Vacation rentals in Okauchee Lake

4.94 out of 5 average rating, 78 reviews

The exterior showcases a charming home set against a lush green lawn. A circular stone fire pit is visible, surrounded by well-kept grass. A patio, furnished with seating, is located at the back of the house, framed by trees and vibrant landscaping.

Home in Nashotah

Beautiful home on Okauchee Lake, WI

I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat.There is a large bonfire pit and yard for playing games by the lake. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. The Nashotah Park is down the block.

4.99 out of 5 average rating, 140 reviews

A screened porch is shown with natural light streaming through large windows. A long wooden table with a bench is positioned beside the entrance. Lush greenery is visible through the screens, offering a peaceful view of the outdoor space.

Home in Delafield

Modern Lake Country Farmhouse in Delafield

Just a half mile outside downtown Delafield, this charming, modern farmhouse is clean, updated and well stocked. There's plenty of space to have a peaceful, relaxing stay. Easy access to golf, lakes (like Nagawicka and Upper & Lower Nemahbin), parks (like Lapham Peak State Park), hiking, biking and x-country skiing. Enjoy walking access to restaurants and shops in Delafield. Just minutes off I-94 in Lake Country, conveniently located between Milwaukee and Madison. 30 minutes from Fiserv Forum.

4.92 out of 5 average rating, 169 reviews

Black Squirrel Farmhouse - (Downtown Oconomowoc)

Downtown Oconomowoc, beach, bandshell, bars, shops, restaurants, lakes, kayak/boat rental, 2 public golf courses in town and 3 more within 10 minute drive, 31 parks including the imagination station million dollar play area!!! Lots of local hiking and bike trails through the kettle moraine, visit Lapham peak, government hill, scuppernong, and much more! Minutes to Holy Hill, from the tower you can see the beautiful Lake Country area for miles. Only 1.25 hr drive to the Devils lake state park!

4.95 out of 5 average rating, 139 reviews

A charming white cottage sits within a landscaped area, surrounded by a white picket fence. Lush greenery and flowering plants are visible in the foreground, while trees stand in the background under a clear blue sky.

Cottage in Hartland

Cozy cottage in the heart of Lake Country

Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

4.97 out of 5 average rating, 248 reviews

Apartment in Watertown

The Ernest Inn - Located downtown Watertown

Welcome to the perfect "home" away from home. This apartment is located in a historical building in the heart of downtown Watertown right on Main Street. This apartment features a complete kitchen, a working typewriter, a record player, a collection of classic vinyl, wifi, a smart tv, a brand new stone tile bathroom, and a back porch to relax and take in the sounds of downtown. This apartment is perfect for just one or two but can accommodate up to 6 guests. Licensed, insured, and inspected.

4.92 out of 5 average rating, 157 reviews

The modern kitchen features a large granite countertop with seating for two. A small dining area is visible, along with a television mounted on the wall. Natural light fills the space through the windows, complemented by dark curtains, and a green plant adds a touch of greenery.

Townhouse in Waukesha

Cozy 2BR charm | Big Yard, Fire pit, Replenishing!

Cozy gem sleeps up to 5. Renovated Interiors w/ large balcony overlooking serene yard. Enjoy an eastern sunrise during your morning coffee, or a starry night next to the warmth of a fire. 1 mile from 94 - 20 minutes from Milwaukee. Fully stocked kitchenette. Gas burning stove/oven, microwave, coffee maker, full size fridge/freezer, in unit washer/dryer, wifi, smart tv, wireless printer, private large balcony w/ heater for cooler nights. Perfect space for a couple or traveling profesional.

5 out of 5 average rating, 49 reviews

Chic Retreat w/ Fire Pit by Wedding Venues + Lakes

Discover the Iron Ore Retreat, a stylish getaway mere minutes from downtown Oconomowoc! Situated in a quiet neighborhood, our pet-friendly🐶retreat boasts a whimsical backyard, close proximity to nearby lakes, golf courses, and wedding venues. Whether you’re planning a family retreat or a wedding haven, our delightful space is sure to capture your heart! ✨Traveling with a larger group or your preferred dates taken? Browse our host profile for the details on other listings in the area!✨

A charming street scene in downtown Oconomowoc features a variety of architectural styles. Two-story buildings line the street, with shopfronts displaying large windows. A red storefront stands out among neutral-toned buildings. Traffic signals and parked cars are visible, contributing to the vibrant atmosphere.

4.85 out of 5 average rating, 75 reviews

Oconomowoc Downtown River View

Stunning view of the Oconomowoc river, locate in the heart of downtown Oconomowoc. Whether you are traveling for fun or work there is something for everyone. Walk to sandy beaches, six nearby parks, tennis court, or just walk around beautiful Lac La Belle Lake and Fowler Lake. Bring your kayaks or boat. Local boat rentals are available in town. Enjoy live bands and events at restaurants and bars or have a peaceful dinner at one of many fine dining restaurants also in walking distance.

5 out of 5 average rating, 143 reviews

The cabin's exterior features a modern design with a dark green facade and a sloped metal roof. Large windows reflect the surrounding greenery, while a gravel pathway leads to the entrance, framed by vibrant foliage and a landscaped yard.

Cabin in Cascade

hot tub and sauna on 5 private acres

Need a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your inspired getaway awaits!

5 out of 5 average rating, 41 reviews

A charming two-story building features classic colonial architecture, with white and brick facades. A spacious outdoor seating area is visible, adorned with black metal tables and chairs. Balconies with white railings extend along the front, inviting guests to relax and enjoy the surroundings.

Apartment in Delafield

Luxury Delafield Retreat | Walk to Lake & Shops!

⭐ 5-Star Comfort | Prime Location |Historic Downtown| Self Check-In ⭐ Welcome to Your Ultimate Delafield Getaway! Nestled in the heart of Historic Downtown Delafield, this luxury apartment is steps from Lake Nagawicka, top-rated restaurants, boutique shops, and scenic parks. Designed for both relaxation and adventure, this stylish retreat offers modern comforts, high-end finishes, and a perfect location for exploring everything Delafield has to offer.

Superhost

The living room features a spacious sectional sofa arranged around a coffee table, with natural light flowing through large windows. A contemporary fireplace is set within a sleek stone wall, while a modern art piece adds visual interest above. The area is enhanced with warm wood accents.

5 out of 5 average rating, 3 reviews

Modern 4 BD/4 BA, MIL Suite, Near Amenities & Lake

Welcome to our modern home in Okauchee, Wisconsin! This newly built, 4-bedroom, 4-bathroom home is an architectural dream! Sky high ceilings, huge windows that offer natural light, and all your desired amenities. Our premium location is surrounded by beautiful Wisconsin Lakes, renowned Golf Courses, stunning Wedding Venues, and Wisconsin Charm. We are only 1 block from Okauchee Lake and 3 minutes to the Okauchee downtown area!

4.97 out of 5 average rating, 87 reviews

Home in Nashotah

Okauchee Lakefront Cabin Escape

The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.

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Popular amenities for Okauchee Lake vacation rentals

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Other great vacation rentals in Okauchee Lake

Place to stay in Racine

4.86 out of 5 average rating, 719 reviews

Wisconsin Treehouse Getaway!

ArielRating, 5 stars1 week ago

Beautiful space and property. Had a great stay and made wonderful memories. Main thing I’d say to be aware of is it is connected to the hosts’ actual home so keep that in mind. While the space is private, it’s not isolated. You may interact or hear the hosts’ family along the way. It wasn’t a big deal for us, but something to think about if you’re not fond of or used to it. Overall, great stay and recommend!

Apartment in Port Washington

A fire pit is featured at the center of a wooden table, surrounded by dark volcanic rocks. Flames dance above the fire ring, creating a warm glow. Two chairs are positioned nearby, offering a cozy spot for gathering outdoors.

5 out of 5 average rating, 10 reviews

Mariner's Point Carriage House

LindaRating, 5 stars6 days ago

Was traveling solo and found the Carriage house to be easy to find and get into thanks to Lori's instructions. The finishes (countertops, window blinds, shower) are so lovely. It's nice to be able to enjoy a place that doesn't look like every other boring AirBnB. The bed was comfortable and the neighborhood was so quiet and walkable. The book of instructions and recommendations was a great resource. I had a few hours to relax in between activities and had a fun, cozy time watching a movie, listening to the gentle rain outside and enjoying some homemade treats provided by the hosts. When the sun came out, the neighbors could be seen walking their dogs, gathering together at local spots, and enjoying the lake. I can't wait to come back in the Fall.

An outdoor seating area featuring comfortable lounge cushions in neutral and deep blue tones. A dark table sits at the center, with a serene view of the calm lake and surrounding lush greenery in the background. Boathouses are visible along the water's edge.

5 out of 5 average rating, 5 reviews

Okauchee Lake Home

JoshuaRating, 5 stars11 months ago

Tim was an excellent host, he was readily available for anything we needed and was proactive in his communication, ensuring our stay was going well.. His location on the lake is perfect, easy access to hwy 16, quick walk or drive to “downtown” Okauchee Lake. If you want a peaceful lake vacation in Lake Country we would 100% recommend this place Thank you Tim for a great stay.

The interior features natural wood paneling, creating a rustic ambiance. A television is mounted on the wall opposite a comfortable sofa. A dining table with chairs is positioned beside a sliding glass door, which opens to a deck with views of the surrounding foliage.

Cabin in Hubertus

4.87 out of 5 average rating, 130 reviews

Glacier Hills Rustic Cabin #8

AmyRating, 5 stars1 week ago

Beautiful location right next to Lake Friess. You can see the lake from front and back of house. Deck was outstanding for hanging out on. Beds comfortable enough. Right next to hiking trails around the park as well. The park people are super quick to respond as well and had no problem extending our checkout time a couple hours. Would recommend.

5 out of 5 average rating, 6 reviews

A spacious game room is equipped with a classic pool table, illuminated by overhead lights. Bright walls and a wooden accent feature enhance the area's ambiance. Large windows offer natural light, while a modern wall-mounted television displays entertainment options. A dartboard is mounted nearby for additional recreation.

Home in Lake Geneva

Modern Cabin, Cozy & Peaceful

NateRating, 5 stars2 weeks ago

Joanne's place was perfect for our long weekend away with extended family. The kitchen was very well equipped with everything one would want to make meals at the house. The gas grill worked great and the deck provided space to eat and lounge. The living room had extremely comfortable seating for watching TV with the family. The bedrooms and bathrooms were all clean and furnished with all the necessities. The basement gaming area and outside space was amazing. From billiards to hot tub to cornhole to a putting green...and so much more. It was so nice to have an inviting space for everyone to interact, play and enjoy. And lastly, Joanne was very responsive to the questions we asked and was prompt in taking care of everything. This is certainly one of the nicer places we've stayed and would highly recommend to others looking for a house just outside of the busy streets of Lake Geneva.

Apartment in Lower East Side

The spacious community outdoor deck features modern seating options, including a white sofa and a wooden dining table with chairs. Floor-to-ceiling glass walls provide views of the surrounding buildings, while the layout is designed for relaxation and social gatherings.

4.95 out of 5 average rating, 37 reviews

Luxury Studio Apt UR4 Near Brady+Balcony+Lake View

EmilyRating, 5 stars1 week ago

The room was really pretty and nice, it was quiet in the building as well

Seating is arranged on a deck overlooking the water, featuring a brown cushioned ottoman and comfortable wicker chairs. A large umbrella provides shade, while a private dock is visible extending into the lake, with boats moored nearby. Lush green grass surrounds the area.

Cabin in Oconomowoc

4.67 out of 5 average rating, 3 reviews

Okauchee Lake Vacation Rental w/ Boat Dock!

RickRating, 5 stars1 week ago

Lovely little cabin right on the lake. A number of very good restaurants / bars within walking distance. It was a perfect place for our weekend getaway. Only complaint is that a more specific address is needed to find the place. We figured it out after a bit, but was quite confusing at first.