Pet-friendly holiday rentals in Sister Bay

4.9 out of 5 average rating, 173 reviews

A charming cabin is nestled among trees, with a softly glowing porch light illuminating the entrance. The surrounding snow-covered ground and fallen leaves add a serene touch. Natural materials emphasize the rustic character, while the stone chimney hints at warmth within.

Cabin in Ellison Bay

Fin de la Terre - magical cabin steps to the lake

Fin de la Terre is a charming cabin at the northernmost portion of the Door Peninsula. Inhale the scents of the surrounding forest, and exhale with the waves of Lake Michigan. The cabin has deeded access to the lake, and there are trails out the back door to hike in the forest. High quality linens are provided to add comfort for your stay, and the wood burning fireplace keeps you cozy. The kitchen is well stocked, there is a smart tv, board games, books, fire pit and grill.It is time to relax

The charming home, surrounded by lush greenery, features a wide front porch and well-maintained landscaping. A serene backyard with outdoor seating invites relaxation, complemented by the peaceful natural setting that enhances the sense of seclusion.

4.86 out of 5 average rating, 145 reviews

Fall Into Fun• Hot Tub, Games,Dogs & Marina Stroll

Scandia by Getaway and Stay Fall in love with Sister Bay in this secluded retreat, just 5 minutes from the marina! The spacious backyard is perfect for kids and dogs, featuring a brand-new 5-seater hot tub, a cozy firepit, and a grill for starry nights. Inside, two sunlit living rooms offer plenty of space to unwind and make lasting memories. Whether you’re seeking outdoor adventures or cozy nights in, this home is your perfect fall getaway. Book now and experience the charm of Door County!

The exterior of a house is set against a backdrop of tall trees, showcasing a spacious lawn. A selection of wooden chairs surrounds a fire pit area, providing an inviting space for outdoor gatherings. The house features multiple levels, with a large deck visible.

4.97 out of 5 average rating, 135 reviews

Modern Door County Waterfront House + Hot Tub

Take a refreshing dip in the lake, cool off in the outdoor shower, listen to the waves, soak in the sunrise from the chairs at the rocky beach, enjoy the hot tub, roast marshmallows around the fire pit, grill up your favorite picnic foods; all while taking in the 100 feet of private lakeshore. The Triangle on Lake Michigan boasts a hot tub, a fire pit and thoughtfully appointed spaces to slow down. We have very fast fiber WiFi. Door County Tourism Zone Permitted Department of Ag Licensed

Apartment in Sturgeon Bay

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, 145 reviews

Cozy Loft | Dog Friendly + Off-Street Boat Parking

Your perfect home base for adventure and relaxation in scenic Sturgeon Bay. Just minutes from the waterfront, rent bikes, kayaks, or SUPs at Bayshore Outfitters and dive into the area's stunning natural beauty. Bike or stroll to any of the three lively shopping districts filled with bakeries, cozy coffee shops, and unique local boutiques. Enjoy a fully stocked kitchen and bathroom, private entrance, and driveway with space for your boat—everything you need for a comfortable, carefree stay.

4.92 out of 5 average rating, 103 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 in Northern Door County - Indoor fireplace and outdoor bonfire pit (wood provided) - Beautiful 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 - Perfect for a family getaway or a trip with friends - Includes all amenities to make you feel at home

4.92 out of 5 average rating, 207 reviews

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

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.

4.99 out of 5 average rating, 174 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.

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, 282 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

4.79 out of 5 average rating, 234 reviews

A spacious cabin features a distinctive triangular roof and large glass doors opening to a wooden deck adorned with flower planters. Surrounding the cabin, well-maintained grassy areas and trees provide a sense of seclusion and natural beauty.

Cabin in Baileys Harbor

Bailey's Harbor Door County Cabin North Unit

Cozy 1 bedroom cabin(side by side,north unit/south unit)each with its own private yard from each other/patio secluded by trees.Featured on Travel Wisconsin!New installed AC April 2019! Private entrance.Walking distance to Kangaroo Lake and popular Door County bar.Great for all year,round,hiking,kayaking,swimming,camp fires. Hidden in the woods but a close drive to Lake Michigan side tourist part(5-10min drive). Rent one half or both if available to sleep a total of 16.

4.85 out of 5 average rating, 174 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)

"Doc's Hideaway" sits at the tip of the Door County peninsula in beautiful Gills Rock, surrounded by lush woods on one side and the picturesque Bay and bluffs on the other. This historic mid-1800’s cabin has been lovingly renovated (admire the character of the original hand scraped wood walls and ceiling beams) with all the amenities and comforts of home. New in 2022: extra fast Wifi via Starlink (up to 105 mbps) and a high efficiency ductless AC and heating system.

5 out of 5 average rating, 105 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"

4.96 out of 5 average rating, 121 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

Popular amenities for Sister Bay pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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.

4.95 out of 5 average rating, 146 reviews

Kok's Kove on the water in Door County

5 out of 5 average rating, 61 reviews

An open-concept living room features a large stone fireplace and a cozy sectional sofa. Floor-to-ceiling windows provide views of the beach and lake. A wooden coffee table sits atop a patterned area rug, creating a warm and inviting gathering space.

Home in Baileys Harbor

Lakefront cottage w/ sand beach & waterfront deck

4.96 out of 5 average rating, 100 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

A cozy living area features a blue sofa adorned with decorative pillows, accompanied by two black armchairs. A coffee table sits at the center, and natural light filters through a large window, illuminating the neutral-toned carpet and warm ambiance of the room.

4.92 out of 5 average rating, 117 reviews

Fenced-In Yard | Dog Friendly | Quiet Neighborhood

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.

4.98 out of 5 average rating, 81 reviews

Family-Friendly, Modern Historic Farmhouse

Two bright red Adirondack chairs are positioned on a wooden deck, accompanied by a small round table. A window with white blinds is visible in the background, allowing natural light to enhance the inviting outdoor space.

4.97 out of 5 average rating, 232 reviews

3BR House in Sturgeon Bay

The image captures a stunning sunset over the Bay of Green Bay, framed by silhouettes of tall trees. The water reflects shades of orange and pink, creating a serene atmosphere. The peaceful scene highlights the natural beauty of the surrounding landscape.

4.88 out of 5 average rating, 204 reviews

Stunning Door County Sunsets

4.84 out of 5 average rating, 148 reviews

A spacious living area features a large sectional sofa arranged around a coffee table. Natural light enters through multiple windows, highlighting a stylish area rug and the subtle texture of the walls. A warm fireplace completes the cozy environment.

Home in Peshtigo

Peshtigo Ranch Experience

Pet-friendly home rentals with a pool

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.

4.71 out of 5 average rating, 31 reviews

Cool + Modern! Arcades, Movie RM, Private Pond!

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

Indoor Pool, Hot Tub, Gym and Dog Friendly!

4.8 out of 5 average rating, 5 reviews

The living area features a cozy leather sofa paired with a black accent chair. A modern stone fireplace is positioned beneath a large television displaying a sunset view. Two framed images of nature-themed scenes adorn the walls, enhancing the room's contemporary design.

Home in Fish Creek

Spruce Suite | Downtown Fish Creek~Dog-friendly

4.78 out of 5 average rating, 9 reviews

A spacious living area showcases a modern sofa and armchair, complemented by a wooden coffee table. A stone fireplace is centered beneath a large TV displaying a scenic sunset. Natural light fills the space through windows, enhancing the contemporary design.

Home in Fish Creek

Shore Suite | Downtown Fish Creek ~ Dog-friendly

5 out of 5 average rating, 9 reviews

A bright living area features large windows that offer views of the surrounding landscape. A comfortable brown leather sofa and an accent chair are arranged around a dark coffee table. Natural wood ceiling beams complement the warm green walls, creating a cozy atmosphere.

Cottage in Fish Creek

Harbor Cottage | Downtown Fish Creek-Dog Friendly

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

4.85 out of 5 average rating, 13 reviews

Algoma Victorian - Steps to Lake Michigan!

4.74 out of 5 average rating, 98 reviews

Cottage in Fish Creek

Cozy Cabin! Amazing Location in Fish Creek! Pool!

Private, pet-friendly home rentals

5 out of 5 average rating, 6 reviews

Condo in Sister Bay

Marina Luxe at Sister Bay Marina

4.97 out of 5 average rating, 31 reviews

An aerial view of an A-frame cabin nestled among trees at sunset, with vibrant colors in the sky. The cabin faces a sandy beach, where a small gathering of chairs is arranged near the water's edge, and a dock extends into the lake.

Cabin in Sister Bay

Waterfront A-frame: Vintage Charm, Modern Comfort

5 out of 5 average rating, 10 reviews

A paved driveway leads through a vibrant autumn landscape, framed by colorful trees with orange and yellow leaves. The home, in the distance, features a welcoming facade just visible through the foliage. Fallen leaves blanket the ground, enhancing the seasonal ambiance.

Home in Ephraim

Door County Luxury Home: Norwegian Wood, Ephraim

4.96 out of 5 average rating, 56 reviews

An outdoor fire pit area is surrounded by Adirondack chairs, where guests gather around a crackling fire. The charming cottage is partially visible in the background, adorned with string lights and accessed by a wooden deck, providing a cozy setting for night-time gatherings.

Cottage in Sister Bay

Cottage & Bay: Home with Game Room Near DT SB

5 out of 5 average rating, 95 reviews

Northwoods Farmstead: Bar/Sauna/Games on 1.5 Acres

The unique earth-covered home is illuminated under a twilight sky, highlighting its curved, stone façade. Designed to blend into the natural surroundings, the structure features large windows with rounded tops, providing an inviting appearance against the backdrop of lush trees.

4.98 out of 5 average rating, 58 reviews

New BayShore Shire Waterfront Hobbit Home

5 out of 5 average rating, 21 reviews

The exterior of the home is framed by lush greenery, featuring a modern design with large windows that promote natural light. The multi-tiered roof adds architectural interest, while a pathway leads to the entrance, enhancing the inviting ambiance of the property.

Home in Fish Creek

Bay On The Bluff Fish Creek

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.