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Holiday rentals in Sister Bay

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Top-rated holiday rentals in Sister Bay

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

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Apartment

4.89 out of 5 average rating, 19 reviews

Hilltop Retreat in Fish Creek, Door County

Your next visit to Fish Creek awaits at this 2-bedroom, 1.5-bath vacation rental! This cozy townhome offers a full kitchen for preparing meals, a private balcony, back deck and yard space, and a seasonal community pool and hot tub just steps away for your enjoyment. Experience a scenic hike through Peninsula State Park, peruse the shops of downtown Fish Creek, and delight in the local dining options. The Hilltop Retreat is the perfect home base for your next couples retreat, or family vacation.

Guest favourite

Cottage

4.92 out of 5 average rating, 267 reviews

Gull Cottage Waterfront Home on Washington Island

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

Guest favourite

Home

5 out of 5 average rating, 44 reviews

Lake MI Sandy Beachfront | Walk to Trails and Town

Escape to 200' of sandy Lake MI beachfront! This retreat features 3 bedrooms (1 king, 1 queen with an attached bath, 1 daybed with trundle convertible to a king), a second shared bathroom, and a queen sleeper sofa, sleeping up to 8. Enjoy the large yard with fire pit, beach toys, and stunning sunrises over Lake Michigan. Walk to Baileys Harbor, The Ridges Sanctuary, trails, shops, and restaurants. Note: An outdoor camera with 24/7 motion detection and audio/video recording ensures security.

Guest favourite

Home

5 out of 5 average rating, 17 reviews

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Guest favourite

Apartment

5 out of 5 average rating, 14 reviews

Peaceful Nature Retreat! Short Walk 2 Pebble Beach

All newly furnished and fresh! Cozy fresh linens and furnishings that make you feel like this is your "Home Away From Home". This condo is tucked just 1 mile south of Sister Bay. It is located on a private setting adjacent to Bay Ridge Golf that is now a natural area, home to many happy wildlife residence. This peaceful setting is a 10 minute walk to serene Pebble Beach. Come escape and relax in our quiet setting -walk the trails & quiet country roads. Refresh with a dip in our pool.

Guest favourite

Home

4.96 out of 5 average rating, 266 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor-Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

Home

4.8 out of 5 average rating, 10 reviews

Ski Shore Retreat

Enjoy breathtaking sunsets nightly from this cute and cozy ranch style home nestled in the woods. The home is situated on a rocky but assessable shoreline on the bay of Green Bay. However, Murphy Park is just a mile away with a sand beach, playground and boat launch. Ski Shore Retreat is located a few miles south of Egg Harbor where you can enjoy shopping, dining, trolley tours, the town beach and 4 golf courses. This home is a great place for rest and relaxation. Private and serene.

Cottage

4.91 out of 5 average rating, 173 reviews

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Guest favourite

Home

4.91 out of 5 average rating, 314 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

5 out of 5 average rating, 56 reviews

RetreatAzure-Outdoor Wood Burning HotTub-EggHarbor

Retreat Azure is located in the picturesque town of Egg Harbor, Wisconsin. Nestled amidst the scenic beauty of Door County, our property offers a luxurious retreat for your vacation. As you step inside, you'll be greeted by a contemporary and tastefully designed interior. The open-concept living space is adorned with sleek furniture, infused with natural light and thoughtfully curated decor combines modern elements with a touch of rustic to creating an inviting atmosphere.

Guest favourite

Townhouse

4.93 out of 5 average rating, 139 reviews

Gorgeous Townhouse Condo-2 Pools

Location, location, location! Unit 21 Townhouse style condo at Meadow Ridge Resort in Egg Harbor that is newly remodeled! Right at the top of the hill at the start of Egg Harbor. One mile to the newly expanded public beach. Half a mile away from downtown. Directly next door to Harbor Ridge Winery! This 4 bedroom end unit is one of the few at Meadow Ridge with no one above or below you and has direct access. Attached garage with gas grill. Large deck and backyard.

Flat

4.75 out of 5 average rating, 177 reviews

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodation and amenities

Popular amenities for Sister Bay holiday rentals

Free parking on premises

Air conditioning

Stay near Sister Bay's top sights

Al Johnson’s52 locals recommend

Wild Tomato Wood-Fired Pizza and Grille Sister Bay31 locals recommend

Husby's Food & Spirits28 locals recommend

Door County Creamery26 locals recommend

Piggly Wiggly22 locals recommend

Sister Bay Bowl20 locals recommend

Other great holiday rentals in Sister Bay

Guest favourite

Home

5 out of 5 average rating, 43 reviews

Relax at the Lake House!

Guest favourite

Home

5 out of 5 average rating, 12 reviews

The Shore View Place

Guest favourite

Apartment

5 out of 5 average rating, 5 reviews

Prime location, professionally desgined with view

Guest favourite

Cottage

4.94 out of 5 average rating, 184 reviews

Cottage on the Bay

Guest favourite

Home

4.98 out of 5 average rating, 52 reviews

Cozy Three Bedroom Home In Sturgeon Bay

Guest favourite

Apartment

4.91 out of 5 average rating, 98 reviews

Entire Townhouse -Escape to Door County

Guest favourite

Home

5 out of 5 average rating, 45 reviews

Homestead Park House

Guest favourite

Cabin

5 out of 5 average rating, 59 reviews

Secluded Scandanavian Cabin In Sister Bay

Quick stats about holiday rentals in Sister Bay

Total rentals
80 properties
Nightly prices starting at
€ 39 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore