Holiday houses 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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Superhost
A comfortable living area features a plush red sectional sofa positioned around a stone fireplace. Natural light fills the space through large windows, highlighting the warm wooden floors and rustic decor. A coffee table sits centrally, enhancing the inviting atmosphere for relaxation.
Home in Sister Bay
4.82 out of 5 average rating, 39 reviews

Pet Friendly I Private I StarLINK High Speed Int.

Nestled within 3.5 acres of serene, private woods, this home offers a perfect blend of modern comfort and natural tranquility. Pet friendly, a fully stocked kitchen, and Starlink High Speed internet, we have all your needs covered. Despite its peaceful, secluded setting, the home is conveniently close to town, offering easy access to local amenities, shops, and services. This property seamlessly combines privacy and convenience, creating a perfect retreat for relaxation and modern living.

Top Guest favourite
A cozy studio bedroom features a spacious bed with stylish bedding and decorative pillows. Light streams through a window covered with plantation blinds. Two lamps illuminate the space beside the bed, while a gray upholstered bench sits at the foot, complementing the wood-look flooring.
Apartment in Fish Creek
4.98 out of 5 average rating, 301 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).

Guest favourite
A charming cottage features a distinctive turret, with a textured gray exterior and decorative trim. Soft lighting from the porch illuminates the entrance, creating a welcoming appearance. Lush greenery surrounds the home, highlighting a manicured lawn and pathways leading to the entry.
Home in Sister Bay
4.96 out of 5 average rating, 113 reviews

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

Top Guest favourite
Guesthouse in Fish Creek
4.97 out of 5 average rating, 296 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
The A-frame cabin is framed by lush greenery, showcasing wooden exterior with an angled roof. A welcoming entryway features wooden steps leading to a porch, complemented by a cheerful sunflower decoration and well-maintained landscaping, enhancing the natural surroundings.
Cabin in Fish Creek
4.95 out of 5 average rating, 44 reviews

Cozy Private A-Frame | Dog Friendly Escape

Immerse yourself in nature at our charming A-frame cabin in Northern Door County. Just 3.5 miles from the stunning Eagle Tower in Peninsula State Park, enjoy the tranquility of the woods with easy access to Fish Creek and Ephraim. With a cozy loft and bedroom, plus high ceilings, it's both spacious and intimate. You are only: 3 mins to Peninsula State Park 4 mins to Ephraim Beach 5 mins to Fish Creek Beach 10 mins to Bailey's Harbor 15 mins to Sister Bay 15 mins to Egg Harbor

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, 113 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
Home in Egg Harbor
4.96 out of 5 average rating, 109 reviews

Egg Harbor Escape | Hot Tub | Cedar Sauna | Privac

Escape to your own private wellness retreat in Door County. Relax in a cedar barrel sauna, unwind in a traditional hot tub, or enjoy a rare wood-fired cedar soaking tub under the stars. Surrounded by peaceful woods in the City of Egg Harbor, you’ll enjoy privacy while staying just 10–30 minutes from Door County villages, wineries, beaches, restaurants, and attractions. Gather around the fire, reconnect with family and friends, and enjoy a memorable year-round getaway.

Superhost
Home in Fish Creek
5 out of 5 average rating, 3 reviews

Cedar & Glass | Fish Creek Architectural Retreat

Wake up surrounded by forest. Cedar and Glass is a custom-built architectural retreat in Fish Creek where floor-to-ceiling windows, heated polished concrete floors, and a modern fireplace bring the outside in. Set on five private wooded acres, it’s a luxury escape for those who want genuine seclusion without sacrificing a single comfort. Ideal for couples celebrating something special, small families who want space to breathe, or remote workers who need a real reset.

Top Guest favourite
Cottage in Sister Bay
5 out of 5 average rating, 237 reviews

Sister Bay A-Frame, 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.

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, 159 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.

Top Guest favourite
An A-frame cabin with a distinctive triangular roof is set on a grassy lawn, surrounded by trees. Large glass windows provide a view into the spacious interior. An outdoor seating area features four chairs arranged around a stone fire pit, inviting relaxation in nature.
Cabin in Egg Harbor
5 out of 5 average rating, 51 reviews

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.

Guest favourite
An open floor plan kitchen and dining area is featured, with a modern dining table set for six. The kitchen is equipped with stainless steel appliances and a large island. A cozy seating area includes a leather sofa facing large windows that allow natural light to fill the space.
Home in Fish Creek
4.97 out of 5 average rating, 119 reviews

4 Bed In Fish Creek, Renovated, 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

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