House holiday rentals in Sister Bay

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.

4.85 out of 5 average rating, 144 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, 134 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

4.99 out of 5 average rating, 102 reviews

Bluebird Landing: Walk to the Beach. Fire Pit!

Situated in Sturgeon Bay, known as the entry to Door County, Bluebird Landing is a 2 block walk from Sunset Beach or a bike ride to downtown for coffee shops, food and boutiques. This charming home is the perfect place to unwind, relax, and recharge. Or venture up the peninsula to hike at Peninsula State Park, walk the beach at Whitefish Dunes, explore underwater caves at Cave Point, or take a ferry ride to the Lavender Fields on Washington Island. DCTZ | **3556304700** DATCP | NWOR-CVPQDN

A charming cottage features a distinctive turret, with a textured gray exterior and decorative trim. Soft lighting from the porch illuminates the entrance, creating a welcoming appearance. Lush greenery surrounds the home, highlighting a manicured lawn and pathways leading to the entry.

4.98 out of 5 average rating, 103 reviews

Private 3BR Gem on 2.5 Wooded Acres- Close to All

Hinter Haven Cottage A place of solitude, beauty, and peacefulness—Hinter Haven Cottage is your perfect Door County getaway. This charming 3-bedroom, 2-bathroom retreat is tucked at the end of a private drive, surrounded by a quiet woods. You’ll feel worlds away, yet be just minutes from Door County’s most beloved villages and attractions. Thoughtfully maintained and protected with Mosquito Squad services for your comfort. Relax, recharge, and make lasting memories. Book your stay today!

4.96 out of 5 average rating, 271 reviews

Designer Home in Egg Harbor - Walk to Downtown!

Welcome to our Modern Craftsman Home, where the heart of Egg Harbor-Door County, Wisconsin, beats with warmth and modern elegance. This spacious abode offers three comfortable bedrooms and two and a half bathrooms, providing ample space for relaxation and privacy. The kitchen stands as a testament to culinary excellence, featuring top-of-the-line Jenn-Air appliances, ready for your gourmet adventures. The home is graced with high-end custom finishes that blend craftsmanship with comfort.

4.99 out of 5 average rating, 144 reviews

A modern kitchen is presented with green cabinets juxtaposed against warm wood countertops. An island with three wooden stools provides a casual dining option. Natural light fills the space, highlighting a farmhouse sink and stainless steel appliances, while a clock adorns the wall in the background.

Home in Marinette

We Call It "The Farmhouse"

Relax and recharge with the whole family at our beautiful country estate! This unique and peaceful property is just minutes from shopping and restaurants, yet maintains the quiet charm and rural feel that is quintessential Wisconsin! Enjoy the tranquil view of a sunrise while horses pasture out back or deer browsing at the forest edge in the waning hours of daylight. Your children or pets will appreciate the fresh air, freedom to roam and safety provided by our fenced in back yard.

4.85 out of 5 average rating, 123 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

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!

A private outdoor space is depicted featuring a pergola over a circular stone fire pit area. Surrounding greenery provides a natural backdrop, while patio seating is arranged nearby, inviting relaxation in a serene environment.

4.9 out of 5 average rating, 115 reviews

Maple Cottage, Cute & Cozy, steps to downtown.

Very cute and cozy home to enjoy Door County from. Large, private back yard with pergola and plenty of patio seating including a fire pit area. Charcoal grill on site. Home is centrally located between Washington Island and Egg Harbor. It's within .4 mile walking distance to downtown Sister Bay. Great place to get away and relax and still have the fun of the restaurants and shops nearby. This is our home away from home and we hope it will be yours too. (Maple Cottage RT-364)

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

4.99 out of 5 average rating, 106 reviews

A bright living space features modern furnishings arranged for comfort. Large glass doors provide a view of the lake and outdoor deck. Natural light fills the room, highlighting the soft area rug and contemporary chairs.

Home in Ellison Bay

Mid Century Lake House with private beach

Come enjoy Door County in this beautiful lake house. Completely renovated with private beach access this is the perfect place to relax. Everything in this home is brand new! Conveniently located next to Ellison Bay & Sister Bay, enjoy all the hustle and bustle of Door County and retreat back to the serenity of the house Swim in the lake, paddle board, or take one of our bicycles and enjoy the scenery. Enjoy the winter snow shoeing, cross country skiing or snowmobiling.

Two turquoise chairs are positioned facing a bay window, framed by multiple windows that offer views of the water. A small table holds a vase filled with fresh flowers, and a stained glass window adds color to the serene space.

4.98 out of 5 average rating, 245 reviews

Lily Pad Cottage, Door County: Waterfront Cottage

LILY PAD COTTAGE, DOOR COUNTY is perched, on the waters of Sturgeon Bay, with a historic shipbuilding waterfront and artistic culture. A perfect romantic getaway for a couple seeking quality time in one of the last cottages on the waterfront of Sturgeon Bay. Fantastic location, close to everything on the west side of the city. Lily Pad has a deck and a fire pit in the yard! Need more space?, Eagle View Suite is a two bedroom, next door to Lily Pad Cottage.

Popular amenities for Sister Bay house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House 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 features a large, L-shaped sectional sofa in a soft gray hue, complemented by a square ottoman. Natural light fills the space through multiple large windows overlooking the green landscape. A dining area is visible in the background with table seating.

4.92 out of 5 average rating, 12 reviews

Door County Agrotourist Retreat

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.

4.8 out of 5 average rating, 5 reviews

Spruce Suite | 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!

A spacious heated pool area is surrounded by trees showcasing autumn foliage. A water slide is positioned at one end, while seating options include lounge chairs and a shaded umbrella table. The pool deck features a mix of colorful accessories, enhancing the outdoor experience.

5 out of 5 average rating, 9 reviews

Cottage at Cave Point - Private pool+Arcade

A spacious living area features a high, vaulted ceiling with exposed beams. A stone fireplace serves as a focal point, complemented by bright artwork above. Large windows allow natural light, while comfortable seating is arranged for relaxation.

4.74 out of 5 average rating, 23 reviews

The Cottage Condo in Charming Egg Harbor

A serene landscape is captured, showcasing lush greenery with various trees and homes in the foreground. A clear view of the water stretches into the distance, accented by a gentle horizon line, with the community's architecture visible amid the natural setting.

Best Waterview of Egg Harbor

The exterior of the Marina Cottage is shown, featuring multiple stories and large windows. Lush landscaped gardens with colorful flowers surround the property, while outdoor seating is visible on the porch. A clear blue sky provides a bright backdrop to this welcoming retreat.

5 out of 5 average rating, 10 reviews

Beautiful Marina Cottage 117

Weekly house rentals

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

4.95 out of 5 average rating, 63 reviews

Sister Bay - 4 BR/3BA - Sauna, Screened porch

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

5 out of 5 average rating, 94 reviews

Northwoods Farmstead: Bar/Sauna/Games on 1.5 Acres

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

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.

4.97 out of 5 average rating, 34 reviews

Once in a Blue Moon

A spacious, open-concept kitchen and dining area is displayed, featuring modern appliances and ample natural light. A dining table with white chairs is positioned centrally, while a sliding glass door leads to a deck. A cozy living area is visible, inviting relaxation.

4.78 out of 5 average rating, 68 reviews

Peaceful & Wooded Home - Walk to Sister Bay 0.5m

A bright kitchen features light wooden cabinetry with gold hardware. A striped rug runs along the floor, while a round breakfast nook is positioned near a window. Natural light floods the space, complemented by a woven pendant light overhead.

4.95 out of 5 average rating, 39 reviews

Luna's Retreat: Downtown Sister Bay

Private house rentals

4.98 out of 5 average rating, 45 reviews

A cozy coffee corner is showcased with a decorative greenery wall featuring a cheerful sign, 'This is our happy place.' A coffee maker sits atop a wooden countertop, accompanied by cups and a selection of coffee pods. The laundry area is visible in the background.

Home in Ellison Bay

Orchardside Acre *privacy fence!*

The dining area features a large wooden table surrounded by six chairs, positioned beneath a modern chandelier. Vaulted ceilings contribute to an open atmosphere, while natural light floods in from windows and a nearby kitchen. A cozy seating area is visible in the background.

4.98 out of 5 average rating, 55 reviews

Sister Bay 3BR Cottage - Cozy, Central Location

5 out of 5 average rating, 28 reviews

Bay View Beauty on the Bluff

A spacious living area is adorned with large windows, allowing natural light to pour in and offering views of the surrounding greenery. Comfortable seating arrangements are complemented by a central coffee table, while a modern ceiling fan maintains airflow. A flat-screen TV is mounted on the wall.

5 out of 5 average rating, 54 reviews

Nordica House -Designer Home in Egg Harbor

A spacious home is nestled amid tall trees, featuring a light gray exterior and a prominent gabled roof. Large windows allow for natural light, while a wraparound deck with railing offers outdoor space. The driveway leads to the side of the property, creating a welcoming entrance.

5 out of 5 average rating, 18 reviews

Group-Retreat • Firepit, Deck, Near Beach & Shops

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.

5 out of 5 average rating, 21 reviews

Bay On The Bluff Fish Creek

A spacious living area is highlighted by a wood-burning stove and a wall-mounted television. Large windows provide views of the surrounding orchard, with natural light illuminating the room. Comfortable seating arrangements include a modern couch and armchairs, contributing to a relaxed ambiance.

5 out of 5 average rating, 12 reviews

Alma at Loma Cottages

An open floor plan kitchen and dining area is featured, with a modern dining table set for six. The kitchen is equipped with stainless steel appliances and a large island. A cozy seating area includes a leather sofa facing large windows that allow natural light to fill the space.