Pet-friendly holiday rentals in Sister Bay

4.88 out of 5 average rating, 126 reviews

A spacious living area features a cozy fireplace surrounded by comfortable seating. Large windows allow natural light to illuminate the space, while a dining area and kitchen are visible in the background, providing an open and inviting atmosphere.

Home in Ellison Bay

Frontier Hideaway- Huge Game Room, Private 5 Acres

Come relax at our peaceful home nestled on 5 acres with no neighbors in sight. Space is clean and cozy, and offers guests' 4 bedrooms, 2 full bathrooms, and boasts an amazing 3 car detached garage converted into a Bar/Rec Room/Game Room with arcade games, ping pong, and activities for the whole family to enjoy. We are smoke free, with Wi-Fi, TVs, Firepit, Heat, A/C provided. Children of all ages welcome! Pets welcome for an additional fee. 9 min to Sister Bay, 15 min to Washington Island Ferry.

WalkabilityOutdoor spacesCleanliness

4.84 out of 5 average rating, 191 reviews

A serene lake view is captured at sunset, featuring hues of pink and purple reflecting on the calm water. A private dock is visible in the foreground, accompanied by a small ladder. Soft clouds drift across the sky, enhancing the tranquil atmosphere.

Loft in Ephraim

Eagle Harbor Cottage Loft

Eagle Harbor Cottage Loft has glimpses of the Lake from the Loft! It is a renovated, lake-themed apartment/loft (above detached garage) nestled in the woods behind the owner’s main house. Guests have a private entrance and guest parking space. Guests have access to private dock next to the Lake to relax and enjoy sunsets. Two bicycles and 2 kayaks are available for guest use as well. We invite you to spend time refreshing and reflecting on the beauty and peacefulness of the woods and lake.

Outdoor spacesPetsQuiet

4.84 out of 5 average rating, 187 reviews

The exterior of the reconditioned barn is visible, featuring a blue wooden façade and large casement windows. A gravel driveway leads up to the entrance, surrounded by landscaped gardens with various plants and flowers, creating a serene and inviting setting.

Barn in Sister Bay

Three Sister's Cottage Barn Retreat

Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

Outdoor spacesPetsComfort

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.

4.87 out of 5 average rating, 145 reviews

1900s renovated Farmhouse with spacious yard

Welcome to The Little White Farmhouse! This newly renovated 1900s farmhouse is conveniently nestled between the hustle and bustle of downtown Sister Bay and Ephraim’s picturesque sunsets. Many updates throughout, all while maintaining the character and history of the home. Take advantage of our one acre yard, deck with gas grill, and fire pit area for all of your outdoor entertaining and relaxing. We are centrally located - just minutes from anything that Door County has to offer!

PetsOutdoor spacesCleanliness

The charming exterior of the farmhouse features white siding and a welcoming porch with seating. Lush green trees surround the property, and a path of stone leads to the entrance. Large windows provide natural light to the interior spaces.

4.96 out of 5 average rating, 104 reviews

Family-Friendly Farmhouse with Crib, Yard, Toys

Welcome to Oak & Orchard House, a family-friendly, renovated 1923 farmhouse on a quiet street in Sister Bay. Nestled between forest and field, and full of character and modern amenities, it sits alongside an old orchard of apple and pear trees, making it the quintessential Door County setting. Designed for easy travel with babies and young kids, the home includes a crib, high chair, toys, kids’ dishes, and a backyard playset, so you can pack lighter and enjoy a peaceful getaway.

Outdoor spacesWalkabilityTV

A charming cottage features a two-story design with a covered porch. Lush green landscaping, including hydrangea bushes, surrounds the entrance. The exterior showcases a mix of light-colored siding and a dark shingled roof, set against a backdrop of trees.

4.92 out of 5 average rating, 131 reviews

Cozy Cottage in the woods

New Renovations Jan 25: Windows, New Wall Unit AC, Updated Bathroom. Welcome to Hydrangea Haven. A cozy (1200 square ft) cottage tucked away on a quiet peaceful road, but close to all the fun. Nestled 3 miles north of sister bay, between Sister Bay and Ellison Bay. Bike down the low traffic beach road to all that downtown Sister Bay has to offer. Cozy up with the indoor fireplace, Adirondack chairs around the outdoor fire pit. NOTE: we are a 10 min DRIVE to beach not walk.

PetsWalkabilityBiking

The entrance features a bright red door set against a gray wooden wall. A small window with white trim is visible nearby. A snow shovel, a bucket, and two wooden sleds are arranged neatly next to the door, along with a cozy blanket and a pair of boots.

4.89 out of 5 average rating, 310 reviews

Sister Bay Eclectic Cottage

Stunning fresh + modern cottage ready for your visit NEW as of August 2018! Less than 1 mile walk or drive to Sister Bay Downtown + just minutes from the Beach! 3 Bedrooms: 1 king w/ on-suite bath, 1 queen w/ on-suite bath, twin trundle bed 3 full bathrooms: 1 on the main floor, 2 on-suite on 2nd floor Great cooks kitchen, fully stocked w/ open concept living space, w/ Sonos in kitchen! BBQ gas grille + awesome fire pit, expansive deck w/ dining space & lounge chairs

WalkabilityOutdoor spacesLayout

4.96 out of 5 average rating, 125 reviews

Home in Egg Harbor

Egg Harbor Escape | Hot Tub | Cedar Sauna | Privac

Escape to your own private wellness retreat in Door County. Relax in a cedar barrel sauna, unwind in a traditional hot tub, or enjoy a rare wood-fired cedar soaking tub under the stars. Surrounded by peaceful woods in the City of Egg Harbor, you’ll enjoy privacy while staying just 10–30 minutes from Door County villages, wineries, beaches, restaurants, and attractions. Gather around the fire, reconnect with family and friends, and enjoy a memorable year-round getaway.

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 113 reviews

Condo 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"

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 140 reviews

A log cabin exterior is showcased, featuring a steeply pitched roof and a large porch area. Two seating chairs are positioned near the entrance, with seasonal pumpkins placed along the front. The surrounding trees display autumn foliage against a clear blue sky.

Cabin in Sister Bay

3 Bed, 2 bath log cabin in Sister Bay w/ fire pit

Door County at its finest! Located minutes away from Sister Bay's main attractions. You can enjoy the privacy of the cabin a wooded lot with quick access to many activities in the surrounding area. 1 mile away from Northern Haus wedding venue 10 minutes drive from Peninsula State Park 20 minutes drive from Newport State Park 25 min from Whitefish Dunes State Park 20 min from ferry to Washington Island

PetsOutdoor spacesKitchen

4.94 out of 5 average rating, 110 reviews

Home in Egg Harbor

Egg Harbor A-Frame Cabin w/ Lake Access & Sauna

Escape to a modern A-frame in Egg Harbor’s quiet Point Beach neighborhood, just 5 minutes from downtown. Enjoy deeded lake access for water views, sunsets, and launching a kayak or paddle board. Relax on the spacious deck with a sauna, fire pit, grill, and outdoor dining. Surrounded by trees, you’ll often spot deer and local wildlife, making this a peaceful Door County getaway close to everything.

Outdoor spacesPetsAccess

4.95 out of 5 average rating, 178 reviews

Cabin in Sister Bay

Wismar Cabin Waterfront- Private Sand Beach

Step out your door onto a white sandy beach, listen to the waves, and feel completely tucked into nature—yet be just minutes from Sister Bay dining, shopping, and fun. Wismar Cabin at Sand Bay is one of the rare vacation homes in Door County that offers true waterfront privacy with sandy shoreline access, making it a guest favorite among Door County vacation rentals..

WalkabilityPetsIndoor spaces

Popular amenities for Sister Bay pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious living area is highlighted by a variety of seating options, including a beige sofa, a red armchair, and a classic wooden accent table. Natural light filters through windows, illuminating the colorful area rug and wooden floor, while decorative wall elements add charm to the space.

4.99 out of 5 average rating, 132 reviews

♦♦Relaxing, Historic and Hip Havngård House♦♦

PetsWalkabilityFamily

4.79 out of 5 average rating, 106 reviews

A modern home is set amid vibrant autumn foliage, showcasing a spacious deck with railings. Soft sunlight bathes the exterior, highlighting the stone and plaster finishes of the house. The surrounding landscape features a well-maintained lawn and a gravel driveway leading up to the entrance.

Home in Fish Creek

Julie’s Countryside Home

WalkabilityPetsAmenities

The open-concept kitchen and dining area features green cabinetry and stainless steel appliances. A round braided rug is placed under the dining table, surrounded by modern chairs. Natural light fills the space, highlighting the adjacent living area with comfortable seating and decorative accents.

4.91 out of 5 average rating, 154 reviews

Cozy & Relaxing Wooded Home; Close to Everything!

WalkabilityOutdoor spacesAir conditioning

4.82 out of 5 average rating, 212 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

WalkabilityOutdoor spacesParks

4.96 out of 5 average rating, 106 reviews

A cozy dining setup shows guests seated around a long table, enhanced by candlelight. Nearby, a spacious living area features a stone fireplace and comfortable seating, while a picturesque outdoor space includes a fire pit with chairs, inviting relaxation beside the lake.

Home in Jacksonport

Large Lake House | Door County | Cave Point Park

WalkabilityPetsBiking

4.94 out of 5 average rating, 104 reviews

Quiet 3 bedroom wooded home in Baileys Harbor

Outdoor spacesPetsTV

4.96 out of 5 average rating, 164 reviews

A wooden dock extends into a calm lake, surrounded by tall grasses and trees. The still water reflects the blue sky and nearby foliage, creating a serene atmosphere. The dock features a small area for boat access, offering a peaceful spot for fishing or relaxation.

Home in Sturgeon Bay

Kok's Kove on the water in Door County

PetsOutdoor spacesView

4.96 out of 5 average rating, 137 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

Outdoor spacesPetsHospitality

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 23 reviews

An open-concept living area displays natural wood beams and light grey walls. A comfortable sofa and armchair are positioned around a coffee table. The kitchen features wooden cabinetry with modern appliances, and large windows flood the room with natural light, offering views of the surroundings.

Cottage in Fish Creek

Harbor Cottage | Downtown Fish Creek-Dog Friendly

WalkabilityPetsFamily

4.72 out of 5 average rating, 107 reviews

Cottage in Fish Creek

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Outdoor spacesWalkabilityCondition

4.94 out of 5 average rating, 16 reviews

A light-colored mobile home is positioned under leafy trees, showcasing a wooden deck with a railing. Picnic tables are arranged nearby on a grassy area, providing an outdoor space for relaxation and enjoyment.

Cabin in Baileys Harbor

D’ Cabin 3

Outdoor spacesPetsBathroom

5.0 out of 5 average rating, 6 reviews

Apartment in Egg Harbor

3 bed, dog friendly condo Egg Harbor, Door County!

PetsDecorCheckout

Cabin in Town of Brussels

5.0 out of 5 average rating, 3 reviews

Deluxe Patio Cabin Near Pond | Sleeps 7

Outdoor spacesQuietSleep quality

An above-ground pool is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned for relaxation under the sun, with a ladder leading into the pool. The scene reflects a serene outdoor space perfect for leisure.

Home in Algoma

4.88 out of 5 average rating, 16 reviews

Algoma Victorian - Steps to Lake Michigan!

WalkabilityOutdoor spacesFamily

4.88 out of 5 average rating, 16 reviews

Home in Fish Creek

Shore Suite | Downtown Fish Creek ~ Dog-friendly

Outdoor spacesWalkabilityLayout

4.9 out of 5 average rating, 20 reviews

Home in Fish Creek

Spruce Suite | Downtown Fish Creek~Dog-friendly

WalkabilityPetsCheck-in

Private, pet-friendly home rentals

4.94 out of 5 average rating, 127 reviews

The living area features warm wooden beams and a stone fireplace, creating a cozy atmosphere. Large windows provide natural light and a view of the outdoors. Comfortable seating is arranged with a sectional couch, two chairs, and a coffee table, inviting relaxation.

Cottage in Ellison Bay

Pet-Friendly, Cozy Cottage in Northern Door County

Outdoor spacesPetsFamily

4.86 out of 5 average rating, 196 reviews

The cabin's exterior is characterized by rustic wood siding complemented by vibrant red accents. A welcoming porch is visible at the front, with two rocking chairs inviting relaxation. Surrounding greenery enhances the outdoor space, creating a peaceful atmosphere.

Cabin in Ellison Bay

Historic Log Cabin by the Bay (Lake View)

Outdoor spacesWalkabilityBarbecue

4.99 out of 5 average rating, 151 reviews

A cozy bedroom is framed by rustic log walls, featuring a spacious bed with a white comforter and a plaid throw. Two wooden bedside lamps provide soft lighting beside the bed, which is complemented by colorful pillows. Window treatments in plaid add a warm touch.

Cabin in Ellison Bay

Take Me Back Log Cabin

WalkabilityOutdoor spacesTV

4.91 out of 5 average rating, 311 reviews

A fire pit area is set on a grassy lawn, surrounded by four blue Adirondack chairs. The pit is composed of stones and is positioned near the shoreline, with calm water and a picturesque view of the distant islands and clouds.

Cottage in Washington

Gull Cottage Waterfront Home on Washington Island

PetsOutdoor spacesBeach

4.78 out of 5 average rating, 328 reviews

Cabin in Baileys Harbor

Door County Dreaming Cabin, Pet Friendly

WalkabilityPetsLayout

Farm stay in Baileys Harbor

A two-story farmhouse is nestled in a lush green landscape, surrounded by trees. The structure features a light blue exterior and a welcoming front porch. A gravel path leads up to the house, providing access from the nearby road.

4.86 out of 5 average rating, 207 reviews

Heart of the Door Homestead (Walking Trails)

WalkabilityOutdoor spacesDecor

4.79 out of 5 average rating, 63 reviews

A bright indoor space features a glass sliding door that opens to a view of the water. A small round table with two black chairs is positioned near the door, accompanied by a sleek desk with a monitor. Soft curtains frame the windows, enhancing the light-filled area.

Cabin in Sister Bay

“The Cove” cottage on the bay

Outdoor spacesPetsGetting around

A bright living space features large windows that offer natural light and views of the outdoors. The room includes a spacious sectional sofa, accent chairs, a coffee table, and a ceiling fan. Sleek tile flooring enhances the room's open and welcoming feel.