Holiday rentals in Gibraltar

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Top-rated holiday rentals in Gibraltar

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

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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.

Top guest favourite
An outdoor deck features wooden flooring and a white railing. Two metal chairs and a glass table provide seating. A wind chime is visible, with a view of a landscaped parking lot and trees in the distance under a clear blue sky.
Flat in Fish Creek
4.98 out of 5 average rating, 291 reviews

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).

Top guest favourite
Guest house in Fish Creek
4.97 out of 5 average rating, 291 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.

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
4.99 out of 5 average rating, 111 reviews

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.

Guest favourite
A charming cottage entrance is framed by lush greenery and blooming flowers. White lattice work adds a delicate touch, inviting guests through a pathway lined with vibrant foliage. The peaked roof and large windows above contribute to a welcoming facade set against a clear blue sky.
Cottage in Sister Bay
4.96 out of 5 average rating, 132 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!

Guest favourite
Home in Egg Harbor
4.96 out of 5 average rating, 106 reviews

Egg Harbor Escape| Cedar Sauna | Hot Tub| Privacy|

Private retreat in the City of Egg Harbor surrounded by peaceful wooded privacy, while still being as little as 20–30 minutes from Door County villages, towns, restaurants, wineries, beaches, and attractions. Enjoy two hot tubs — a traditional electric hot tub and a cedar wood-burning hot tub for a unique cozy experience under the stars. Relax in the barrel sauna, gather around the fire, and enjoy a true year-round getaway designed for slowing down and reconnecting.

Top guest favourite
Cottage in Sister Bay
5 out of 5 average rating, 234 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.

Guest favourite
The exterior of a freshly remodeled home is displayed, featuring a dark blue facade with white trim. A large screened-in porch wraps around the front, complemented by plentiful windows. The surrounding area is wooded, offering a natural, serene environment.
Home in Fish Creek
4.96 out of 5 average rating, 158 reviews

Maple Grove Landing (Brand New Rental)

Beautiful Home freshly remodeled in the heart of northern Door County with roughly 2600 sqf. Outstanding location!!! Located within walking distance to Peninsula State Park and Golf Course (between Ephraim and Fish Creek). The home features three full bedrooms and a bunk room. There are two full baths and one-half bath, washer and dryer, beautiful full kitchen, high speed wireless internet, cable television, and a large wrap-around screened-in porch.

Guest favourite
A spacious ranch-style home is surrounded by lush greenery, featuring a mix of light and dark exterior siding. The front is highlighted by large windows, inviting natural light indoors. A neatly maintained lawn leads to an inviting entryway, with a garage visible on the left.
Home in Fish Creek
4.97 out of 5 average rating, 117 reviews

4 Bed In Fish Creek | Trails + Coffee + Fire Pit

Escape to Orchard Ranch in Fish Creek—a newly remodeled home that sleeps 10 and offers private walking trails, a fire pit, ping pong table, and a cozy coffee bar. Just minutes from Peninsula State Park and Fish Creek dining. Great for families, friend groups, or couples' getaways. Only a few open summer dates remain—book now and save! -7 minutes to Peninsula State Park -2 minutes to Lautenbach's Orchard -5 minutes to Egg Harbor

Guest favourite
Cabin in Sturgeon Bay
4.95 out of 5 average rating, 111 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
4.99 out of 5 average rating, 137 reviews

Waterfront Cottage · Fireplace · Kayaks + Dock

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.

Top guest favourite
The two-story townhome is framed by lush greenery and features a white exterior with red roofing. A small balcony extends from the second level, while the ground floor displays multiple windows that allow for ample natural light.
Home in Fish Creek
4.98 out of 5 average rating, 121 reviews

Fish Creek Condo/Town Home at Brook Point, Door Co

This could very well be the best condo/town home in Fish Creek. Beautifully furnished. Quiet and peaceful yet close to everything that Fish Creek has to offer. Two bedrooms, 2.5 bathrooms, 2 gas fireplaces, 3 large screen TV's, high speed Spectrum internet with Roku devices (Youtube TV and Netflix), patio dining propane gas grill and fire table.

Popular amenities for Gibraltar holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Door County
  5. Gibraltar