Holiday rentals in Door Peninsula

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Top-rated holiday rentals in Door Peninsula

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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
4.98 out of 5 average rating, 160 reviews

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!

Top guest favourite
A living area features a gas fireplace set within a stone wall, complemented by a mounted television above. Ample seating is provided by a plush sectional sofa and an armchair. Large windows allow natural light, showcasing views of the surrounding greenery.
Cottage in Sturgeon Bay
4.96 out of 5 average rating, 113 reviews

The Riley's Bay Beach House

Door County waterfront with private sand beach. This spacious cottage is located on the sandy shores of Riley's Bay, only 40 minutes from Lambeau Field and 15 minutes south of Sturgeon Bay. If you are looking for a peaceful getaway with all the amenities of home, look no further! Make memories that will last a lifetime with private beach fires on the peaceful shores of Riley's bay. Don't forget your boat and fishing poles for some of the best perch and bass fishing Door County has to offer.

Top guest favourite
An upper-level bedroom is shown with large windows allowing natural light to fill the space. French doors open to a view of the water and outdoor area, with a wooden floor contributing to the room's inviting feel. A spacious bed and dresser are visible.
Home in Sturgeon Bay
4.99 out of 5 average rating, 208 reviews

Door County Honeymoon Barn Suite at Birmingham’s

Best sunsets in the county right out your bedroom! Built in 1976, recently renovated to our future retirement home. Facing Potawatomi State Park, 3 miles north of Sturgeon Bay. Sunsets facing Sherwood Point Light House from the beach, outside the front patio or from the European balcony master suite. For 2 adults. Antique pieces, original art work by local artist mixed with the latest in architecture & decor makes this an adult only rental. We kindly request no guests under the age of 18.

Top guest favourite
Guest house in Fish Creek
4.96 out of 5 average rating, 284 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 favourite
A peaceful outdoor space featuring a picnic table and two Adirondack chairs situated on a grassy area. A grill is positioned nearby, with views of the serene Lake Michigan visible in the background. Lush trees provide natural shade, enhancing the tranquil setting.
Cottage in Sturgeon Bay
4.93 out of 5 average rating, 219 reviews

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.

Guest favourite
Home in Sturgeon Bay
4.93 out of 5 average rating, 235 reviews

The Blue Cottage Cozy city cottage near downtown.

This vintage cottage style home is located next to a busy and popular coffee shop. Located 2 blocks from downtown where you will find shopping, restaurants and pubs. The waterfront is 4 blocks away where you can sit and watch incredible sunsets. The home offers plenty of room to relax in. WiFi is available. There’s a large stone patio in the backyard with grilling area and fire pit. Off street parking available. Boat launch and beaches are just a mile away.

Top guest favourite
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, 230 reviews

Sister Bay A-Frame w/ Coffee Bar & Fire Pit

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 favourite
The modern lake house is framed by tall trees and features expansive floor-to-ceiling windows, providing views of the interior. Soft outdoor lighting subtly highlights the sleek architecture, while the lush green lawn invites a serene evening atmosphere.
Home in Clay Banks
4.97 out of 5 average rating, 100 reviews

Door County Lake House 50 min from Lambeau Field

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.

Guest favourite
The inviting living area features a rustic stone fireplace and comfortable leather seating. A wooden staircase leads to the loft, while large windows allow natural light to fill the space, creating a cozy ambiance. Decorative plants and accents add a touch of nature.
Home in Sturgeon Bay
4.9 out of 5 average rating, 134 reviews

Walden too

Forest Sanctuary with access to Lake Michigan. This beautiful & cozy A-frame on Glidden Drive is a perfect retreat/vacation spot in Door County. A five minute walk to Donny's Glidden supper club and sandy beach access. Large indoor fireplace. Three bedrooms and a loft for dedicated work space. The property backs onto 1000 acre nature preserve with miles of trails to explore. We designed the space with all natural materials, and high-end amenities.

Top guest favourite
The exterior of a modern architectural home is illuminated against a twilight sky. Surrounding trees are visible, and outdoor seating is arranged along a spacious porch, inviting relaxation in a serene setting.
Home in Two Rivers
4.94 out of 5 average rating, 379 reviews

Still Bend/Frank Lloyd Wright's Schwartz House

Featured on Netflix's THE WORLDS MOST AMAZING VACATION RENTALS Season 2, ep. 1. Still Bend/Bernard Schwartz House is Frank Lloyd Wright's built version of his Life Magazine "Dream House" design from 1938. The house is located on the East Twin River about a mile from Lake Michigan. Beds: The three bedrooms upstairs have double beds and the Master bedroom has a queen size bed.

Guest favourite
Cabin in Sturgeon Bay
4.95 out of 5 average rating, 109 reviews

Lake Michigan Cabin · Sauna · Sturgeon Bay

Welcome to Snug Life, a cozy 3 bedroom, 1.5 bathroom cabin on the peaceful shores of Lake Michigan in Sturgeon Bay. Recently renovated, this cabin offers a unique and comfortable interior design perfect for a serene and restful getaway. Wake up to the sound of the waves and spend your days exploring the lake, hiking, and taking in the natural beauty of the area.

Top guest favourite
A spacious outdoor area features a circular seating arrangement of black Adirondack chairs surrounding a stone fire pit. The yard is lush and green, leading to views of the water and distant trees under a partly cloudy sky.
Cottage in Sturgeon Bay
4.98 out of 5 average rating, 132 reviews

Waterfront Cottage · Kayaks · Fire Pit

Welcome to Sawyer Harbor Retreat — a peaceful waterfront cottage on Sawyer Harbor. Enjoy kayaking, sunsets, and quiet lake mornings just minutes from Sturgeon Bay, Idlewild Golf Course, and Potawatomi State Park. With 3 bedrooms, 2 baths, and room for up to 10 guests, it’s ideal for families, couples, and friend groups seeking a relaxed Door County escape.

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