Family-friendly vacation rentals in Sister Bay

4.86 out of 5 average rating, 316 reviews

A tri-level condo complex is nestled among lush greenery, showcasing multiple balconies and staircases leading to the main entrance. A pool area is visible in the foreground, where lounge chairs are arranged around a covered pool. The serene landscape adds to the peaceful ambiance.

Condo in Fish Creek

Evergreen Hill B Whirlpool Condo by Pen State Park

It’s all about location and this is the perfect central location for your Door County adventure! All 4 B rental condos are set on a lovely, peaceful street in Fish Creek. On warm days, enjoy hiking, swimming, biking, boating, camping, picnicking, fishing, and golf. When snow is on the ground, spend time cross-country skiing, snow shoeing, snowmobiling, and sledding. Daily housekeeping is not included. You can add it for $24 per day if you would like, just let us know when you pick up your key.

4.98 out of 5 average rating, 287 reviews

A cozy studio bedroom features a spacious bed with stylish bedding and decorative pillows. Light streams through a window covered with plantation blinds. Two lamps illuminate the space beside the bed, while a gray upholstered bench sits at the foot, complementing the wood-look flooring.

Apartment in Fish Creek

Night Cap Studio Loft in Downtown Fish Creek

In the heart of Fish Creek, above our bustling Hat Head shop, enjoy your stay in our newly remodeled second story studio loft. Complete with studio bedroom, bath, kitchen with new appliances, sitting room, and private balcony deck. Enjoy walking distance to the beach, shops, restaurants, Peninsula State Park, and more. Close to the action, yet a great hideaway for privacy and relaxation. Bright and cheery, modern, simply stated, and clean. For adult single or couple. (Sorry no pets or kids).

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.

4.97 out of 5 average rating, 266 reviews

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.

Guesthouse in Fish Creek

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.

4.93 out of 5 average rating, 108 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

4.95 out of 5 average rating, 282 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.

Condo 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.

A charming blue cottage with yellow shutters adorns the exterior. A well-maintained stone wall and vibrant flower beds enhance the entrance. The home features a single-car garage, a front porch, and large windows that invite natural light into the living space.

4.93 out of 5 average rating, 196 reviews

The Sister Bay Getaway: Water View & Downtown!

Updated 2 bedroom home - smoke & pet free. WiFi, Smart TV and A/C. Walking distance to downtown Sister Bay shops, restaurants, beach and more! This has been a favorite Door County location for many! We sincerely hope you enjoy our vacation home, Sister Bay, and everything Door County has to offer! Accept rental agreement (House Rules) prior to your stay. Airbnb bills and remits the WI State/County Taxes (5.5%); Door County Lodging tax (8%) & Sister Bay Resort tax (0.5%).

4.89 out of 5 average rating, 284 reviews

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.

Home in Sister Bay

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

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.

4.96 out of 5 average rating, 125 reviews

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!

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.

5 out of 5 average rating, 213 reviews

Sister Bay A-Frame | Cozy Fireplace + Coffee Bar

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.

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.

4.99 out of 5 average rating, 155 reviews

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.

4.95 out of 5 average rating, 125 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 family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.85 out of 5 average rating, 71 reviews

A living area features a comfortable red sofa facing a large window that offers views of green outdoors. A gas fireplace is positioned beside a light wood shelf with decorative items. A TV is mounted on the wall, and a patterned chair and coffee table complete the setting.

Apartment in Fish Creek

1 Bedroom Suite in a World-Class Swedish Resort

4.87 out of 5 average rating, 190 reviews

Home in Ellison Bay

Northern Lights Farmhouse with Hot Tub

4.98 out of 5 average rating, 53 reviews

An open-concept living area showcases a cozy seating arrangement, featuring two large leather sofas and two upholstered armchairs. A stone fireplace adds warmth, while large windows invite natural light, revealing a serene view of the surrounding woods. A striking chandelier hangs from the vaulted ceiling.

Home in Ephraim

Luxury Retreat with Hot Tub • The Ephraim House

4.97 out of 5 average rating, 135 reviews

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.

Home in Sturgeon Bay

Modern Door County Waterfront House + Hot Tub

4.92 out of 5 average rating, 161 reviews

The lodge's exterior is characterized by a classic log cabin style, featuring large windows that allow ample natural light. Surrounding greenery includes well-kept shrubs and trees, with a vibrant red maple adding a burst of color against the serene backdrop.

Cabin in Egg Harbor

Green Apple Lodge (w/hot tub & hi-speed wifi!)

4.98 out of 5 average rating, 90 reviews

A covered outdoor area features a relaxing hot tub, surrounded by a serene natural landscape. A cozy seat with plush cushions is positioned nearby, inviting relaxation while enjoying the tranquil surroundings. The space is divided by a sturdy pergola, offering shade and comfort.

Home in Egg Harbor

Egg Harbor Fall & Winter Escape| Sauna| Hot Tub.

4.93 out of 5 average rating, 68 reviews

A private covered front porch is highlighted by hanging wicker chairs with soft cushions, positioned against a backdrop of lush greenery. A small side table complements the seating area, while potted flowers add a touch of color to the wooden deck.

Home in Ellison Bay

Hot Tub, Family Friendly + 2 King Beds, Secluded

4.97 out of 5 average rating, 59 reviews

Home in Fish Creek

Magical Countryside Home | Hot Tub near Fish Creek

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 147 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

4.82 out of 5 average rating, 193 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

4.99 out of 5 average rating, 84 reviews

An interior view features a spiral staircase leading to an upper loft area, framed by striking post-and-beam construction. Warm wood finishes enrich the cozy atmosphere, with natural light illuminating the open floor plan. Various seating options are arranged, enhancing the inviting space.

Home in Fish Creek

Purple Door Cottage (Fish Creek)

4.77 out of 5 average rating, 120 reviews

The exterior of the cottage showcases a spacious wrap-around porch, elevated on a stone foundation. The home is surrounded by a grassy area, with trees providing a natural backdrop. Large windows invite plenty of natural light into the interior spaces.

Cottage in Sturgeon Bay

The Bungalow at Potawatomi State Park

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, 146 reviews

Cozy Loft | Dog Friendly + Off-Street Boat Parking

4.86 out of 5 average rating, 485 reviews

A bright living area features hardwood floors and warm yellow walls. A comfortable sofa faces a TV, complemented by two chairs positioned near large windows that offer views of the outdoors. A plush area rug adds texture beneath a coffee table.

Apartment in Egg Harbor

Downtown Sunset View Apartment

4.88 out of 5 average rating, 112 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

4.86 out of 5 average rating, 183 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)

Family-friendly home rentals with a pool

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.

Condo in Egg Harbor

Condo Indoor Pool Meadow Ridge #23 Egg Harbor, WI

4.91 out of 5 average rating, 190 reviews

A spacious living area is highlighted by a large sectional sofa, accented with decorative pillows. A flat-screen TV is mounted above a stone fireplace. Natural light pours in through two large windows, enhancing the welcoming ambiance of the space.

Townhouse in Egg Harbor

Indoor pool and hottub Egg Harbor condo #51

4.92 out of 5 average rating, 202 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.

Condo in Egg Harbor

DoorCo Happy Place @Landmark Resort

4.97 out of 5 average rating, 31 reviews

A hot tub is positioned on the patio, featuring jets that create a soothing water surface. Surrounding greenery adds natural beauty, while privacy is ensured by a barrier. Nearby, lounge chairs and vibrant pool toys are visible, enhancing the outdoor relaxation space.

Cabin in Sturgeon Bay

Waterfront/Pool/Hot Tub/Firepit/Game Room

4.93 out of 5 average rating, 164 reviews

A spacious living area is presented, featuring a large sectional sofa and an accent chair. Natural light filters through multiple windows. The adjoining dining area includes a long table surrounded by several chairs. A view of the modern kitchen with dark cabinetry is visible in the background.

Townhouse in Egg Harbor

Beautifully Updated Egg Harbor Townhouse in town!

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.

Condo in Egg Harbor

Entire Townhouse -Escape to Door County

4.8 out of 5 average rating, 10 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