
House holiday rentals in Sister Bay
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Top-rated house rentals in Sister Bay
Guests agree: these houses are highly rated for location, cleanliness and more.

Door County Honeymoon Barn Suite at Birmingham’s
Best sunsets in the county right out your bedroom! Built in 1976, recently renovated to our future retirement home. Facing Potawatomi State Park, 3 miles north of Sturgeon Bay. Sunsets facing Sherwood Point Light House from the beach, outside the front patio or from the European balcony master suite. For 2 adults. Antique pieces, original art work by local artist mixed with the latest in architecture & decor makes this an adult only rental. We kindly request no guests under the age of 18.

Cave Point Retreat
Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

Private 3BR Gem on 2.5 Wooded Acres- Close to All
Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

We Call It "The Farmhouse"
Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

Winter Wonderland • Hot Tub, Games, Near Marina
Scandia by Getaway and Stay Fall in love with Sister Bay this winter at a peaceful retreat just 5 minutes from the marina. The spacious backyard is perfect for families and dogs, featuring a brand-new 5-seater hot tub, cozy firepit, and grill for chilly starry nights. Inside, two warm and sunlit living rooms offer plenty of space to unwind after a day of exploring. Whether you’re chasing snowy adventures or relaxing indoors, this home is your perfect Door County winter getaway.

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)

Quiet Country Shed Surrounded by Nature’s Beauty
Enjoy The Shed. It has 1600 sq ft of living space with 3 bedrooms, 1 bathroom, a modern kitchen and a large family room. The Shed boasts a quiet setting with a pond, fire pit, a walking trail and lots of natural beauty. It is located just 2 miles from downtown Sturgeon Bay and Potawatomi State Park. It is the perfect place to relax after enjoying the sights and adventures that Door County has to offer. The Shed is a home in a shed, cozy, comfortable, casual and convenient.

Winding Down - A Retreat on the "Quiet Side"
Enjoy the fall & winter season! We still have availability for the up coming Christkindlmarket in Sister Bay & Fish Creek Winterfest in January. 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.

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.

Family Friendly Retreat in the Heart of Sister Bay
Our charming, Swedish-style chalet is located on the main drag, on the north side of Sister Bay. You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay's fine restaurants and coffee shops. Or just relax on our front deck and read a book, enjoy a beverage and watch the busy hustle and bustle of Door County. Our cottage is perfect for couples, families (with kids) and people traveling with pets.

Baileys Harbor Yellow Home with a View
Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you drink your morning coffee. No need to drive if you do not want to, you have restaurants, bars and shops all within walking distance. You have the whole house to yourself, but we own a coffee shop one building over, in case you need anything. The house is a late 1920's house, but newly upgraded, with a new kitchen and bathroom.

Waterfront on Peaceful Moonlight Bay
Located on the shore of Moonlight Bay Lake Michigan overlooking Toft and Bues Points. Private waterfront access with beach and dock. Kayaking, canoeing, SUPs, biking, swimming, and fishing (all included). Located on a bike route near Bues Point public boat ramp, Cana Island Light House, The Ridges Sanctuary, and Baileys Harbor. Conveniently located yet private a short trip to Fish Creek/Egg Harbor (15 min), Ephraim/Sister Bay (10 min).
Popular amenities for house rentals in Sister Bay
House rentals with a pool

Cool + Modern! Arcades, Movie RM, Private Pond!

Door County Agrotourist Retreat

Spruce Suite | Downtown Fish Creek~Dog-friendly

Algoma Victorian - Steps to Lake Michigan!

The Cottage Condo in Charming Egg Harbor

Best Waterview of Egg Harbor

Beautiful Marina Cottage 117

Freshly Updated Lake Michigan Home, Heated Pool!
Weekly house rentals

Sister Bay 3BR Cottage - Cozy, Central Location

The Ephraim House HOT TUB - Luxury Retreat

Bay View Beauty on the Bluff

Egg Harbor Fall & Winter Escape| Sauna| Hot Tub.

Scandia Retreat: Downtown Sister Bay

Hot Tub + Fire Place | Close to Water and Town

Bay Haven Lodge - Sister Bay

Round Haüs - Panoramic Views
Private house rentals

3 Porch house- walkable to village & waterfront

Family-Friendly, Modern Historic Farmhouse

Big Group? Games and FIrepit -Walk to Sister Bay

Bay Shore Cabin | A Mid-century wooded retreat

New Home on 13 acres!

The Cute Yellow House Walkable to Downtown

Sunset Shore Cottages

Inviting Sister Bay Retreat
When is the best time to visit Sister Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 SGD | $314 SGD | $345 SGD | $397 SGD | $404 SGD | $555 SGD | $772 SGD | $721 SGD | $507 SGD | $555 SGD | $320 SGD | $395 SGD |
| Avg. temp | -8°C | -6°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 9°C | 2°C | -4°C |
Quick stats about house rentals in Sister Bay

Total holiday rentals
Explore 50 holiday rentals in Sister Bay

Nightly prices starting at
Sister Bay holiday rentals start at $327 SGD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Sister Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sister Bay rentals

4.8 Average rating
Sister Bay stays are highly rated by guests – averaging 4.8 out of 5!
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- Family-friendly rentals Sister Bay
- Rentals with beach access Sister Bay
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- Rentals with a fireplace Sister Bay
- Pet-friendly rentals Sister Bay
- House rentals Door County
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