With its picturesque location on the northern section of Wisconsin’s Door Peninsula, it isn’t hard to see why Door County has been named one of the 10 best destinations in the country. Sister Bay sits on the western side of the peninsula and offers its visitors a multitude of attractions. The beaches are beautiful and are fantastic for swimming, boating and fishing, or simply enjoying watching as the sun sets over them. Go into town and enjoy dining at one of the local restaurants or shopping at any of the quaint shops. Perhaps you just want to get away from it all and bask in the tranquility of a beautiful small town. Whatever brings you to Sister Bay, be sure you find a rental you love; read on for information on the best Vrbo vacation rentals available in Sister Bay, Wisconsin.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.
1. Vintage log cabin with modern amenities (from USD 325)
This historic log cabin was built in 1938 but was remodeled with new amenities, offering guests a perfect blend of vintage charm and modern convenience. Amenities include air-conditioning, heating, WiFi, a smart TV, and a fully equipped kitchen. It can accommodate up to six guests and has two bedrooms, a full bath, an open dining/family room, a deck, and an outdoor fire pit with seats. The marina, beach, shops, restaurants, and other attractions are but a five-minute walk away.
Top guest reviews
Amenities & Room:
air conditioning worked great when neededoutdoor accommodations - table & chairs nice deck grill and fire pit - were all a nice perkmichelle’s cottage was clean cozy full of amenities and in a great location in sister baythe beds were very comfortablethe bottom 2 very comfortable for adultsCleanliness:
the house was very clean and comfortableeverything was bright clean and welcomingvery clean and great locationthe cabin was tastefully decorated and very clean; we would certainly stay here againhouse was clean and cozy and could walk to town easilyHost:
the host was easy to communicate with via vrbothe owners were super responsive and had great advice on things to dothe owner was great - so easy to deal with and very helpfulmichelle is a great hostmichelle was an excellent host-always quick to respond and helpfulRead more reviewsLocation:
cute log cabin great locationthe location is perfectlocation can’t be beat walking distance from great restaurants shopping and the watercute cabin located close to downtown sister baybeautiful place and great location
2. Updated home with waterfront views (from USD 201)
This rental house has a modern feeling throughout and as far as location goes, you couldn’t ask for anything to be more central. You’ll be staying only a short walk from Sister Bay’s restaurants, shops and beaches; in fact, you can see the waterfront from your front door. The inside features two bedrooms and one bathroom, allowing up to six guests to stay at a time. Step out into the backyard, where you’ll find a badminton net, hammock and chairs for relaxing during your stay.
Top guest reviews
Amenities & Room:
the view of the lake from the front window was very prettythe kitchen has all the basicsWithin half hour of anything else you want to do in Door CountyWe loved walking down to the water in the evenings to watch the sunset and to town to get Goat Milk GelatoThe recliner in the living room was my go to place Nice soap/toilet paper/paper towels and plates instead of just a starter packCleanliness:
The house was very cleanThe house was very clean and well stockedPictures of the house don't do itwe were very comfortable with 4 adults and 1 childThe house had everything we neededHost:
Walter was super easy to communicate with and a great hostWalter was very helpful and responsiveThe home was very nicewas seamless and all information we neededEnjoyed our stay during Fall Fest Great location and homeRead more reviewsLocation:
It is within walking distance to all of Sister Bay's main street attractionsPerfect location for a great time in Sister BayWonderful house and PERFECT locationthere are a whole bunch of restaurants within a couple of blocksOverall great location and great house
3. Inviting home steps from the water (from USD 325)
When you can step out your front door and see beautiful blue waters, you know you’re going to have a fabulous vacation; with this rental, you get this and more. Everything about the inside of this home invites you to stay a while, from the plush furniture and fireplace in the living room to the dining room and three cozy bedrooms (sleeping up to seven guests). If the waterfront views weren’t enough to convince you, be sure to check out the backyard. A spacious deck and grill greet you just outside the sliding glass door, while a fire pit and comfortable chairs are just a few steps further. The mood is only more inviting after dark when a string of lights hanging on the fence behind the fire pit begs you stay just a little bit longer.
Top guest reviews
Amenities & Room:
The king size bed in the master was super comfyThe open living/dining/kitchen area was comfortable for the 6 of us to watch a movieso our friends used one of the extra bedrooms with the queen size bed in itthere is another smaller full bathroom that was closer to the kitchen and living areaThe master bedroom is very spacious and the walk in shower was greatCleanliness:
Everything in the house was as describedHost:
There was a bit of a hiccup with the house not being ready for us when we arrivednice deck & back yard fire pitCommunication with the manager was easy and responsiveHe said they were the best he has ever tastedDan and Chris were prompt in their communication and answered all of our questions If we are ever back in the area we would love to stay here againRead more reviewsLocation:
The location is excellent Very close to the shops and restaurantsshops and the Sister Bay Beach is right across the streetbut Dan and Chris were prompt and easy to get ahold ofWalking distance to the park beach and restaurantsparking easy in/ out Loved it
4. Waterfront unit with a balcony (from USD 375)
This condo is a fairly newly constructed home, built in 2017, and offers guests a great location within Sister Bay. You’ll be staying only a short walk from the water and some of the best restaurants in the city. Perfect for a moderately sized party of travelers, this condo can accommodate up to eight guests at a time across three bedrooms and two bathrooms. The kitchen comes well equipped to handle any cooking needs you may have while the large balcony is sure to be everyone’s favorite hang out spot.
Top guest reviews
Amenities & Room:
My children asked if we could move and live in the condo instead of our homethe porch overlooking the bay was beautifulThe number of beds and bedrooms were plenty for 8 adults and one toddler with plenty of open common space to catch upThe master bath with large shower is wonderfuland there was room to spare Everything from the furnishings to the kitchen utensilsCleanliness:
The condo was clean and had beautiful decor and comfortable bedsHost:
Exceptional accommodations amenities and locationChris was responsive to all requests and followed up Thanks againThis condo is beautiful well appointed and easily accommodated our family of 6The owners were very friendly and communicated all the information we neededWhat a beautiful condo Great spaceRead more reviewsLocation:
just walk across the streetVery nice lodging Beautiful master suite Great location in Sister BayJust a great great placebut this is by far the nicestThe location is fabulous - easy to get to the beach and all the shops in Sister Bay
5. Adults-only condo with bay views (from USD 313)
Located in the same building as the previous listing, this condo is a bit smaller and is exclusively for adults. You’ll find two bedrooms and two bathrooms, perfect for two couples or a group of friends. You and your guests are sure to love the view from the cozy balcony, as it faces the blue waters of Sister Bay, making it a great place to enjoy a morning cup of coffee or a glass of wine in the evening. Other amenities include a fully equipped kitchen, laundry facilities and a gas fireplace.
Top guest reviews
Amenities & Room:
I was sad to leaveThis new condo is perfectly appointed and comfortableThe beds are extremely comfortable Sitting & watching the sunset from the patioCondo is spectacular inside - brand new and wonderful amenities including deck overlooking park and waterThe condo is so well appointed and large enough for each of us to have our own space and still spend lots of good times togetherHost:
We hope to be back next year to make more memoriesEvery evening we gathered again at the fire pit reminiscing about the day Electronic locks made entry and exit simpledining and entertainment venuesGreat view of the bay and beautiful fall colorsRead more reviewsLocation:
walking distance to restaurants and storesThe condo is beautifully appointed located a short walk from many Sister Bay shoppingThe owners have thought of everything for a fun and relaxing getaway and are very prompt to answer any questions Location is great Easy walk to beach and several restaurantsNice newer place with great views of Sister Bay Love that the entire Sister Bay town has been cleaned up and lots of choices of shopping and dining-all within walking distance Beds are really har...Great place with great views in a great location Beautifully done with everything you need for a great vacation
6. Newly redecorated cozy condo (from USD 185)
This condo sits attached to a larger dwelling, but it has its own separate entrance and outdoor living area. The inside features two bedrooms that can accommodate up to six guests at a time. You’ll be staying only a short distance from all the attractions of Sister Bay, including the beach, the area’s best restaurants and wonderful shopping opportunities. The outdoor living area sits on the side of the rental property and features several lounge chairs, a hammock and a table for any outdoor dining.
Top guest reviews
Amenities & Room:
The beds and bedding were very comfortableIt really felt like homeIt was quiet peaceful comfortable and beautiful The condo is thoughtfully decorated and stocked with everything one might needThe Rosio condo is amazing- we were not disappointed -Host:
We especially appreciated the awesome deck in the forest shade french press for coffeepool washer/dryer and wooden train toysThe location was great Easy check-in Nice accommodations and welcoming touchesWe slept really well and that says a lotrestaurants and the marina & beach Lovely area and space Gary suggested J J 's La Puerta for dinner when I asked him about a good place for fishRead more reviewsLocation:
And the location within Sister Bay makes it an easy 15 minute walk to shopsLocated in Sisterbay conveniently locatedThe Rosie Condo was comfortable and ideally located a short walk into Sister BayThe location in Sister Bay is quite convenient for any direction you want to go exploreOur days were spent exploring the area and we enjoyed the natural beauty of the peninsula
7. Maple Manor (from USD 1095)
In its previous life, this lovely rental was a church; now upon arrival, you’ll come inside to a beautifully remodeled six-bedroom, seven-bathroom house that can sleep up to twelve people at a time. Inside, you’ll find plenty of living space, with the living room and dining room spaces being larger than you might expect. The kitchen has plenty of room to prepare your meals, featuring ample counter space, including a large island in the center of the room. This 2-acre (0.8-hectare) property sits only a short distance away from everything Sister Bay has to offer visitors, including water sports in the bay, fantastic dining options, and plentiful shopping.
Top guest reviews
Amenities & Room:
The kitchen was a delight to cook in - lots of room and well equippedIt was also very unfortunate that the lovely gas fireplace in the living room was not working while we were thereI would assume the cost savings toWe weren't paying rent based on the number of rooms we were going to use or the number of people we paid to rent the entire houseIt was a first class property with an incredibly large amount of living spaceCleanliness:
The house was beautiful and spaciousVery roomy clean and nicely appointedThe home is spacious bright comfortable and cleanThe country views were lovely howeverIt is extremely clean and equipped with most everything you need Even decent knives in the kitchen which is an issue with so many VRBO propertiesHost:
The host Kurt was very responsive cares about this house wants people to take care of it and have a wonderful experienceKurt is an awesome host who promptly responded to our needsThe owner was very easy to contact and great to work withhowever was the back deck where we congregated nightly to tell tales of our adventures in Door CountyThere were some cool fall evenings we relaxed at home with some good music and games and it would have been very nice to enjoy the fireplace tooRead more reviewsLocation:
The house is well located a short walk into Sister Baybut we did eventually receive itWe stayed at Maple Manor for 5 days in late Septembera fact we took advantage of on several occasionsAlso communication regarding the rental was sometimes quite slow and it took sometime to get our refund back
8. Newly remodeled farm house (from USD 318)
This spacious home is quite a find, get it if you can! With room enough to comfortably accommodate up to 12 people, this house is great for larger parties of travelers. Inside, you’ll find four bedrooms and three bathrooms in addition to a well-equipped kitchen, a cozy dining nook and a comfortably laid out living room. Step outside and you’ll come across a lovely picnic table and grill, perfect for outdoor dining entertainment. Other amenities include laundry facilities, cable TV and lots of parking.
Top guest reviews
Amenities & Room:
We had plenty of room and having the 1 room for the 4 kids was idealand there was plenty of space for everyoneHuge kitchen/dining/ living room open concept with 4 individual bedrooms 2 1/2 baths Fully equipt kitchen Large windows throughout to enjoy any weather that "shows up " Highly recommendGreat space Could use more seating in dining area (extra chairs to pull up to table)We had plenty of roomCleanliness:
The property was very cleanThe property was very cleanWas clean and had everything we neededThe property was very clean and exactly as advertisedVery clean and easy to accessHost:
Dorin was great to work withDorin was great to work with Thanks againThe host is very nice and replies to every question very promptly Great location as well: Fire pit would be awesomeWe told him and he came and took two bags outRead more reviewsLocation:
Cute house in a great location Very close to downtown Sister BayThe location was great Not far from downtown Sister Bay and a short drive to Peninsula State Park or Door County Brewing CompanyThe location was also perfect as it was close to Sister BayHe came late Thursday to cut itcoffee machine took 40 minutes to brew warm coffee
9. Well-appointed home with nature views (from USD 300)
Located just outside Sister Bay, this charming home has everything you need for a fantastic trip. Three bedrooms await you and are ready to sleep up to a total of eight guests, and it additionally features two bathrooms, a fully equipped kitchen and plenty of space in the dining and living rooms. Outside, you’ll find comfortable outdoor living spaces, with a porch, table and chairs up front and a great deck and grill for entertaining at the back.
Top guest reviews
Amenities & Room:
It was easy to find and has country feel to itthe bedding was perfect and kitchen stocked with everything from casserole dishes to a Kitchen Aidethe kitchen was the well equippedIt is very comfortable and spaciousA wonderful place to stay with childrenCleanliness:
The house was clean and the decorations were charmingThe house itself was clean and had everything needed for our stay- it was comfortable clean and family friendlyI love to cook and it was a pleasure hereHost:
You could tell the Home was well cared for and decorated so cuteExcellent vacation home for familySister Bay was super close and was amazing in the eveningSix of us stayed at this home for a girls weekend and each one of us thought this home was lovelygreat location would love to go back soonRead more reviewsLocation:
The house and location in Door County was wonderful Just a short walk to the shops and restaurants of Sister BayJust a short walk to downtown Sister BayGreat property to stay in while in Sister Bay Walking distance to all the shops and restaurantsIn addition to very comfortable well maintained and a great locationTucked away in the woods
Come check out Door County's Sister Bay
Sister Bay is truly picturesque, with its small-town tranquility mixed with the beauty of the location. Plan on staying for a while and book one of these fantastic Vrbo vacation rentals today. Sister Bay certainly promises an unforgettable vacation.
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