Pet-friendly holiday rentals in Sister Bay

4.84 out of 5 average rating, 186 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.

PetsOutdoor spacesWi-Fi

4.93 out of 5 average rating, 122 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

- Pet-friendly, 2 bedroom home with A/C in Northern Door County - Indoor fireplace & outdoor bonfire pit (wood provided) - Screened porch to enjoy nature - 5 minutes from famous Curvy Road, Washington Island Ferry, Newport State Park & Europe Bay Beach - Short drive to neighboring villages - Sister Bay, Ellison Bay, Baileys Harbor, etc - Walk or bike (provided) to Hedgehog Harbor - Includes all amenities to make you feel at home - Need more space? Check out our neighboring cottages next door.

WalkabilityOutdoor spacesAmenities

4.99 out of 5 average rating, 143 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

Are you ready to spend quality time in nature in an eclectic cabin? Our gorgeous 2 bedroom (+ loft) log cabin sleeps 6! Relax by a wood burning fireplace, while our loft library of books/games & a nostalgic DVD collection are all waiting for you. Nestled in the woods, where the sky is pitch dark and all of the stars appear, come relax and unwind at our true majestic beauty. Our newly renovated log cabin offers all the modern luxuries you desire while maintaining the vintage charm we all love.

WalkabilityOutdoor spacesCondition

4.97 out of 5 average rating, 127 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.

Outdoor spacesPetsBathroom

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.

4.86 out of 5 average rating, 138 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!

WalkabilityPetsValue

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, 99 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.

PetsOutdoor spacesAccess

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.

4.91 out of 5 average rating, 121 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.

PetsOutdoor spacesParks

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, 296 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 spacesHiking

4.96 out of 5 average rating, 114 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.

PetsOutdoor spacesHiking

5 out of 5 average rating, 111 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"

Outdoor spacesPetsLaundry

4.99 out of 5 average rating, 180 reviews

Winding Down - A Retreat on the "Quiet Side"

Let it snow, let it snow, let it snow! Bring your snowshoes and cross country skies! 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.

PetsWalkabilityBarbecue

4.95 out of 5 average rating, 136 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

WalkabilityPetsComfort

Popular amenities for Sister Bay pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.82 out of 5 average rating, 100 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

WalkabilityOutdoor spacesSleep quality

4.96 out of 5 average rating, 105 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

PetsWalkabilityBarbecue

4.82 out of 5 average rating, 208 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 spacesBiking

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, 147 reviews

Cozy & Relaxing Wooded Home; Close to Everything!

WalkabilityPetsLocation

A modern kitchen features natural wood cabinetry and an expansive island with seating for four. Bright pendant lights hang above, illuminating stainless steel appliances and an organized countertop. A dining area is visible in the background, complete with a wooden table and white chairs.

5 out of 5 average rating, 18 reviews

Home near Sister Bay

BeachAmenitiesQuiet

4.88 out of 5 average rating, 121 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

WalkabilityOutdoor spacesBeach

5 out of 5 average rating, 27 reviews

SisterBayHus - a Scandi inspired family getaway

PetsWalkabilityAmenities

4.94 out of 5 average rating, 101 reviews

Quiet 3 bedroom wooded home in Baileys Harbor

Outdoor spacesPetsBackyard

Pet-friendly home rentals with a pool

4.72 out of 5 average rating, 36 reviews

An entertainment room is equipped with a combination of arcade machines, a sleek air hockey table, and a flat-screen TV mounted on the wall. Wall art adds a touch of vibrant color to the space, creating an inviting area for fun and relaxation.

Home in Sturgeon Bay

Modern Door County Home! Arcades & Theater Room!

PetsOutdoor spacesSleep quality

4.93 out of 5 average rating, 14 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 spacesPetsComfort

4.88 out of 5 average rating, 17 reviews

Home in Fish Creek

Spruce Suite | Downtown Fish Creek~Dog-friendly

PetsWalkabilityComfort

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

4.87 out of 5 average rating, 15 reviews

Algoma Victorian - Steps to Lake Michigan!

Outdoor spacesWalkabilityTV

Campsite in Baileys Harbor

A cozy interior space features bunk beds against a textured wall. A door made of natural wood leads to additional storage, while a small sink and cabinetry are visible. Light from a ceiling fan illuminates the room, which has wood flooring adding warmth.

4.79 out of 5 average rating, 33 reviews

Sleeper Bunk House

Outdoor spacesPetsHospitality

Cabin in Brussels

Deluxe Patio Cabin Near Pond | Sleeps 7

Outdoor spacesGetting aroundSleep quality

A spacious living area is furnished with light-colored sofas adorned with blue accent pillows. A coffee table sits in the center, and a large Smart TV is mounted on a wall unit filled with books and decorative items. Large glass doors open to a serene outdoor space.

Condo in Egg Harbor

4.9 out of 5 average rating, 10 reviews

Luxury Condo in Egg Harbor- Community pool and gym

Indoor spacesFamilyLocation

4.88 out of 5 average rating, 16 reviews

Home in Fish Creek

Shore Suite | Downtown Fish Creek ~ Dog-friendly

PetsOutdoor spacesAmenities

Private, pet-friendly home rentals

4.78 out of 5 average rating, 78 reviews

A broad deck overlooks the serene waters of Green Bay, featuring a striped awning providing shade. The calm surface of the water reflects the sky, while rocky beach areas are visible below. Surrounding trees frame the tranquil view, enhancing the natural setting.

Cottage in Sister Bay

Sister Bay Rental- Water Front Cottage

WalkabilityPetsWi-Fi

5 out of 5 average rating, 8 reviews

Condo in Sister Bay

Marina Views & Walkable Sister Bay Retreat

WalkabilityPetsHospitality

4.95 out of 5 average rating, 176 reviews

Cabin in Sister Bay

Wismar Cabin Waterfront- Private Sand Beach

Outdoor spacesWalkabilityIndoor spaces

4.78 out of 5 average rating, 320 reviews

Cabin in Baileys Harbor

Door County Dreaming Cabin, Pet Friendly

PetsOutdoor spacesComfort

A single-story home features a welcoming front porch and large windows, surrounded by lush green lawns and mature trees. The property includes a driveway leading to a garage, enhancing the serene curb appeal of this countryside retreat.

4.98 out of 5 average rating, 40 reviews

Once in a Blue Moon

Outdoor spacesWalkabilityCheck-in

4.97 out of 5 average rating, 129 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.

Apartment in Egg Harbor

The Loft – Pet-Friendly Egg Harbor Rental

PetsOutdoor spacesDecor

4.88 out of 5 average rating, 171 reviews

A quaint cottage with a yellow exterior features a front porch with wooden decking. Green benches, adorned with blooming flowers, line either side of the entrance, providing a welcoming touch. A large window framed by white trim is situated above the door, which is accented by a decorative sign.

Cottage in Ellison Bay

Tiny Yellow Cottage in Gills Rock

PetsOutdoor spacesTV