Vacation rentals in Sister Bay

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Top-rated vacation rentals in Sister Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Fish Creek
4.98 out of 5 average rating, 277 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).

Top guest favorite
Guesthouse in Fish Creek
4.96 out of 5 average rating, 251 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.

Top guest favorite
Condo in Ephraim
4.95 out of 5 average rating, 276 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.

Top guest favorite
Cottage in Sister Bay
4.93 out of 5 average rating, 193 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 and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

Superhost
Home in Sister Bay
4.89 out of 5 average rating, 280 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 favorite
Home in Ellison Bay
4.99 out of 5 average rating, 102 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.

Superhost
Cabin in Ellison Bay
4.85 out of 5 average rating, 173 reviews

Historic Log Cabin by the Bay (Lake View)

"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

Top guest favorite
Condo in Sister Bay
5 out of 5 average rating, 105 reviews

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

Guest favorite
Cottage in Sister Bay
5 out of 5 average rating, 203 reviews

A-Frame - Coffee Bar, Gas Fireplace - 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.

Top guest favorite
Cottage in Sister Bay
4.99 out of 5 average rating, 146 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.

Top guest favorite
Home in Baileys Harbor
4.99 out of 5 average rating, 172 reviews

Winding Down - A Retreat on the "Quiet Side"

Enjoy the fall & winter season! 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. There is access to North Bay at the small public boat launch at the end of Winding Lane.

Top guest favorite
Home in Sister Bay
5 out of 5 average rating, 128 reviews

Cottage in Sister Bay

Beautiful + modern cottage ready for your visit! Cozy up in this private cottage during your Door County stay! Just three miles from downtown Sister Bay, Pineview Cottage is located on a serene lot nestled in the woods. A perfect place for you to unwind after your Door County adventures. If you would rather stay back, relax on our beautiful covered front and back porch or gather around the campfire with friends and family!

Popular amenities for Sister Bay vacation rentals

Quick stats about vacation rentals in Sister Bay

  • Total rentals

    100 properties

  • Nightly prices starting at

    R870 ZAR before taxes and fees

  • Total number of reviews

    4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Sister Bay?

    Yes! Work meets play with ease at over 60 vacation rentals in Sister Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Sister Bay?

    Four-legged friends are welcome in Sister Bay. Choose from more than 30 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Sister Bay?

    Experience the best of Sister Bay with our house rentals, starting at about $270 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sister Bay have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Sister Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sister Bay have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Sister Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Sister Bay have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Sister Bay. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly condo rentals in Sister Bay?

    Sister Bay has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Sister Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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