Vacation rentals in Sister Bay

4.97 out of 5 average rating, 36 reviews

Condo 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

4.96 out of 5 average rating, 235 reviews

Guesthouse in Fish Creek

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.

4.95 out of 5 average rating, 20 reviews

Modern Home w/ Hot Tub, Games & Best Location

Wooded Wonder by Getaway and Stay Just 2 blocks from the harbor and 4 blocks from Al Johnson’s, this spacious, light-filled home in Sister Bay offers a unique vacation experience. This home features an open kitchen and living area perfect for gatherings. Have fun with the foosball table and arcade games, or unwind in the lush yard with a fire table and scenic forest views. Whether you're looking for relaxation or adventure, Wooded Wonder combines the best of both in an ideal location.

4.92 out of 5 average rating, 107 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)

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, 103 reviews

Condo in Sister Bay

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"

4.99 out of 5 average rating, 193 reviews

Cottage in Sister Bay

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.

4.99 out of 5 average rating, 134 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.

5 out of 5 average rating, 119 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!

4.95 out of 5 average rating, 111 reviews

Cabin in Sister Bay

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island

5 out of 5 average rating, 5 reviews

The Porch House-Designer Sister Bay Retreat

The Porch House in Sister Bay, WI, is a luxurious 3-bedroom, 2.5-bath retreat on 2.5 secluded wooded acres, just 2 miles from downtown. With a screened-in porch, gourmet kitchen, spa-like bathrooms, and high-speed internet, it’s perfect for relaxing or entertaining. Walking distance to local favorites like the Ice Cream Factory, this design-forward home offers the ideal blend of nature and convenience.