Holiday rentals in Sister Bay

4.97 out of 5 average rating, 35 reviews

Apartment in Sister Bay

Sister Bay Gem-steps to the beach and downtown!

New, luxurious, fully furnished Condo located in the heart of downtown Sister Bay with water views and directly across from the Sister Bay Beach. 2 bedrooms with queen sized beds and private bathrooms with tiled showers, full-sized kitchen with granite countertops, stainless steel appliances, 55" TV, washer/dryer, fireplace and attached garage will ensure a visit that will make return visits something you will want to do regularly. The couch also reclines for additional sleeping area and High Speed Spectrum Broadband Service available to accommodate your streaming services. There is no better place to stay while visiting Door County and all that it offers. Sister Bay boasts attractions such as the goats at Al Johnson’s, local coffee shops, casual and fine dining, browsing the many shops & galleries or just enjoying the view from the beach across the street. If you want to stay in and relax, the in-unit fireplace welcomes you to snuggle in for the day and enjoy a peaceful time together. Whether you are here for a quick getaway, weeklong vacation or a festival, Beach View Condos is your place for a stress free destination. Great place for 2 couples or a family. **Check with host for additional condos to reserve if your group is larger. **This is a townhome design that includes 2 sets of stairs-not handicap accessible

5 out of 5 average rating, 8 reviews

Apartment in Sister Bay

Prime location, professionally desgined with view

With over four years of hosting experience, we are thrilled to join the Airbnb community and introduce our latest property. Bleu on 2 is a stunning vacation rental in Sister Bay, where luxury meets modern comfort. Garnering nothing but 5-star reviews, totaling 43 so far (different platforms), our property exudes sheer elegance and local charm, providing the perfect backdrop for an unforgettable getaway. Embrace the breathtaking bluff of Sister Bay and experience the best of Door County with us.

5 out of 5 average rating, 102 reviews

Apartment in Sister Bay

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces + CDC cleaning standards. 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 house in Fish Creek

4.97 out of 5 average rating, 232 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 suite in Sister Bay

4.96 out of 5 average rating, 79 reviews

Above Bakery: Cozy Studio, Perfect for Couples!

Bird's Nest by Getaway and Stay This charming second-floor studio offers a peaceful retreat just minutes from downtown Sister Bay. Enjoy a private entrance and a spacious balcony, perfect for morning coffee or sunset views. Located above Cultured, a beloved sourdough bakery, you’ll wake up to the aroma of freshly baked bread, and while our bakers start early, a noise machine ensures a peaceful rest. Experience the warmth of a bakery-side stay—book your Door County getaway today!

4.91 out of 5 average rating, 103 reviews

Maple Cottage, Cute & Cozy, steps to downtown.

Very cute and cozy home to enjoy Door County from. Large, private back yard with pergola and plenty of patio seating including a fire pit area. Charcoal grill on site. Home is centrally located between Washington Island and Egg Harbor. It's within .4 mile walking distance to downtown Sister Bay. Great place to get away and relax and still have the fun of the restaurants and shops nearby. This is our home away from home and we hope it will be yours too. (Maple Cottage RT-364)

Superhost

4.88 out of 5 average rating, 274 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

4.97 out of 5 average rating, 112 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!

5 out of 5 average rating, 8 reviews

Chicory Hill: All Ensuites, Game Rm & Fireplace!

Experience a higher standard of vacationing and unparalleled attention to detail at Chicory Hill, a newly remodeled luxury vacation home in Sister Bay. Whether you are friends coming together to celebrate a long-lasting bond, or a family uniting across generations to create unforgettable moments, we offer the ideal vacation retreat for meaningful connection. Chicory Hill has every ingredient necessary to make authentic and enduring Door County vacation memories.

5 out of 5 average rating, 191 reviews

Cottage in Sister Bay

Cozy A-Frame - Coffee Bar, 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.

4.98 out of 5 average rating, 131 reviews

Cottage in Sister Bay

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.