 30 minutes west of Milwaukee and 50 minutes from Madison, Wisconsin, offers stunning lakefront views and direct access to the lake for swimming, fishing, and kayaking. The two-bedroom, one-bathroom house sleeps six guests comfortably, featuring a fully equipped kitchen, a fireplace, three kayaks, Wi-Fi, and a private deck with a pier; nearby Oconomowoc and Okauchee offer dining and shopping options.
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.
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.
9.9 124 reviews
Oconomowoc, WI
10/09 – 10/12
$761/nighttotal: $2283 (3 )
Okauchee Lakefront Cabin Escape
1 4
apartment , Chenequa
This lakefront cabin is situated on the northeast corner of Okauchee Lake, 15 minutes from Erin Hills Golf Course, 10 minutes from Kettle Moraine hiking trails, and 5 minutes from Nashotah dog park. It has excellent user, location and cleanliness ratings. The cabin has two levels, each with 900 square feet, and can accommodate up to 10 guests in two queen beds, four single beds, and a pull-out couch. It boasts a unique log construction and Montana-imported logs, as well as modern amenities and appliances, including a Nest thermostat and new TVs. Guests can enjoy activities such as kayaking, using the fire pit, gas grill, playing bags, jukebox, darts, bumper pool, and relaxing on the deck with sunset views.
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.
9.9 63 reviews
Oconomowoc, WI
09/11 – 09/14
$500/nighttotal: $1500 (3 )
Delafield Rivers Gateway Luxurious Condo
3 4
apartment , Delafield
This fully furnished apartment in Delafield is situated within walking distance of restaurants, the fish hatchery, the Delafield Hotel, and the scenic Bark River Trails. It has excellent user, location, and cleanliness ratings. The apartment has 3 bedrooms and 2 full bathrooms, and can accommodate up to 8 guests. It features a spacious and comfortable living area, a fully equipped kitchen, a private balcony, and access to shared outdoor spaces. Guests also have access to a peaceful riverwalk overlooking the Mill Run Creek, and are close to the Bark River Trails and Liberty Park, offering opportunities for hiking, biking, and nature exploration.
Best Oconomowoc, WI vacation rentals with parking
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.
9.6 30 reviews
Oconomowoc, WI
09/11 – 09/14
$576/nighttotal: $1728 (3 )
Waterfront Lake Cottage - Upper Nemahbin Lake
2 4
apartment , Delafield
This recently remodeled lake cottage is located on Upper Nemahbin Lake in Oconomowoc's Peninsular Park, approximately 25 miles west of downtown Milwaukee, offering direct lake access just 20 feet from the property. This 1000 square foot dwelling accommodates up to 6 guests in 2 bedrooms and features a kitchen with a microwave oven, air conditioning, garden, and parking, with complimentary kayaks and paddleboards available for exploring the surrounding 5 lakes.
10 1 review
Oconomowoc, WI
09/11 – 09/14
$328/nighttotal: $984 (3 )
Cozy Delafield Apartment - Walk To Lake!
2 4
apartment , Delafield
This apartment in Delafield is located just a short walk from Lake Delafield and is about 24 miles from Miller Park and 26 miles from Marquette University. It is in a quiet and peaceful area, perfect for those seeking a relaxing getaway. The apartment has received excellent ratings for cleanliness, location, and overall experience. This 2-bedroom, 1-bathroom apartment offers 800 square feet of space and can comfortably accommodate up to 6 guests. The apartment comes with modern amenities, including a fully equipped kitchen, free Wi-Fi, and a cable flat-screen TV, as well as a concierge service, parking, and 24-hour front desk assistance.
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.
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?
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 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.
9.6 15 reviews
Oconomowoc, WI
10/09 – 10/12
$502/nighttotal: $1506 (3 )
3 Bedroom Okauchee Lake
3 4
apartment , Okauchee Lake
This apartment is located in the charming Maplewood district, offering a peaceful retreat while being close to amenities. Just 1.1 miles from Oconomowoc Golf Club and within 3 miles of Dickten Park and Fowler Lake Park, this apartment has an excellent user rating. With three bedrooms, it can accommodate up to six guests, and features a private balcony, a fully equipped kitchen, free WiFi, and on-site parking.
9.6 7 reviews
Oconomowoc, WI
10/09 – 10/12
$491/nighttotal: $1473 (3 )
Historic Downtown- King Bed-st Johns Acad-shopping
1 4
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.
10 25 reviews
Oconomowoc, WI
09/11 – 09/14
$685/nighttotal: $2055 (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.
10 6 reviews
Oconomowoc, WI
10/09 – 10/12
$724/nighttotal: $2172 (3 )
Peaceful Getaway In Lake Country
1 4
apartment , Delafield
This Delafield apartment is conveniently located within walking distance of downtown's restaurants, cafes, and shops, offering easy access to Lake Nagawicka's recreational opportunities. The three-bedroom, two-bathroom unit sleeps five, features free on-site parking, and is near nature trails and playgrounds.
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.
8.6 20 reviews
Oconomowoc, WI
07/27 – 08/03
$174/nighttotal: $1218 (7 )
Olympia Voa Oconomowoc Wi Great Getaway For Fun
1 1
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.