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Orchard Condo 3E In Uptown Sister Bay

Comfortable 3 bedroom, 2.5 bath, spacious town home condo in the popular Orchards Townhouse in Sister Bay. These make a great Door County Vacation spot!  There is a large yard with garden, heated pool and tennis courts. It is walking distance to mini golf, restaurants and shops in uptown Sister Bay as well as the…  Read More

North Bay Lakefront Retreat Between Sister Bay & Baileys Harbor

Awesome easterly view with wonderful stars and moon light skies.   Door County’s Highway County Q is a very scenic drive between Baileys Harbor & Sister Bay along Lake Michigan. This darling waterfront cabin rental sits half way between both towns. It is only a short distance from the wonderful Gordon Lodge Top Deck restaurant/bar and…  Read More

Herewego A North Bay Cottage

Welcome to the Herewego North Bay Baileys Harbor Vacation Rental, a long-time multi-generational home providing a beautiful and fun getaway since the 1930’s. Herewego is located halfway between Baileys Harbor and Sister Bay on North Bay- the Quiet Side of Door County.  Your family will enjoy the comfort of four bedrooms and two full baths.…  Read More

Bay Shore Getaway

Downtown Sister Bay, Across Street from Water, Close to Shopping and Restaurants

Herb’s Getaway in Ellison Bay

Door County Vacation Getaway just a short hop to Newport State Park as well as Europe Lake.  Ten minutes away from Sister Bay with downtown shopping area and restaurants.  Less than 10 minutes away from Gills Rock Northport and Ferry to Washington Island.  For Boaters, 5 minutes away from Ellison Bay Dock with plenty of parking.…  Read More

Bagatelle Lakefront Home On Kinsey Bay

This wonderful waterfront Door County vacation home and family retreat nestled on Lake Michigan’s Kinsey Bay is 3 miles east of Sister Bay. So charming and comfortable both inside and out. Two generations sharing this cottage. Scenic view and 300 ft. of shore front to use to swim, kayak or skip stones. Fire pit on…  Read More

Mabel’s Cottage

If you are looking for a peaceful getaway, this is it! Our adorable Mabel’s Cottage is nestled in the most peaceful setting. Sip your morning coffee while listening to the birds singing, or enjoy an unobstructed view of the stars while sitting around a campfire. Just minutes from Sister Bay and Ellison Bay.  Serenity at…  Read More

Nor Door Escape

This beautiful home is located on a tranquil street just north of Sister Bay, close to all the action while providing serenity to come back to after a busy day! . This is your home away from home…offering top of the line furnishings throughout.  Enjoy the 3 comfortable bedrooms, 3 full bathrooms, large office space,…  Read More

Spring Cottage

Location, location, location! Just one block from downtown, you can park your vehicle and walk to all that Sister Bay has to offer; from restaurants, coffee, shopping, the beach, playground, and much more!  This adorable cottage is going to be one that you will want to re-book for years to come!  The bright and cheery…  Read More

Gunderson Cabin on the Water

Quintessential Door County Scandinavian log cabin, circa 1848, with modern amenities. Waterfront property with breathtaking views of Lake Michigan’s Green Bay. Main home features original logs, decorative fireplace and large screen porch that overlooks the water. Stone steps from a large patio lead down to the shore, perfect place to enjoy a stunning Door County…  Read More

Eagle’s Perch

Eagle’s Perch is just north of Sister Bay on the scenic Beach Road and is such a DARLING Home with a FANTASTIC Sunset Water View! Look up into the Pine Trees to the north for the Eagles Nest and you might see the graceful Eagle welcoming you. Just a short walk down Porcupine Bay Road…  Read More

It’s A WONDERFUL Life

Beach Road is a lovely area on the north end of Sister Bay, close enough to all the village activities and also a beautiful road to walk, ride bikes or jog! Come enjoy this wonderful “turn of the century” style home. It’s a Wonderful Life is a spacious property that has two stories and 5…  Read More

Eagle’s Landing (Formerly Eagles Nest Waterfront)

Lovely open concept waterfront vacation rental home near the Ellison Bay Park with tennis courts, dock, beach, picnic area and awesome playground! Eagles Nest is new for 2019 so hurry to book as this one will fill up fast! Large gathering area as well as full season porch with the awesome view of waterfront sunsets!…  Read More

Log Cabin on the waterfront

Door County Old Charm on the waterfront!  Sun tan on the deck or kayak along the Lake Michigan shoreline.  See beautiful sun rises as well and moon lite starry skies.  This Log Cabin is only 4 miles across the peninsula to the active Sister Bay and yet so peaceful to come home to.  Original Cabin…  Read More

Lemon Drop

Yellow, drop-gorgeous home for your Sister Bay Vacation spot! Drop down the driveway to nestle below the hill and be set back off the popular Maple Drive. This rental is close to it all, from shopping to the best restaurants and the popular waterfront beach with concerts and awesome playgrounds.  Near Boat rentals and Sister Bay…  Read More

Camp Door-Beautiful Waterfront Home

Beautiful Door County Vacation Rental just east of Sister Bay in the scenic location of Sand Bay on Lake Michigan!   Over 2 acres and 3,000 sq. feet of classic Scandinavian design touches makes one appreciate this million dollar luxury log home.  Waterfront is SAND Beach but the water is exceptionally high this year!  With 3…  Read More

FOX on the ROCKS Waterfront Cottage

Ellison Bays quaint and scenic town is the home of this historic Cottage that promotes a generation of fun and adventure!  Family appreciated large and spacious cottage offers 5 bedrooms and 2.5 baths.  Large dining table for meals together and a comfy living room with flat screen TV, DVD and game table for those rainy…  Read More

A Paradise North – Lakefront Home By Cana Island Lighthouse

Beautiful 2 Story Door County Home on Lake Michigan between Sister Bay and Baileys Harbor. This property will have all the comforts of home and more…..Water view, sun room with futon, 3 bedrooms, 2.5 baths, gas fireplace, wireless internet, laundry, A/C, garage and much more! Peaceful natural setting, boardwalk to the shore front and within…  Read More

Skogland Condo #23

This charming, cozy & colorful town home condominium for your family vacation rental in Door County that sleeps 4 and has a nice fireplace for snuggling in. These beautiful condos sit in a cozy wooded setting in downtown Sister Bay. Enjoy the heated pool on site. Skogland Condos are a short, 1.5 village block walk…  Read More

Skogland Condo #26 Townhouse, Walking Distance To Marina & Sports Complex

Spacious Sister Bay townhouse condo with a bath in each bedroom and a newly remodeled lovely full kitchen with laundry. Beautiful hardwood flooring through out first floor. Deck with view for grilling and wood burning fireplace. Wireless INTERNET! These beautiful condos sit in a cozy wooded setting in downtown Sister Bay. Enjoy the heated pool…  Read More

Skogland Condo #11 Walking Distance To Downtown Marina & Sports Complex

These beautiful Vacation Rentals in Door County are town home condos and is wonderfully decorated and includes WiFi!!! The complex has a great outdoor, heated swimming pool on the grounds and is just a short walk to the sunsets. These beautiful condos sit in a cozy wooded setting in downtown Sister Bay, Wisconsin.  Skogland Condos…  Read More

Scandia Cottage – Oland

Oland Cottage is a darling one bedroom cottage with a screened in porch providing privacy. This two acre property sits at the north end of Sister Bay by the Beach Road and Hwy 42 split. Such a relaxing spot for small and large family gatherings and the cottages are all so darling! Lovely yard and…  Read More

Scandia Cottage – Karlstad

Nice 2 bedroom cottage with open patio and yard. Gas fireplace in cottage. All new carpeting! This two acre property sits at the north end of Sister Bay by the Beach Road and Hwy 42 split. Such a relaxing spot for small and large family gatherings and the cottages are all so darling! Lovely yard…  Read More

Scandia Cottage – Trondheim

Lovely updated cottage set back on the hill for privacy with screened in porch. This two acre property sits at the north end of Sister Bay by the Beach Road and Hwy 42 split. Such a relaxing spot for small and large family gatherings and the cottages are all so darling! Lovely yard and within…  Read More

Scandia Cottage – Bergen

Darling 2 bedroom with living area and kitchen, dining room. Screened in porch for relaxing. Bergen Cottage can be rented with the Alvik, an adjoining suite as one large 3 bedroom unit. This two acre property sits at the north end of Sister Bay by the Beach Road and Hwy 42 split. Such a relaxing…  Read More

Scandia Cottage – Alvik

Studio cottage perfect for two! Nice kitchen with open deck and charcoal grill. For a large family this suite can be rented with BERGEN Cottage, a 2 bedroom which is connected to the Studio ALVIK Cottage. This two acre property sits at the north end of Sister Bay by the Beach Road and Hwy 42…  Read More

Sleepy Moose Log Home

This Beautiful Door County Log Cabin Home is located in uptown Sister Bay. This is a 3 level home with 3 bedrooms and a loft. It also has 3 baths; one including a whirlpool tub. The home will sleep up to 8 adults and 2 children comfortably. This serene retreat provides all the amenities including…  Read More

Coral Hill Guest House in Ephraim!

Door County Vacations are most popular in the beautiful Ephraim area where this darling Guest House sits! Located on a lovely and peaceful road at the north end of the village where one can come and relax after a fun filled day on the go. Ephraim’s Coral Hill Guest House is cleverly tucked along South…  Read More

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Helping rent, buy, sell and rent out Door County homes, cottages, cabins, condos and pet friendly properties since 1966 Door County Vacation Property Management & Real Estate Specialists

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Vacation Rentals We’re ready for your arrival. Rent with confidence. With the largest selection of rentals in Door County, Wisconsin and our helpful personable staff, we are ready to assist your needs!  Each village is unique: Gills Rock, Ellison Bay, Rowleys Bay, Sister Bay, Ephraim, Fish Creek, Egg Harbor, Baileys Harbor, Jacksonport, Clarks Lake and…

Skoghavn Cottage-“Our Haven In The Woods”

Well maintained vintage Ephraim house perfect for your next Door County getaway. On Valentine Lane within walking distance to Wilson’s and the Ephraim beach. Well equipped kitchen and Weber grill are perfect for outdoor entertainment. Improvements include a renovated master bath, new towels and sheets, patio cushions and solar lit patio umbrella. Also a new…  Read More

Whispering Pines Romantic Lakefront Cabin

Enjoy the scenic Lake Michigan shore front sitting inside or outside of this Romantic one room cottage. Newly renovated and very charming. The lovely Ben Franklin gas stove provides cozy warmth for those romantic evenings. For the honeymooners or small family, this cottage is nestled on the beautiful Appleport Lane. It is one large room…  Read More