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Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.

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December 2024
January 2025

Photo gallery for Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.

Property grounds
Outdoor dining
Smart TV, fireplace, books, stereo
Marina
Exterior

Reviews

9.6 out of 10

Exceptional

Popular amenities

  • Parking available
  • Breakfast included
  • Air conditioning
  • Free WiFi

Explore the area

Map
Bayfield, WI
  • Madeline Island Ferry Line
    3 min walk
  • Bayfield Heritage Museum
    3 min walk
  • Sergeant's Pepperoni
    2 min walk
  • Ashland, WI (ASX-John F. Kennedy Memorial)
    33 min drive

Room options

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About this property

Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower.

The Pilot House (WIFI) "Crew's Quarters" in the Lower Level of The Pilot House B & B in downtown Bayfield, just 1 block up from the harbor. The Crew's Quarters is lower level with partial window views of the harbor, Madeline Island, downtown Bayfield and Lake Superior.
The Pilot House "Crews Quarters" is just 1 block up from the Madeline Island Ferry. AC, 32" Flat Screen Roku TV, Mini Frig, private bathroom with shower. The Pilot House Crew's Quarters is 14 steps down to the lower level. Several windows on the East, & South sides of the Crew's Quarters provide partial lake views at lawn level. Common areas including on he first level have 2 large decks on East & South sides (Both decks have Lake & Town Views) The Octagon Lake View Room and front room. Just up the stairs on the 1st level, (both have lake & harbor views) with tables and chairs, large living room rectangular and octagon in shape with all windows facing the lake. An outdoor lawn area with chairs is a great place to relax and enjoy the views of the harbor and downtown.
The Crew's Quarters has a King Bed, Bathroom with tile shower, table and 2 chairs in front of several windows in the lower level Octagon shaped south east side facing the lake in downtown Bayfield. The suite also includes a mini-refrigerator, coffee maker with coffee, creamer, sugar. A wall mounted 43 " Flat Screen Roku TV and high speed WIFI. Towels, linen's, bar soap, liquid soap, shampoo and conditioner. Alarm clock, night lights, smoke detector, fire extinguisher. Orange juice, yogurt, blueberry muffins in large refrigerator in dining room. on 1st level in morning. Microwave may be used in kitchen as well as our Ice maker on owners refrigerator. Guests are not allowed to cook in our kitchen or store food in our refrigerator. No grilling on property. No bikes allowed in The Pilot House.

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.
During your stay at this bed & breakfast, you're just a quick walk from Madeline Island Ferry Line. Enjoy features like free breakfast.
  • Free breakfast offered
  • Free WiFi
  • Steps from Madeline Island Ferry Line and 3 minutes on foot from Bayfield Heritage Museum
Free breakfast is available.

This Bayfield bed & breakfast is smoke free.

Guests are served a free breakfast.

Property manager

Jack Armstrong

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Food and drink

  • Free breakfast available

Things to do

  • Boat
  • Books
  • Games
  • Golf
  • Kayak
  • Snow sports gear
  • Stereo

Guest services

  • Housekeeping (limited availability)

Outdoors

  • Garden
  • Outdoor furniture

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Food and drink

  • Coffee/tea maker
  • Ice maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Fireplace
  • Living room
  • Recycling
  • Water-efficient showers

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Cashless transactions are available
On-site parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

Pilot House "crew's Quarters" Sleeps 2 Private BA 1 BK Ferry

Pilot House B & B Bayfield "Crew's Quarters" Sleeps 2, private bath with shower. Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 87 out of 114 reviews" "
Rating 8 - Good. 21 out of 114 reviews" "
Rating 6 - Okay. 5 out of 114 reviews" "
Rating 4 - Poor. 1 out of 114 reviews" "
Rating 2 - Terrible. 0 out of 114 reviews" "

9.6/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

Reviews

8/10 Good

dawn r., Nisswa, MN

Liked: Cleanliness
Great location for walking
After 2 months of very stressful eldercare for Mom, we needed get-away, plus we return to Bayfield annually for our anni ersary and apples! It was good, except for the mattresses! anniversary
Stayed 2 nights in Oct 2024

6/10 Okay

steve R.

Liked: Cleanliness
Amenities
Lovely location and manager. Felt it was prices to high for what we got. Bed was not the quality we expected. Room was adequate in size however there were no sit down lounge chairs. Tv channels very limited. Bathroom is well appointed but dangerous with large step up to toilet and shower.
Stayed 2 nights in Oct 2024

8/10 Good

Brenda K.

Liked: Cleanliness
Bayfield in September
We had a wonderful time in Bayfield, we did many of the attractions at Madeline Island, the apostle Island Cruise. We had great food nice outdoor patio at the Bayfield Inn. Regarding the property we were not aware that it was on such a steep hill for walking up and down it was it was a bit of a challenge. We also were quite surprised by the narrow, steep stairway to go down to our place the toilet in the bathroom, you had to step up to get to the toilet and the toilet is not a raised toilet so I guess that should be clearly stated in, the description. The pictures and description made it look as though you could sit out on a spacious patio and overlook the lake and just kind of relax, that was not the case we were lower level there were grass clippings on the windows not a good view from our room and the common area upstairs was really small compared to the pictures Listed a continental breakfast I felt that the continental breakfast was very limited. I mean it was yogurt muffin & juice. There was no fruit of any kind, to call it a continental breakfast was a bit of a stretch.
Stayed 2 nights in Sep 2024

10/10 Excellent

Joel E., River Falls, U.S.A.

Liked: Cleanliness
Pilot House Crews Quarters
Very fine accomodations. Perfect, to the last detail, including professional, well organized customer service. Beautiful home, with generous breakfasts
Stayed 2 nights in Sep 2024

10/10 Excellent

Virginia/Gary M.

Liked: Cleanliness
Captain Jack's Piloty House A+!
We found this property to be very comfortable, as well as allowing a gret view of the Bay and harbor area. Pleasant breakfast area w/ nice amenities, an attentive owner to share Bayfield info, and books, art and an historic atmosphere to allow you to rest, relax, and yet have fun! We'll stay again. Gary & Virginia McCurdy
Stayed 2 nights in Aug 2024

10/10 Excellent

Melanie B.

Liked: Cleanliness
Great Place
We were in town for a wedding and this was the perfect place for my husband and I. Right in Bayfield, walking distance to just about everything you could need.
Stayed 2 nights in Aug 2024

10/10 Excellent

Larry B.

Liked: Cleanliness
Lovely place on the hill
The Pilot House is close to the water and the downtown businesses and restaurants. It was our first trip to Bayfield and the Pilot House was perfect for our 43rd anniversary weekend. We had a lot of fun chatting with Jack before we left. He's a hoot!
Stayed 2 nights in Aug 2024

10/10 Excellent

Terry H.

Liked: Cleanliness
Charming Building in a Great Location
Walking distance to Apostle Islands cruise, Bayfield shops and restaurants. Had use of large common living area with a porch overlooking the city and the harbor. Bed was super comfortable, and the unit was spacious and very clean. We were in the Crew's Quarters which had a unique octagonal design with lots of windows. Navigating the hill on foot was a bit of a challenge for us as senior citizens, but it was good exercise. And if we didn't want to trek it, we could always take our car which was parked just outside the door.
Stayed 2 nights in Aug 2024

10/10 Excellent

Gary G.

Liked: Cleanliness
Pilot House
Great
Stayed 1 night in Jul 2024

10/10 Excellent

kristy m.

Liked: Cleanliness
Aug stay
The place was very clean . It was in a great location. Enjoyed our stay. Would stay again
Stayed 2 nights in Aug 2024

10/10 Excellent

Pat W.

Liked: Cleanliness
We loved its close proximity to downtown Bayfield
We stayed at the Pilot House for just one night, but we loved its close proximity to downtown Bayfield. The room was great, and on the morning we left, a fox came up to our bedroom window, which was a delightful surprise. We appreciated the easy check-in process, especially since we arrived late at night, and the continental breakfast available in the morning was a nice touch.
Stayed 1 night in Jul 2024

10/10 Excellent

Brad V.

Liked: Cleanliness
Bayfield Trip
Really enjoyed the property. Well maintained and roomy.
Stayed 3 nights in Jun 2024

10/10 Excellent

Joey L.

Liked: Cleanliness
Great location
Was a great location easy to get to, easy walking distance to everything.
Stayed 2 nights in Jun 2024

6/10 Okay

Nicole V.

Liked: Cleanliness
Great location
The bathroom has a nice shower
Stayed 2 nights in Jun 2024

10/10 Excellent

Fran B.

Liked: Cleanliness
Pilot House Crews Quarters
We had a great stay, Jacks home is beautiful and very peaceful. Bayfield is beautiful and full of history. It’s was suppose to rain the whole time we were there but it was sunny and gorgeous out. Thank you Jack for being a great host! It was just what we needed!
Stayed 3 nights in Jun 2024

10/10 Excellent

Kathy D.

Liked: Cleanliness
A beautiful place!
It’s a wonderful location, beautiful panoramic views of Lake Superior. Jack is an excellent host. We really enjoyed talking to him. Our only complaint would be that there was a big step up in the bathroom. It was difficult to manage & not very safe. It would be very easy to trip on this in the middle of the night. And the bath towels could have been larger. We loved the Bayside area!
Stayed 3 nights in Sep 2023

10/10 Excellent

Guillermo M.

Liked: Cleanliness
Our visit to Bayfield
Clean and excellent location. Great property manager.
Stayed 3 nights in Aug 2023

8/10 Good

Joe C., Minnesota

Liked: Cleanliness
2 nite stay
I think the host could have had the coffee on in the morning. Having muffins without coffee was sad.
Stayed 2 nights in Aug 2023

10/10 Excellent

Leslie J.

Liked: Cleanliness
Great location
So close to walk to everything! Has some lake view, even in the basement suite (crew's quarters) Large room. Had bar stools at raised table, but no other chair to sit in. I also would recommend they change to unscented laundry soap for those with sensitivities. But still was a good place to stay.
Stayed 2 nights in Jul 2023

10/10 Excellent

Tami N.

Liked: Cleanliness
Great location and great host
Jack was excellent in communicating and made us feel welcome. This property is 1 block from the ferry and about 2-3 blocks into town
Stayed 2 nights in Sep 2022

10/10 Excellent

Amy D.

Liked: Cleanliness
Great stay!
Loved being close to downtown Bayfield. Great property!!
Stayed 2 nights in Sep 2022

10/10 Excellent

Tammy B.

Liked: Cleanliness
24th Wedding Anniversary
Had a wonderful stay at the Pilot House. We were not at the house much but loved hearing the history when we checked in. Luckily the weather was amazing and we loved the close proximity to the ferry, restaurants and shops in Bayfield. Would stay again.
Stayed 4 nights in Sep 2022

10/10 Excellent

Beth N.

Liked: Cleanliness
Amazing view of Lake Superior!
Outstanding location with wonderful views!!
Stayed 2 nights in Aug 2022

10/10 Excellent

Vicki S.

Liked: Cleanliness
Fabulous views
We loved this place. Spent time on the porch enjoying the view and were shocked the second day when a cruise ship was sitting in front of us. Didn’t use our car the entire time. If the weather would have been bad (it wasn’t) the common areas inside are perfect for relaxing and watching the lake and town below! We highly recommend!
Stayed 3 nights in Aug 2022

10/10 Excellent

Debra T.

Liked: Cleanliness
The location was wonderful, the property was clean. Easy to access.
I didn’t realize we had a basement apartment I thought we were up on the main or second floor so we would see the lake better. It’s kind of stinky and musty down in the basement we had to empty the dehumidifier twice a day. But wasn’t horrible. Thanks!
Stayed 2 nights in Aug 2022