Holiday houses in Door County

4.98 out of 5 average rating, 251 reviews

Apartment in Fish Creek

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Guest suite in Sturgeon Bay

4.84 out of 5 average rating, 408 reviews

Woodsy Retreat at Lake Michigan

Come enjoy a spacious, sunny lovely, 400 square foot studio surrounded by gardens and a deep, green forest with Lake Michigan just across the road. On Door County's eastern shore, the studio has cathedral ceilings and two walls of windows that open. Arty, comfy, quiet and secluded with views of the surrounding forest. Full kitchen. Restaurants and market nearby. Excellent hiking and biking. Easy access to all of Door County. For longer or shorter stay, please contact us for availability.

4.91 out of 5 average rating, 120 reviews

Cabin in Ellison Bay

Unique architect-designed home on waterfront bluff

An architect gem with a million dollar view. Located on the bay on a private drive near Ellison Bay, it’s close enough to town but far enough away to be secluded. The main house features a roomy living area with sleeper, kitchen, dining room, shower bath, and loft bedroom. The newly-finished "Garage-Mahal" features a full bathroom, two bedrooms (one full and two twins), kitchenette, and small living room with sleeper. This separate building is ideal for anyone who likes their own space.

4.97 out of 5 average rating, 227 reviews

Guesthouse 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.

Apartment in Sturgeon Bay

4.91 out of 5 average rating, 171 reviews

Door Room

This unique 1-bedroom upper apartment is part of a four-unit apartment building. The upper level has two Airbnb apartments. The Door Room is located in the heart of historic downtown Sturgeon Bay and within walking distance of all the action! It was creatively decorated with "subtle" school-themed touches that just may remind you of a dorm room (minus the ramen and bunk beds!) The Door Room is located on a quiet street in an older neighborhood. You also have your own private deck.

4.92 out of 5 average rating, 185 reviews

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.

Guest suite in Sturgeon Bay

4.94 out of 5 average rating, 383 reviews

Historic downtown Sturgeon Bay Suite, Door County

Our fully inclusive suite is very spacious with its own kitchen, private bath and laundry room, fully renovated in 2025! You will be staying in the historic parlor of our 1869 building, offering all the modern amenities in a historic setting. The decor is contemporary and comfortable, with two Queen sized beds, an additional couch, desk&table to spread out comfortably. Located in downtown, across from Fincantieri Bay Ship, a minute walk away from bars and restaurants.

5 out of 5 average rating, 189 reviews

Cottage in Sister Bay

Cozy A-Frame - Coffee Bar, Fireplace - 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.

4.98 out of 5 average rating, 128 reviews

Cottage in Sister Bay

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.

4.98 out of 5 average rating, 233 reviews

Home in Sturgeon Bay

Lily Pad Cottage, Door County: Waterfront Cottage

Lily Pad 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.

5 out of 5 average rating, 116 reviews

Home in Sister Bay

Cottage in Sister Bay

Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!

Apartment in Sturgeon Bay

4.91 out of 5 average rating, 480 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. Bike rentals are available @ Bayshore Outfitters just across the Steel Bridge down Michigan Street for $24 /day DCTZ | **3556165117** State Permit | CKRA-AB6SSC

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Popular amenities for Door County holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Door County

4.88 out of 5 average rating, 72 reviews

Tiny home in Stephenson

Natureside A-Frame Cabin: Cozy.Sauna.Hot Tub

KameronRating, 5 stars2 weeks ago

Our stay was absolutely amazing! My new husband, our dog and I came here for our mini moon/ escape after our wedding and exactly what we needed with such a beautiful view. We really appreciated having all of the property questions answered before even needing it such as how to work the sauna and how to actually find the property. We fully plan on coming back here for anniversary’s. 😊

5 out of 5 average rating, 21 reviews

Home in Sturgeon Bay

Retreat Above the Water

DanielleRating, 5 stars3 weeks ago

This is our second time staying at this property, we returned because we loved it so much. Amazing views from the house, very peaceful, and close to attractions in Sturgeon Bay and the rest of Door County. Bonus, there was a cute little groundhog that was sunning himself in the mornings out front of the house.

4.91 out of 5 average rating, 87 reviews

Cottage in Ellison Bay

Pet-Friendly, Cozy Cottage in Northern Door County

NicholasRating, 5 stars4 weeks ago

Great stay, the place was in a perfect location. It was away from the hustle and bustle of near by towns but wasn’t to far where things were not easily assessable. The place was a perfect north woods retreat

Guesthouse in Baileys Harbor

4.95 out of 5 average rating, 43 reviews

Rustic Beach House

CarleyRating, 5 stars1 week ago

We had a wonderful stay at Emily's rustic cabin for our babymoon! It was exactly what we were looking for - peaceful, private, rustic charm, right on the beach. We loved walking on the beach with our morning coffee, making a cozy fire in the fireplace each night, and being just a short drive away from all the wonderful towns around Door County. Other than some dead bugs (rather they be dead than buzzing about!) the place was clean, homey, and had everything we needed. Nice hot water for showers, a cozy bed, and stocked kitchen. Emily was so easy to communicate with and answered any questions we had right away. We would stay again in a heartbeat - you just can't beat being steps away from Lake Michigan.

4.94 out of 5 average rating, 52 reviews

Cabin in Forestville

Hygge Lake Cabin- Waterfront & 5 acres of serenity

SydneyRating, 5 stars2 weeks ago

We had an amazing stay at this beautiful home nestled right in the middle of nature. It was the perfect escape—peaceful, quiet, and incredibly relaxing. The house was spotless, tidy, and exactly like the photos… actually even more spacious in person! We had a group of 8 adults, and there was more than enough room for all of us to feel comfortable. Everything was thoughtfully prepared, and we felt right at home the moment we arrived. If you’re looking for a serene getaway surrounded by nature, this place is a gem. Highly recommended!

4.97 out of 5 average rating, 34 reviews

Condo in Sister Bay

Sister Bay Gem-steps to the beach and downtown!

JessicaRating, 5 stars1 week ago

PERFECT location in Sister Bay! The place was spotless, updated, and had everything we needed.

5 out of 5 average rating, 3 reviews

Loft in Ephraim

Arbor Cottage Loft

AnnisonRating, 5 stars1 week ago

This place is beyond great! The hosts were very friendly and welcoming. I had never been to Door County before and wanted a place that was smaller, but had enough things to do by it. It has amazing views, the sunsets were beautiful. We drove to Sister Bay to grab food and such, but there are great places that are walkable from here! I will say the road noise is a bit loud in the day time, but other than that it was amazing. I will recommend this place over and over again to people!