Vacation rentals 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.

Family · Location · Kitchen

Historic Hill Street Home (Heart of Fish Creek!)

Experience the best of Fish Creek from the comfort of this historic gem. Boasting an expansive outdoor living space, you can cook, dine, and relax all in your own backyard. The property is pet friendly; we welcome up to 2 dogs (fees apply). Having been originally built in the 1800s and used as an inn for fishermen, each bedroom is small and cozy! There is enough space for the bed, nightstands, and your belongings for your stay, but it cannot accommodate additional items like a pack-n-play.

Family · Location · Walkability

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.

Value · Location · Air conditioning

Cottage in the Creek- Centrally Located DoCo Oasis

Welcome to the Cottage in the Creek, our family’s home in the heart of Fish Creek. The four of us grew up here and later renovated the cottage to create the kind of Door County getaway we’d want to share with our own families and friends. With four bedrooms, 3.5 baths and plenty of space to gather, it’s an ideal home base for your stay—and best of all, you can leave the car behind. The shops, restaurants, waterfront and charm of Fish Creek are just a short stroll from your front door.

Family · Location · Grill

Cedar & Glass | Modern Architecture Forest Retreat

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.

Location · Family · Sleep quality

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.

Value · Family · Hospitality

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

Value · Location · Long stay

The Glass House on Birch Bluff

The Glass House on Birch Bluff is named in honor of Fredrica “Fritzie” Glass who had it built in 1969. Fritzie was an artist, teacher and author who led a rich life both in Milwaukee and Door County. We’ve tried to honor her love of nature and beauty in this space. The cottage sits atop a private bluff on three gorgeous acres in Fish Creek. It is a wonderful place to be alone and unwind, and yet a short distance to all that Northern Door County has to offer!

Family · Location · Bathroom

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

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.

Value · Family · Nearby

Door County Lake House

We are excited to introduce our Architect-designed modern lake house in the town of Clay Banks! Enjoy serenity, sweeping views of Lake Michigan from a secluded back deck & expansive windows from every room in the house. Embrace slower living, waterfront amenities, neighborhood park with trails and the magic of lake life. You’ll enjoy water fun for the whole family, huge back deck with dining for 8, an outdoor lounge area, and fire pit near the water.

Location · Family · Getting around

Spacious getaway in peaceful Ephraim

Your Door County adventure begins at this tranquil apartment. Comfort is key here - we provide fully equipped kitchen, additional blankets, pillows, and linens to keep the atmosphere just right. Rainy weather? You can either enjoy the porch or living room by doing Door County puzzles, playing family games or watching your favorite movies on the 75in smart TV. Property is surrounded by beautiful gardens and is across from Smithsonian-listed gardens.

Location · Family · Hospitality

Historic Ephraim Waterfront Home at Anderson Dock

The Anderson House | Historic Ephraim Home Across from Anderson Dock Step into the story of Door County at The Anderson House, a beautifully restored historic home located directly across from the iconic Anderson Dock in the heart of Ephraim. Once connected to the original Anderson Dock Store, this home blends over 100 years of history with modern comfort—offering stunning bay views and one of the most walkable locations in the entire village.

Location · Family · Decor