10 Best Airbnb Vacation Rentals In Oconomowoc, Wisconsin - Updated 2024

Steven
Steven 
Updated
| 6 min read

Oconomowoc, meaning “waterfall” in Potawatomi, is a charming destination to visit for a vacation away from the busy city. During the 19th century, the area underwent developments until it evolved into a region of resort homes for affluent families. Today, vacation homes in the area draw in visitors from all over the States because of their historical design and architecture. The lakes in Oconomowoc are another highlight of the area, and those who come here seek a peaceful vacation of kayaking, swimming, or simply enjoying the lakeside surrounded by trees and wildlife. If you want to find the perfect lakeside home to rent in this area, read on to discover the best Airbnb vacation rentals in Oconomowoc, Wisconsin.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Peaceful country retreat (from USD 200)

This quaint home in the Village of Oconomowoc Lake can house a group of six people. It includes a fully equipped kitchen and smart TV, but you’ll also enjoy looking out the large windows while seated next to the fireplace. During fall, the foliage outside bursts into wonderful colors and you might even see some deer. A footpath leads to a canal near Oconomowoc Lake, where you can launch your canoe or swim. Lapham Peak, biking trails, and the other lakes of Waukesha County are nearby. You can take a short 15-minute drive into town to explore the rustic streets filled with restaurants, cafes, and bars. The Erin Hills golf course is 20 minutes away as well.

Stayed at this property?
Oconomowoc, Wisconsin, United States
140 reviews   Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the kitchen has a great view to the backyard for a nice relaxing breakfast
large marble island and counters beautiful cabinets well stocked kitchen (i brought lots of utencils pans with me etc
comfortable tranquil setting that is still very close to town and the interstate
hot showers clean towels good internet & tv 's and a well stocked kitchen made the vacation nice
the kitchen was big and bright with plenty of cooking equipment
Cleanliness:
very clean and welcoming
very comfortable beds and clean linens
needs a deep clean and a dehumidifier to be more comfortable
bathrooms are all perfectly clean
beds were comfortable and facilities were clean and stylish
Host:
host was very responsive
the owner was very responsive to all my questions
host was super accommodating and very prompt with responses
the host has great comunication and is super friendlly
cherstin was a wonderful host
Location:
we loved the relaxing centrally located yet secluded location
perfect location in lake country
a great place to hide away from a busy life
really enjoyed the location and our stay
great house quiet area but close to restaurants grocery stores etc
Read more reviews

2. Spacious lake house with private pier (from USD 471)

This spacious lake house can accommodate five guests with its three bedrooms. A downhill slope from the front leads to Lake Fowler, where there’s a mini-beach for kids to play in the shallow water. This home has a private pier for fishing, or for those who want to canoe. This roomy home has two fireplaces, a fully furnished kitchen, and an outdoor barbecue area with comfortable lawn chairs. A short two-minute walk will bring you to the charming downtown area where there are restaurants and cafes. If you want to venture out further, Fowler Park is nearby, along with other lakes and beaches.

Stayed at this property?
Oconomowoc, Wisconsin, United States
24 reviews   Wifi Available
PRIVATE ROOM IN HOME 5 Beds 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Cleanliness:
it was very clean quiet and relaxing
the house is super clean and spacious
very clean plenty of just-like-home amenities and then some
this house was very clean and bigger than the pictures show
Host:
jeff is the consummate gracious host
he is kind and gracious
the host is gracious and extremely responsive to all questions before and during your stay
we love it and jeff is a great host
jeff is a warm and gracious host
Location:
the location is perfect
the location is perfect unbelievably so right by downtown but not too close to hear noise
greatl location with peaceful setting
this house is located in a perfect location and sits on a beautiful lake front property
it’s in a great location near restaurants and shops
Read more reviews

3. Modern farmhouse near downtown (from USD 206)

This newly renovated home in the Lakeside of Oconomowoc can hold up to nine guests in its three bedrooms. It may look like a farmhouse from the outside, but it’s a different story inside. It has a modern kitchen, high-speed WiFi, and a dedicated charging station for your devices. If you have toddlers, a high chair and crib are also available should you need them. Beach towels are provided if you plan to swim in the nearby Fowler Lake or Lac La Belle. This home is a 10-minute walk to downtown Oconomowoc, where you can buy groceries, shop at boutique stores, and dine at restaurants. If you want to venture out farther, the Oconomowoc Area Historical Society and Museum is seven blocks away, with Lapham Peak and City Beach also nearby.

Stayed at this property?
Oconomowoc, Wisconsin, United States
142 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 9 Guests 3 Bedrooms 1 Bathroom

Accommodates: 9

Top guest reviews
Amenities & Room:
this was a very comfortable affordable house to (email hidden by airbnb) fy beds nice shower and solid internet
beds were so comfortable
we cooked took walks played games and slept peacefully every night on comfortable beds with crisp white linens
Cleanliness:
super clean nice touches everywhere
comfy beds very clean and quaint
immaculately clean stylish and safe
super clean cozy peaceful
great place clean comfortable and well outfitted
Host:
it looks like the owners recently remodeled the home and just about everything is brand new
great host with great communication
the neighbors and locals are friendly and helpful
michael was an outstanding host
Location:
the location was ideal for us
the location is super convenient
great location and absolutely beautiful
and the location was super convenient
a great place close to everything restaurants grocery stores and interstate
Read more reviews

4. Private room in a charming lakeside home (from USD 75)

This home is in a peaceful subdivision on the outskirts of Milwaukee, across the street from Lac La Belle. It’s next to a lakeside road that is perfect for walking, jogging, and cycling. You will occupy the guestroom of this home, and since your hosts are in another room, you can expect to wake up to freshly brewed coffee every morning. Your private room has a comfortable queen bed that will be welcoming after a day of exploring the lake. The patio deck and fire pit outside are perfect for lounging in the open space of the property while breathing in the fresh air. This home is a perfect starting point to explore the nearby Kettle Moraine State Forest, lakes, and beaches. It’s located near the cities of Milwaukee and Madison, found 30 minutes away, or you can go downtown where there are restaurants and bars if you want to enjoy the nightlife.

Stayed at this property?
Oconomowoc, Wisconsin, United States
140 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
comfortable bed nice air conditioning
i especially enjoyed the night stand lamp and ceiling fan
there was plenty of light in the room and wi-fi worked like a charm
the room was immaculate comfortable spacious and with ample closet and drawer space
there was a fresh pot of coffee waiting for us every morning along with a light breakfast
Cleanliness:
it is very clean relaxing and charming
it was incredibly clean which is very important to us
the room is clean private and very accommodating
the room (and whole house) is immaculately clean and comfortable
bed was comfortable bathroom was private with plenty of towels and special soaps and everything was very clean
Host:
mary and jeff are wonderful hosts
jeff and mary were wonderful hosts
jeff and mary were wonderful hosts
jeff and mary were very gracious hosts
jeff and mary we're wonderful hosts
Location:
great location for downtown oconomowoc
very good location and easy to fine
the location was perfect for our needs
it was also a great location
cute stylish home in a very quiet nice neighborhood close to the lake nice guests
Read more reviews

5. Cozy condo in a private resort area (from USD 171)

This cozy two-bedroom condominium is in the pet-friendly Olympia Vacation Owners Association. Your host owns the resort, so you can expect to be well attended to by the staff on site. Located on the outskirts of the city, this is a great place to get away from your busy lifestyle, but still, be near Madison and Milwaukee, which are a half-hour away. It’s close to golf courses, restaurants, water parks, and stores. From this apartment, you’ll have easy access to the beach at Lac La Belle in downtown Oconomowoc. You can go to Theatre on the Main or The Fireside Playhouse in Fort Atkinson for some live productions. If you have children, there is an indoor water park found 10 minutes away, which is perfect for some family fun.

Stayed at this property?
Oconomowoc, Wisconsin, United States
18 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
the apartment is very clean and in nice location
the vacation rental was remarkably clean
Location:
quiet area close to a lot of good restaurants grocery stores and highways
the town is nice and it's close to milwaukee plus lots of lakes a short drive away
the location and the unit is very nice
Read more reviews

6. Lakeside home with outdoor deck

Located in a lakeside community, this home can comfortably accommodate up to four people. If you’re not admiring the view of the lake from the outdoor deck or warming up by the fire pit, you’ll be inside using the fully furnished kitchen or laying down on the comfortable beds. This home comes provided with bath amenities and toiletries as well. If you have pets, this can be a wonderful place to take them. It’s near Lake Okauchee and you can rent a pontoon to go cruising or fishing on the waters. You can even visit the surrounding lakeside restaurants while using the boat.

Stayed at this property?
Oconomowoc, Wisconsin, United States
41 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
it's a well-appointed roomy and comfortable place with all the modern amenities
very comfortable bed and full kitchen for whatever your needs may be
Cleanliness:
the house was very clean and just beautiful
Host:
they are a sweet and down to earth couple & hosts
jill was a great host and even gave us a tour of the lake on her boat
Location:
great location clean and a perfect getaway
Read more reviews

7. Spacious lake house with screened-in patio (from USD 1500)

Situated on the shores of the Oconomowoc Lake, this roomy 6-bedroom lakehouse can fit up to 14 guests! During your stay, you’ll have your choice of outdoor activities such as paddleboarding and kayaking, all provided by your host. Access to the lake is simple due to the private pier out front. This home has a fire pit and back porch where you can enjoy an outdoor barbecue in the spacious open yard. The house has large windows that keep it bright and provide a wonderful view of the lake. The highlight of this home is the screened-in patio, where you can enjoy the cool outdoors and appreciate the wildlife outside. It also has a fireplace in the living room, which is a perfect place for bonding with loved ones. Should you want to go to the city, this place is half an hour away from Milwaukee, or you can make a day-trip to Wisconsin Dells.

Stayed at this property?
Oconomowoc, Wisconsin, United States
58 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 14 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 14

Top guest reviews
Amenities & Room:
kitchen is excellent for cooking as a group; living room with fireplace is a warm place to gather
make sure to bring fans with you over the summer as the upstairs bedroom windows have been painted shut
Cleanliness:
so clean and comfortable
the house was clean updated and wonderfully decorated
the lake is very clean and uncrowded
Host:
anna and catherine are always helpful and responsive with questions
great place and gracious hosts
anna was very helpful whenever we needed her
anna is a responsive host and has thought through all details to make sure her guests are comfortable
super helpful and available throughout our stay
Location:
this is a great house in an excellent location
the location was excellent with a huge yard
this house is in an outstanding location right on the water and is perfect for large groups
exceeded expectations… great easy to get around location
this house is updated cozy and spacious at the same time and has an amazing location
Read more reviews

8. Charming lakeside cottage (from USD 250)

This quaint cottage by Okauchee Lake can host up to six guests, with a cozy master bedroom and a spacious three-bed bedroom. It’s perfect for a couple’s getaway or a small family vacation. If you have small children, a special pack-n-play crib is available upon request. It has an open-air deck that is perfect for enjoying the lakeside breeze or having an outdoor barbecue. Inside, the kitchen is fully equipped and there is WiFi, but your cottage has some free board games for you to play as well. A travel guide is provided if you need recommendations to nearby attractions, such as Erins Hill Golf Course, and the many restaurants you can visit.

Stayed at this property?
Oconomowoc, Wisconsin, United States
23 reviews   Wifi Available
Entire cottage 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Cleanliness:
very clean and organized
the house was clean and comfortable
it’s quaint clean and very well set up
everything was well organized clean well supplied for our stay
the house was exceptionally clean fully equipped (you name it it was there) and located in a quiet area
Host:
jason is an outstanding host
jason our host was most accommodating in helping make the reservation and returning calls quickly
the packet he sent of detailed maps suggested restaurants bars and local information was most helpful
jason was a fabulous host
jason is one of the best hosts we’ve met in our years of renting homes
Location:
this worked perfectly for us because we could remain close and the lake location was very convenient
the location was great easy to get to and house had everything we needed
great little house in a nice quiet area
jason's little lake house is a wonderful place to stay
Read more reviews

9. Fully furnished studio in a lakeside home (from USD 89)

This lakehouse in Golden Lake is located five minutes away from Drumlin Trail and Lapham Peak. Your space is located on the lower level of this home, which is a fully equipped studio flat. Your hosts will be staying upstairs, but your privacy is guaranteed. This home has a comfortable queen bed, lounge area, and a large flat-screen TV. It includes a small kitchenette that is good for heating cooked meals, which is perfect if you take home food from the many restaurants downtown 10 minutes away. If you want to enjoy the fresh air and marvel at the sunset, it has a private dock by the lake. You will have access to the host’s private gym, canoes, and paddleboats. There are pet dogs on-site, so you can ask if you can bring your pets as well.

Stayed at this property?
Oconomowoc, Wisconsin, United States
45 reviews   Wifi Available
Farm stay 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the excellent air conditioning system and comfortable beds were much appreciated
Cleanliness:
very clean and spacious
very nice accommodations everything was very clean and comfortable
exceptionally comfortable lodging everything was clean and well-maintained
the studio was spacious and extremely clean
owners have two very friendly dogs and a cat studio was very clean and organized
Host:
great hosts and country setting
hosts were great and were always quick to answer any questions you had
joel and corene were such amazing hosts their home is beautiful and their hospitality and kindness is unparalleled
great place - very comfortable and wonderful/welcoming hosts
the place was truly immaculate pleasantly decorated and the host did everything in her power to make us comfortable
Location:
wonderful location with everything you need
great 10 minute drive and perfect location
beautiful location and thoughtful responsive hosts
a short walk from the lake front and dock where you can sit and enjoy the sunset
Read more reviews

10. Beautiful lake home with a spacious yard

This charming three-bedroom home is near Lac La Belle in a peaceful neighborhood. Lined by trees with a lakeside view, up to six guests can enjoy three separate bedrooms with individual bathrooms. This is perfect for families with small children since the host provides water tubes and floats, and a crib is available upon request. The wide, spacious yard is fun for children to run around, and the grown-ups can enjoy the fresh air as well. This home is a short drive to Fowler Park and all the stores and restaurants that Oconomowoc has to offer.

Stayed at this property?
Oconomowoc, Wisconsin, United States
3 reviews  
Entire house 4 Beds 3 Bedrooms 3 Bathrooms
Top guest reviews
Host:
we cannot thank you enough for being such a great host and for your unbelievable hospitality
excellent hosts and home everything about this experience was awesome
Read more reviews

Explore Oconomowoc

Oconomowoc is a charming and peaceful vacation spot known for its beautiful lakeside scenery. Whether you’re planning a laid-back vacation or you want to explore the lakes and trails nearby, this city certainly has a lot to offer. This list should help you get started planning your vacation in Oconomowoc, Wisconsin.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

History


Get Trip101 in your inbox

Unsubscribe in one click. See our Privacy Policy for more information on how we use your data

Steven, based in Quezon City, Philippines, is a writer specializing in travel and tech. Additionally, he is a freelance photographer, musician, and restaurateur.

 Want to contribute as a Local Expert?
Explore Oconomowoc
x
Good things are meant to be shared!
Back to top
Visited any of these places? Click this button to activate our "Add a Tip" feature to share your experience.