
Town of Baileys Harbor Rentals

- From $588 per night (USD)
VRBO
Howard House - Modern Comfort in Downtown Baileys Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Howard House is a freshly renovated vacation rental located in the heart of downtown Baileys Harbor, Door County, Wi ...
From $588 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Beautiful Home in Baileys Harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Hi. My name is Martina. I am the owner and day to day manager of Door County Stay, a local company that offers five high ...
From $681 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Tranquil Roo Retreat: walk to Kangaroo Lake beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Roo Retreat, hosted by Simple Life Rentals! This beautiful home is fully updated and ready for your family ge ...
From $565 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Coffee Bar, Fireplace, Winter Discount—Sleeps 8, Baileys Harbor!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Pull off the highway and unwind at Stonewall Cottage! Nestled on nearly three private acres, this century-old gem featur ...
From $385 per night (USD)Expedia
- From $528 per night (USD)
VRBO
Starflower Cottage- Vintage Charm on the Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Starflower Cottage! Vintage charm meets modern amenities at Starflower Cottage on Kangaroo Lake. Knotty pine ...
From $528 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc)
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come enjoy our 1,500 sq. ft. lake house on Kangaroo Lake. This home maintains its original 1940's cottage charm with th ...
From $448 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Stay at this cozy cottage perfect for couples!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $161 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Enjoy at true get-away at Evergreen!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $304 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Watch the amazing Door County sunsets from Hickory's porch!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $255 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Enjoy the view at this quaint lakefront cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $304 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Get away from it all at this charming updated cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $222 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Your family will love the beautiful lake view at this comfortable cottage!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $186 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Comfort and beauty tucked between the trees.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $235 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Spring, summer or fall, great place to get away from it all
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake, the largest lake in beautiful Door ...
From $314 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Get away at this quaint cottage tucked behind a beautiful fern bed.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Your wonderful Wisconsin vacation begins at East Shorewood Cottages on Kangaroo Lake. Here you will find a relaxed atmo ...
From $218 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Relax in this well appointed two bedroom, two bath home tucked in the Boreal Forest on the Lake Michigan shore in the he ...
From $500 per night (USD)Expedia
- From $876 per night (USD)
VRBO
Amazing House, Amazing Garden, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Hi. My name is Martina. I am the owner and day to day manager of Door County Stay, a local company that offers five high ...
From $876 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Just made available for NFL Draft event
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
' Peace in the Pines ...
From $327 per night (USD)Expedia
- From $709 per night (USD)
VRBO
Door County Retreat. Walk to Kangaroo Lake.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful home sits on almost 2 acres of wooded lot. Perfect for family getaway! Short walk to 1156-acre Kangaroo L ...
From $709 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Bailey's Harbor Cabin Secluded in Woods,Walking distance to Kangaroo Lake-DUPLEX
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This property is walking distance to Kangaroo Lake. Featured on Travel Wisconsin! NEW AC installed in April of 2019! I ...
From $296 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Fabulous 2 Bed, 2 Bath Cottage On Kangaroo Lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Carraigeen Cottage is a new 2 bedroom, 2 bathroom cottage right on the shores of beautiful Kangaroo Lake. It has a fully ...
From $599 per night (USD)VRBO
- Click For Pricing
Expedia
BEAUTIFUL NEW CUSTOM HOME ON PRIVATE 12 ACRES OF WOODS & MEADOWS
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
We built our dream home on a gorgeous 12 acre property. It is very comfortable with great views out large windows. We ...
Click For PricingExpedia
- From $376 per night (USD)
VRBO
Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Porcupine Cabin! This clean and cozy log cabin is nestled among mature hardwoods and evergreens on 1.5 acres ...
From $376 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Door County Dreaming Cabin, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tastefully updated, pet friendly cottage with in walking distance to downtown Bailey's Harbor. Explore beaches, state pa ...
From $448 per night (USD)Expedia
- From $889 per night (USD)
VRBO
Beautiful updated house on Lake Michigan in the heart of downtown Baileys Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your perfect getaway on Lake Michigan in downtown Baileys Harbor! Our beautifully updated house, convenientl ...
From $889 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Sunset Shores - Water's Edge Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Water's Edge Cottage, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of ...
From $389 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Chalet Cabin: Sunset Shores Kangaroo Lakefront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Chalet Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangaroo ...
From $336 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Sunflower Cabin: Sunset Shores Kangaroo Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunflower Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kanga ...
From $389 per night (USD)Expedia
- From $471 per night (USD)
VRBO
Kangaroo Kabin: Sunset Shores Kangaroo Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Kangaroo Kabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangar ...
From $471 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Tiger Lily Cabin: Sunset Shores Kangaroo Lakefront
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Tiger Lily Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kang ...
From $344 per night (USD)Expedia
- From $1245 per night (USD)
VRBO
Waterfront in Downtown Baileys Harbor: Limestone Edge
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Limestone Edge, hosted by Simple Life Rentals! Guests will love the 5-bedrooms and 4.5 bathrooms spread betwe ...
From $1245 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Pet friendly home near Baileys Harbor, Door County
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to Twilight Ridge, hosted by Simple Life Rentals! Nestled in a serene, wooded setting, this charming retreat off ...
From $470 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Lakefront Cottage Retreat w\/ Private Dock, Paddle Boards, Fire Pit, Sunset Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your dream getaway! This 2 bedroom, 1 bathroom lakefront cottage is the perfect blend of rustic charm and out ...
From $422 per night (USD)VRBO
- From $1654 per night (USD)
Expedia
Beautiful 4-bedroom cottage with AC, WiFi in enchanting Baileys Harbor
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Blue On Roo is an executive home on lovely Kangaroo Lake. Our home is not your typical rental! It is meticulously main ...
From $1654 per night (USD)Expedia
- From $1056 per night (USD)
VRBO
Moonlight Bay Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect vacation escape—a beautifully updated classic A-Frame nestled right on the sandy shores of Moonl ...
From $1056 per night (USD)VRBO
- From $633 per night (USD)
VRBO
Baileys Harbor retreat across from Lake Michigan - WALK \/ BIKE to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
We welcome you to come enjoy this cozy vacation home in Baileys Harbor! Our property is located across the street from ...
From $633 per night (USD)VRBO
- From $412 per night (USD)
VRBO
You’ll be Bay dreaming here at this beautiful North Bay waterfront home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kayak or paddle board from the sandy beach with extended dock (May install), providing ample opportunities to enjoy the ...
From $412 per night (USD)VRBO
- From $640 per night (USD)
Expedia
Stone Cottage , Nestled In The Woods in Door County
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Stone Cottage is located on almost an acre, down a secluded lane across from Lake Michigan. It's the perfect escape ...
From $640 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Perfect for families!!, Baileys Harbor 3 Bedroom House! Sleeps 6 plus 2 under 12
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kendall Park A comfortable 3-bedroom, 2-bath home on the quiet side of Door County. Located in downtown Bailey's Harbor ...
From $425 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Rustic Log Home located near Baileys Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our authentic New England log home, built by our family in 1976. This charming home has many recent updates, ...
From $405 per night (USD)Expedia
- From $418 per night (USD)
VRBO
Baileys Harbor Condo, Door County
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright sunny windows with views of the lovely Maxwelton Braes golf course and easy access right off Highway 57 in Bailey ...
From $418 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Century Old Door County in-Town Farmhouse
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Orchard House is located in the shore side village of Baileys Harbor, Wisconsin. It is a two-story house with a tota ...
From $528 per night (USD)Expedia
- From $283 per night (USD)
VRBO
North Unit Cabin Bailey's Harbor Door County Near Kangaroo Lake
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 1 bedroom cabin (side by side,north unit/south unit) each with its own private yard from each other/patio secluded ...
From $283 per night (USD)VRBO
- From $575 per night (USD)
Expedia
South Lane Cottage #1, with a living room view of Lake Michigan.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This sweet 2 bedroom, 1 bath home, with a glimpse of Lake Michigan from the living room window. This location is in pris ...
From $575 per night (USD)Expedia
- From $1064 per night (USD)
VRBO
Large 6BR luxury rental home - on lakefront in Door County, WI - kids, pets, EVs
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
SPECIAL AVAILABILITY - for Green Bay NFL Draft - ask specifically in an inquiry. Cana Pointe Lake House is a large mo ...
From $1064 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Baileys Harbor Yellow House with a view
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Situated in the heart of down town Baileys Harbor, Wisconsin. You can sit in the kitchen and see Lake Michigan as you dr ...
From $578 per night (USD)Expedia
- From $623 per night (USD)
VRBO
Stunning Lakefront 5BR 5000 sq ft Dune Alright
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
Welcome to Dune Alright, hosted by Simple Life Rentals, an expansive home located near Baileys Harbor, with gorgeous vie ...
From $623 per night (USD)VRBO
- From $843 per night (USD)
Expedia
Newly Remodeled Waterfront Log Cabin with Boat House and Pier
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Rocky Bottom Lodge aka “MACs at CHAPEL LANE”, located just south of downtown Baileys Harbor, was one of several homes bu ...
From $843 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Three Bedroom Lake House with Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Situated on the eastern shore of pristine Kangaroo Lake is your 3 bedroom relaxing vacation retreat. Reminiscent of ch ...
From $270 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Door County Cabin in the Woods, Baileys Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely Door County cabin is a beautiful home located in the town of Baileys Harbor, Wisconsin. It sits on 3-1/2 wo ...
From $409 per night (USD)Expedia
- From $501 per night (USD)
VRBO
Private Peninsula, Peaceful Location with Shoreline and Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Heggland is a 3 acre peninsula on the east side of Baileys Harbor on Lake Michigan. You can wake up and enjoy a cup o ...
From $501 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Quintessential Door County cottage just steps from the water!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are following these procedures in the link below to clean for your stay at our properties. Please feel free to click ...
From $418 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Welcome to your cozy home away from home Kookaburra Cottage at Kangaroo Lake!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Kookaburra Cottage at Kangaroo Lake is a brand new, gut rehab of an artist’s cottage with all the amenities you could ev ...
From $331 per night (USD)VRBO
- From $484 per night (USD)
Expedia
⭐ 250' RELAXING WATERFRONT, SPACIOUS REMODEL & WALKING DISTANCE TO SAND BEACH ⭐
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A perfect location between Sister Bay and Baileys Harbor. This home is away from the hustle and bustle of the towns, ye ...
From $484 per night (USD)Expedia
- From $624 per night (USD)
VRBO
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Vacationing by the lake is the consummate Door County experience. The waves will lull you to sleep and the ever-changing ...
From $624 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Muirfield Flat, hosted by Simple Life Rentals! This lovely studio apartment is nestled on a nice wooded lot n ...
From $273 per night (USD)Expedia
- From $538 per night (USD)
VRBO
The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into the rustic and modern 3BR 2Bath getaway 5mins from the center of Baileys Harbor, WI. It offers a relaxing oasi ...
From $538 per night (USD)VRBO
- From $797 per night (USD)
Expedia
Newly Renovated, Downtown Marina Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to Marina Cottage, a beautifully renovated home in downtown Baileys Harbor, hosted by Simple Life Rentals! This ...
From $797 per night (USD)Expedia
- From $633 per night (USD)
VRBO
Chicory Cottage: Game Room, Fireplace & Screened Porch - Walk to Kangaroo Lake!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chicory Cottage - an exceptional family escape in the heart of Door County! Experience a higher standard of ...
From $633 per night (USD)VRBO
- From $340 per night (USD)
Expedia
E&K Harbor Inn 1 bedroom Suite on lake Michigan in downtown Baileys Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your perfect getaway in downtown Baileys Harbor! Our large one-bedroom suite offers a spacious full bath ...
From $340 per night (USD)Expedia
- From $691 per night (USD)
VRBO
Great location on 5 Acres, New Home, Dog-friendly Fenced Yard, 2 King Bedrooms.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
FENCED YARD!! 2 KING BEDS!! Located on 5 acres less than a mile from the absolute center of Door County, our dog friend ...
From $691 per night (USD)VRBO
- From $552 per night (USD)
Expedia
Lakeview Cottage in Downtown Baileys Harbor
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This century-old home has undergone a full renovation and has turned into a Door County gem! Finished with nautical-them ...
From $552 per night (USD)Expedia
- From $787 per night (USD)
VRBO
Waterfront Log Cabin on Kangaroo Lake, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Log Cabin on Kangaroo Lake, hosted by Simple Life Rentals! This rustic cabin includes 100 feet of private wat ...
From $787 per night (USD)VRBO
- From $1090 per night (USD)
Expedia
Baileys Harbor Lakefront Abode: Waterfront Haven
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Baileys Harbor Lakefront Abode, hosted by Simple Life Rentals, for your beach getaway in Door County! This sp ...
From $1090 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Whispering woods retreat- morning yoga on the deck, EV charging & pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
**We have a 4 night minimum Monday-Thursday and a 2 night minimum Friday-Sunday. Per local regulations we are only allow ...
From $426 per night (USD)VRBO
- From $1696 per night (USD)
Expedia
Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 19
Recently renovated, Thimbleberry Castle House provides an unique space for family and group gatherings. Situated within ...
From $1696 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Casa North CASA Charming 2-bedroom house in enchanting Baileys Harbor
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa North: A Hidden Gem on the Shores of Lake Michigan! Step into history while indulging in modern comfort ...
From $452 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Charming Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming, Clean, Quiet and Secluded . Nestled amongst the Cedars and within a very short distance to Moonlight Bay and C ...
From $378 per night (USD)Expedia
- From $1011 per night (USD)
VRBO
Chicory Lake House: Kayaks, Game Rm, Fireplace - Your Kangaroo Lake Happy Place!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Chicory Lake House - a premier family escape in the heart of Door County! Our fully remodeled Kangaroo Lakef ...
From $1011 per night (USD)VRBO
- From $1163 per night (USD)
Expedia
Private Kangaroo Lake Waterfront Estate - Baileys Harbor
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Kangaroo East Shore, hosted by Simple Life Rentals! Relax and play at this private, waterfront home on the ea ...
From $1163 per night (USD)Expedia
- From $698 per night (USD)
VRBO
Cozy and Quiet Bailey's Harbor home: Close to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled home. Relax with the whole family at this quiet, spacious, and secluded 3 bedroom, 1.5 bath home in Bail ...
From $698 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Woodgrove House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Keep it simple at this peaceful and centrally-located place. The House is set amongst 5 acres of beautiful woods right i ...
From $327 per night (USD)Expedia
- From $806 per night (USD)
VRBO
\"Escape to tranquility and serenity at this family retreat lake house.\"
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Escape to tranquility at our peaceful lakefront haven. Let the gentle lapping of the water soothe your soul as you creat ...
From $806 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Serene Lakefront Baileys Harbor Home w\/ Deck!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Your next peaceful Lake Michigan retreat awaits when you book this charming Baileys Harbor vacation rental! Perfect for ...
From $206 per night (USD)Expedia
- Click For Pricing
VRBO
Cedarview Hideaway - Sleeps 10, Wooded Lot
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our little slice of peace and quiet in Door County, Cedarview Hideway, hosted by Simple Life Rentals! With sw ...
Click For PricingVRBO
- From $454 per night (USD)
Expedia
Quiet Home in the woods
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
A quiet well kept home located a short one mile out of down town Baileys Harbor. Enjoy a fire in the evenings and a nic ...
From $454 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Moonlight Cabin located in Baileys Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Moonlight Cabin is the getaway your looking for! Just bring your suitcase and enjoy all the comforts of home. This home ...
From $531 per night (USD)VRBO
- From $706 per night (USD)
Expedia
Private, Updated Baileys Harbor Home: The Roost
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to The Roost, hosted by Simple Life Rentals! Updated in 2023, this 3 bedroom, 2 bathroom, 1-story home showcases ...
From $706 per night (USD)Expedia
- From $561 per night (USD)
VRBO
Newly Renovated Baileys Harbor Home. Open Concept w\/ Huge Yard, 1 block DT
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION, LOCATION LOCATION! Enjoy this Newly Renovated Home in the Heart of Baileys Harbor. 1 block from downtown, next ...
From $561 per night (USD)VRBO
- From $916 per night (USD)
Expedia
Cana Cove Lookout
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway. Situated on Lake Michigan with 105' of private beach frontage, and vie ...
From $916 per night (USD)Expedia
- From $1325 per night (USD)
VRBO
Our Lakeside Legacy - Charming Retreat in Downtown Baileys Harbor
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to Our Lakeside Legacy, the house that our great grandparents built as some of the first settlers in Baileys Har ...
From $1325 per night (USD)VRBO
- Click For Pricing
Expedia
Lakeside Cabin: Sunset Shores Kangaroo Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lakeside Cabin, part of Sunset Shores Resort, hosted by Simple Life Rentals. Nestled along 200 feet of Kangar ...
Click For PricingExpedia
- From $437 per night (USD)
VRBO
Avery Acres - Centrally located -Pool Table-
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Step into a bright, spacious 3-bedroom, 2-bath country home with a fully outfitted kitchen and large private outdoor spa ...
From $437 per night (USD)VRBO
- From $616 per night (USD)
Expedia
Red Cherry Woods Cottage 🍒 New Construction!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Red Cherry Woods Cottage - New Construction! If what matters most is spending time together in a beautiful, serene loc ...
From $616 per night (USD)Expedia
- From $428 per night (USD)
VRBO
\nTHE TRANQUIL HAVEN , PETS WECOME, \n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Tranquil Haven Cottage has many memories, a 4 generation farm in the country, the owners great grandfather and son ...
From $428 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
There's a full kitchen inside plus a gas grill out side. Fire pit for roasting marshmallows. Right next door to a winery ...
From $227 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking Lake Michigan
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Cozy Private Cottage Situated on a Rock Bluff Baileys on the Rocks "Rockledge" Cottage is a private cottage located on a ...
From $416 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Arbor Cottage , Charming Wooded Cottage Minutes from Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Wooded Cottage Minutes from Downtown Baileys on the Rocks "Arbor" Cottage is situated on a wooded lot just acro ...
From $450 per night (USD)Expedia
- From $539 per night (USD)
VRBO
In the middle of it all!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Awesome, 3 bedroom, 2 ½ bath home located on the western shore of Kangaroo Lake. Easy access to the towns on both the l ...
From $539 per night (USD)VRBO
- From $178 per night (USD)
Expedia
A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A 2-bedroom cottage with updated bathroom and full kitchen. Sleeps 4-6 comfortably, with one queen-sized bed in one bedr ...
From $178 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Wild Cedars - Cana Island - Lake Michigan - Amazing new home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Brand new house on Lake Michigan nestled in a cedar forest with great views of Cana Island from the shore. Set in a bea ...
From $526 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Peace And Tranquility Setting In The Woods!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy our quiet chalet in the woods. Get away from the hustle and bustle with the convenience of being only a short dri ...
From $426 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Quiet Baileys Harbor Country Home: 1 Mi to Lake!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whether you're looking to fish off the shores of Lake Michigan or hike one of the nearby trails, this 3-bedroom, 2-bath ...
From $424 per night (USD)VRBO
- From $687 per night (USD)
Expedia
Exceptional Home In Tranquil Door County Setting.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hi. My name is Martina. I am the owner and day to day manager of Door County Stay, a local company that offers five high ...
From $687 per night (USD)Expedia
- From $882 per night (USD)
VRBO
A Truly Luxurious Door County Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Hi. My name is Martina. I am the owner and day to day manager of Door County Stay, a local company that offers five high ...
From $882 per night (USD)VRBO
- From $992 per night (USD)
Expedia
The Log Home of Fish Creek: Dog Friendly, Sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to The Log Home of Fish Creek, hosted by Simple Life Rentals! Your ideal Door County retreat! This beautiful lo ...
From $992 per night (USD)Expedia
- From $1230 per night (USD)
VRBO
NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES We rent two other properties on VRBO #467927 and #69952 ...
From $1230 per night (USD)VRBO
- From $1026 per night (USD)
Expedia
NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
We rent two other properties on VRBO #467927 and #699521 with a 5-Star rating. This is our personal home being made av ...
From $1026 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Lake Michigan Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Treat yourself to a classic Door County get-away. North Haven is nestled on one of the quietest stretches of beach alon ...
From $342 per night (USD)VRBO
- From $529 per night (USD)
Expedia
** New home w\/ wood fireplace, tucked in peaceful woods centrally located !!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled within 3.5 acres of serene, private woods, this home offers a perfect blend of modern comfort and natural tranqu ...
From $529 per night (USD)Expedia