
Vacation rentals in Sister Bay
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Sister Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Night Cap Studio Loft in Downtown Fish Creek
In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

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!

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)

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

The Sister Bay Getaway: Water View & Downtown!
Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

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

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!

2-Bedroom Fish Creek Private Standalone Condo
Welcome to our Door County oasis! This private standalone condo is located in the heart of downtown Fish Creek within walking distance to all the shops, restaurants, and the southern entrance to Peninsula State Park. Enjoy our condo that includes two bedrooms, a pull-out couch, 2.5 bathrooms, 2 gas fireplaces, 3 large screen TV's, cable television and high speed internet, patio dining and gas grill. Cozy yet spacious, this condo is perfect for your stay in Fish Creek!

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"

Modern A-Frame, Sister Bay, Coffee Bar, Fireplace
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.

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.

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.
Popular amenities for Sister Bay vacation rentals
Sister Bay oceanfront vacation rentals

Sea Glass Cottage

Sip, Sun & Stay • Chic Condo by Sister Bay Beach

Sturgeon Bay Waterfront Cottage, Private beach.

Wismar Cabin Waterfront- Private Sand Beach

5 Bedroom Home with Private Beach on Sand Bay

Gull Cottage Waterfront Home on Washington Island

The Riley's Bay Beach House

Relaxing Waterfront Door County Lake House
Sister Bay cabin rentals

The Cabin at Shady Grove

Green Apple Lodge (w/hot tub & hi-speed wifi!)

Door County Dreaming Cabin, Pet Friendly

Serene, cozy cottage in the woods

Take Me Back Log Cabin

Tranquility Cabin

North Woods Cabin

Historic Log Cabin by the Bay (Lake View)
Pet-friendly vacation rentals in Sister Bay

Fenced-In Yard, Dog- Friendly, Quiet Neighborhood

Winding Down - A Retreat on the "Quiet Side"

The Loft – Pet-Friendly Egg Harbor Rental

Rustic Log Cabin! Romantic, Cozy, Quiet!

1900s renovated Farmhouse with spacious yard

Downtown Sunset View Apartment

Frontier Hideaway- Huge Game Room, Private 5 Acres

SisterBayHus - a Scandi inspired family getaway
When is the best time to visit Sister Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$48,104 GYD | G$44,758 GYD | G$52,287 GYD | G$49,568 GYD | G$60,444 GYD | G$75,502 GYD | G$104,574 GYD | G$99,973 GYD | G$74,457 GYD | G$78,012 GYD | G$58,980 GYD | G$61,071 GYD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Sister Bay?
Sister Bay has vacation rentals, cozy cabins, and boutique inns, many situated near the waterfront or nestled in peaceful wooded areas. Staying close to the bay allows easy access to shops and local dining.
What are the best things to do in Sister Bay with kids?
Explore waterfront parks, enjoy sandy beaches along the bay, and visit local ice cream shops for a sweet treat. Families can discover interactive museum exhibits or join sightseeing boat rides for lake views.
What are some of the best things to do in Sister Bay?
Stroll waterfront boardwalks, taste locally made foods, and relax on sandy village beaches. Sister Bay has friendly shops, kayaking, and regular live music events along the marina.
How is the weather in Sister Bay?
Sister Bay has cold winters around 11–26°F (-12 to -4°C) and warm summers with highs near 77–81°F (25–27°C). Spring and autumn bring brisk winds and changing temperatures, so pack layers.
When is the best time to visit Sister Bay?
Late spring through early fall is often recommended for warmer temperatures and outdoor activities, with popular harvest and blossom events. Winter visits have quiet village charm with access to snowy nature.
What are the best places to visit in Sister Bay?
Explore the waterfront marina, see locally owned galleries, and stroll boardwalks along the bay. Waterfront parks and traditional cherry orchards are often recommended for visitors.
What are some hiking trails in Sister Bay?
Explore forested walking paths, coastal trails along the bay, and nature preserves near Sister Bay. Trails may feature lake views, wildflower meadows, and opportunities for birdwatching.
What are some family activities we can do in Sister Bay?
Families can swim at sandy beaches, rent paddle boats, and explore interactive exhibits at local museums. Seasonal festivals and open-air concerts are often a highlight for all ages.
What are some of the best day trip ideas from Sister Bay?
Venture to nearby nature preserves, visit historic lighthouse sites, or explore local art towns around Door County. Regional state parks are often recommended for hiking and picnicking.
Are there any pet friendly accommodations available in Sister Bay?
Sister Bay has pet friendly vacation rentals and some inns, with easy access to outdoor trails and parks for walks. Always check individual property policies for details during booking.
What are some local tips for visiting Sister Bay?
Locals recommend trying fresh cherry treats, arriving early to waterfront areas for peaceful views, and visiting farmers markets for regional products. Layer clothing in spring and fall for changing weather.
What is Sister Bay known for?
Sister Bay is known for its scenic shoreline, waterfront dining, and friendly village atmosphere. The area has vibrant community events, cherry orchards, and access to Lake Michigan’s natural beauty.
What are the best hidden gems to explore in Sister Bay?
Seek out tucked-away local art galleries and visit quieter nature preserves around Sister Bay. Small family-run eateries and roadside farm stands are frequently suggested for a taste of the local scene.
What are the best foods to try in Sister Bay?
Try locally made cherry pies, fresh whitefish from Lake Michigan, and Wisconsin cheese dishes. Seasonal farmer’s markets and classic supper clubs feature regional specialties.
What should I bring for a trip to Sister Bay?
Pack layers, as temperatures change between cool mornings and warmer afternoons throughout the year. Comfortable walking shoes, a swimsuit for summer visits, and a light jacket or raincoat are frequently suggested.
What is the nightlife in Sister Bay like?
Sister Bay has a laid-back nightlife, with casual bars, local taverns, and live music venues near the waterfront. Evenings often feature local musicians and relaxed lakeside atmospheres.
What are the most popular events or festivals in Sister Bay?
Sister Bay has a classic car show and community fireworks, especially around summer holidays. The fall harvest festival is frequently suggested for local traditions and seasonal food.
Are there family friendly vacation rentals in Sister Bay?
Sister Bay has a range of family friendly vacation rentals, including spacious cabins, lakeside homes, and multi-bedroom apartments. Many are near local parks and village amenities.
Quick stats about vacation rentals in Sister Bay

Total vacation rentals
Explore 90 vacation rentals in Sister Bay

Nightly prices starting at
Sister Bay vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 4,250 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
90 of Sister Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill 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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