Pet-friendly vacation 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.

PetsWalkabilityCheck-in

4.84 out of 5 average rating, 189 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.

WalkabilityPetsLayout

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.

Outdoor spacesPetsView

4.94 out of 5 average rating, 124 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.

WalkabilityPetsAccuracy

4.99 out of 5 average rating, 148 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 spacesAmenities

4.91 out of 5 average rating, 308 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

Find a little piece of heaven at Gull Cottage on Washington Island! Our charming cottage has been passed down through generations and is the perfect island get-away! Centered on Figenschau Bay, we are just minutes from restaurants, island landmarks and boat launches. This property has the comforts of home and the amenities of a boutique hotel! Newly renovated/interior painting/remodeled bath/new mattresses/bed linens/draperies. Fully equipped kitchen. Outdoor seating area w/deck and fire pit.

PetsOutdoor spacesGetting around

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, 103 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.

WalkabilityPetsGrill

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, 126 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 spacesBathroom

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, 306 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

PetsWalkabilityNearby

5.0 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 spacesWalkabilityCheckout

4.95 out of 5 average rating, 138 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

PetsWalkabilityLocation

4.95 out of 5 average rating, 176 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..

Outdoor spacesWalkabilityAccess

Popular amenities for Sister Bay pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 134 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

PetsWalkabilityDecor

4.87 out of 5 average rating, 141 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

PetsWalkabilityGrill

4.8 out of 5 average rating, 102 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

PetsOutdoor spacesNearby

4.94 out of 5 average rating, 103 reviews

Home in Baileys Harbor

Quiet 3 bedroom wooded home in Baileys Harbor

PetsOutdoor spacesKitchen

4.99 out of 5 average rating, 131 reviews

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.

Home in Baileys Harbor

♦♦Relaxing, Historic and Hip Havngård House♦♦

Outdoor spacesPetsCheck-in

4.82 out of 5 average rating, 210 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 spacesNearby

5.0 out of 5 average rating, 32 reviews

SisterBayHus - a Scandi inspired family getaway

PetsWalkabilityBeach

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.

4.96 out of 5 average rating, 47 reviews

Luxury Remodeled 4BR | Downtown Sister Bay

WalkabilityPetsNearby

Pet-friendly home rentals with a pool

4.88 out of 5 average rating, 16 reviews

Home in Fish Creek

Shore Suite | Downtown Fish Creek ~ Dog-friendly

WalkabilityPetsIndoor spaces

4.73 out of 5 average rating, 37 reviews

Home in Sturgeon Bay

The Oasis! Arcades, Theater Room & Hot Tub

PetsOutdoor spacesComfort

5.0 out of 5 average rating, 23 reviews

A spacious yurt interior features a circular skylight that illuminates the wood-paneled ceiling. Two beds are positioned within the open layout: a bunk bed on one side and a spacious bed opposite, complemented by a kitchenette and air conditioning unit. Large windows allow natural light to enter.

Yurt in Baileys Harbor

D’ Skywood Cabin

QuietHospitalitySleep quality

Apartment in Egg Harbor

5.0 out of 5 average rating, 3 reviews

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

ComfortAmenitiesDecor

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

CheckoutBathroomCleanliness

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!

WalkabilityOutdoor spacesAmenities

Cabin in Town of Brussels

New place to stay

DC, 2p, 1RM Q

4.95 out of 5 average rating, 21 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

PetsWalkabilityKitchen

Private, pet-friendly home rentals

4.86 out of 5 average rating, 195 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 spacesPetsComfort

4.88 out of 5 average rating, 180 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

WalkabilityOutdoor spacesTV

4.97 out of 5 average rating, 135 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

WalkabilityPetsSleep quality

5.0 out of 5 average rating, 10 reviews

Condo in Sister Bay

Marina Views & Walkable Sister Bay Retreat

PetsWalkabilityView

4.82 out of 5 average rating, 60 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 spacesWalkabilityWifi

5.0 out of 5 average rating, 95 reviews

Cabin in Ellison Bay

Waterfront Escape at the Tip of Door County

PetsWalkabilityCleanliness

4.83 out of 5 average rating, 23 reviews

The exterior of the Gothic-arch barn features a curved red façade and a spacious deck adorned with patriotic bunting. Comfortable seating is arranged on the deck, and expansive green fields can be seen in the background under a clear blue sky.

Barn in Sister Bay

The Barn at Milkweed Acres

PetsWalkabilityIndoor spaces

The exterior of a ranch-style home is framed by lush greenery, featuring a mix of stone and navy blue siding. A red door adds a vibrant touch, while large windows allow natural light to fill the interior. Surrounding foliage creates a sense of privacy.