
Holiday rentals in Stephenson
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Top-rated holiday rentals in Stephenson
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Night Cap Studio Loft in Downtown Fish Creek
In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

Hardwood Hideaway Cabin on the Peshtigo River
2 Bed 1 Bath cabin. On 2 wooded acres on Peshtigo River. Private road. Walking distance to Rustic Inn-Rapids Resort-Kosirs Rafting. Parking area for trailers/boats. Well lit outdoor space. Fire pit & wood provided. 2 boat launches within a mile. WiFi/Netflix/streaming apps included. Short trail to the river. All cotton bedding and towels. 4 individual beds. Quality cookware & many kitchen supplies. Breakfast/snacks provided. Fresh eggs. Dogs are welcome with restrictions. Freshly Remodeled.

Scenic, Serene Lakefront Cabin — Wood Stove
Nestled on the tranquil Grass Lake, your cozy cabin retreat awaits! Whether enjoying yard games, the crackling bonfire, or the snug embrace of the wood stove, this space is thoughtfully crafted for your next family getaway or peaceful solo escape. Bask in the breathtaking lakefront views from the dock, deck, or four-seasons room. Immerse yourself in a space designed to foster connections and spark creativity. We welcome you to join us and create your own beautiful memories at the cabin.

Vintage Mod Cottage with fireplace & soaking tub!
Grandview Farm Cottage is a circa 1920s newly renovated, 420 sq. ft. private guesthouse on the grounds of a 2.5 acre Door County property built in the late 1800s. Modern, industrial and repurposed style meets vintage farmhouse charm. Central location allows for quick drive or even a bike ride to either coast of the peninsula. Enjoy nature, wildlife, your own organically grown gardens, and dark starry night skies, while being only 3 miles to nightlife and shopping and beaches and parks.

We Call It "The Farmhouse"
Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

Never Want to Leave Cottage
Three bedroom, lake home on the shores of Lake Michigan. Step into a beautiful, comfortable, clean environment on quiet North Bay in Door County, Wisconsin. As hosts, we have always taken great care to provide a safe and clean environment for our guests. To protect our guests, we are following the cleaning and sanitizing guidelines based on recommendations from the Centers for Disease Control and Prevention (CDC). We look forward to hosting you! Permit Number: 32-56-1996-00

Cozy Farmhouse Studio
The 16 X 19 foot private studio, is located on the second story of our 120 year old farmhouse and has a private entrance and drive. It is equipped with its own kitchen, bathroom, balcony, queen bed, couch and closet. Our farmhouse is located on five scenic acres adjacent to our pottery studio and gallery. Please be aware that we have no air conditioning. It usually cools off at night, so it’s not typically necessary. We have a ceiling and cooling fan for the hot days.

Whippoorwill Valley Cabin quiet waterfront cabin
Scenically situated overlooking the water, our peaceful 2 bedroom cabin is located directly on the waters of the Johnson Falls Flowage. Perfect for nature lovers who love the quiet calm of the north woods. Kayak, fish or sit by the water right from the cabin shores. We are close to numerous State & County Parks, Boat launches, ATV/Snowmobile trails & more! The fire pit provides endless entertainment. Nature abounds with deer, turkeys, eagles, bears and much more!

Welcome to the Firefly Lake House!
Come and Relax at this peaceful 4 bedroom lake house on Long Lake. Located on 2 acres with a very large lake frontage, you can enjoy being on the water while still relaxing in a very quiet setting. Take the kayaks or canoes (included in your stay) to go explore this beautiful lake or simply sit on the swing or near the fire for some relaxing times. Very conveniently located 5 min from downtown Wausaukee where you can find restaurants, bars or shopping amenities.

Sister Bay A-Frame | Coffee Bar + Fireplace
Trade the hustle and bustle for peace and quiet at our cozy retreat, just 5 minutes from the heart of Sister Bay. Tucked away on 1.6 acres of serene woods filled with beautiful beech trees, the cottage is your perfect getaway spot. Kick back on the spacious front deck, unwind on the screened-in porch, and soak in the natural beauty all around. Inside, mid-century modern vibes meet cozy comforts, with everything you need for a relaxing, stress-free stay.

Sturgeon Bay Waterfront Cottage, Private beach.
Waterfront guest cottage on Door County's Gold Coast! Nestled among luxury homes, this quaint 1930's cottage has undergone an interior renovation while preserving its character on the outside. Two bedroom, one full bath, stocked kitchen, living room. Located steps from the bay with a private beach. Hear the gentle sound of waves lapping on the shore as you sleep. Bring your kayak and fishing poles. Perfect for anyone seeking a quiet retreat!

‘Little Blue’–Cozy Cabin for Two, Esky/Ford River
Little Blue – Cozy Escape for Two in Michigan’s Upper Peninsula Welcome to Little Blue, a thoughtfully designed retreat made for two. Whether you’re here to explore Michigan’s beautiful Upper Peninsula or simply relax in comfort, you’ll find everything you need for a peaceful stay. •Conveniently located directly on M35 for easy transit.
Popular amenities for Stephenson holiday rentals
Other great holiday rentals in Stephenson

Pinewood Springs Lodge, 240 acres with 1 acre pond

Palace in the pines, Wausaukee, WI

Beachfront, Stunning Views, HotTub, BBQ, & Games

Evergreen Escape: 2BR 2BA w/King Bed + *NEW* Sauna

Sunrise Retreat

Great Country Get-Away, Enjoy the Outdoors

Crivitz Cabin

Lakewood Lodge: Secluded Home on 5 Acres Near SB
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