Holiday rentals with outdoor seating in Sister Bay

4.96 out of 5 average rating, 110 reviews

A modern cottage exterior is shown, featuring dark blue siding and white trim. A welcoming entrance is highlighted by a wooden awning supported by brackets. Two flower pots hang from the awning, and a small garden borders the stone path leading to the front door.

Home in Sturgeon Bay

Cave Point Retreat

Kick back and relax in this calm, stylish space. Located 1.5 miles from the famous Cave Point attraction in White Fish Dunes State Park, our cottage has everything you need for a fun, relaxing, and peaceful stay. Located 15-20 minutes from every major town in the County: Baileys Harbor, Egg Harbor, Sturgeon Bay, Fish Creek, and Sister Bay. Our space is brand new construction in 2024 finished with stained concrete floors, electric fireplace, upscale finishes, large back patio, & shared sauna.

A charming cottage features a distinctive turret, with a textured gray exterior and decorative trim. Soft lighting from the porch illuminates the entrance, creating a welcoming appearance. Lush greenery surrounds the home, highlighting a manicured lawn and pathways leading to the entry.

4.98 out of 5 average rating, 107 reviews

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

Guest house in Fish Creek

A quaint cottage stands surrounded by snow-covered trees, with a light grey door and window accents visible. The structure features a simple white exterior, complemented by a winter landscape of freshly fallen snow, creating a serene and peaceful atmosphere.

4.97 out of 5 average rating, 268 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.

4.95 out of 5 average rating, 284 reviews

The living area showcases a light gray couch, a round coffee table with a small plant, and a rocking chair. A flat-screen TV is positioned near a decorative cabinet. The kitchen area is visible in the background, featuring a breakfast counter with seating.

Apartment in Ephraim

Bright • Cozy • Clean • Condo Near Water • Ephraim

Our bright, clean, cozy, ground-floor condo is just a block from the water in Ephraim. There is 1 bedroom (queen) and a sleeper sofa in the living space (queen). There is a spacious bathroom with shower/tub and large vanity. Shower and toilet area are separate from sink/vanity area. Walk right out onto your own private patio which connects to our spacious yard. Full kitchen w/ stove (small oven/stove), fridge, microwave, toaster, Keurig, cookware, dishes, glassware & dishwasher.

Guest suite in Egg Harbor

A cozy studio space is accentuated by a wooden vaulted ceiling. A spacious bed is dressed in light, patterned bedding, while a comfortable couch is positioned beside a small table. Soft lighting from a lamp and an inviting rug contribute to the warm ambiance.

4.95 out of 5 average rating, 299 reviews

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.

4.99 out of 5 average rating, 176 reviews

The entrance is framed with natural wood siding and features a double glass door adorned with a festive wreath. Two wooden benches are placed on either side of a gravel pathway, complemented by greenery and decorative lighting fixtures.

Home in Baileys Harbor

Winding Down - A Retreat on the "Quiet Side"

Enjoy the fall & winter season! We still have availability for the up coming Christkindlmarket in Sister Bay & Fish Creek Winterfest in January. Get ready to relax and recharge with family & friends. Winding Down is the perfect place to enjoy the quiet side of DC. We are walking distance from the Nature Preserve & the shores of North Bay. Located in a beautiful cedar forest that provides a needed respite. Plenty of privacy but also a short drive to Ephraim & Sister Bay.

4.99 out of 5 average rating, 107 reviews

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

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.

4.96 out of 5 average rating, 126 reviews

A spacious living area features a dining table with six upholstered chairs surrounded by warm, red walls. A cozy seating arrangement includes a pink armchair and a black rocking chair near a fireplace, with large windows allowing natural light to fill the space.

Cottage in Sister Bay

The Key to Happiness

Sleeping 4-6 between 4 beds, Plum Retreat provides a one-of-a-kind Door County experience. With 2 large bedrooms (plus giant living room with queen sofa bed, dining area and full kitchen), the 1700 sq-feet have a charming cottage-like feel. Conveniently located with gorgeous perennial gardens, it makes a romantic, peaceful or fun space. Private lawn & patio/grill. Pretty much everything has been thought of. Last summer, all 37 groups of people gave it a 5-star rating!

5 out of 5 average rating, 108 reviews

Apartment in Sister Bay

101 | Luxury | Downtown Sister Bay | Door County

Owner operated + private entrance + no shared spaces Rare opportunity to rent the developer’s unit in Sister Bay’s newest, luxury, marina view condominium development! Custom cabinetry, quartz countertops, stainless steel appliances, garage parking, and more await you in this dedicated vacation rental. Walk out your patio door to 14 plus restaurants, bars, and coffee shops, including the famous Al Johnson’s. Virtual tour in highlights on IG "@101sisterbay"

5 out of 5 average rating, 215 reviews

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

Beechwood Cottage | Sister Bay A-Frame | 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.

4.99 out of 5 average rating, 155 reviews

A cozy cottage is nestled among tall trees, showcasing a white exterior with a stone chimney. The spacious porch features blue chairs, inviting relaxation. Lush green grass surrounds the home, complementing the peaceful rural setting.

Cottage in Sister Bay

Lofted Pines Cottage

Settle in at Lofted Pines Cottage for your Door County stay! Located off the beaten path, but only a few minutes from downtown Sister Bay or Lake Michigan, Lofted Pines is elegantly situated among mature cedar and fir trees, yet open and airy. Whether you're relaxing on the wrap around porch, cozied up in front of the fireplace or enjoying the wood burning fire pit, Lofted Pines is the perfect spot to unwind after exploring the Door County Peninsula.

The exterior of the two-story home features a wraparound porch, framed by lush greenery and a manicured lawn. A large deck is visible, providing ample outdoor seating for relaxation. The inviting light-colored siding and gabled roof create a classic and welcoming appearance.

4.88 out of 5 average rating, 105 reviews

Winter Sale! Cozy Home • HotTub & FirePit •Arcade

The Goat and Cherry by Getaway and Stay Escape to this warm and inviting 4BR, 2.5BA winter retreat in Sister Bay. Vaulted ceilings and soft natural light create a cozy haven after a day in the snow. Unwind in the steaming hot tub, gather around the crackling fire pit, or relax on the covered porch with a cup of cocoa. Whether exploring local winter trails or staying in by the fire, this home is your perfect Door County winter getaway.

Popular amenities for outdoor seating rentals in Sister Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.82 out of 5 average rating, 195 reviews

A spacious kitchen and dining area features modern appliances and wooden cabinetry. A wooden dining table is accompanied by comfortable chairs. Natural light floods the room through large windows, revealing a view of the greenery outside, enhancing the connection to nature.

Home in Egg Harbor

The Hein Cottage-Beautiful hideaway in the ❤️of DC

The dining area features a large wooden table surrounded by six chairs, positioned beneath a modern chandelier. Vaulted ceilings contribute to an open atmosphere, while natural light floods in from windows and a nearby kitchen. A cozy seating area is visible in the background.

4.98 out of 5 average rating, 57 reviews

Sister Bay 3BR Cottage - Cozy, Central Location

The exterior of a charming farmhouse features a covered porch with two green folding chairs beside a welcoming front door. Lush greenery and flower beds enhance the home's inviting atmosphere, accompanied by a view of a small storage shed.

5 out of 5 average rating, 23 reviews

Door County Sister Bay Home: 3 Ensuites & Game Rm

4.99 out of 5 average rating, 173 reviews

A spacious living area features a stone fireplace as the focal point, accompanied by comfortable seating on a sectional sofa. Natural light filters in through large windows, providing a view of the surrounding landscape. A coffee table sits at the center, adding a practical touch to the design.

Home in Fish Creek

Foxlea Guest House in Fish Creek

4.97 out of 5 average rating, 105 reviews

A spacious ranch-style home is surrounded by lush greenery, featuring a mix of light and dark exterior siding. The front is highlighted by large windows, inviting natural light indoors. A neatly maintained lawn leads to an inviting entryway, with a garage visible on the left.

Home in Fish Creek

Fish Creek Cabin | Private Trails + Snowshoes

A spacious, open-concept kitchen and dining area is displayed, featuring modern appliances and ample natural light. A dining table with white chairs is positioned centrally, while a sliding glass door leads to a deck. A cozy living area is visible, inviting relaxation.

4.79 out of 5 average rating, 70 reviews

Peaceful & Wooded Home - Walk to Sister Bay 0.5m

4.85 out of 5 average rating, 128 reviews

A bright living area features wooden beams and a cozy seating arrangement. A plush sectional and two upholstered chairs are centered around a coffee table, while a large artwork and a wall clock add character to the space. Natural light fills the room through two windows.

Home in Baileys Harbor

1900s renovated Farmhouse with spacious yard

5 out of 5 average rating, 327 reviews

The exterior of the Shed is presented, featuring a two-story structure with large windows. A stone foundation complements the grey siding. Outdoor seating and a table are positioned on a patio area, surrounded by green grass and landscaping with blooming yellow flowers and trees.

Home in Sturgeon Bay

Quiet Country Shed Surrounded by Nature’s Beauty

Apartment rentals with outdoor seating

A seating area is depicted, featuring a gray couch adorned with blue cushions. A wooden coffee table is positioned in front, complemented by a white chair with colorful seat cover, all illuminated by natural light streaming through large windows showcasing a waterfront view.

4.96 out of 5 average rating, 175 reviews

Eagle View Suite: Swim, Patio, Walkable Eat & Shop

The exterior of a two-story rustic studio is shown, framed by lush greenery and a sloping lawn. A large deck extends from the upper level, bordered by decorative railing. Sunlight illuminates the building's wooden facade, creating a welcoming ambiance.

4.92 out of 5 average rating, 374 reviews

Sturgeon Bay Countryside Studio

4.91 out of 5 average rating, 11 reviews

The living room features a green velvet couch paired with natural wood chairs. A decorative area rug sits beneath a coffee table adorned with snacks. Wall art adds visual interest, while large windows allow natural light to illuminate the space.

Flat in Algoma

Walking distance to everything- Newly renovated!

4.96 out of 5 average rating, 350 reviews

An outdoor patio area features a round table surrounded by four black chairs, creating a pleasant space for dining. A circular fire pit is positioned nearby, offering warmth. Lush greenery and decorative stones enhance the setting, with large glass doors providing views into the apartment.

Flat in Egg Harbor

Award Winning Modern Flat in Egg Harbor - #102

A charming two-story blue house is surrounded by well-maintained greenery and colorful landscaping. A paved driveway leads up to the entrance, while a side path provides access to the backyard. Tall trees offer shade and a sense of privacy to the property.

4.9 out of 5 average rating, 146 reviews

Cozy Loft | Dog Friendly + Off-Street Boat Parking

5 out of 5 average rating, 11 reviews

A bright living area features large windows that allow natural light to fill the space. A comfortable armchair and small lamp are positioned beside the window, while a patterned sofa adds a touch of color. A large TV is mounted above an elegant fireplace.

Flat in Sister Bay

Alpaca Grand Vacation Rental

A calming sleeping area showcases a spacious bed with a light, textured duvet and decorative pillows. A map of Door County is displayed on the wooden wall. Soft natural light enters through a large window adorned with simple curtains, enhancing the warm wood tones of the sloped ceiling.

4.56 out of 5 average rating, 9 reviews

Door Room

4.97 out of 5 average rating, 119 reviews

A spacious living room is featured, designed with a comfortable sectional sofa and accent chairs around a circular coffee table. Natural light floods through large windows, complemented by a stylish fireplace and wall-mounted artwork showcasing sunset views.

Flat in Egg Harbor

The Loft – Pet-Friendly Egg Harbor Rental

Apartment rentals with outdoor seating

4.88 out of 5 average rating, 178 reviews

The living area is furnished with a gray sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits on a textured blue area rug, with a small plant placed on top. The open kitchen is visible in the background, featuring modern appliances and a dining island with seating.

Apartment in Egg Harbor

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

5 out of 5 average rating, 6 reviews

Apartment in Sister Bay

Marina Views & Walkable Sister Bay Retreat

4.91 out of 5 average rating, 203 reviews

The living area features large windows, allowing natural light to filter in, illuminating the comfortable seating area. A wooden dining table is set with placemats, and a chandelier hangs above. A small balcony is visible through the sliding glass doors.

Apartment in Egg Harbor

DoorCo Happy Place @Landmark Resort

4.97 out of 5 average rating, 30 reviews

A cozy living area is seen, featuring a soft gray sofa adorned with decorative pillows. Three framed artworks depicting beach scenes are displayed above the seating. A sliding door leads to a private outdoor space, with natural light enhancing the welcoming atmosphere.

Apartment in Ephraim

Ephraim Bayside Escape - One Block From Water

5 out of 5 average rating, 14 reviews

A modern living room features large windows with views of the water. Comfortable seating includes a blue sofa, two neutral-colored armchairs, and an elegant coffee table with decor. A handcrafted gas fireplace is located beneath the wall-mounted TV, adding a cozy touch to the space.

Apartment in Sister Bay

Luxury Property, Prime Location With Water View

4.97 out of 5 average rating, 117 reviews

A two-story, white siding condo is framed by tall evergreen trees. The front entrance features a rounded glass door and a small front porch with two chairs. A balcony extends above, adding additional outdoor space.

Apartment in Fish Creek

Downtown Fish Creek Private Standalone Condo

4.91 out of 5 average rating, 112 reviews

The entrance to Meadow Ridge is marked by a stone facade featuring two blue signs. Surrounding greenery is complemented by pumpkins arranged on a stone outcrop, creating a seasonal display. Soft light illuminates the scene, highlighting the welcoming aspect of the property.

Apartment in Egg Harbor

Entire Townhouse -Escape to Door County