Cottage holiday rentals in Gibraltar

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Top-rated cottage rentals in Gibraltar

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Guest favourite
The exterior of the cottage features a green facade with white accents, framed by vibrant flower planters. A decorative rooster sculpture stands beside the entrance, while gravel pathways and mulch beds enhance the natural surroundings. Windows are dressed with dark shutters, contributing to a welcoming ambiance.
Cottage in Fish Creek
4.93 out of 5 average rating, 187 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!

Top guest favourite
The exterior of a charming two-story cottage features a light-colored stone façade and a steeply pitched roof. Large front windows allow for natural light, while a welcoming front door is framed by two lanterns. Neatly landscaped shrubs line the walkway leading up to the entrance.
Cottage in Fish Creek
4.98 out of 5 average rating, 126 reviews

Cottage in the Creek- Centrally Located DoCo Oasis

This house is a passion project of four siblings. We grew up in this house and share a love for Fish Creek. Being at the center of the BEST town on the peninsula was amazing and we can't wait to share that experience with our guests. We have fully renovated our family’s cottage to make it perfect for a group of friends or family. We look forward to being the home base for your ideal Door County vacation! Come experience a place where all the fun is only a short stroll from your front door.

Superhost
Cottage in Fish Creek
4.74 out of 5 average rating, 101 reviews

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Little Yellow Cottage is in the heart of Downtown Fish Creek. Featuring 2 cozy bedrooms, living room, full kitchen, 3 Roku-TV's, wifi, whirlpool tub/shower, & outdoor swimming pool. Enjoy the off-site "Adventure Shed" bikes and kayaks to use at Peninsula State Park or surrounding areas. We have a grill, coolers and games! Located just steps from Peninsula State Park, Sandy Fish Creek public beach, & the best local restaurants. Kid & dog friendly. *Please read description in full before booking*

Superhost
The exterior of the cottage showcases a spacious wrap-around porch, elevated on a stone foundation. The home is surrounded by a grassy area, with trees providing a natural backdrop. Large windows invite plenty of natural light into the interior spaces.
Cottage in Sturgeon Bay
4.77 out of 5 average rating, 120 reviews

The Bungalow at Potawatomi State Park

The Bungalow at Potawatomi State Park is a newly updated cottage only minutes from all that Door County has to offer! Located on a private 12 acre wooded lot with walking trails surrounded by vacant land you can enjoy the peace and quiet of Door County! Potawatomi State Park is only about a 5 minute walk away which offers boat launch, cross country skiing, swimming, kayaks, hiking, biking, snowmobiling and more! The Cottage is 2.5 miles to downtown Sturgeon bay as well! AC and Internet!

Top guest favourite
Two comfortable checkered armchairs are positioned around a small round table in front of a white-brick fireplace. Warm wood paneling covers the walls, complemented by light from windows on either side. A rustic mirror is mounted above the fireplace, enhancing the cozy ambiance.
Cottage in Sturgeon Bay
4.96 out of 5 average rating, 324 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!

Top guest favourite
A charming blue cottage with yellow shutters adorns the exterior. A well-maintained stone wall and vibrant flower beds enhance the entrance. The home features a single-car garage, a front porch, and large windows that invite natural light into the living space.
Cottage in Sister Bay
4.93 out of 5 average rating, 198 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 and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

Top guest favourite
A comfortable living area features a light-colored sofa adorned with cushions. A wooden coffee table sits in front of it, accompanied by a plush ottoman. Natural light enters through large windows, highlighting a decorative electric fireplace and a television mounted above the mantel.
Cottage in Fish Creek
4.96 out of 5 average rating, 122 reviews

CREEKSIDE COTTAGE Downtown yet off the beaten path

Secluded & tranquil, yet still walkable to everything in Fish Creek. Have the best of both Door County worlds in this beautifully decorated and meticulously maintained creekfront cottage. (Cleaned and sanitized between every stay. ) Downtown Fish Creek, with all the shops, restaurants, beaches & historic spots it has to offer. Directly across the creek from Peninsula State Park. Centrally located in the peninsula, you’re a short drive to anywhere you want to go. #1253189000

Top guest favourite
Cottage in Marinette
4.97 out of 5 average rating, 239 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.

Guest favourite
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, 127 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!

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, 224 reviews

Sister Bay A-Frame Cabin, Coffee Bar, Fireplace

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
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, 159 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 favourite
The spacious yard features a cozy fire pit surrounded by comfortable seating and a hammock for relaxation. A patio area is visible with an outdoor dining table, while the cottage showcases large windows and a bright exterior, surrounded by lush greenery.
Cottage in Sturgeon Bay
4.98 out of 5 average rating, 127 reviews

Sawyer Harbor Waterfront Escape

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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