Pet-friendly holiday rentals in Stephenson

Heart of the Door Homestead (Pet walking trails)

Located in Door County’s Peninsula Center with walking trails on 13 acres, great for pets, a screen shed for BBQs on the charcoal grill and a fire pit. Please add your pet guest in the guest count (a $40 one-time fee plus taxes will be applied). Please contact us for possible reduced pricing for long-term stays. 1st Floor: One bedroom (one double bed) and full bath. 2nd Floor: Three bedrooms (two double beds and two single beds) and half bath. We also have stays in Appleton & Green Bay.

Fair Winds Guesthouse

Whether traveling with friends or with a small crew, this unique property offers both quiet and cozy nooks as well as spacious gathering areas. Decorated to reflect the region’s rich maritime tradition, you’ll instantly feel at home when you drop anchor. Your kids and and your pets will love the freedom of our fenced in back yard while you grill or enjoy the fire pit. Centrally located to all the offerings of our wonderful city, you’ll know you’ve found safe harbor the minute you arrive!

Bungalow on Hemlock

Enjoy the Upper Peninsula~ My home is in a very quiet neighborhood, close to the airport, hospital ~ ORV/snowmobile trails & Pine Mountain Ski Resort- fishing galore! Home is private to the guest, 2 bedroom, 1 bath, full kitchen and living space; I have queen air mattresses for extra. Washer & dryer, fridge & micro, coffee maker, also a full size refrigerator in basement if needed, Wifi and cable TV included as well . This home is great for business people, couples and small families.

St Michaels in Cedar Dells Lakeside Resort #4

A beautiful cottage nestled in a white cedar grove along the shores of Lake Michigan. You will wake to the sunrise coming up over Lake Michigan. Come, enjoy a comfortable, relaxing, and peaceful time for you, family, and friends. A complete kitchen, even the wine glasses are in the cupboard. All bed linens and towels are provided. Smoke free, Pets welcome with additional fee, and must be on leash when outside, air conditioning, WiFi available (please, no streaming), and Direct TV .

Peace of Beach, 4 season waterfront cottage

Beautiful 4 season, private 2 bedroom Knotty Pine Cottage located on the shores of Lake Michigan just 10 yards away from water in Sturgeon Bay, WI. 2 BR/1 bath cottage with beautiful stone, wood burning fireplace. A fully equipped kitchen with high bar dining which seats 8. Lots of living space with leather sectional and full size hide-away sofa sleeps 2, Main Guest Room 1 w/ queen log bed and Guest Room 2 with full size log bunk beds, Large screen tv, wifi and panoramic lake view.

Beautiful home on Lake Michigan, near Escanaba

Sunny Skys Lakehouse is a modern home built on the sandy shores of beautiful Lake Michigan. Our home is located only a 10 minute drive to Escanaba. Some of the features are 2 full bathrooms, beautiful teak wood walls, spacious private front yard, a sandy beach, a fire pit, washer/dryer, free wifi, and the best sunrises you have ever seen. The Ford River boat launch site is 3.4 miles. Ice fishing is just a walk out onto the lake in the winter. Snowmobiling trails are near by as well.

Family Friendly Retreat in the Heart of Sister Bay

Our charming, Swedish-style chalet is located on the main drag, on the north side of Sister Bay. You and your group will love walking into town for a trip to the beach and park or a meal at any of Sister Bay's fine restaurants and coffee shops. Or just relax on our front deck and read a book, enjoy a beverage and watch the busy hustle and bustle of Door County. Our cottage is perfect for couples, families (with kids) and people traveling with pets.

Fenced-In Yard | Dog Friendly | Quiet Neighborhood

This cozy getaway is located in a quiet neighborhood just blocks from dining, shopping, and the waterfront. You can unwind after a busy day exploring all Door County has to offer by streaming a movie or show with high-speed internet, relaxing by the firepit with smores, or taking an evening stroll to enjoy the breathtaking Door County sunset. This property is dog friendly (with a $25 fee per dog per stay) and has a fully fenced-in backyard!

Downtown Bungalow. Steps to Music, Markets & More

Adorable house, recently renovated. Tons of old charm, while still having a fun and fresh new look. Bright and beautiful, this house offers a great mix of funky, fun, old and new. One block from the downtown strip, this lovely little house is the perfect place to explore Door County or just to have a nice time in Sturgeon Bay. Also if you heading to Lambeau, this makes a great home base for the game. Pets allowed for additional fee.