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Holiday rentals in Iron Ridge

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Top-rated holiday rentals in Iron Ridge

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Home in Juneau

4.82 out of 5 average rating, 111 reviews

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr

11–18 Oct

$387 SGD per night

Guest favourite

Flat in Watertown

4.97 out of 5 average rating, 203 reviews

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.

8–15 Apr

$181 SGD per night

Guest favourite

Cottage in Hartland

4.96 out of 5 average rating, 113 reviews

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.).

28 May – 4 Jun

$190 SGD per night

Guest favourite

Home in Watertown

4.97 out of 5 average rating, 125 reviews

Beautiful Victorian in Historic District

My Victorian home, "Belle Maison" (beautiful house), is waiting just for you. Newly restored, with 2 bedrooms, 2 baths - one with its original claw foot tub!- and a queen size sofa bed in the TV room. It is located in historic, downtown Watertown. Just a block from Main Street - with lots of shops and restaurants within walking distance - and the beautiful Rock River. The location is perfect - whether you're visiting Jefferson County or looking for a home base between Madison and Milwaukee.

22–29 Aug

$182 SGD per night

Guest favourite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

23–30 Aug

$189 SGD per night

Guest favourite

Cottage in Fond du Lac

4.97 out of 5 average rating, 235 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

5–12 Oct

$90 SGD per night

Guest favourite

Cabin in Fox Lake

4.95 out of 5 average rating, 122 reviews

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing by walking to the lake out your back door! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 fee/stay.

11–18 Oct

$149 SGD per night

Guest favourite

Home in Iron Ridge

4.94 out of 5 average rating, 111 reviews

Thimbleberry Cottage on Sinissippi Lake

Daydreaming about warm summer days at Grandma and Grandpa's cottage on the lake? Imagine spending the day fishing off the pier, or exploring the islands on kayaks. Maybe take a picnic up to the marsh and watch the wildlife. Better yet, stay in and pop a bottle of rosé with your besties! For the rainy days there's a cozy fireplace and plenty of board games, books, and DVDs. There is so much to do - and so close to the city! Just an hour out of Milwaukee and three hours from Chicago.

24–31 Oct

$381 SGD per night

Guest favourite

Guest suite in Sussex

4.96 out of 5 average rating, 238 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

3–10 Sep

$140 SGD per night

Guest favourite

Home in Campbellsport

4.99 out of 5 average rating, 137 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

17–24 Aug

$178 SGD per night

Guest favourite

Farm stay in US

4.98 out of 5 average rating, 181 reviews

Family friendly farmstay just outside Milwaukee

The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals! We are licensed and inspected. Paradise Farm welcomes all.

2–9 Nov

$155 SGD per night

Guest favourite

Flat in Elkhorn

4.95 out of 5 average rating, 330 reviews

FarmWise Country Stay by Alpine Valley/Lake Geneva

Retreat to a quiet countryside experience at this all organic farm, where you can sit back, relax, and enjoy the country charm of your private space inside the main farm house. Optional for you are joining us for early morning chores in the barn. If you tell me the night before, you can try milking Carmel, the cow by hand, feeding the pig, collecting eggs from the chicken coop and more. Most loved of all are our friendly cats!

30 Nov – 7 Dec

$132 SGD per night

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Other great holiday rentals in Iron Ridge

Guest favourite

Cottage in Fox Lake

4.85 out of 5 average rating, 285 reviews

The Little White Cabin, Fox Lake WI

1–8 Sep

$185 SGD per night

Guest favourite

Guest suite in Stoughton

4.92 out of 5 average rating, 177 reviews

Guest suite w/ Private Entrance & Outdoor Fire pit

27 Jan – 3 Feb

$130 SGD per night

Guest favourite

Cabin in Whitewater

4.94 out of 5 average rating, 288 reviews

Glamping Cabin on Cold SpringTree Farm

6–13 Aug

$127 SGD per night

Guest favourite

Cottage in Oostburg

4.97 out of 5 average rating, 233 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

11–18 Feb

$211 SGD per night

Guest favourite

Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

20–27 Dec

$143 SGD per night

Flat in Juneau

5.0 out of 5 average rating, 9 reviews

Downtown Juneau

6–13 Jun

$136 SGD per night

Guest favourite

Cottage in Hustisford

4.99 out of 5 average rating, 91 reviews

Charming and Cozy Cottage on Lake Sinissippi!

6–13 Dec

$281 SGD per night

Guest favourite

Cottage in Hustisford

5.0 out of 5 average rating, 40 reviews

Charming Lakeside Cottage, perfect Winter retreat

11–18 Dec

$287 SGD per night

Destinations to explore