Cottage holiday rentals in Baileys Harbor

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Top-rated cottage rentals in Baileys Harbor

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Guest favourite

Cottage in Fish Creek

4.96 out of 5 average rating, 120 reviews

Cole's Country Cottage •In The Heart of Fish Creek

Come relax at our very comfortable, homey, quiet space located in the heart of Fish Creek, just minutes from downtown, the beach, Peninsula State Park + popular restaurants and shops. We prioritize the cleanliness of our space + the comfort of our guests. Two bedrooms, a living room, kitchen + bathroom make it perfect for families - you get plenty of backyard space too! We provide coffee + a fully equipped kitchen and bathroom. Stay with us for some relaxation + see all Door County has to offer!

5–12 Feb

$468 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.99 out of 5 average rating, 105 reviews

Stone’s Throw Cottage

Unwind at this waterfront cottage! New Sleep Number bed! Located on Sand Bay Point, this cottage offers you beautiful views, a boaters dream and an opportunity to relax. Enjoy the Door County views as you watch the sunrise, head out for early morning fishing, or just relax and drink your coffee by the water. Tie up your boat to the single step dock or walk right into the private water access. This two bedroom one bath cozy cottage is a dream weekend getaway. Kayaks and life-jackets included.

18–25 Oct

$600 NZD per night

Guest favourite

Cottage in Washington

4.92 out of 5 average rating, 243 reviews

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

24–31 Oct

$587 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.98 out of 5 average rating, 128 reviews

Private Dock / Boat Launch! Door County Waterfront

Looking for a great get away? Love the water? Sunset Lagoon is perfect! Use the paddle boat or kayaks (included), bring your boat to get out and enjoy the water. Or relax and fish right off the deck! On site private boat launch and docking in a sheltered lagoon connected to Riley’s Bay. When you get back from the beach or fishing, light a fire, roast Smore's or sit on the deck and relax by the fire table. Put burgers on the grill and grab a cold one. Enjoy the good life at Sunset Lagoon!

30 Jan – 6 Feb

$497 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.96 out of 5 average rating, 275 reviews

Logan Creek Cottage

We hope you love our newly renovated home on Logan Creek as much as we do! We took a lot of time to renovate the small cabin, wall to wall. The living room has abundant natural light with a picturesque window and large sliding glass doors over looking our porch and Logan Creek. All of these renovations were to increase the view of the natural beauty of the Logan Creek State Natural Area. We have two bedrooms + loft so it is perfect for your small family or just a cozy spot for two!

14–21 Mar

$883 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.92 out of 5 average rating, 145 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.

10–17 Apr

$786 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.87 out of 5 average rating, 188 reviews

Jacksonport Lake Park Cottage

Quiet home snuggled in the heart of Jacksonport, situated along Lakeside Park on beautiful Lake Michigan. Our spacious home has been renovated with new flooring, countertops, windows in the sun porch (beautiful lake views), and gas fireplace. With 3 bedrooms, and loft with day bed you can sleep 7 comfortably. The home has a large yard for lawn games, sand volleyball court, and is only 100' from lakeside beach which has a sugar sand swimming beach, and a large playground for kids.

20–27 Dec

$443 NZD per night

Guest favourite

Cottage in Marinette

4.97 out of 5 average rating, 201 reviews

Winding River Cottages-Evergreen Cottage

The Evergreen Cottage is one of the units at Winding River Cottages on the Menominee. There is one other cottage and one house also on the property. This cottage is directly on the Menominee River, very close to Marinette, WI/ Menominee, MI. It has 2 bedrooms and 1 bath, a full kitchen with full-size stainless steel appliances (stove/oven, refrigerator, over-the-stove microwave), and a living area with a 50" TV, chair, and futon, which can convert into a full-size bed.

10–17 Nov

$346 NZD per night

Guest favourite

Cottage in Sturgeon Bay

4.97 out of 5 average rating, 303 reviews

Sturgeon Bay Waterfront Cottage, Private beach.

Waterfront guest cottage on Door County's Gold Coast! Nestled among luxury homes, this quaint 1930's cottage has undergone an interior renovation while preserving its character on the outside. Two bedroom, one full bath, stocked kitchen, living room. Located steps from the bay with a private beach. Hear the gentle sound of waves lapping on the shore as you sleep. Bring your kayak and fishing poles. Perfect for anyone seeking a quiet retreat!

20–27 Aug

$685 NZD per night

Guest favourite

Cottage in Sister Bay

4.92 out of 5 average rating, 161 reviews

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills State/County Taxes (5.5%); Lodging (8%) & Resort (0.5%) taxes

12–19 Jan

$451 NZD per night

Guest favourite

Cottage in Sister Bay

5.0 out of 5 average rating, 139 reviews

Beechwood Cottage | A-Frame in Sister Bay

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.

7–14 Mar

$488 NZD per night

Superhost

Cottage in Fish Creek

4.76 out of 5 average rating, 164 reviews

Countryside Cottage/Duplex Unit 7

Cottage is located 2 miles outside of Fish Creek on County F. Cottage has nostalgic charm with reasonable rates. Unit is part of a duplex. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

17–24 Mar

$234 NZD per night