Vacation rentals in Door County

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Top-rated vacation rentals in Door County

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Top guest favorite
A modern cottage exterior is shown, featuring dark blue siding and white trim. A welcoming entrance is highlighted by a wooden awning supported by brackets. Two flower pots hang from the awning, and a small garden borders the stone path leading to the front door.
Home in Sturgeon Bay
4.96 out of 5 average rating, 110 reviews

Cave Point Retreat

Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

Top guest favorite
A quaint cottage stands surrounded by snow-covered trees, with a light grey door and window accents visible. The structure features a simple white exterior, complemented by a winter landscape of freshly fallen snow, creating a serene and peaceful atmosphere.
Guesthouse in Fish Creek
4.96 out of 5 average rating, 273 reviews

Vintage Mod Cottage with fireplace & soaking tub!

Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

Top guest favorite
A spacious wooden deck overlooks the tranquil waters of Lake Michigan, featuring a round table surrounded by black metal chairs. Long benches line the edges, offering additional seating. Lush greenery can be seen along the shoreline, enhancing the serene atmosphere.
Home in Baileys Harbor
4.92 out of 5 average rating, 358 reviews

Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Top guest favorite
A cozy studio space is accentuated by a wooden vaulted ceiling. A spacious bed is dressed in light, patterned bedding, while a comfortable couch is positioned beside a small table. Soft lighting from a lamp and an inviting rug contribute to the warm ambiance.
Guest suite in Egg Harbor
4.95 out of 5 average rating, 299 reviews

Cozy Farmhouse Studio

The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

Guest favorite
A bright living space features modern furnishings arranged for comfort. Large glass doors provide a view of the lake and outdoor deck. Natural light fills the room, highlighting the soft area rug and contemporary chairs.
Home in Ellison Bay
4.99 out of 5 average rating, 107 reviews

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Guest favorite
A spacious living area features a dining table with six upholstered chairs surrounded by warm, red walls. A cozy seating arrangement includes a pink armchair and a black rocking chair near a fireplace, with large windows allowing natural light to fill the space.
Cottage in Sister Bay
4.96 out of 5 average rating, 126 reviews

The Key to Happiness

Sleeping 4-6 between 4 beds, Plum Retreat provides a one-of-a-kind Door County experience. With 2 large bedrooms (plus giant living room with queen sofa bed, dining area and full kitchen), the 1700 sq-feet have a charming cottage-like feel. Conveniently located with gorgeous perennial gardens, it makes a romantic, peaceful or fun space. Private lawn & patio/grill. Pretty much everything has been thought of. Last summer, all 37 groups of people gave it a 5-star rating!

Guest favorite
The cabin's exterior is characterized by rustic wood siding complemented by vibrant red accents. A welcoming porch is visible at the front, with two rocking chairs inviting relaxation. Surrounding greenery enhances the outdoor space, creating a peaceful atmosphere.
Cabin in Ellison Bay
4.85 out of 5 average rating, 185 reviews

Historic Log Cabin by the Bay (Lake View)

"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

Top guest favorite
Two turquoise chairs are positioned facing a bay window, framed by multiple windows that offer views of the water. A small table holds a vase filled with fresh flowers, and a stained glass window adds color to the serene space.
Home in Sturgeon Bay
4.98 out of 5 average rating, 249 reviews

Lily Pad Cottage, Door County: Waterfront Cottage

LILY PAD COTTAGE, DOOR COUNTY is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Guest favorite
The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.
Cottage in Sister Bay
5 out of 5 average rating, 220 reviews

Sister Bay A-Frame | Fireplace + Coffee Bar

Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Top guest favorite
A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.
Cottage in Sister Bay
4.99 out of 5 average rating, 157 reviews

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Top guest favorite
A bright kitchen features a central island with a wood countertop and a gas stove. Shelves hold dishware, and modern appliances are visible. Natural light enters through the sliding door, which opens to a view of the yard, complemented by wood accents in the cabinetry.
Home in Baileys Harbor
4.97 out of 5 average rating, 264 reviews

Baileys Harbor Yellow Home with a View

Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you drink your morning coffee. No need to drive if you do not want to, you have restaurants, bars and shops all within walking distance. You have the whole house to yourself, but we own a coffee shop one building over, in case you need anything. The house is a late 1920's house, but newly upgraded, with a new kitchen and bathroom.

Guest favorite
The open living area features a high ceiling with exposed wooden beams and hardwood flooring. A small kitchenette is visible alongside a dining table. A cozy seating area is arranged with colorful chairs near a window, with natural light enhancing the warm atmosphere.
Apartment in Sturgeon Bay
4.91 out of 5 average rating, 522 reviews

A City Cottage | Downtown

With the vintage charm and updated comforts of home this cozy little carriage house renovated into a city cottage will surely hold a special place in your heart. Leave your car parked and enjoy a walk around the bridge and our three shopping disticts. This unit requires stairs and is considered a tiny home. DCTZ | **3556165117** State Permit | CKRA-AB6SSC

Popular amenities for Door County vacation rentals

All about Door County

Sometimes called the Cape Cod of the Midwest, Door County is a narrow, triangular peninsula that juts out from eastern Wisconsin into Lake Michigan. The county is remote enough to have preserved the legacy of the Potawotami, Belgians, and Scandinavians who have made it their home. Yet Door County’s population of more than 27,000 swells exponentially in summer, when visitors escape to its coastal parks and approximately 35 surrounding islands and delight in a host of cultural events, breweries, restaurants, and museums. Circling the county will bring you past lighthouses, beaches, forests of white spruce and balsam fir, cherry orchards, and charming Midwestern towns with names like Brussels and Egg Harbor.

What are the top things to do in Door County?

Sturgeon Bay

This city of 9,000, located in the geographical heart of the peninsula, is a port town straddling tiny Sturgeon Bay. Water activities here are plentiful, from kayaking and paddleboarding to fishing in Lake Michigan, and the Whitefish Dunes right outside town offer trails to explore. It’s easy to lose an afternoon wandering in and out of the galleries, restaurants, breweries, and the historical museum downtown.

Door County Coastal Byway

One of the loveliest scenic byways in the Midwest, this 66-mile loop starts in Sturgeon Bay and culminates in Gills Rock, hugging Lake Michigan along the east side of the peninsula and Green Bay on the west. And though you may only spend a few hours driving, you’ll want to allocate a day for the loop, making frequent stops to climb the Cana Island Lighthouse, fill your shoes with sand on the Jacksonport beaches, and admire the historic buildings in Gibraltar.

Washington Island

The biggest of the county’s islands, accessible via car ferry year round, this island hosts a small community of 700 permanent residents — as well as copious hiking and biking trails, soft-sand beaches, and golf courses. This island was home to one of America’s first Icelandic communities, and a pan-Scandinavian influence remains. Make sure to hunt down the peaked roofs and Nordic carvings of the Stavkirke, a modern recreation of a medieval Norwegian church. If the island doesn’t feel remote enough, take a passenger ferry to the car-free Rock Island state park (available Memorial Day weekend through Columbus Day) for the day.

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