
House holiday rentals in Oconomowoc
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Top-rated house rentals in Oconomowoc
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Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

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.

Exhale, rest
Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Lake House Summer Getaway
Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

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!

The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

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 fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

The Modern Cozy Spacious Corner
This home is perfect for family get togethers. The basement has a game area, a living room, a queen bed and private bathroom. Duly note the queen bed downstairs is not a private bedroom. The fenced in backyard has a patio ,furniture,gas grill and a hot tub. Quiet hours begin at 9PM. Please be advised that we do have security cameras for your protection and ours.,The cameras are located on the front and back porch of the home. Please refrain from tampering with the cameras. Thanks

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.

Nagawicka Woods-Beautiful Lake Country Ranch Home
Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

A-Frame in forest on bike trail!
Classic A-Frame, in the woods. Borders the Kettle Moraine State Forest on 3 sides. Exterior: 2 acres, fully-fenced and dog-friendly. Hop on the "Connector" mountain bike trail right out the backyard. Or take a hike on the nearby Ice Age trail, Bald Bluff, John Muir, Nordic, or snowmobile trails. Interior: 1,500 square feet, 2 levels, open concept main living area with loft ceiling, wood-burning fireplace, 2 arcade machines, outdoor firepit, frisbee golf stand, etc.

Historic on The Avenue
Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.
Popular amenities for Oconomowoc house rentals
House rentals with a pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Brewers Hill Gem w/hot tub & seasonal shared pool

Close to Lake with Great Ammenities & Breakfast!

Rosie’s Eastside Garden Bungalow

Home away from Home

*Family Retreat* *Indoor Pool* *Arcade*

2-acre retreat steps from Nagawicka Lake

Cute and cozy 2 bedroom house perfectly located!
Weekly house rentals

Buoys UP! Lake Life & Sunsets

The Ultimate Luxury Lakehouse

Downtown-2 King Beds-hot tub-Double Shower-Parking

Lakefront Cabin in the Woods (fully fenced yard)

Forest Bay Cottage

Waters Edge Retreat

Cheerful, open space, and relaxing 1 bedroom home.

4 BD/4 BA Home, Perfect for Weddings & Group Trips
Private house rentals

Lake Country Retreat| Shared Pier Access|Lake View

The Lily Pad on Okauchee

Remodeled Home on Wooded Lake Nagawicka Channel

The Pike Lake Cottage House

Blue House in the Pines

Luxe Spa Cabin: Hot Tub + Sauna + Fire

Lake Michigan Romantic Getaway

The Orchard House at Pied Beauty Farm
Destinations to explore
- Chicago Holiday rentals
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- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- American Family Field
- Baird Center
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Fiserv Forum
- Pabst Mansion
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Henry Vilas Zoo
- Lake Geneva Public Library
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Discovery World
- Camp Randall Stadium
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Cruise Line





