
Holiday houses in Gibraltar
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Gibraltar
Guests agree: these stays are highly rated for location, cleanliness and more.

The Charm of Door County
A delightful retreat in perfect DC location. Ideal for a romantic weekend for a couple or perhaps for a family with two younger children. The retreat has two very large rooms, one featuring a sumptuous King bed, glass-topped table and four upholstered chairs, the other has a library/living-room feel - with several hundred books decoratively arranged. This has a Queen Sofabed, largeTV with Cable Netflix & Prime, and mini-fridge, microwave, coffee-maker & basic dinnerware. Pretty, private patio.

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).

Shore Suite | Downtown Fish Creek ~ Dog-friendly
The Shore Suite is a newly designed 2BR/2BA duplex at Spruce & Shore Motel. Featuring all-new furniture, luxury bedding, it’s the perfect blend of style and comfort. Walk to shops, restaurants, or explore Door County. Enjoy a king bed with ensuite bath, a seasonal heated pool (Memorial Day–Labor Day). After requesting your reservation, you will receive a notification to submit a security deposit of $500 and complete our Rental Agreement, confirming the terms and conditions of your stay.

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.

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.

Door County Lake House 50 min from Lambeau Field
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.

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
Popular amenities for Gibraltar holiday rentals
Other great holiday rentals in Gibraltar

Luxury Meets Location | Near Ephraim & Sister Bay

Round Haüs - Panoramic Views

"Surf" at Mainsail | Waterfront Cottages

Historic Hill Street Home (Heart of Fish Creek!)

Spacious getaway in peaceful Ephraim

Modern Cabin in the Woods · Fireplace · Egg Harbor

Centrally Located Home on 15 Acres. Dog Friendly.

Evergreen Hill A Condo with New Shower
Destinations to explore
- Chicago Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Duluth Holiday rentals
- Grand Rapids Holiday rentals
- Thunder Bay Holiday rentals





