Holiday rentals in Sister Bay

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Sister Bay

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

0 of 0 items showing

1 of 3 pages

Top guest favourite

Apartment in Sister Bay

5 out of 5 average rating, 5 reviews

Prime location, professionally desgined with view

With over three 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 42 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.

Guest favourite

Cabin in Ellison Bay

4.91 out of 5 average rating, 120 reviews

Unique architect-designed home on waterfront bluff

An architect gem with a million dollar view. Located on the bay on a private drive near Ellison Bay, it’s close enough to town but far enough away to be secluded. The main house features a roomy living area with sleeper, kitchen, dining room, shower bath, and loft bedroom. The newly-finished "Garage-Mahal" features a full bathroom, two bedrooms (one full and two twins), kitchenette, and small living room with sleeper. This separate building is ideal for anyone who likes their own space.

Guest favourite

Home in Sister Bay

4.89 out of 5 average rating, 131 reviews

Hot Tub & Game Room, Walk to Marina, Dog-Friendly

Scandia by Getaway and Stay Enjoy the best of Sister Bay in this secluded retreat, just 5 minutes from the marina! The spacious backyard is perfect for kids and dogs, featuring a brand-new 5-seater hot tub, a cozy firepit, and a grill for starry nights. Inside, two sunlit living rooms offer plenty of space to unwind and make lasting memories. Whether you're seeking outdoor adventures or cozy nights in, this home is your perfect getaway. Book now and experience the charm of Door County!

Top guest favourite

Guest house in Fish Creek

4.97 out of 5 average rating, 221 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

Cottage in Sister Bay

4.97 out of 5 average rating, 105 reviews

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!

Top guest favourite

Cottage in Sister Bay

5 out of 5 average rating, 187 reviews

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.

Top guest favourite

Cottage in Sister Bay

4.98 out of 5 average rating, 123 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 favourite

Home in Sister Bay

5 out of 5 average rating, 113 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!

Guest favourite

Cabin in Sister Bay

4.95 out of 5 average rating, 101 reviews

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

Guest favourite

Cabin in Egg Harbor

4.98 out of 5 average rating, 100 reviews

Sunset Sanctuary- with outdoor hot tub

Take a break and unwind at this peaceful Door County oasis. This updated cabin is tucked away on a beautiful wooded bluff overlooking the bay. *Dogs allowed, but no cats or other pets allowed. **[Summer/Fall, May-Oct., check-in/check-out 6p- noon] **[Winter/Spring, Nov.-April, check-in/check-out 4p-10a] **Internet has been upgraded to Starlink and is much more reliable.

Guest favourite

Home in Egg Harbor

4.81 out of 5 average rating, 21 reviews

Egg Harbor-Modern Wooded Retreat

Welcome to the Modern Wooded Retreat in Egg Harbor, a cozy cabin tucked away in the tranquil woods of Egg Harbor, WI. This 1-bedroom, 1-bathroom getaway is perfect for small families or couples looking for a peaceful escape near Door County’s attractions. Nearby, Frank E. Murphy Park offers a beach, playground, picnic areas, hiking trails, and more.

Guest favourite

Apartment in Sister Bay

4.95 out of 5 average rating, 76 reviews

2 bed 2 bath Condo

This unique space is close to everything, and a short walk or drive to downtown Sister Bay. Cleverly hidden behind Country Walk shops, this condo has a quiet, relaxing atmosphere and the comfort that you hope for when you’re away from home. Please note: There is a flight of stairs leading into the condo, so it is not handicap accessible.