Vacation rentals in Gibraltar

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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).

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Arbor Cottage Loft

Arbor Cottage LOFT is nestled in the heart of the Village of Ephraim on the shores of Eagle Harbor. The "LOFT" is upstairs/attic of the original/historic cottage (circa 1853) and has been lovingly remodeled into a charming Scandi-inspired LOFT w/ its own private entrance. The LOFT has west-facing views to savor unforgettable sunsets, island & bluff vistas. Enjoy 100' of private lakefront area to swim, kayak, or just relax with a glass of wine and watch a fabulous sunset over Eagle Harbor!

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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.

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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.

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Cedar & Glass | Modern Architectural 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 downtown Fish Creek, guests enjoy rare seclusion, refined comfort, outdoor dining, and evenings around the fire under the trees.

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Never Want to Leave Cottage

Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

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.

Pearl Of Sister Bay Luxury Downtown Condo

Welcome to the Pearl of Sister Bay,a chic downtown condo ideal for a relaxing escape! This 1-bedroom, 1-bathroom condo offers modern comforts and design. Condo , has a fully equipped kitchen with a stove and refrigerator, fireplace, deck with a partial water and village view. Located in the heart of Sister Bay, you’ll be steps from the beach, local bars and restaurants, shopping and local attractions. Relax, recharge, and enjoy the charm of this vibrant destination!

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

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Bay On The Bluff Fish Creek

Tucked away down one of Northern Door's exclusive streets, offering both location and privacy! Enjoy a meal in the bright dining room, or a glass of wine on the large deck. Each of the 3 bedrooms offers king sized bed, while the cozy den includes a queen sleeper sofa. Adorned by many windows, you will have sunshine, water view, and lots of greenery! The outdoor studio is equipped with ping pong and a PS5 for gaming! PLEASE SEE 'OTHER DETAILS TO NOTE' SECTION.

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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!

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A-Frame Cottage, Fire Pit, Coffee Bar, Sleeps 4

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.