Holiday houses in Sister Bay

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Top-rated holiday rentals in Sister Bay

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Guest favourite

Home in Sister Bay

4.89 out of 5 average rating, 113 reviews

Hot Tub! Firepit, 0.3 miles to DT SB, Pet-friendly

Spacious & Secluded by Getaway and Stay Enjoy a short 5-minute stroll to the marina in downtown Sister Bay! Our secluded home features a spacious wooded backyard perfect for your family, including kids and dogs, to play freely. Indulge in the new 5-seater hot tub, unwind by a cozy fire, or host a delightful barbecue. Inside, two generously sized living rooms are flooded with natural light, providing ample space for everyone to relax and create memories. Visit us for the ultimate family getaway!

Superhost

Barn in Sister Bay

4.83 out of 5 average rating, 145 reviews

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

Guest favourite

Rental unit in Fish Creek

4.99 out of 5 average rating, 236 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

Guesthouse in Fish Creek

4.97 out of 5 average rating, 192 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

Condo in Ephraim

4.94 out of 5 average rating, 236 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 favourite

Home in Baileys Harbor

4.91 out of 5 average rating, 306 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 favourite

Home in Baileys Harbor

4.99 out of 5 average rating, 157 reviews

Winding Down - A Retreat on the "Quiet Side"

Fall is here and we have just what you need! 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 on a kayak or take one of the bikes out for a ride down North Bay Road.

Superhost

Home in Sister Bay

4.88 out of 5 average rating, 265 reviews

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

Guest favourite

Home in Sturgeon Bay

4.98 out of 5 average rating, 221 reviews

Lily Pad Cottage, Door County: Waterfront Cottage

Lily Pad is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Guest favourite

Cottage in Sister Bay

4.93 out of 5 average rating, 176 reviews

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills State/County Taxes (5.5%); Lodging (8%) & Resort (0.5%) taxes

Guest favourite

Cottage in Sister Bay

5 out of 5 average rating, 163 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.