Historic Downtown Gem| Walk To Dining, Shops, Lake
1 1
apartment , Delafield
This Delafield Airbnb apartment, situated in the prime downtown area, offers easy walking access to local amenities and is a short 4.8km drive from Nagawicka Lake and a 16km drive from Lapham Peak State Park. The one-bedroom, one-bathroom flat sleeps two guests, boasts a fully equipped kitchen including a Keurig coffee machine, and features a spacious layout with a separate living room, plus private parking and access to a shared garden.
10 18 reviews
Oconomowoc, WI
09/10 – 12/10
SG$480/nighttotal: SG$1440 (3 )
Cozy Cottage Lake Country
1 4
apartment , Oconomowoc
This Oconomowoc lakeside retreat is a short walk from Upper Nemahbin Lake and the Lake Country Recreation Trail, approximately 8km from Delafield and Oconomowoc. The two-bedroom, one-bathroom holiday home sleeps four, boasting a fully equipped kitchen with a Keurig coffee maker, patio, fire pit, and yard games, plus a dedicated workspace in the master bedroom.
9.7 12 reviews
Oconomowoc, WI
11/09 – 14/09
SG$1443/nighttotal: SG$4329 (3 )
Downtown Delafield Porch Perfect
1 4
apartment , Delafield
This Delafield house is centrally located, within walking distance of Delafield's downtown area and a short drive (approximately 1.6 km) from Lake Nagawaukee and its public beach and hiking trails. Sleeping up to ten guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, a fitness centre, parking, and access to the Lake Country Bike Trail (three bikes provided); Lapham Peak's cross-country ski trails are just 1.6 km away.
9.8 21 reviews
Oconomowoc, WI
09/10 – 12/10
SG$614/nighttotal: SG$1842 (3 )
Lake Country Haven
1 4
apartment , Oconomowoc
This three-bedroom apartment is situated in Lake Country, just a short distance from five different lakes and numerous biking and hiking trails. The property boasts a private garden, off-street boat parking, and a garage, making it ideal for families or groups of up to six people looking to explore the natural beauty of the area.
10 93 reviews
Oconomowoc, WI
09/10 – 12/10
SG$1317/nighttotal: SG$3951 (3 )
Exquisite Newly Renovated Historic Lake Country Home - Maison La Belle
4 4
apartment , Oconomowoc
Maison La Belle, a 4-bedroom house sleeping 10, is situated a short walk from Oconomowoc's downtown area, close to Fowler Lake and Lac La Belle. This 325 square metre (3500 square feet) property boasts a renovated interior, spa, garden, and parking, offering easy access to local beaches, shops, and restaurants.
Oconomowoc, WI
11/09 – 14/09
SG$2470/nighttotal: SG$7410 (3 )
The Moose Lodge
1 4
apartment , Chenequa
This five-bedroom, three-bathroom hilltop property in Nashotah, Wisconsin, offers secluded lakefront access to Moose Lake, adjacent to Lake Okauchee, providing a private retreat within a wooded environment. This spacious accommodation for up to 14 guests features a private beach, kayaks, paddleboards, rafts, a lakeside firepit, and outdoor patio spaces with grills, all accessible via a private drive.
9.8 185 reviews
Oconomowoc, WI
11/09 – 14/09
SG$421/nighttotal: SG$1263 (3 )
Black Squirrel Farmhouse - (Downtown Oconomowoc)
3 4
apartment , Oconomowoc
This renovated farmhouse is situated in downtown Oconomowoc, Wisconsin, offering easy access to local beaches, shops, restaurants, and numerous lakes within a few kilometres. Sleeping up to nine guests, this three-bedroom property boasts a fully equipped kitchen, high-speed internet, on-site laundry facilities, and provides amenities such as a high chair and travel cot upon request, all within a short driving distance of golf courses and the Kettle Moraine hiking trails.
9.9 21 reviews
Oconomowoc, WI
09/10 – 12/10
SG$1143/nighttotal: SG$3429 (3 )
Beautiful Lake Views.
1 4
apartment , Oconomowoc
This four-bedroom Silver Lake apartment in Oconomowoc offers direct lake access with a private deck and is conveniently located near local shops and restaurants, the precise distance unspecified. Sleeping up to seven guests, the property boasts a fully equipped kitchen including a dishwasher, air conditioning, a garden, parking, and a pontoon boat rental (available after 1st June); all bedrooms are upstairs.
Oconomowoc, WI
11/09 – 14/09
SG$355/nighttotal: SG$1065 (3 )
Stylish Lake Living Near Oconomowoc
1 4
apartment , Oconomowoc
This Summit retreat flat is located in Wisconsin's Lake Country, a short drive from the centres of Delafield and Oconomowoc, and conveniently positioned between Milwaukee and Madison. This two-bedroom, one-bathroom apartment accommodates up to four guests and offers a shared beach, access to extensive bike paths, and proximity to Lapham Peak State Park, with a private hot tub, paddleboards, and an outdoor dining patio planned for Spring 2026.
9.3 18 reviews
Oconomowoc, WI
09/10 – 12/10
SG$383/nighttotal: SG$1149 (3 )
Delafield Vacation Rental Near Lakes & Parks!
1 4
apartment , Delafield
This one-bedroom apartment is located just a short walk from Delafield's Main Street, with its shops and restaurants, and is within easy driving distance of Oak Street Park and Nagawicka Lake. The property has received excellent user ratings for its location, cleanliness, and overall experience. This self-catering apartment comfortably sleeps six guests and has a well-equipped kitchen with modern appliances. Guests can enjoy free Wi-Fi, central heating and air conditioning, a designated parking space, and a private garden.
10 25 reviews
Oconomowoc, WI
11/09 – 14/09
SG$880/nighttotal: SG$2640 (3 )
The Lily Pad On Okauchee
1 4
apartment , Chenequa
This three-bedroom apartment is located just 8km from the Golden Mast and 2km from Dottie's gas station/convenience store, offering a peaceful lakeside retreat in Chenequa. With excellent user, location, and cleanliness ratings, this property is a popular choice for travellers. The apartment is spacious and can comfortably accommodate up to 10 guests. It provides a range of amenities, including a well-equipped kitchen, a cosy wood-burning stove, a spacious deck, a lower-level bar, and access to kayaks for exploring the lake.
10 32 reviews
Oconomowoc, WI
09/10 – 12/10
SG$609/nighttotal: SG$1827 (3 )
Forest Bay Cottage
1 4
apartment , Okauchee Lake
This Okauchee Lake holiday home is situated approximately 48km west of Milwaukee and 80km from Madison, Wisconsin, offering easy access to both cities. The two-bedroom property sleeps six, boasting a fully equipped kitchen, private pier access for water activities (kayaks provided), a spacious deck, and a working fireplace; free Wi-Fi and a washer/dryer are also included.
Best family friendly Oconomowoc, WI Holiday Apartments and Self Catering Accommodations
Among the 30 accommodations in Oconomowoc, WI, here are the 4 best family friendly holiday apartments
9.6 15 reviews
Oconomowoc, WI
09/10 – 12/10
SG$1648/nighttotal: SG$4944 (3 )
Sunset Lake House W Hot Tub, 4 Fireplaces & Kids Bunkroom!
5 4
apartment , Oconomowoc
This five-bedroom, two-bathroom waterfront property in Oconomowoc, Wisconsin, boasts 2 acres of land with private pier access to Lac La Belle, and is conveniently located near Highway 94, offering easy access to attractions such as the Imagination Station and Hawks Inn. The 307 square metre (3300 square feet) holiday home sleeps up to 16 guests and features a fully equipped kitchen, multiple living areas including a screened porch and patio, a children's bunk room/games room, kayaks, a water trampoline, and a fire pit, ensuring a comfortable and enjoyable stay.
9.9 63 reviews
Oconomowoc, WI
11/09 – 14/09
SG$642/nighttotal: SG$1926 (3 )
Delafield Rivers Gateway Luxurious Condo
3 4
apartment , Delafield
This fully furnished apartment is located in Delafield, within walking distance of the Bark River trails, Liberty Park, and St. John's Northwestern Military Academy, offering a peaceful setting close to nature. The property has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The apartment has three bedrooms and two bathrooms, accommodating up to eight guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a garden, parking, and access to a peaceful riverwalk, as well as multiple outdoor seating areas.
9.9 124 reviews
Oconomowoc, WI
09/10 – 12/10
SG$979/nighttotal: SG$2937 (3 )
Okauchee Lakefront Cabin Escape
1 4
apartment , Chenequa
This log cabin retreat is located on the north-east corner of Okauchee Lake, just 10 kilometres from Kettle Moraine hiking trails and 15 kilometres from Erin Hills golf course, offering a tranquil escape in a picturesque setting. It has received excellent ratings for location, cleanliness and user experience. The cabin comfortably sleeps 8 guests in its multiple bedrooms and living spaces, with a pull-out sofa for additional guests. It features a range of amenities, including kayaks for exploring the lake, a fire pit for relaxing evenings, a gas grill for outdoor cooking, and a dock for fishing.
9.9 14 reviews
Oconomowoc, WI
09/10 – 12/10
SG$435/nighttotal: SG$1305 (3 )
Cozy Delafield Apartment - Walk To Lake!
2 4
apartment , Delafield
This apartment is located in the centre of Delafield, just a short walk from local restaurants and shops, and within a 30-minute drive of Milwaukee attractions like the Milwaukee Art Museum. The apartment has received excellent ratings for location, cleanliness and user experience. This 2-bedroom apartment can comfortably sleep up to 6 guests and features a well-equipped kitchen with a fridge, microwave, dishwasher, toaster oven, Crockpot, and blender. The apartment also offers free Wi-Fi, keyless entry, self check-in, cable TV, a washer and dryer, and three reserved garage parking spaces.
Best Oconomowoc, WI holiday apartments with a kitchen
10 1 review
Oconomowoc, WI
09/10 – 12/10
SG$432/nighttotal: SG$1296 (3 )
Cozy Delafield Apartment - Walk To Lake!
2 4
apartment , Delafield
This apartment is located in Delafield, a peaceful town just 21 kilometres from Milwaukee, offering easy access to attractions like Miller Park and Marquette University. The apartment has received excellent user ratings for its location, cleanliness, and overall experience. The two-bedroom apartment spans 74 square metres and comfortably accommodates up to six guests. It features a fully equipped kitchen, free Wi-Fi, a washing machine, and a 24-hour front desk, ensuring a comfortable and convenient stay.
Oconomowoc, WI
24/06 – 28/06
SG$2178/nighttotal: SG$8712 (4 )
Stunning Suburban Milwaukee Home
1 2
apartment , Oconomowoc
This spacious four-bedroom, three-bathroom apartment near Oconomowoc, Wisconsin, offers easy access to both Milwaukee (48km) and Madison (64km). The 465-square-metre property boasts a fully equipped lower level with theatre room, games room, and wet bar, accommodating up to ten guests and including a private fenced backyard with deck, grill, and fire pit.
10 5 reviews
Oconomowoc, WI
27/07 – 03/08
SG$478/nighttotal: SG$3346 (7 )
Historic Downtown-old World Charm-dining-coffee
1 1
apartment , Delafield
This Delafield apartment is situated 0.3 km from Hawks Inn, within 5 km of Nagawaukee County Park and Beach, and Lapham Peak. The 56 square metre self-catering flat offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, Smart TV, and free Wi-Fi.
9.6 30 reviews
Oconomowoc, WI
11/09 – 14/09
SG$741/nighttotal: SG$2223 (3 )
Waterfront Lake Cottage - Upper Nemahbin Lake
2 4
apartment , Delafield
This recently remodelled lake cottage in Peninsular Park, Oconomowoc, offers a waterfront location on Upper Nemahbin Lake, just 20 feet from the shore, and is situated approximately 40 kilometres west of downtown Milwaukee, close to local amenities. This property provides accommodation for up to 8 guests across 2 bedrooms and a loft, featuring 93 square metres of floor area, air conditioning, a kitchen with a microwave, internet, parking, and direct access to 5 lakes for kayaking, canoeing, and paddleboarding, with kayaks and a play mat provided.
Frequently asked questions about apartment rentals in Oconomowoc, WI
What are some interesting places to visit in or near Oconomowoc, WI?
You can't miss the Oconomowoc Historical Society Museum, which is housed in a beautiful 19th-century building. For a bit of nature, the Oconomowoc Lake is a great spot, and you can also visit the nearby Lapham Peak State Park for some hiking.
What are the most popular outdoor activities in Oconomowoc, WI?
Oconomowoc is a haven for outdoor enthusiasts! You can go boating, fishing, or swimming at the Oconomowoc Lake. There are also plenty of walking and biking trails around the city, and the Oconomowoc Riverwalk is a great place for a stroll.
What are the best apartments with a pool in Oconomowoc, WI?
Oconomowoc is known for its beautiful lakes, charming downtown area, and its historic architecture. It's also a popular spot for summer festivals and events.
What are the best apartments with a jacuzzi in Oconomowoc, WI?
What are the top cultural spots to visit in and around Oconomowoc, WI?
The Oconomowoc Arts Center is a great place to see art exhibitions and attend performances. The city also has a number of historic churches, like the St. Joan of Arc Catholic Church, which are worth a visit.
What are the best apartments for families and kids in Oconomowoc, WI?
What are the closest cities to visit near Oconomowoc, WI?
You can easily take a day trip to Milwaukee, which is about 40 km away. Waukesha, another charming city, is just 15 km away. Both offer great dining, shopping, and cultural attractions.
What are the best pet friendly apartments in Oconomowoc, WI?
What are the best ways to relax in Oconomowoc, WI?
You can spend a relaxing afternoon at the Oconomowoc Public Library, or take a leisurely walk along the Oconomowoc Riverwalk. If you're looking for something more active, you can rent a kayak or paddleboard and explore the Oconomowoc Lake.
What are the best apartments with parking in Oconomowoc, WI?
What are the advantages of choosing an apartment for your stay in Oconomowoc, WI?
Apartments offer more space and privacy than a hotel room. You'll also have access to a kitchen, which can be useful for preparing meals. Many apartments also have laundry facilities, which can save you money on laundry costs.
Destinations nearby
Best Oconomowoc, WI holiday apartments with air conditioning
9.7 172 reviews
Oconomowoc, WI
09/10 – 12/10
SG$493/nighttotal: SG$1479 (3 )
Quiet Lake Country Retreat
3 4
apartment , Oconomowoc Lake
This three-bedroom, two-bathroom house in Oconomowoc Lake Village offers easy access to the Olympia Resort (minutes away), downtown Oconomowoc (minutes away), and Interstate 94, with Delafield a 16km drive and Milwaukee a 56km drive. Sleeping six guests, the property features a fully equipped kitchen with dishwasher, a garden, parking, and central air conditioning, plus a fireplace in the master bedroom and a deck; wildlife viewing opportunities are abundant.
10 3 reviews
Oconomowoc, WI
11/09 – 14/09
SG$2571/nighttotal: SG$7713 (3 )
Spacious 5-bedroom Lake House On Lovely Moose Lake In Lake Country, Wisconsin
5 4
apartment , Chenequa
This five-bedroom detached house is situated on Moose Lake in Nashotah, Wisconsin, offering secluded lakefront living and convenient access to Oconomowoc Golf Club and Naga-Waukee War Memorial Golf Course, approximately 3.5 kilometres away. This property features private hilltop and lakeside patios with grills, direct access to a small private beach for water activities, a lakeside firepit, and an on-site hiking path, accommodating up to 12 guests with internet and air conditioning.
10 3 reviews
Oconomowoc, WI
09/10 – 12/10
SG$5483/nighttotal: SG$16449 (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 situated on Lac La Belle in downtown Oconomowoc, Wisconsin, offering easy access to Fowler Lake Park and the town's cultural attractions. Sleeping sixteen guests, this property boasts a private pool, hot tub, full kitchen, in-house cinema and arcade, and is equipped with towels and linens; nearby amenities include restaurants and shops.
8.6 20 reviews
Oconomowoc, WI
09/10 – 12/10
SG$321/nighttotal: SG$963 (3 )
Olympia Voa Oconomowoc Wi Great Getaway For Fun
1 4
apartment , Oconomowoc
This apartment complex is located in Oconomowoc, Wisconsin, approximately 50 kilometres from both Madison and Milwaukee, making it an ideal base for exploring the surrounding area. The complex has consistently received excellent ratings for its cleanliness, location, and overall quality. The apartment offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a swimming pool, fitness centre, free Wi-Fi, and parking, ensuring a comfortable and enjoyable stay.
Best pet-friendly Oconomowoc, WI holiday apartments
Among the 30 accommodations in Oconomowoc, WI, here are the 4 best pet friendly holiday apartments
9.5 36 reviews
Oconomowoc, WI
09/10 – 12/10
SG$696/nighttotal: SG$2088 (3 )
Lake Home On Lower Nehambin Lake
1 4
apartment , Oconomowoc
This two-bedroom apartment is situated on the north shore of Lake Lac La Belle in Oconomowoc, just a short distance from the town centre. The location offers stunning views of the lake and surrounding countryside, with excellent user, location and cleanliness ratings. The property has a private deck, a shared pier and a canoe and kayak for exploring the lake. It also offers access to laundry facilities and a pontoon boat during the summer months, making it ideal for families or groups of up to four people.
9.6 20 reviews
Oconomowoc, WI
09/10 – 12/10
SG$733/nighttotal: SG$2199 (3 )
Lakefront Retreat - Private Dock & Sunset Views
1 4
apartment , Chenequa
This lakefront property is located in Chenequa, just a short drive from the town centre and within easy reach of the Kettle Moraine State Forest. The apartment has received excellent ratings for its location, cleanliness, and overall user experience. The accommodation offers three bedrooms, sleeping up to six guests, and features a spacious open-plan living area. Guests can enjoy panoramic lake views from the multi-level decks, relax by the fire pit, and explore the lake in the provided kayaks.
10 5 reviews
Oconomowoc, WI
09/10 – 12/10
SG$1775/nighttotal: SG$5325 (3 )
Okauchee Lake Home With Over 100 Feet Of Frontage
1 4
apartment , Okauchee Lake
This four-bedroom, three-bathroom lakeside dwelling at Okauchee Lake offers stunning lake views and private pier access for boat owners, directly on the water's edge. The spacious property boasts two fully equipped kitchens, multiple big-screen TVs, two fireplaces, a garden, and parking, comfortably accommodating eight guests and providing everything needed for a relaxing Okauchee Lake getaway.
9.9 107 reviews
Oconomowoc, WI
09/10 – 12/10
SG$542/nighttotal: SG$1626 (3 )
Beautiful Home On Okauchee Lake, Wi
1 4
apartment , Okauchee Lake
This lakeside property is situated on Okauchee Lake, just 40 kilometres from Milwaukee and 80 kilometres from Madison, offering a peaceful retreat with easy access to both cities. The three-bedroom house sleeps five guests and features a fully equipped kitchen, a garden with a bonfire pit, and a private boat slip for guests to enjoy the lake.