Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper.
Bed and Breakfast in Bayfield, WI
4 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valuePrice for this property is higher than average in the area
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this bed and breakfast
You will love the Pilot House "Admirals Quarters". Sleeps 4
The Pilot House B & B in downtown Bayfield is just 1 block from the water! Private keypad entry to main entrance door. Truly the best view's of Madeline Island, the harbor of Lake Superior and downtown Bayfield, Wisconsin.
Walk to everything! Private Bath including jetted tub and separate shower, Roku TV, WIFI, in room coffee, mini-refrigerator, King Bed & Queen Sofa-Sleeper, Sleeps 4 in 1 large bedroom, walk-in closet, table with 2 chairs, dresser, night stands, private door to outside East Lake View Deck. Sleeps 4 adults. Lake Views, Walk to Everything! Overlooks Downtown Bayfield, Harbor, Madeline Island and Basswood Island. Use of common areas inside & out with (2) LARGE LAKE VIEW BALCONIES, Living Room, Octagon Lake View Living Room. Just 1 block from water and Ferry. Walk to everything in Bayfield. You are downtown next to the lake! Private parking just steps from main entrance. Orange Juice, Yogurts, Blueberry muffins in refrigerator in dining room. Ice & water available on front of owners refrigerator in kitchen. Microwave may be used in kitchen. Guests are not allowed to cook in our kitchen or store food in our refrigerator.
After making a reservation, we will email you and you must immediately reply to our email (not VRBO messaging) with your full address, names of guests and which are adults and children and their addresses, for Wisconsin Guest Registry Statute.
Please note that VRBO will not allow us to message you with our email address and if we attempt to do so, they will block the email out. This must be done within 1 hour of making the reservation on VRBO. We will attempt to text you as well. After we receive we will then email you from our email the arrival instructions, door codes, and any applicable parking permits to print and bring to your accommodation on date of your arrival.
Thank You!
Jack Armstrong
Apostle Rentals
Bayfield, WI.
The Pilot House B & B in downtown Bayfield is just 1 block from the water! Private keypad entry to main entrance door. Truly the best view's of Madeline Island, the harbor of Lake Superior and downtown Bayfield, Wisconsin.
Walk to everything! Private Bath including jetted tub and separate shower, Roku TV, WIFI, in room coffee, mini-refrigerator, King Bed & Queen Sofa-Sleeper, Sleeps 4 in 1 large bedroom, walk-in closet, table with 2 chairs, dresser, night stands, private door to outside East Lake View Deck. Sleeps 4 adults. Lake Views, Walk to Everything! Overlooks Downtown Bayfield, Harbor, Madeline Island and Basswood Island. Use of common areas inside & out with (2) LARGE LAKE VIEW BALCONIES, Living Room, Octagon Lake View Living Room. Just 1 block from water and Ferry. Walk to everything in Bayfield. You are downtown next to the lake! Private parking just steps from main entrance. Orange Juice, Yogurts, Blueberry muffins in refrigerator in dining room. Ice & water available on front of owners refrigerator in kitchen. Microwave may be used in kitchen. Guests are not allowed to cook in our kitchen or store food in our refrigerator.
After making a reservation, we will email you and you must immediately reply to our email (not VRBO messaging) with your full address, names of guests and which are adults and children and their addresses, for Wisconsin Guest Registry Statute.
Please note that VRBO will not allow us to message you with our email address and if we attempt to do so, they will block the email out. This must be done within 1 hour of making the reservation on VRBO. We will attempt to text you as well. After we receive we will then email you from our email the arrival instructions, door codes, and any applicable parking permits to print and bring to your accommodation on date of your arrival.
Thank You!
Jack Armstrong
Apostle Rentals
Bayfield, WI.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Balcony or Patio
TV
Garden
Family friendly
Map of Bayfield, WI
££££
Ratings and reviews
4.0 / 5.0
We enjoyed our stay in the Admiral’s Quarters—very spacious bedroom and bathroom. We enjoyed the private balcony, as well as the common spaces, with their lovely view of the water. Our time was relaxing! Bayfield visitors need to be prepared for walking steep hills in town and on the driveway!
4.0 / 5.0
Driveway to steep and parking. Need some updates but house is beautiful. Not very handicap friendly
5.0 / 5.0
We love visiting Bayfield and we can’t wait to be back!
5.0 / 5.0
The Pilot House was well situated, walking distance to everything we wanted to do in Bayfield. The room was clean and comfortable and just right for my mom and daughter and me. Breakfast was limited. Our host was very friendly.
5.0 / 5.0
Liked it all.
5.0 / 5.0
Great location, comfortable, quiet
5.0 / 5.0
Admirals Quarters was worth the price. The suite was on the main floor - no stairs to negotiate and adjacent to deck with view of bay and town. Restaurants, shops, and attractions were an easy walk from the house - great location. So might mention the view comes at a price - a steep driveway - but we just looked at the climb as a fitness bonus.
5.0 / 5.0
Commanding view, clean, comfortable. Location, location, location. :-)
4.0 / 5.0
My wife and I had a nice three-night stay at Pilot House. The location in Bayfield is fantastic with close walking access to the main commercial area and the bayfront. Booking was easy, communication with owners was quick and easy, and access to the building was simple. Our room, "Admiral's Quarters,' was clean, comfortable and good-sized, with nice views of the lake. The bed was very comfortable. The bathroom is pleasantly large and bright, with a good shower and good sized walk-in closet. The public area of the B&B is beautiful, incorporating two sitting areas, a fireplace and the dining/kitchen area, also with beautiful views of Lake Superior and Madeline Island. We would certainly recommend, though just a few things prevent a five-star review. (1) The "Admiral's Quarters" room is a bit dated and could use a modernizing and brightening spruce-up. Other rooms in Pilot House may be worth checking out. (2) The breakfast part of B&B was a bit underwhelming, consisting of self-serve-from-the-fridge store-purchased muffins, yogurts and juices. Coffee is made in your room. It served us fine, but be aware if you are used to more elaborate B&B breakfast spreads; (3) there is a small outdoor deck with a lovely view that also could use some sprucing up to make more inviting. All-in-all, a very pleasant stay in a beautiful home at a great location that we would recommend.
5.0 / 5.0
Loved our stay here, excellent location!
5.0 / 5.0
Lovely stay with comfy and quiet bed. Not really a B&B with no significant breakfast or coffee, but appreciated walking everywhere.
5.0 / 5.0
This is our third time to this property but the first time in this accommodation. We loved the spaciousness of the room with private entrance to a lovely balcony overlooking the ferry dock and Lake Superior. The whole experience of Bayfield has been influenced by our stays at the Pilot House. Jack, the property owner is exceptional to work with too. Highest recommendation.
5.0 / 5.0
Great place in a beautiful location. The host was fun and nice. Wish we could have stayed longer!
5.0 / 5.0
Great location for all we wanted to do
3.0 / 5.0
Advertised by VRBO as 2 bedroom. Was only one bedroom with 2 beds. Had to sleep in a tent to accommodate my 2 other travel mates.
Owner was kind enough to credit me back but this error put a damper on our trip
5.0 / 5.0
The Pilot House was in a perfect location for catching the ferry to Madeline Island and also walking around Bayfield. We enjoyed the views of the lake from two different decks. The house and rooms were spacious and also cozy and very clean. Jack was also very friendly and helpful with our stay.
4.0 / 5.0
Jack was very friendly and the property clean and comfortable. I loved the views and sitting out on the deck with the view of the bay! I would have appreciated good coffee in the main area- not worth making the boring stuff and waking up my family. Not really a bed and breakfast with the muffin, juice, and yogurt offered. Very steep driveway and my car repeatedly bottomed out going in :(
4.0 / 5.0
Jack was accommodating. Room with a patio had an excellent view of harbor. Thought we had booked 2 rooms for 4 people. Turned out to have 1 large bedroom with 2 beds and 1 large bathroom. Breakfast was not quite what we expected as it was a muffin, orange juice and small yogurt.
5.0 / 5.0
Lovely community. Beautiful accommodations. Family friendly city. The Pilot House has a very steep driveway , it may prove difficult for the elderly or physically handicapped.
I am a coffee drinker and i found only one coffee place in town. Take a trip to Bayfield you will be glad you did😀
4.0 / 5.0
Bayfield girls trip
Great location
Would like more breakfast choices and coffee/tea
5.0 / 5.0
The location and accommodations were great!
The location and room was great. We had the Admirals Quarters. It was a large room with a King bed and large bathroom with a whirlpool tub and a shower. We had a door that opened to a semiprivate deck that overlooked the lake and the town. We had breakfast in the morning and played cards several evenings on the deck, as the weather was lovely. The only down side was the breakfast, which was the same every morning. Serve yourself muffins, yogurt, and orange juice from the kitchen refrigerator. We made our own coffee in our room.
5.0 / 5.0
Pilots house paradise
This was our first time ever in Wisconsin, and we were drawn to the locale because we wanted to see the Apostle Islands; they did not disappoint! The Pilot’s house is beautiful, and has a view overlooking Lake superior. The host, Jack, is wonderful, providing us with information on the area, and we could not be more pleases with our stay! Thank you!
4.0 / 5.0
Our host, Jack was very friendly and helpful. The room was spacious, clean and had a really comfortable bed. The Pilot House is situated so that you can walk to most activities. We had a great time and hope to go back again some day.
5.0 / 5.0
Perfect location
The home was lovely and offered a beautiful view of the bay. So convenient. It was so nice to leave the car at the home and just walk through the town. Everything so close.
5.0 / 5.0
A wonderful place to stay!
Room faced the bay. We had access to the deck where we could enjoy the amazing views. Was within a few blocks of restaurants and stores and the bay. Room was great plenty of space and the B&B was a beautiful space. No complaints at all.
4.0 / 5.0
Great place
We have stayed in this property before. It is lovely.
5.0 / 5.0
Location
Fantastic room: spacious and a great view.
5.0 / 5.0
Admirality
What a relax! We especially appreciated our private deck with gorgeous views of the port.
5.0 / 5.0
Anniversary getaway
With the COVID regulations going on and capacity limits in restaurants and venues our options in the area were limited for activities and dining. Thankfully the Pilot House was a phenomenal place to stay and we didn’t mind spending a lot of our time in our room. We did take-out food to our room nightly and without staying there our trip would have been less than enjoyable. Can’t say enough good things and would highly recommend anyone stays here
5.0 / 5.0
Great time
My husband and I enjoyed our stay at the Pilot House very much. The room was very comfortable and spacious. I enjoyed my chat with Jack a lot. Great owners!! Thanks so much for a very needed get away!!
5.0 / 5.0
We loved the Admiral's Quarters. The room was in excellent condition, and we loved the size of the bathroom and walk-in closet. Jack gave us the tour of the property when we arrived, and was real hospitable. The decks have great overlooking views of Bayfield, and we spent time enjoying that. The common areas are well appointed and nicely decorated. Overall, we loved it and will stay again if in the Bayfield area.
5.0 / 5.0
Great location to enjoy Bayfield and the surrounding area.
We enjoyed the deck.
4.0 / 5.0
Great location, average service
It was a struggle to check in to this property because the communication between the VRBO and the owner had two different passwords into the property. The owner sent out one check in procedure immediately after booking and VRBO sent out another one a week before our stay. It would be appropriate, in my opinion, to have the owner send out the email a week prior as well, to limit confusion. Other than that, the place was clean and offered a COVID grab and go breakfast in the morning. The only other thing that would've been nice was to have some direction posted about where other necessities would be located -- we ran out of coffee cups, spoons, toilet paper, and didn't know what to do with the full trash. After staying 4 nights, it certainly felt like home, and the property offers some beautiful views of Lake Superior and the downtown area of Bayfield. Everything was within walking distance. Just know that if you want to rent this place, there is a HUGE HILL of a driveway that you have to walk up every time you go downtown. It was great exercise.
5.0 / 5.0
Great location and property
Great property located near everything. Cozy little city with plenty of outdoors activities to do.
5.0 / 5.0
The Admiral’s room was great, very spacious, with table and sofa, deck had excellent view of Lake Superior and downtown Bayfield, owner was very friendly and welcoming.
5.0 / 5.0
The Pilot House B&B
Apple Fest weekend - really enjoyed our stay right in town. Walking distance to all activities. Steep driveway - good for cardio and quads.
4.0 / 5.0
Nice view, clean, quite, friendly and nice large bed.
5.0 / 5.0
Comfortable and Great Views!
We just loved the accommodations! The rooms were clean, comfortable and spacious. The inn is just a short walk to restaurants, shops, and marina, although some might opt to take their car so they don't have to climb back up that steep driveway later. We chose to eat our breakfast in town most days because there are so many good choices there and the spread at the Pilot House is somewhat minimal (healthy, but minimal). Nothing beats a mug of coffee, good conversation, and a view of Lake Superior in the morning!
5.0 / 5.0
Lovely Place!
We really enjoyed our stay at this beautiful bed & breakfast. Excellent views of Lake Superior and within reasonable walking distance to all that Bayfield has to offer. The Armstrongs were very nice, welcoming, and very accessible with any questions. We'd stay here again, and recommend it to others as well!
5.0 / 5.0
Pilot House, Bayfield WI
This is our second time staying at the Pilot House and it is absolutely our favorite place to stay when visiting Bayfield. The atmosphere is extremely welcoming with Jack being a wonderful host. Conveniently located in town for a casual stroll to the local restaurants and boutiques. After some good food and fun in town retreating to the Pilot House, kicking back on the deck and taking in the magnificent view of the water is a perfect ending to your day!
FAQs
How much does this bed and breakfast cost compared to others in Bayfield?
The average price for a rental in Bayfield is £181 per night. This rental is £17 above the average.
Is parking included with this bed and breakfast?
Yes, parking is listed as an amenity at Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper. . For more information, we encourage you to contact the property about where to park.
Is there a pool at this bed and breakfast?
Yes, a swimming pool is available for use at Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper. . Enjoy the water!
Is Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper. pet friendly?
Unfortunately, this bed and breakfast is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Pilot House B & B Sleeps 4 in same room. King Bed & Queen Sofa Sleeper. ?
We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
Explore similar vacation rentals in Bayfield
Explore all rentals in BayfieldBayfield travel inspiration
Read our blogGuides
Best East Coast Beaches and Getaway Locations You Can’t Miss
Budget Travel
7 Most Affordable Snowbird Destinations for 2025
Guides
Top Activities to Try in Panama City Beach, Florida
Guides
Top Things to Do in Gulf Shores, Alabama: Adventure and Fun Await
Local Culture
Exploring Miami’s Wynwood District: Street Art, Food, and More
Guides
Fun Things to Do in Ocean City, Maryland
Local Culture
A Foodie’s Guide to the Best Dining in Orlando, Florida
Guides
Top Things to Do in Oahu and Honolulu