Holiday rentals in Door County

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Top-rated holiday rentals in Door County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

A cozy living area is showcased, featuring a large sectional sofa with decorative pillows and a rustic wooden coffee table. A stone fireplace stands as a focal point, while warm lighting highlights the natural wood accents and a patterned area rug on the hardwood floor.

Cabin in Sturgeon Bay

Serene, cozy cottage in the woods

Welcome to your safe Haven in the woods! Located conveniently in Sturgeon Bay one block from the lake, this cozy cottage will not disappoint! Sipping coffee on the inviting front porch, getting comfy around the grand fireplace or creating a delicious dinner in the modern kitchen will have you feeling right at home! Haven offers plenty of space for families to get together and create lasting memories. Even a bunk room above the garage gives the kids their own hang out space. Close to all the fun!

FamilyValueDecor

4.97 out of 5 average rating, 179 reviews

Guest favourite

An inviting living space features a gas fireplace framed by stone, with a television mounted above. Light wood accents and large windows allow natural light. Comfortable seating, including two green chairs and a gray sofa, encircle a central coffee table. A second level is visible, adding an airy feel.

Cottage in Baileys Harbor

Stonewall Christmas Cottage | Fireplace + Coffee

STONEWALL CHRISTMAS COTTAGE | NOVEMBER 10–JANUARY 1 Stonewall Cottage is getting a Christmas transformation! Think festive décor in every room, holiday bedding and towels, Christmas dishes, seasonal coffee, cozy nights by the fireplace and your favorite Christmas tunes spinning on the record player. More than a decorated stay, it’s a Christmas experience in Door County—ready for slow mornings, festive nights and new holiday traditions. Holiday dates are limited—book now to secure your stay.

LocationValueShared spaces

4.95 out of 5 average rating, 196 reviews

Superhost

The exterior of the cottage exhibits a modern architectural design with wooden siding and large windows. Stylish overhangs provide shelter at entrances, and a gravel pathway leads to the yard, which features landscaped areas and natural greenery in the background.

Home in Ellison Bay

Ellison Bay Eclectic Style Cottage

Located just minutes from downtown Ellison Bay, this eclectic cottage offers convenience to attractions and dining, while providing a private sanctuary-like experience! The home boasts two (2) master suites- each with private bath, as well as studio above garage (3 bedrooms total). The entire home is furnished with all of the items needed for a true Door County vacation: Firepit/place, bbq, outdoor shower, bocce court, bicycles, and stand up paddle boards! New hot tub! March 11th! 2022!!!!!

FamilyLocationLong stay

4.84 out of 5 average rating, 402 reviews

Top guest favourite

Guest house in Fish Creek

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.

ValueFamilyBathroom

4.97 out of 5 average rating, 320 reviews

Top guest favourite

A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.

Cottage in Sturgeon Bay

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

ValueFamilyTV

4.93 out of 5 average rating, 245 reviews

Top guest favourite

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

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

FamilyLocationKitchen

4.92 out of 5 average rating, 397 reviews

Guest favourite

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

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.

FamilyLocationGrill

4.99 out of 5 average rating, 129 reviews

Guest favourite

A contemporary living area features a cozy electric fireplace mounted on a wooden accent wall, with a media console beneath it. In the background, an open kitchen and dining space are visible, highlighted by quartz countertops, dark bar stools, and a large dining table surrounded by chairs.

Cottage in Egg Harbor

The Stargazing Cottage modern home Door County

Modern and luxury cottage nestled in the woods. Perfect combination of being in nature yet enjoying the comfort of a well equipped home. Located in Carlsville, Town of Egg Harbor. Wineries and shops are less than a mile away. A quick drive will get you to downtown Egg Harbor and the beach. After a busy day exploring all that Door County has to offer, finish the night with a bonfire surrounded by stars and trees. This cottage was designed to make you feel right at home.

ValueLocationBack garden

4.89 out of 5 average rating, 128 reviews

Guest favourite

Apartment in Sister Bay

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

ValueLocationTV

5.0 out of 5 average rating, 115 reviews

Top guest favourite

Cottage in Fish Creek

The Glass House on Birch Bluff

The Glass House on Birch Bluff is named in honor of Fredrica “Fritzie” Glass who had it built in 1969. Fritzie was an artist, teacher and author who led a rich life both in Milwaukee and Door County. We’ve tried to honor her love of nature and beauty in this space. The cottage sits atop a private bluff on three gorgeous acres in Fish Creek. It is a wonderful place to be alone and unwind, and yet a short distance to all that Northern Door County has to offer!

LocationFamilySkiing

4.97 out of 5 average rating, 364 reviews

Top guest favourite

Cottage in Sister Bay

Sister Bay A-Frame, Fire Pit, Coffee Bar, Sleeps 4

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.

LocationFamilyDecor

5.0 out of 5 average rating, 250 reviews

Luxe

A spacious living area is illuminated by natural light, featuring a large stone fireplace at its center. Comfortably arranged sofas are complemented by patterned cushions, while a wooden coffee table holds various magazines. Floor-to-ceiling windows provide views of the surrounding greenery.

Home in Clay Banks

Door County Lake House

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

LocationFamilyAccuracy

4.98 out of 5 average rating, 132 reviews