Family-friendly holiday rentals in Stephenson

Farm stay in Baileys Harbor

4.83 out of 5 average rating, 169 reviews

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.

Guest suite in White Lake

4.99 out of 5 average rating, 241 reviews

Nature lovers quiet comfort in the forest

Private animal-free apartment above our attached two-car garage. Share our 3-acre lake, kayak, SUP, rowboat and swim mat, yard, porch, picnic table and grill. Borrow our canoes to use on Rose Lake (100 acre-lake). Plenty of parking for trucks, trailers, ATV/UTVs, and snowmobiles. Access trails/routes from our place. Numerous lakes, streams, and the Wolf River near by! Seventeen miles to IAT Kettlebowl segment. Shuttling possible. We are quiet, family-friendly, God-loving, nature-respecting.

4.95 out of 5 average rating, 125 reviews

Cabin in Sturgeon Bay

Sunset Cabin on Cedarbirch Island, Door County

Our island rests in Sawyer Harbor surrounded by Potawatomi State Park and Idlewild Peninsula. This is a nature lovers haven. It is the perfect place for those that are looking for a peaceful* getaway and up for a bit of adventure. The wooded island is seven acres and home to two cabins- Sunrise (facing Potawatomi State Park) and Sunset (overlooking the Idlewild Penninsula). The cottages are connected by a well traveled path and a short walk. *favorite spot for fishing, boats can be close

4.96 out of 5 average rating, 268 reviews

Home in Egg Harbor

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor-Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

4.86 out of 5 average rating, 206 reviews

Cottage in Sturgeon Bay

Jacksonport Lake Park Cottage

Quiet home snuggled in the heart of Jacksonport, situated along Lakeside Park on beautiful Lake Michigan. Our spacious home has been renovated with new flooring, countertops, windows in the sun porch (beautiful lake views), and gas fireplace. With 3 bedrooms, and loft with day bed you can sleep 7 comfortably. The home has a large yard for lawn games, sand volleyball court, and is only 100' from lakeside beach which has a sugar sand swimming beach, and a large playground for kids.

4.97 out of 5 average rating, 152 reviews

Cabin in Sturgeon Bay

Log Home with walking trails

Renovated 1897 Log Home! This large house is only a 5 minute drive to the boat ramps, entertainments, and restaurants in Sturgeon Bay. 3 miles of nature trails and a fire pit with firewood are yours to enjoy! You can walk to the Ice Age Trail and Potawatomi State Park. Your boat will easily fit in the driveway. Inside, you have plenty of space to relax, cook, and spend time with your family. Licensed and permitted: WI:CKRA-9W7HYM Door County:27-56-0737-00 Township:STR22-0049

4.93 out of 5 average rating, 169 reviews

Flat in Florence

Secluded Spread Eagle Sanctuary

Executive home lower level nestled in a private sanctuary of unique trees and shrubs. Right off ATV trail, river access with public boat launch. Extra parking for a boat, trailer, etc. Private entrance into furnished 14x24 bedroom with full bath, great room w/ 52" tv wifi, second split king size bed, fully stocked kitchen with dishes, pans, keurig, etc. dining table for 4, full stove, micro, fridge & dishwasher. Light & Airy patio doors onto lighted, covered patio with fire pit.

4.95 out of 5 average rating, 232 reviews

Barn in Crandon

The Loft Above the Barn, Tamarack Moon,

Our place is a back-to-nature farm setting. . You’ll love our place because of the rustic location, the farm ambiance, and the beautiful outdoors. The Loft is comfortable and has one queen bed, one standard double bed and a couch. There is a bathroom with sink, toilet, and shower. Dogs are welcome with prior approval/notification and there is a $15 dollar cleaning fee. Dogs must be leashed at all times for their safety (See further information under Neighborhood description)

4.96 out of 5 average rating, 115 reviews

Cabin in Pickerel

Pine Tree Lodge

Genuine log cabin with all the comforts needed for a relaxing getaway to nature. Privacy, room to roam. Huge firepit area with abundant seating. Good fishing. Spectacular fall foliage. Winter-direct access to snowmobile trails or stay cozy indoors in front of the fireplace. There are a few taxidermy species mounted on walls. Board games. Three TVs. Dish Network and Internet. Not a good swimming lake but other lakes for swimming and boating within 5-10 minutes away.

4.75 out of 5 average rating, 178 reviews

Flat in Egg Harbor

Beautiful Water view Condo.

My husband Greg, our two sons, and I have been coming to Door county for many years. We decided to buy our piece of the Door 8 years ago. Our condo is located on a bluff overlooking lake Michigan. It is part of the Landmark Resort which offers many amenities for guests. You’ll love our place because of the comfy bed, the coziness, the view. Our place is good for couples, solo adventurers, business travelers, and families (with kids).

4.84 out of 5 average rating, 101 reviews

Home in Sturgeon Bay

Claybanks | A Woodsy Retreat + 6 acres

This large spacious 4 bedroom, 2.5 bath home is nestled between two beaches and surrounded by 6 acres of beautiful Door County woods in a very quiet corner of our county. Enjoy your time away from the hustle and bustle down by the fire pit, a hike through the woods or take in a nice 1/2 mile stroll down to the waters edge in either direction. A home where memories are made. DCTZ Permit | **3656173117**