Holiday rentals with breakfast in Baileys Harbor

Cottage on SisterBay Inn grounds

Relax at this peaceful and unique place to stay. Just a half mile away from downtown beautiful Sister Bay Located on Sister Bay Inn grounds including outdoor heated pool (May24-Sep5) hot tub, firepit, fitness room and basic continental breakfast! King studio sweet (all open space) gives you privacy tucked away by the meadows while enjoying all Sister Bay Inn amenities. To access the cabin, you are required to walk down the full flight (15) stairs from the parking lot. We do not have an elevator

Chanticleer Cabins- Oak Cabin

Newly constructed in 2005, the Oak has become one of our most popular cabins. The upper level of the Oak consists of a spacious living area, which includes your kitchen, living and dining areas, all with views of an enormous gas fireplace. A ½ bath is also located on the upper level. Double French doors lead to an upper level porch with gas grill, porch swing and table with chairs. king sized bed, have gas fireplaces, entertainment centers and attached private bathroom. Double whirlpool in room.

Island Time-Bed and Breakfast Room #1

Located on Washington Island, you’ll be charmed by this waterfront retreat. Watch the ferry boats go by from the yard. We are happy to share our special place and have you as our guest in this shared space getaway with three guest rooms available. In addition to your private bedroom, you will have access to two full bathrooms, the front sitting room and the dining room where you can enjoy a complimentary breakfast. Coffee and tea are also always available. Lakeside fire pit- weather permitting.

Chanticleer Guest House-Sunflower Suite

The Chanticleer Guest House is comprised of a turn of the century farm house & barn. All of our suites offer private entrances, private bathrooms, double whirlpool tubs, fireplaces and complete entertainment centers. A homemade breakfast is delivered to your door. The Sunflower Suite has a King sized bed & a deck that overlooks the flower gardens & meadows. Enjoy our heated pool in the summer months and our wooded walking trials all year. Perfect for a honeymoon or anniversary destination!

Chanticleer Cabins- The Hemlock Cabin

A Elegant Seclusion. This secluded, one bedroom cabin is perfect for a fun-filled Door County get-away. The Hemlock is constructed with a cathedral ceiling accented by hand-hewn beams, weathered boards and rustic features, yet it remains elegant and tastefully decorated. Period antique furniture, along with a gas fireplace, double whirlpool tub and king and queen sized beds make the Hemlock a retreat to enjoy with that special person.Tranquil getaway. This listing features the 2bedroom option.

The Pembrooke Inn, a Historic Victorian B&B

This lovely, historic Victorian mansion was built in 1886 by the founder of the Sturgeon Bay Shipbuilding Company. Restored to all its glory with elegant rooms, wrap around balconies & pretty grounds, it is the perfect oasis to relax & recharge. Centrally located in the heart of the Bay, only one block from waterfront activities, 3rd street downtown promenade, museums, restaurants & galleries. Please note that we may have availability even if the calendar shows booked, as we have 7 suites.

Poppy's Place

Experience the charm of Door County in our lovingly restored historic home! Close to the waterfront, shops, and dining, this 2nd-floor guest suite features one private bedroom for up to 2 guests, a full bath and sitting room with TV, mini-fridge and coffee maker. After exploring, unwind in our peaceful gardens with a glass of wine. Note: Owners reside in separate 1st-floor quarters. Need two rooms? Check our profile for the two-bedroom listing! Come as a stranger, leave as a friend 😄

Room 7: Garden View (Garden House) - White Lace Inn

Look out of the bay windows to see the seasons change from bright garden florals to winter whites. Walls are covered with a large pastel floral wallpaper. Across from the fireplace is a comfortable sofa and the 1880's Victorian cherry bed. Queen bed /tub-shower / wood burning fireplace / TV / ground floor / Wi-Fi. .. NOTE : Airbnb collects 5.5% State / county tax and 8% room tax. The only item not collected by AirBnB is a local $2/night fee that you would pay to us during your stay.

Log Home Bed & Breakfast Suite + Balcony Patio

Quaint Door County Log Home Bed & Breakfast Experience. This charming, museum quality home offers an entire 2nd floor suite decorated in vintage Native American art w/ adjacent private bath/shower + loft space. Full breakfast w/ dietary restrictions accommodated. WiFi. TV w/ Netflix. In room coffee/tea station, microwave & fridge filled w/ beverages & snacks @ check-in. Fire Pit. Lawn Games + More. Private entry via spiral staircase & balcony. No Additional Clean Fee.

Room, 1 Queen Bed and 1 Full Bed, Ground Floor

This is one of 18 rooms in the charming Holiday Music Motel, a 1950s "retrovated" motel featuring plush-top mattresses, high-quality bedding and towels, free wireless Internet and cable TV, flat-screen smart TVs, in-room fridge and coffee maker and more. Original Simmons furniture in all guest rooms, common area classic diner-style breakfast nook for guest use 24/7, original tiling and iconic neon sign are just some of the highlights lovingly preserved at the motel.

Emily Suite- Foxglove Inn Bed and Breakfast

Light and airy, the Emily Suite is a charming, feminine retreat. Vintage details abound from the original French doors and the crystal chandelier to the period pieces in the en suite bath. Relax your cares away in the soaking tub or enjoy a glass of wine by the cozy fireplace. Catch a glimpse of the waterfront while you greet the morning with a hot cup of coffee. The upper porch is a great place to enjoy a fabulous breakfast or romantic sunset!

The Chanticleer Cabins- The Evergreen Cabin

Come and enjoy the rustic charm of our award winning Cabin. 26ft. Cathedral beamed ceilings, Double whirlpool tubs, 2 fireplaces, 2 entertainment centers with satellite TV, 2 king bedrooms both with private Bathrooms that feature waterfall showers, full kitchen, gas grill, porch swing, breathtaking views of our private pond. Workspace with WIFI. Homemade breakfast delivered to your door. Private hiking trails all on a 48.5 acres.