Holiday rentals in Gibraltar

5 out of 5 average rating, 15 reviews

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.

4.94 out of 5 average rating, 163 reviews

Cottage in Fish Creek

Cole's Country Cottage •In The Heart of Fish Creek

Come relax at our very comfortable, homey, quiet space located in the heart of Fish Creek, just minutes from downtown, the beach, Peninsula State Park + popular restaurants and shops. We prioritize the cleanliness of our space + the comfort of our guests. Two bedrooms, a living room, kitchen + bathroom make it perfect for families - you get plenty of backyard space too! We provide coffee + a fully equipped kitchen and bathroom. Stay with us for some relaxation + see all Door County has to offer!

4.84 out of 5 average rating, 161 reviews

Loft in Ephraim

Eagle Harbor Cottage Loft

Eagle Harbor Cottage Loft has glimpses of the Lake from the Loft! It is a renovated, lake-themed apartment/loft (above detached garage) nestled in the woods behind the owner’s main house. Guests have a private entrance and guest parking space. Guests have access to private dock next to the Lake to relax and enjoy sunsets. Two bicycles and 2 kayaks are available for guest use as well. We invite you to spend time refreshing and reflecting on the beauty and peacefulness of the woods and lake.

4.98 out of 5 average rating, 251 reviews

Flat in Fish Creek

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).

4.97 out of 5 average rating, 185 reviews

Cabin in Crivitz

Scenic, Serene Lakefront Cabin — Wood Stove

Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

Guest house in Fish Creek

4.97 out of 5 average rating, 226 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.

4.99 out of 5 average rating, 118 reviews

Home in Marinette

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

4.94 out of 5 average rating, 253 reviews

Apartment in Ephraim

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

4.97 out of 5 average rating, 109 reviews

Cottage in Sister Bay

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!

4.97 out of 5 average rating, 144 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.

4.91 out of 5 average rating, 105 reviews

Flat in Menominee

Historic Menominee District

A small quaint apartment in a wonderful downtown location with a new outside deck! Walking distance to shops, restaurants, and bars. 1 block to the Bay of Green Bay and the Menominee Marina. Perfect location for boaters/fishermen or anyone that wants a memorable get away! PLEASE NOTE: If you are planning on visiting Door County it is a 2 hour car drive from Menominee or a 30 minute boat ride.

4.98 out of 5 average rating, 108 reviews

Fish Creek Condo/Town Home at Brook Point, Door Co

This could very well be the best condo/town home in Fish Creek. Beautifully furnished. Quiet and peaceful yet close to everything that Fish Creek has to offer. Two bedrooms, 2.5 bathrooms, 2 gas fireplaces, 3 large screen TV's, high speed Spectrum internet with Roku devices (Youtube TV and Netflix), patio dining propane gas grill and fire table.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

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Popular amenities for Gibraltar holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gibraltar

Guest house in Egg Harbor

4.98 out of 5 average rating, 51 reviews

Village Tree House, chill setting walkable to town

AllisonRating, 5 stars5 days ago

This place was so cute and adorable. The furnishings and design were very well thought out and went together perfectly. It was very easy to find and get in with the automatic lock. It wasn’t super private being on the same lot of the main house and another cottage. We didn’t hear the neighbors or anything so it was still quiet. It had everything that was needed for two people. There just wasn’t a closet, and some hangers would’ve been nice to hang up clothes. Or an optional clothing rack. But would definitely recommend and stay here again. It was very close to shops, restaurants and winery’s.

4.96 out of 5 average rating, 45 reviews

Cottage in Ephraim

Maple Grove Cottage is your next relaxing get away

KarenRating, 5 stars7 months ago

John's place was perfect for our trip to Door County. Centrally located and perfect for the two of us. John was very responsive to our requests and we highly recommend to others looking for a quiet place near everything (by car) in Door County.

Superhost

4.91 out of 5 average rating, 23 reviews

Great location! New 1 bed/1 bath in Fish Creek, WI

MeaghanRating, 5 stars2 weeks ago

This was such an amazing place to stay! Beautiful and private area but still close enough to all the things door county has to offer! Definitely would recommend this place

4.91 out of 5 average rating, 267 reviews

Apartment in Fish Creek

Evergreen Hill A Whirlpool Condo by Pen State Park

RitaRating, 5 stars3 weeks ago

My second time staying at Shane's place and can't wait to come back. Beautiful place, quiet and exactly what we wanted. Had everything we needed, big soft towels and fireplace to warm us.

5 out of 5 average rating, 13 reviews

Home in Ephraim

Round Haüs - Panoramic Views

LisaRating, 5 stars7 months ago

Our stay at the Round Haüs was beyond our expectations and that’s saying a lot because the pictures are amazing! The house is SO UNIQUE and it’s in such a great location. It’s a convenient and easy walk to restaurants, especially the Pearl Wine Bar… highly recommend! Driving to other towns was easy and quick, as well. The owner, Monique, is very easy to reach and responds quickly. We even got the pleasure to meet her at the wine bar. The views and house are amazing! We’d definitely would go back!!

4.9 out of 5 average rating, 144 reviews

Apartment in Ephraim

Ephraim Stay Near Water | Fireplace | Unit # 102

JasmineRating, 5 stars5 months ago

We loved our stay at Juana's. It was lovely, comfortable and peaceful which is just what we needed. Juana's place was walkable to the lake and resturants and a short drive to Sisters Bay and Fish Creek. The town was cute and right by the lake. Walkable resturants were closed but we assumed it be like that in the winter. There were plenty of open resturants , coffee shops and shops by car. Juana gave us ideas of cute coffee shops to go to. Juana place was neat and clean and easy to access and offered free parking. We would love to stay again!