Entire home

New! Walk-to-Everything Sister Bay Retreat | Sleeps 12

Family-friendly holiday home in Sister Bay

Photo gallery for New! Walk-to-Everything Sister Bay Retreat | Sleeps 12

Living area
Fire pit in back yard
Chef`s Kitchen
Terrace/patio
Fire pit in back yard

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 12287 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Sister Bay, WI
  • Place, Pirate's Cove Adventure Golf
    ‪5 min walk‬
  • Place, Sister Bay Beach
    ‪16 min walk‬
  • Place, Sister Bay Marina
    ‪2 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Queen Beds

Bedroom 4

1 Queen Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Garden

About this property

New! Walk-to-Everything Sister Bay Retreat | Sleeps 12

Cherry Cabana | Walk-to-Everything Sister Bay Retreat | Sleeps 12

One minute. That’s it.
One minute from downtown Sister Bay—and yes, you can walk to all your favorite spots. Coffee, cocktails, waterfront sunsets, shopping, dining—it’s all right there. Then come home to a huge, retro-chic retreat built for groups, games, and late-night fires.
Designed to grab your attention and keep you in vacation mode from check-in to check-out.

The Vibe
Modern. Retro-chic. Thoughtfully designed.
This is not your average rental—it feels like a vacation the second you walk in.

The Space (Big, Bright & Built for Groups)
- 4 bedrooms + finished lower level
- Lower level: Two Queen beds — ideal for kids or late-night sleepers
- 3 full bathrooms
- Primary suite: King bed & Ensuite Bath
- High-speed Wi-Fi throughout for streaming & remote work

Kitchen & Living (Gather Here)
- Open-concept main level made for entertaining
- Chef’s kitchen with modern appliances
- Dedicated coffee & wine bar
- Multiple, Stylish, comfy sitting areas with curated furnishings
- Walk out to the large deck overlooking the yard & fire pit

Why You’ll Love Cherry Cabana
- MINUTES FROM DOWNTOWN SISTER BAY – walk to restaurants, bars, marina & shops
- Sleeps 12 comfortably – perfect for families & friend groups
- Recreation room – arcade games, foosball & hangout space
- Private fire pit – nights under the stars hit different here
- Coffee and Wine Bar
- 2-car garage – rare, convenient, and winter-friendly
- Wooded backyard – peaceful, private, and still central

Coming With a Bigger Crew?
Cherry Cabana is next door to its sister home, Cozy Cabana. Together, they form the Cabana Club—perfect for extended families, reunions, or group getaways who want to stay close (but not too close).

Location Highlights
- Walk to downtown Sister Bay (yes, really)
- 2 Blocks from Pirate’s Cove Mini Golf & Peach Barn Brewery
- 1-minute drive to the Sister Bay waterfront & marina
- Central home base for all of northern Door County

When you stay with Northern Door Vacations, you’ll enjoy truly personalized, local service—no call centers, no robots—just a real Door County team who answers every call and text, before and during your stay. NDV — where vacations feel personal.

To ensure a seamless check-in experience, guests are required to review and sign our standard rental agreement and complete a quick check-in form prior to arrival. This helps us comply with local regulations and provide the best possible stay.

**Although we have a relaxed cancellation policy, we still incur the 4% cc fee. Your refund will be in full, minus the 4% cc fee. This is detailed in the guest contract.**

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Sister Bay

Sister Bay is home to this holiday home. Pirate's Cove Adventure Golf and Bay Ridge Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Lake Michigan and Peninsula State Park.
Map
Sister Bay, WI

What's nearby

  • Pirate's Cove Adventure Golf - 5 min walk - 0.5 km
  • Frykman Studio Gallery - 11 min walk - 1.0 km
  • Sister Bay Beach - 16 min walk - 1.4 km
  • Waterfront Park - 16 min walk - 1.4 km
  • Sister Bay Marina - 2 min drive - 1.8 km

Restaurants

  • ‪Al Johnson's Swedish Restaurant & Butik - ‬2 min drive
  • ‪Stabbur Beer Garden - ‬2 min drive
  • ‪Husby's Food & Spirits - ‬14 min walk
  • ‪Wilson's Restaurant & Ice Cream Parlor - ‬8 min drive
  • ‪Boathouse on the Bay - ‬2 min drive

Frequently asked questions

Is New Luxury Home- Walk to downtown Sister Bay! pet-friendly?

No, pets are not allowed at this property.

How much is parking at New Luxury Home- Walk to downtown Sister Bay!?

On-site parking is available at the property.

What time is check-in at New Luxury Home- Walk to downtown Sister Bay!?

Check-in begins at 4:00 PM.

What time is check-out at New Luxury Home- Walk to downtown Sister Bay!?

Checkout is at 10:00 AM.

Where is New Luxury Home- Walk to downtown Sister Bay! located?

This family-friendly Sister Bay holiday home is within 1 mi (2 km) of Pirate's Cove Adventure Golf and Lake Michigan. Waterfront Park and Sister Bay Beach are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 11 reviews
Rating 8 - Good. 1 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Renee R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely a wonderful place! Would be happy to stay there again any time!
Fabulous coffee bar
Spacious kitchen
Plenty of seating
Beautifully inviting entrance
Stayed 2 nights in Sep 2025

10/10 Excellent

Debby W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was a described we only had one issue/suggestion because we had some senior family members with us a railing with the garage step would have been nice but other than that no complaints - Loved it
Stayed 2 nights in Oct 2025

10/10 Excellent

Karla B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home- we loved it! Firepit was great and the kids loved the games in the basement. The location is close to ideal since we love sister bay beach, and Ephraim and Bailey’s Harbour. The owners were super - even got a pack and play for us.. ..
Stayed 7 nights in Aug 2025

8/10 Good

Lauren H.

Liked: Cleanliness, check-in, communication, listing accuracy

bachelorette trip

everything was amazing. we did struggle with parking as we had people coming from all over the state and carpooling wasn’t an option. other than that everything was amazing! beautiful home.
Stayed 2 nights in Jun 2025

10/10 Excellent

Chelsea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stunning

This place is stunning! Booked for my best friend’s bachelorette weekend. Beautiful house & rooms - & so very spacious! Good location too. Would love to stay here again.
Stayed 2 nights in Dec 2024

10/10 Excellent

Ron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Door County vacation

Had a great time on our family vacation to Door County. We enjoyed the house with all the amenities.
Stayed 7 nights in Jun 2024

10/10 Excellent

Arin N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mom’s weekend

The house was absolutely amazing. Super clean and gorgeously decorated. Loved the kitchen and all the different seating areas. Would definitely recommend the Cherry Cabana and hope to stay there again soon.
Stayed 2 nights in Dec 2023

10/10 Excellent

Edward H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Phenomenal home! Already planning our next stay!

This is truly a total dream home. So much space! We had a wonderful family weekend, and had everything we could possibly have needed. The owner was gracious to allow for an early check in, and late check out. Well appointed, extremely comfortable, roomy, very clean and beautiful. Perfect Door County location, close to everything yet tucked away. We want to come back!
Stayed 2 nights in Feb 2024

10/10 Excellent

Rita W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved This House!

This is a new property and in pristine condition with lots of extras. The home is located on a quiet residential street but within walking distance to a grocery store, brewery, Pirates Cove mini golf and a robust shopping/restaurant area just down the hill. We were a family of 10 and had ample room and sleeping accommodations. The covered back deck is a dream as it rained one night and we were all able to be out on the back deck. We all loved the coffee bar/drink cooler. This was a great find and we would definitely book again. The owner/mgmt was very responsive to all of our questions/concerns.
Stayed 7 nights in Jul 2024

10/10 Excellent

Cirrae H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely wonderful stay!!

We stayed here for 5 nights with our family for our daughters wedding at Northern Haus. We had a great time and would definitely stay at The Cherry Cabana again and recommend it to everyone! Loved the main kitchen/living area with loads of seating areas for everyone to be together. The kitchen was very well stocked with everything we needed and more! I appreciated the labeled cupboards and drawers, made it super easy to find everything. The downstairs has a large family room with lots of room on the sectional couch and the large table/chairs for games and gathering, although everyone seemed to be drawn to the upstairs. The outdoor covered deck was amazing with lots of seating and lights. We did not use the fire pit but wish we would have had more down time to hang out there. The beds were very comfortable. Wifi worked great. Nice clean open garage to park in. We did have a small issue with the downstairs heat and did have to reach out for help. The owners were super responsive and even followed up the next day and apologized that we had any struggle. The location was amazing for us. Less than a mile down the road to our wedding venue Northern Haus. Super close to the grocery store Piggly Wiggly (I think between all of us we were probably there 15 times in 5 days). We did walk to downtown Sister Bay one morning in search of a wonderful latte and found it at Skip Stone. Although did call for a ride back. The hill back up is a bit steep. I hope I can stay here again someday!
Stayed 5 nights in Oct 2024

10/10 Excellent

Debby W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time - We arrived a little early and they allowed us to check in a little early. The Hosts were very nice
Stayed 2 nights in Oct 2025

About the host

Hosted by Northern Door Vacations, LLC

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