Vacation rentals in Stephenson

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Top-rated vacation rentals in Stephenson

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Guest favorite
A fire pit area is surrounded by comfortable Adirondack chairs in red, white, and blue, providing a welcoming space for gathering. The serene water view stretches beyond the chairs, framed by trees on either side under a clear sky.
Home in Sturgeon Bay
4.97 out of 5 average rating, 108 reviews

Bayfront cottage with kayaks, fire pit, sunsets

Welcome to Rocky Shores Retreat — a classic bayfront Door County cottage on 180 feet of private shoreline on Little Sturgeon Bay. Kayak right from the property, gather around the bayfront fire pit, and cook family meals in a kitchen guests can't stop raving about. Summer means lake days and sunset campfires; fall brings golden light on the bay, cozy fireplace evenings, and Door County at its most beautiful. With a detached bunk house kids love, space for up to 10, and a peaceful setting ju

Top guest favorite
A fire pit is surrounded by wooden chairs, creating a cozy gathering space outdoors. The cabin is visible in the background, softly illuminated from within, with a deck that features a patio umbrella. Trees provide a natural backdrop, adding to the serene atmosphere.
Cabin in Mountain
4.92 out of 5 average rating, 174 reviews

Sasquatch Shores: Cozy Lakeside Cabin on Star Lake

Resting on Star Lake and tucked into the north woods, this tiny home offers the tranquility you need to completely decompress. The Sasquatch Shores cabin is right on Star Lake, a quiet no wake lake that gives you the peace and quiet you want. Watch the sunset off of the dock or cast a line into the water! The cabin is also situated right on the ATV trail. The main offers a King sized bed and the guest room offers a Queen/Twin Loft bed. There is also sectional couch as a sleeping option!

Top guest favorite
The exterior of a cozy cabin is framed by lush greenery, with a rustic red façade and a stone chimney. A pathway leads to the entrance, while the serene Grass Lake glimmers in the background, surrounded by trees and natural landscaping.
Cabin in Crivitz
4.97 out of 5 average rating, 251 reviews

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.

Top guest favorite
Guesthouse in Fish Creek
4.96 out of 5 average rating, 282 reviews

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.

Top guest favorite
A cozy cottage is framed by surrounding trees, featuring a stone fire pit in front. Large glass doors illuminate the interior from within, while wooden siding adds a natural touch. Two outdoor chairs are positioned nearby, offering a serene view of the landscape.
Cottage in Sturgeon Bay
4.93 out of 5 average rating, 219 reviews

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.

Guest favorite
A bright living space features modern furnishings arranged for comfort. Large glass doors provide a view of the lake and outdoor deck. Natural light fills the room, highlighting the soft area rug and contemporary chairs.
Home in Ellison Bay
4.99 out of 5 average rating, 108 reviews

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Top guest favorite
Cabin in Crivitz
4.96 out of 5 average rating, 344 reviews

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!

Top guest favorite
The master bedroom features a queen size bed dressed in a vibrant yellow quilt, complemented by decorative pillows. A window with wooden frames allows natural light to illuminate the space, revealing a view of surrounding trees. A comfortable chair with a patterned fabric and a nightstand with a lamp complete the room.
Loft in Washington
5 out of 5 average rating, 128 reviews

Golden Elvis Apt., short stroll from Schoolhouse ☀️

Unwind and enjoy your time on Washington Island while staying at our lovely apartment, just a stones throw away from Schoolhouse Beach and only two miles from town. Our newly built apartment has two bedrooms, a living area, a dining area, and a kitchenette. Walk out to a balcony that overlooks a private yard surrounded by woods, grill a steak on the Weber grill, walk to the beach for an evening swim, and come back and cook marshmallows around a cozy campfire.

Guest favorite
A serene lakeside view features a spacious lawn leading to the water. Several seating options, including chairs arranged around a fire pit, are positioned on a stone patio, surrounded by lush greenery and gentle trees. The calm lake reflects the colors of the surrounding landscape.
Home in Wausaukee
4.96 out of 5 average rating, 104 reviews

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.

Top guest favorite
The cottage showcases a distinctive A-frame design surrounded by lush greenery. A spacious wooden deck with yellow Adirondack chairs invites relaxation, while large front-facing windows allow for natural light and views of the serene wooded lot.
Cottage in Sister Bay
5 out of 5 average rating, 227 reviews

Sister Bay A-Frame w/ Firepit + Coffee Bar

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.

Guest favorite
A well-lit A-Frame cabin is viewed at night, with a bright blue hot tub in the foreground. The cabin features large windows and a door that lead to an outdoor seating area with multiple chairs. Soft lighting accentuates the cabin's exterior.
Tiny home in Stephenson
4.88 out of 5 average rating, 106 reviews

Natureside A-Frame Cabin: Cozy.Sauna.Hot Tub

HOT TUB & SAUNA! Get away from it all when you stay under the stars at Natureside! This A-Frame cabin is nestled on 40 acres of wooded terrain. The area will give you seclusion and the A-Frame will give you luxury. Completely renovated to suite your needs and then some! Enjoy a hot tub and sauna view of nature or a warm fireplace! You will love this luxury getaway!

Guest favorite
An aerial view of a quaint blue cottage surrounded by lush greenery and tall trees. A spacious lawn extends around the cottage, with a few seating options visible. In the background, a serene waterway is nestled among the trees, enhancing the peaceful atmosphere.
Cottage in Stephenson
4.93 out of 5 average rating, 103 reviews

Charming Cabin Perfect for Relaxing!

Charming, quaint cottage. Perfect for weekend get aways. Everything is here. Enjoy campfires, kayaking, canoeing, or head over to the larger lake for watersports. Star gaze at night or maybe catch a glimpse of the northern lights. Relax, unwind, unplug, and enjoy your time with no worries.

Popular amenities for Stephenson vacation rentals

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