Holiday houses in Gibraltar

Bay View Beauty on the Bluff

**Stunning home on the Bluff with Spectacular, Panoramic Bay Views** Enjoy the best of Door County at this beautiful 5-bedroom, 4.5-bath home perched on Gibraltar Bluff, offering breathtaking views of Fish Creek Harbor. This spacious retreat sits on over 2 wooded acres and is conveniently located less than 5 minutes from both downtown Fish Creek and the entrance to Peninsula State Park, making it the perfect destination for families or groups looking for an unforgettable Door County experience.

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).

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.

Kinsey Bay Getaway

Kinsey Bay Getaway — a charming 1970s cottage perched on a stone peninsula along the shores of Lake Michigan in Sister Bay, WI. This 3-bed, 4-bath rustic retreat features warm Scandinavian-inspired décor that feels right at home among Door County’s rich Nordic heritage. Bring your own kayak to launch from the private shoreline, bike scenic trails, or unwind beneath some of the Midwest’s most spectacular night skies. Perfect for families or friends looking to recharge and reconnect.

Cedar & Glass | Luxury 5-Acre Forest Escape

Cedar & Glass is a custom-designed architectural retreat where modern design and nature exist in perfect harmony. This 3-bedroom, 2.5-bath luxury escape features soaring floor-to-ceiling glass, heated concrete floors, a sculptural fireplace, and curated interiors that blur the line between indoors and out. Set on five private wooded acres just minutes from Fish Creek, guests enjoy rare seclusion, refined comfort, outdoor dining, and evenings around the fire under the trees.

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.

Lakeside Cottage on the Bluff

Surrounded by woods and crystal clear water, Nordcliff Cottage is a minimalist retreat perched above Lake Michigan, with sweeping views of Washington, Plum, and Pilot Islands. Built in the 1960s, and equipped with modern furnishings and decor, this Scandinavian-inspired cottage offers a serene, calming space where natural light floods the open loft, inviting relaxation and connection with the tranquil lakeside setting. A sand beach with public access is just steps away.

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!

2 Bed A-Frame, Fire Pit, Coffee Bar - Sister Bay

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.

Luxury A-Frame w/Sauna & Lake Access

Welcome to The Pointe A-Frame. Get ready to enjoy year round peace and tranquility in this professionally designed masterpiece. This 3 story cabin is thoughtfully placed in the quiet neighborhood of Point Beach situated on a wooded lot just 2 blocks from the water. Our home is the perfect place to rest and reset from busy everyday life. Enjoy the multiple water access points to launch your kayak, paddle board, and view the most incredible sunsets.

4 Bed Ranch - Fish Creek, Fire Pit, Private Trails

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

"Surf" at Mainsail | Waterfront Cottages

Welcome to Surf! This waterfront cottage is in the heart of Fish Creek. Enjoy walking distance to shops and restaurants. This cottage has amazing views of beautiful Green Bay. Relax watching the sailboats from the cottage or take a dip in the lake. The cottage is steps from the water and the dock is shared by our 6 cottages. This special place is close to everything, making it easy to plan your visit.