Holiday Rentals in Wisconsin

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Wisconsin holiday rentals
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Best Holiday rentals and Airbnb offers in Wisconsin

Best family friendly Wisconsin holiday rentals

Among the 24528 accommodations in Wisconsin, here are the 4 best family friendly rentals

Appleton Abode Near Lake Winnebago & Downtown - Wisconsin
9.0 70 reviews
Wisconsin
03/07 – 05/07
SG$407/nighttotal: SG$814 (2 )

Appleton Abode Near Lake Winnebago & Downtown

3 2
house , Appleton
This three-bedroom house is situated in Appleton, just a short distance from The History Museum at the Castle and Lawrence University, offering easy access to downtown attractions and cultural landmarks. The property has consistently received excellent ratings for cleanliness, location, and overall user experience.
The 150 square metre property comfortably accommodates up to nine guests, providing ample space for families or groups of friends. The house is well-equipped with a fully fitted kitchen, air conditioning, free Wi-Fi, and a garden, ensuring a comfortable and enjoyable stay.
Riviera Cottage - Wisconsin
9.6 16 reviews
Wisconsin
10/07 – 15/07
SG$175/nighttotal: SG$875 (5 )

Riviera Cottage

1 2
apartment , Merrill
This Merrill, Wisconsin riverfront holiday home boasts a private dock and staircase leading to the Wisconsin River, offering convenient access to local snowmobiling trails.
Sleeping up to eight guests, this two-bedroom property features a full kitchen, bathroom, basement recreation room with foosball, outdoor fire pit, WiFi, and ample parking for vehicles and snowmobiles.
Northwoods Cabin @ Spring Brook Resort - Wisconsin
9.7 65 reviews
Wisconsin
15/07 – 16/07
SG$1449/nightfor 1 night

Northwoods Cabin @ Spring Brook Resort

5 2
apartment , Lake Delton
The Northwoods Cabin @ Spring Brook Resort is located just 0.4 miles from Spring Brook Golf Course and within a 3-mile radius of Noah's Ark Waterpark and Mt. Olympus Water and Theme Park, making it ideal for families and groups looking for a convenient base to explore the area's attractions. The resort consistently receives excellent ratings for location, cleanliness, and user experience.
The spacious five-bedroom cabin can comfortably accommodate up to 14 guests, offering ample room for families and friends to relax and enjoy their holiday. Guests can take advantage of a range of on-site amenities, including an indoor pool, fitness centre, spa tub, arcade/game room, and barbecue grills, ensuring there is something for everyone to enjoy.
Welcome To Full Moon Cabin In The Woods - Wisconsin
9.6 102 reviews
Wisconsin
28/06 – 01/07
SG$228/nighttotal: SG$684 (3 )

Welcome To Full Moon Cabin In The Woods

3 4
cabin , Dellwood
This charming cabin is situated in Arkdale, Wisconsin, just 5km from Castle Rock Lake, Northern Bay Golf Course, and the Wisconsin River, offering easy access to a range of outdoor activities. It also boasts excellent ratings for location, cleanliness, and user experience.
The cabin provides comfortable accommodation for up to 6 guests across 3 bedrooms, spread over 111 square metres of space. Amenities include a well-equipped kitchen, a terrace, a garden, and parking, as well as air conditioning and a DVD player for entertainment.

Top cities

Best pet friendly Wisconsin holiday rentals

Among the 24528 accommodations in Wisconsin, here are the 4 best pet friendly rentals

Renovated Two-story Apartment Near Wisconsin Dells Attractions - Wisconsin
8.4 7 reviews
Wisconsin
28/08 – 30/08
SG$1210/nighttotal: SG$2420 (2 )

Renovated Two-story Apartment Near Wisconsin Dells Attractions

4 15
apartment , Wisconsin Dells
This four-bedroom, five-bathroom holiday home is situated near the Trappers Turn Golf Course in Wisconsin Dells, Wisconsin, within a 24km radius of Mount Olympus Water & Theme Park, Noah's Ark Waterpark, Kalahari Resorts & Conventions, and Chula Vista Resort.
The fully renovated, two-storey suite sleeps 18 guests and offers a private entrance, on-site parking for four vehicles, smart TVs, a fully equipped kitchen, and a terrace; pet-friendly with designated fees.
3-br/3ba+jacuzzi+fireplaces+free Waterpark Passes! - Wisconsin
10 1 review
Wisconsin
08/07 – 13/07
SG$1048/nighttotal: SG$5240 (5 )

3-br/3ba+jacuzzi+fireplaces+free Waterpark Passes!

1 11
apartment , Wisconsin Dells
This resort condominium is located in Chula Vista, Wisconsin Dells, offering river views and proximity to the Wisconsin River State Natural Area and Rocky Arbor State Park, both within 3 kilometres.
This dog-friendly condo accommodates up to 14 guests and features a fully equipped kitchen, a kitchenette, an oversized jacuzzi tub, two fireplaces, and complimentary waterpark passes, with resort amenities including a swimming pool, fitness centre, spa, and hot springs readily accessible.
Warrens Cabin - Wisconsin
9.6 91 reviews
Wisconsin
12/08 – 16/08
SG$376/nighttotal: SG$1504 (4 )

Warrens Cabin

3 10
cabin , Warrens
This cosy cabin is located in Warrens, just 88 kilometres from La Crosse Municipal Airport. It consistently receives excellent ratings for location, cleanliness and user experience.
The property is a comfortable 93 square metres and comes with two bathrooms. Guests can enjoy a range of amenities, including a fully-equipped kitchen, private parking, a swimming pool, a terrace, a garden, a restaurant, and free Wi-Fi.
*Family Retreat* *Indoor Pool* *Arcade* - Wisconsin
9.9 119 reviews
Wisconsin
17/07 – 20/07
SG$1460/nighttotal: SG$4380 (3 )

*Family Retreat* *Indoor Pool* *Arcade*

5 12
apartment , Janesville
The Pool House in Janesville, Wisconsin, offers a large property with an indoor heated pool, arcade, and extensive outdoor space including a terrace and garden, though its precise location relative to Janesville landmarks remains unspecified.
This five-bedroom holiday home sleeps up to twelve guests (maximum eight adults), boasting a fully equipped kitchen, air conditioning, and ample parking, perfect for families or groups seeking a self-catering stay with on-site entertainment.

Frequently asked questions about holiday rentals in Wisconsin

  • What are the must-see sights in Wisconsin, United States?

    For iconic Wisconsin sights, you've got to see the stunning Apostle Islands National Lakeshore, with its sea caves and dramatic Lake Superior shoreline. Milwaukee's Art Museum is a architectural masterpiece, and the state capitol building in Madison is impressive. For natural beauty, consider the Dells of the Wisconsin River, a stunning gorge with unique rock formations.
  • What are the best Airbnb and vacation rentals in Wisconsin?

  • Are there unique natural phenomena in Wisconsin, United States?

    Absolutely! The Ice Caves at Apostle Islands National Lakeshore are a seasonal wonder, while the unique sandstone formations of Devil's Lake State Park are a sight to behold. The bioluminescence in certain lakes during summer nights is also a pretty special natural phenomenon.
  • What are the most popular Airbnbs in Wisconsin?

  • What essentials should you bring along for a trip to Wisconsin, United States?

    Pack layers! Wisconsin's weather can be unpredictable. Comfortable walking shoes are a must, especially if you plan on exploring the many state parks. Insect repellent, sunscreen, and a hat are also recommended, particularly during the warmer months. A waterproof jacket is also advisable.
  • What are the best vacation rentals with a pool in Wisconsin?

  • What famous events or festivals are happening in Wisconsin, United States?

    The Wisconsin State Fair in West Allis is a massive event with agricultural competitions and entertainment. Milwaukee's Summerfest is one of the world's largest music festivals. Smaller, more local events vary throughout the year and by region.
  • What are the best rentals for families and kids in Wisconsin?

  • Where can you find the best restaurants serving local dishes in Wisconsin, United States, and what are the must-try specialties?

    For classic Wisconsin fare, try Sobelman's Pub & Grill in Milwaukee (known for their burgers) or The Old Fashioned in Madison. Must-try dishes include cheese curds, beer cheese soup, and Friday fish fry. Many restaurants showcase local ingredients and craft beers.
  • What are the best rentals or Airbnbs with a jacuzzi in Wisconsin?

  • What are some less-famous attractions in Wisconsin, United States that are worth a visit?

    The House on the Rock in Spring Green is a quirky and fascinating architectural wonder. The Copper Falls State Park in Mellen offers stunning waterfalls and hiking trails. The charming town of Mineral Point, with its historic architecture, is also worth exploring.
  • What are the best activities for engaging with locals and understanding their culture in Wisconsin, United States?

    Visiting local farmers' markets is a great way to interact with people and sample regional produce. Attending a local festival or event provides an opportunity to experience Wisconsin's culture firsthand. Simply striking up conversations with people in smaller towns or at local businesses can be rewarding.
  • What unique natural landscapes and terrain features can travellers explore in Wisconsin, United States?

    Wisconsin boasts diverse landscapes. The rugged cliffs and dramatic lake views of the Apostle Islands contrast sharply with the rolling hills and farmland of the Driftless Area. The Kettle Moraine, with its glacial features, offers a unique hiking experience.
  • How many days are ideal for a trip to Wisconsin, United States, and what are some itinerary suggestions?

    Seven to ten days allows for a good exploration of Wisconsin. One itinerary could focus on the southern part of the state, visiting Madison, Milwaukee, and the Dells. Another could explore the northern region, focusing on the Apostle Islands and the scenic drives along Lake Superior.

Nearby regions

Best Wisconsin holiday rentals with a pool

Among the 24528 accommodations in Wisconsin, here are the 4 best rentals with a pool

Top Floor Retreat At Delton Grand - Wisconsin
9.8 25 reviews
Wisconsin
19/07 – 20/07
SG$481/nightfor 1 night

Top Floor Retreat At Delton Grand

1 2
apartment , Lake Delton
This top-floor Lake Delton condo, in the Delton Grand neighbourhood, offers stunning waterfront views, a private beach, and is less than 1 km from Noah's Ark Waterpark.
The 76 square metre apartment sleeps four, featuring two bedrooms, one bathroom, a fully equipped kitchen (fridge, microwave, dishwasher), and amenities including a terrace, swimming pool, jacuzzi, parking, and on-site laundry facilities.
Luxury Pool Retreat-2 Acres-near Whistling Straits - Wisconsin
Wisconsin
08/07 – 13/07
SG$1576/nighttotal: SG$7880 (5 )

Luxury Pool Retreat-2 Acres-near Whistling Straits

1 11
apartment , Sheboygan
This spacious private retreat, ideal for a family getaway, is located just outside Sheboygan, offering convenient access to Whistling Straits (13 kilometres), Road America (32 kilometres), and Lake Michigan.
This four-bedroom, four-bathroom holiday home accommodates up to 12 guests and features a large kitchen, multiple living areas, air conditioning, a fitness centre, and a seasonal heated outdoor swimming pool, set on 2 acres of private land.
Bayfield- Charming Newly Remodeled Condo,  Gateway To Apostles - Wisconsin
9.6 171 reviews
Wisconsin
13/09 – 19/09
SG$290/nighttotal: SG$1740 (6 )

Bayfield- Charming Newly Remodeled Condo, Gateway To Apostles

1 2
apartment , Bayfield
This apartment is situated just 0.16 kilometres from the shores of Lake Superior, within a 5-kilometre radius of popular Bayfield attractions such as Mount Ashwabay Ski and Recreation Area and the Bayfield Maritime Museum. It has consistently received excellent guest ratings.
The apartment is a one-bedroom, one-bathroom dwelling with a floor area of 46 square metres, accommodating up to four guests. It offers a range of amenities, including a swimming pool, garden, terrace, parking, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
High Tides - Sleeps 14 | Video Games | Spacious - Wisconsin
10 1 review
Wisconsin
03/07 – 05/07
SG$1097/nighttotal: SG$2194 (2 )

High Tides - Sleeps 14 | Video Games | Spacious

1 8
apartment , Wisconsin Dells
This privately owned condo is situated within the Chula Vista Resort area, offering convenient access to Wisconsin Dells attractions including Downtown Wisconsin Dells, boat tours, and major waterparks.
This spacious apartment accommodates up to 14 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, complimentary WiFi, air conditioning, and access to three condo pools, with dogs allowed for a fee.

Best Wisconsin holiday rentals with parking

All Occasion Central Wi Home - Wisconsin
9.2 135 reviews
Wisconsin
12/08 – 16/08
SG$418/nighttotal: SG$1672 (4 )

All Occasion Central Wi Home

3 10
apartment , Rothschild
This holiday home in Rothschild, Wisconsin is located just three miles from the Wisconsin River and Ascension Saint Clare's Hospital, offering easy access to both natural beauty and local amenities. The property has received excellent ratings for its cleanliness, location and overall experience.
This three-bedroom property spans 107 square metres and can comfortably accommodate up to 10 guests. The house is equipped with modern amenities including a fully-equipped kitchen, air conditioning, a swimming pool, a fitness centre, and a garden, making it perfect for families and groups seeking a relaxing and enjoyable stay.
Cottage And Gardens On The Rush River - Wisconsin
10 34 reviews
Wisconsin
19/07 – 20/07
SG$220/nightfor 1 night

Cottage And Gardens On The Rush River

2 2
cottage , Ellsworth
This Ellsworth riverfront cottage, near the Rush River Delta State Natural Area and Lake Pepin (both within 19km), offers scenic views and proximity to Maiden Rock Winery & Cidery and Crystal Cave (both within 32km).
This 42-square-metre self-catering property sleeps six guests, boasting a fully equipped kitchen, private patio, free Wi-Fi, and on-site barbecue facilities.
Adorable, Private Geodesic Dome In Siren - Wisconsin
9.6 4 reviews
Wisconsin
26/06 – 28/06
SG$145/nighttotal: SG$290 (2 )

Adorable, Private Geodesic Dome In Siren

1 2
cottage , Siren
This Webster cottage, near Siren, Wisconsin, offers convenient access to 3 Lower Clam Lake (under 5 km), Milton E. Stellrecht Park (under 3 km), Tamarack Lake (under 10 km), and Amsterdam Sloughs Wildlife Area (under 11 km).
This one-bedroom, one-bathroom self-catering property sleeps two guests and includes on-site parking, plus basic amenities such as toilet paper; nearby attractions include the Siren National Golf Club and Clover Meadow Winery.
Rolling Stone Lakeside Cabin 3 East Shore Resort 3 Bedroom - Wisconsin
9.0 6 reviews
Wisconsin
06/07 – 22/08
SG$136/nighttotal: SG$6392 (47 )

Rolling Stone Lakeside Cabin 3 East Shore Resort 3 Bedroom

2 3
resort , Mole Lake
Rolling Stone Lakeside Cabin 3, part of East Shore Resort in Pearson, Wisconsin, is situated approximately 48 kilometres northeast of Antigo and 24 kilometres south of Crandon, directly on Rolling Stone Lake.
This three-bedroom lakeside lodge offers over 91 metres of shared lake frontage, access to docks, and proximity to fishing, snowmobiling, and ATV trails, including the Tombstone-Pickerel Snowmobile Club trails and Lumberjack Trails; it also features a terrace, parking, and accepts pets (with a fee, maximum two dogs).
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