Condominium - Rating 5 (2)

Trailside Retreat


Bedroom 3 bedrooms
Bathroom 2 baths
Guests 8 guests
Pets Not Allowed Pets Not Allowed

  • View: Downtown

Bedding Bedding
Bedroom 1
1 KING BED

Bedroom 2
1 QUEEN BED

Bedroom 3
1 QUEEN BED

Main unit living room
1 SOFA BED


Description Description
Welcome to Trailside Retreat, hosted by Simple Life Rentals! This brand new construction condo in Sturgeon Bay offers a unique and flexible layout perfect for multi-family getaways. Featuring a spacious main unit plus a private mother-in-law suite with its own bedroom, bathroom, kitchenette, and living room, Trailside Retreat gives your group both togetherness and privacy under one roof. Just minutes from downtown Sturgeon Bay and a short drive to Madelyn Marina, guests enjoy access to boat slips, a fish cleaning station, and a boat launch, everything you need for a great time on the water.
Property Features:
+ New construction (2026)
+ Unique layout — main unit plus private MIL suite with separate bedroom, bathroom, kitchenette, and living area
+ Access to boat slips at Madelyn Marina (first come, first served — slips 1, 2, and 3 available)
+ Access to boat launch and fish cleaning station at Madelyn Marina
+ 4 Smart TVs — main living room, MIL suite/Bedroom 3, and Bedrooms 1 and 2 (log into your own streaming accounts)
+ Washer and dryer on site
+ Fully equipped kitchen with large island seating for 6 and dining table for 4 in the bonus room (see amenities)
+ Board games and books
+ Wi-Fi (AT&T Fiber) — great cell reception
+ Central air and heat

Sleeping Configuration:
Bedroom 1 (second floor, main unit): King size bed, Smart TV, ceiling fan
Bedroom 2 (second floor, main unit): Queen size bed, Smart TV, ceiling fan
Bedroom 3 (second floor, MIL suite): Queen size bed, Smart TV, ceiling fan: private suite with ensuite bathroom, kitchenette, and living room
Additional sleeping space: Queen size pull-out sofa in main living room

Bathrooms:
Bathroom 1 (second floor): Full bathroom with walk-in shower, hair dryer (shared main unit)
Bathroom 2 (second floor): Full bathroom with walk-in shower, hair dryer (private ensuite to MIL suite/Bedroom 3)

Outdoor Area:
Private balcony
3 parking spots on side of building
Room for boat and trailer

Water Access:
Trailside Retreat is not directly on the water, but guests enjoy HOA access to Madelyn Marina, located just a short drive away near Lodge at Lathem Smith and Snug Harbor
Boat slips 1, 2, and 3 available on a first come, first served basis — one slip per unit
Boat launch available for guest use
Fish cleaning station available at the marina
Note: marina amenities are shared with other units in the complex

Home Truths:
No garage access for guests
Guests must be able to navigate stairs to access all bedrooms and living spaces
Boat slips at Madelyn Marina are shared HOA amenities available on a first come, first served basis, availability is not guaranteed

Door County Tourism Zone Commission Permit #35-56-3564-07

Amenities 55 Amenities
  • Ceiling fan
  • City of Sturgeon Bay
  • Coffee maker
  • Cookware
  • Dishes and silverware
  • Downtown
  • Emergency exit
  • Essentials
  • Extra pillows and blankets
  • Free parking on premises
  • Freezer
  • Hot water
  • Internet
  • Kettle
  • Kitchen
  • Laptop friendly workspace
  • Shopping
  • Shower gel
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Towels provided
  • TV
  • Water Sports
Bedrooms & Bathrooms
  • Bed Linens
  • Body Soap
  • Conditioner
  • Hair Dryer
  • Hangers
  • Shampoo
Cleaning & Comfort
  • Cleaning Products
  • Dryer
  • Heating
  • Washer
Entertainment
  • Wireless Internet
Featured
  • Air Conditioning Air Conditioning
  • Luxury
Indoors
  • Dining table
Kitchen
  • Baking sheet
  • Coffee
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Wine glasses
Location
  • Door County
Outside
  • Patio or Balcony
Safety
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • Private Entrance
  • Smoke Detector
Things to Do Nearby
  • Cycling
  • Fishing
  • Museums

Location Location

Reviews Rating 5 (2) Reviews
Rating 5
We enjoyed our stay here, the accommodations were excellent and the communication with the simple life team could not have been better. Sturgeon Bay offers the best of both worlds with just an hour drive to Sister Bay and the convenience of larger stores. We also enjoyed the small perks like the board games and hand mixer. The condo was decorated very tastefully it was like home away from home. We will hopefully return again soon!
Mike - Posted: 10/23/2026
We’re so happy to hear you had such a wonderful experience! We're glad you felt at home and enjoyed the little touches throughout the space. We truly appreciate your kind words about our team and communication. It means a lot to us, and we'd love to welcome you back for another visit soon!
Simple Life Rentals staff
Rating 5
Great place to stay!
Douglas - Posted: 10/11/2026
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