Vacation rentals in Gibraltar

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Top-rated vacation rentals in Gibraltar

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Guest favorite

Cottage in Fish Creek

4.98 out of 5 average rating, 112 reviews

Cottage in the Creek- Centrally Located DoCo Oasis

This house is a passion project of four siblings. We grew up in this house and share a love for Fish Creek. Being at the center of the BEST town on the peninsula was amazing and we can't wait to share that experience with our guests. We have fully renovated our family’s cottage to make it perfect for a group of friends or family. We look forward to being the home base for your ideal Door County vacation! Come experience a place where all the fun is only a short stroll from your front door.

Guest favorite

Loft in Ephraim

4.84 out of 5 average rating, 159 reviews

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.

Guest favorite

Rental unit in Fish Creek

4.99 out of 5 average rating, 238 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 favorite

Home in Baileys Harbor

4.99 out of 5 average rating, 158 reviews

Winding Down - A Retreat on the "Quiet Side"

Winter is coming and there's still time to book your getaway. Enjoy the season and get ready to relax and recharge with family & friends. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Plenty of privacy but also a short drive to Ephraim & Sister Bay. Venture out for a hike or take out the snow shoes when the snow starts to fall.

Guest favorite

Guesthouse in Fish Creek

4.97 out of 5 average rating, 193 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 favorite

Condo in Ephraim

4.94 out of 5 average rating, 237 reviews

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.

Guest favorite

Home in Baileys Harbor

4.91 out of 5 average rating, 309 reviews

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

Guest favorite

Home in Fish Creek

4.97 out of 5 average rating, 143 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.

Guest favorite

Cabin in Town of Silver Cliff

5 out of 5 average rating, 175 reviews

Hardwood Hideaway Cabin on the Peshtigo River

2 bedroom cabin on a 2 acre wooded lot overlooking Peshtigo River. Walking distance to 2 pubs. Close to Kosirs Rafting/ Wildmans Adventure Resort. On Private road. Parking area for trailers and boats. Well lit outdoor space at night. Fire pit & wood. 2 boat launches at Caldron Falls within a mile. WiFi/Netflix included. Short trail to the river. All cotton bedding and towels. Quality cookware & supplies. Fresh eggs. No Cleaning Fee. Dogs are welcome!

Guest favorite

Cottage in Sister Bay

4.98 out of 5 average rating, 100 reviews

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

Guest favorite

Cottage in Sister Bay

5 out of 5 average rating, 164 reviews

A-Frame in Sister Bay, WI: Coffee Bar & Fire Pit!

Completely escape from your every day life at the cottage with only a short 5-minute drive to everything Sister Bay has to offer. Our cottage is located on a 1.6 acre private wooded lot surrounded by beechwood trees. The cottage has a large open deck in the front and a spacious screened in porch in the back. The interior is decorated with a warm mid-century modern charm and is equipped with everything needed for a relaxing stay.

Guest favorite

Home in Baileys Harbor

4.93 out of 5 average rating, 181 reviews

Howard House - Downtown Baileys Harbor

The Howard House is a freshly renovated vacation rental located in the heart of downtown Baileys Harbor, Door County, Wisconsin. Clean, modern, comfortable. This 2-bedroom, 2-bathroom house includes a fully outfitted kitchen, comfortable living space, private backyard and is located within walking distance of Door County Brewing, Chives Restaurant and the rest of Downtown Baileys Harbor.