Vacation Rentals

Discover the Perfect Wisconsin Vacation Rentals for Your Next Getaway 

Experience the natural beauty and warm hospitality of America’s Dairyland with our handpicked Wisconsin vacation rentals. From serene lakefront cottages to luxurious cabins nestled in the Northwoods, we offer accommodations that capture the essence of Wisconsin’s charm while providing all the comforts of home. Our Wisconsin vacation rentals showcase the best of every season. 

In summer, choose from properties with private docks on Lake Geneva, where you can spend sun-soaked days fishing, boating, or simply relaxing on the water. Winter enthusiasts will love our cozy cabins near top ski destinations like Cascade Mountain and Devil’s Head Resort, perfect for creating memories after a day on the slopes. Each of our luxury vacation rentals is thoughtfully equipped with modern amenities while maintaining authentic local character. From fully-stocked kitchens perfect for preparing fresh catches to spacious decks ideal for morning coffee or evening gatherings, every detail is designed to enhance your stay. 

 Whether you’re planning a summer beach vacation on Lake Michigan, a fall color tour in the Kettle Moraine State Forest, or a winter ski trip, our vacation homes & cabins provide the perfect home base. Book your stay today and discover why Wisconsin’s natural beauty and hospitality keep visitors returning year after year.

Properties Available 129 properties available
Calendar Free cancellation for 14 days prior to arrival.
Calendar Free cancellation before Sep 13.
This fully renovated, single-level home sits high on the bluff off Bayshore Drive, with panoramic water views, high-end furnishings throughout, and some of the best sunset views in all of Door County. With four spacious bedrooms sleeping 12, an open main living area, a massive fire pit, and a private, fenced-in yard, Sunset Ridge is built for famil
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Sunset Ridge
Sturgeon Bay
$500.00 - $9,000.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
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Holiday by the Bay is a townhouse condo in a community of 19 Hilltop condos. It is located in the quietest corner of the property, with only one neighboring condo. The Hilltop is located near Highway 42, on the North end of Fish Creek, across from Gibraltar School and near Top of the Hill Shops. Reach out to us to rent more of our Hilltop condos fo
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Holiday by the Bay (Unit A-4)
Fish Creek
$115.00 - $840.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Bathrooms 1 Half bath
Guests 6 guests
Rating 4.8 (5)
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Perfect for families or small groups, this cozy retreat comfortably sleeps up to 6 guests and your family dog! Inside, you’ll find a bright and welcoming space with modern updates and thoughtful touches throughout. Whether you’re gathering for meals, enjoying a movie night, or simply relaxing after a day of exploring, this home offers the perfect
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Eagle Harbor Retreat
Fish Creek Pet Friendly
$180.00 - $1,084.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.6 (3)
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Nearly 2,800 sq feet on one level, you'll enjoy waterfront views from nearly every room. The living area is designed for comfort, which includes a wood-burning fireplace, a Smart TV, and panoramic views. The screened in patio is great for gathering, meals, and morning coffee. Nature lovers will appreciate the private lake shore and evenings under t
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Baileys Harbor Lakefront Abode
Baileys Harbor
$332.00 - $1,458.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 8 guests
Rating 4.2 (11)
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Welcome to Fish Creek Pines, hosted by Simple Life Rentals! This home offers modern convenience and rustic appeal, boasting a newly constructed space made entirely out of repurposed shipping containers.With 2 bedrooms and 1 bath, this cozy getaway comfortably accommodates up to 6 guests. Whether you're on a family vacation, a group outing, or a pea
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Fish Creek Pines
Fish Creek Pet Friendly
$163.00 - $767.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.8 (16)
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Property Features:+ Waterfront+ Minutes from Frank E. Murphy Park+ Fire pit with seating+ Patio with table and 6 chairs+ Propane grill+ TV in main living room+ Ceiling fans throughout+ Mini-split A/C in living room+ Fully equipped kitchen (see amenities)+ Starlink Wi-Fi+ Good cell receptionSleeping Configuration:Bedroom 1 (main level): King size be
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Sunset Point
Egg Harbor
$149.00 - $1,432.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (5)
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Hilltop Hideaway is a townhouse condo in a community of 19 Hilltop condos. The Hilltop is located near Highway 42, on the North end of Fish Creek, across from Gibraltar School and near Top of the Hill Shops and close to the entrance of Peninsula State Park. Reach out to us to rent more of our Hilltop condos for your group! Property Features: + Upd
Hilltop Hideaway (Unit B-5)
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Hilltop Hideaway (Unit B-5)
Fish Creek
$115.00 - $774.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Bathrooms 1 Half bath
Guests 6 guests
Rating 4.7 (16)
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Nestled among tall trees and tucked away from the crowds, this thoughtfully appointed 5-bedroom home offers the perfect balance of peaceful seclusion and convenient access to all Door County has to offer. Whether you’re gathered around the cozy indoor fireplace with loved ones, swapping stories under the stars by the fire pit, or simply soaking up
GrateFull Roots
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Egg Harbor
$245.00 - $1,522.00 / per night
Bedrooms 5 bedrooms
Bathrooms 2 baths
Guests 13 guests
Rating 4.5 (12)
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This property allows up to 1 well-behaved dog, with an additional fee collected at booking.Property Features:+ Dog Friendly!+ Waterfront -Second Lake (Moen Chain of Lakes)+ Seasonal dock with guest watercraft docking allowed (overnight docking permitted)+ Gas fireplace in family room + Floor-to-ceiling windows overlooking the lake+ Game room with p
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Hikers Hideaway
Rhinelander Pet Friendly
$174.00 - $645.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 3 (2)
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This beautiful home is just a short bike ride to downtown Egg Harbor, steps to Alpine Golf Course, and located in the Point Beach Neighborhood in Egg Harbor. It is secluded, quiet, wooded and includes lots of wildlife. Feel like you are in the middle of nowhere yet conveniently located to so many Door County amenities including shops, dining, the m
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Asher Manor
Egg Harbor
$218.00 - $1,157.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Bathrooms 1 Half bath
Guests 10 guests
Rating 4.9 (14)
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Want to get away with the family, but can't quite leave the office behind? The basement has a quiet remote workspace. Check your email, then unplug and join your family and friends on your Door County adventure! Property Features: + Outdoor patio with seating and gas grill + Outdoor games (football, basketball, soccer ball and kickball) + 3 Smart
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Highland Haven
Sister Bay
$301.00 - $1,668.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Bathrooms 1 Half bath
Guests 12 guests
Rating 4.8 (9)
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Also consider nearby property, Livin’ the Dream for your friends and family to stay nearby. This property is connected through a lovely walk through the woods. Newly built in 2021, it sleeps 6 with 3 bedrooms and 3 bathrooms. About the Space: - Sleeps up to 5 maximum guests total - No Pets - 2 bedrooms/1 full bathrooms - Internet - This propert
Gibraltar Getaway
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Gibraltar Getaway
Fish Creek
$166.00 - $748.00 / per night
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
Rating 5 (11)
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