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Baileys Harbor Holiday Apartments

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55 rentals in Baileys Harbor.
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Lake-House With The Best View Of Cana Island And It's Lighthouse You Can Find!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
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Wild Cedars - Cana Island - Lake Michigan - Distinctive New Home, holiday rental in Baileys Harbor
Wild Cedars - Cana Island - Lake Michigan - Distinctive New Home, holiday rental in Baileys Harbor
Wild Cedars - Cana Island - Lake Michigan - Distinctive New Home, holiday rental in Baileys Harbor

Wild Cedars - Cana Island - Lake Michigan - Distinctive New Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
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Newly remodeled home & guest house w/ sauna - 10 acres of beauty & privacy., holiday rental in Baileys Harbor
Newly remodeled home & guest house w/ sauna - 10 acres of beauty & privacy., holiday rental in Baileys Harbor
Newly remodeled home & guest house w/ sauna - 10 acres of beauty & privacy., holiday rental in Baileys Harbor

Newly remodeled home & guest house w/ sauna - 10 acres of beauty & privacy.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
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Rustic Log Home located near Baileys Harbor, holiday rental in Baileys Harbor
Rustic Log Home located near Baileys Harbor, holiday rental in Baileys Harbor
Rustic Log Home located near Baileys Harbor, holiday rental in Baileys Harbor

Rustic Log Home located near Baileys Harbor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Beautiful House, Amazing Garden, Downtown Baileys Harbor, holiday rental in Baileys Harbor
Beautiful House, Amazing Garden, Downtown Baileys Harbor, holiday rental in Baileys Harbor
Beautiful House, Amazing Garden, Downtown Baileys Harbor, holiday rental in Baileys Harbor

Beautiful House, Amazing Garden, Downtown Baileys Harbor

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Door County Cabin in the Woods, Baileys Harbor, holiday rental in Baileys Harbor
Door County Cabin in the Woods, Baileys Harbor, holiday rental in Baileys Harbor
Door County Cabin in the Woods, Baileys Harbor, holiday rental in Baileys Harbor

Door County Cabin in the Woods, Baileys Harbor

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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⭐ 250'  RELAXING WATERFRONT, SPACIOUS NEWLY REMODELED HOME W/ 6 WOODED ACRES ⭐, holiday rental in Baileys Harbor
⭐ 250'  RELAXING WATERFRONT, SPACIOUS NEWLY REMODELED HOME W/ 6 WOODED ACRES ⭐, holiday rental in Baileys Harbor
⭐ 250'  RELAXING WATERFRONT, SPACIOUS NEWLY REMODELED HOME W/ 6 WOODED ACRES ⭐, holiday rental in Baileys Harbor

⭐ 250' RELAXING WATERFRONT, SPACIOUS NEWLY REMODELED HOME W/ 6 WOODED ACRES ⭐

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc), holiday rental in Baileys Harbor
Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc), holiday rental in Baileys Harbor
Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc), holiday rental in Baileys Harbor

Beautiful Lakeside Cabin - Great Location & Amenities (Canoe, Kayak, Boat, etc)

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
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Lakeview Cottage in Downtown Baileys Harbor, holiday rental in Baileys Harbor
Lakeview Cottage in Downtown Baileys Harbor, holiday rental in Baileys Harbor
Lakeview Cottage in Downtown Baileys Harbor, holiday rental in Baileys Harbor

Lakeview Cottage in Downtown Baileys Harbor

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Mem Day/Labor Day -Still Avail and One Prime August Week! Book Now Fall '17, holiday rental in Baileys Harbor
Mem Day/Labor Day -Still Avail and One Prime August Week! Book Now Fall '17, holiday rental in Baileys Harbor
Mem Day/Labor Day -Still Avail and One Prime August Week! Book Now Fall '17, holiday rental in Baileys Harbor

Mem Day/Labor Day -Still Avail and One Prime August Week! Book Now Fall '17

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Century Old Door County in-Town Farmhouse, holiday rental in Baileys Harbor
Century Old Door County in-Town Farmhouse, holiday rental in Baileys Harbor
Century Old Door County in-Town Farmhouse, holiday rental in Baileys Harbor

Century Old Door County in-Town Farmhouse

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful Three Bedroom Home Downtown Baileys Harbor, holiday rental in Baileys Harbor
Beautiful Three Bedroom Home Downtown Baileys Harbor, holiday rental in Baileys Harbor
Beautiful Three Bedroom Home Downtown Baileys Harbor, holiday rental in Baileys Harbor

Beautiful Three Bedroom Home Downtown Baileys Harbor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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Enjoy the quiet side of the Door County peninsula, 190' of Lake Michigan shore, holiday rental in Baileys Harbor
Enjoy the quiet side of the Door County peninsula, 190' of Lake Michigan shore, holiday rental in Baileys Harbor
Enjoy the quiet side of the Door County peninsula, 190' of Lake Michigan shore, holiday rental in Baileys Harbor

Enjoy the quiet side of the Door County peninsula, 190' of Lake Michigan shore

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Welcome to Pelican Lookout as seen on HGTV's Lakefront Bargain Hunt Renovation!, holiday rental in Baileys Harbor
Welcome to Pelican Lookout as seen on HGTV's Lakefront Bargain Hunt Renovation!, holiday rental in Baileys Harbor
Welcome to Pelican Lookout as seen on HGTV's Lakefront Bargain Hunt Renovation!, holiday rental in Baileys Harbor

Welcome to Pelican Lookout as seen on HGTV's Lakefront Bargain Hunt Renovation!

Holiday Rental House
8 bedrooms
4 bathrooms
Sleeps 20
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Tranquility and Serenity/Family Retreat., holiday rental in Baileys Harbor
Tranquility and Serenity/Family Retreat., holiday rental in Baileys Harbor
Tranquility and Serenity/Family Retreat., holiday rental in Baileys Harbor

Tranquility and Serenity/Family Retreat.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
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Private cottage situated on a rock bluff located in downtown Baileys Harbor, holiday rental in Baileys Harbor
Private cottage situated on a rock bluff located in downtown Baileys Harbor, holiday rental in Baileys Harbor
Private cottage situated on a rock bluff located in downtown Baileys Harbor, holiday rental in Baileys Harbor

Private cottage situated on a rock bluff located in downtown Baileys Harbor

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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' Peace in the Pines  ', holiday rental in Baileys Harbor
' Peace in the Pines  ', holiday rental in Baileys Harbor
' Peace in the Pines  ', holiday rental in Baileys Harbor

' Peace in the Pines '

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Baileys Harbor Condo, Door County, holiday rental in Baileys Harbor
Baileys Harbor Condo, Door County, holiday rental in Baileys Harbor
Baileys Harbor Condo, Door County, holiday rental in Baileys Harbor

Baileys Harbor Condo, Door County

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Howard House - Modern Comfort in Downtown Baileys Harbor, holiday rental in Baileys Harbor
Howard House - Modern Comfort in Downtown Baileys Harbor, holiday rental in Baileys Harbor
Howard House - Modern Comfort in Downtown Baileys Harbor, holiday rental in Baileys Harbor

Howard House - Modern Comfort in Downtown Baileys Harbor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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North Unit Cabin Bailey's Harbor Door County Near Kangaroo Lake, holiday rental in Baileys Harbor
North Unit Cabin Bailey's Harbor Door County Near Kangaroo Lake, holiday rental in Baileys Harbor
North Unit Cabin Bailey's Harbor Door County Near Kangaroo Lake, holiday rental in Baileys Harbor

North Unit Cabin Bailey's Harbor Door County Near Kangaroo Lake

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lake Michigan Waterfront Summer House, holiday rental in Baileys Harbor
Lake Michigan Waterfront Summer House, holiday rental in Baileys Harbor
Lake Michigan Waterfront Summer House, holiday rental in Baileys Harbor

Lake Michigan Waterfront Summer House

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Stunning Lake Michigan Home, Sleeps 20! Close to Cave Point/Whitefish Dunes!, holiday rental in Baileys Harbor
Stunning Lake Michigan Home, Sleeps 20! Close to Cave Point/Whitefish Dunes!, holiday rental in Baileys Harbor
Stunning Lake Michigan Home, Sleeps 20! Close to Cave Point/Whitefish Dunes!, holiday rental in Baileys Harbor

Stunning Lake Michigan Home, Sleeps 20! Close to Cave Point/Whitefish Dunes!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 20
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Sand Beach for 14 on Lake Michigan!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
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Waterfront 2-Story Log Cottage,  Decks,Beach, Canoe & Firepit, holiday rental in Baileys Harbor
Waterfront 2-Story Log Cottage,  Decks,Beach, Canoe & Firepit, holiday rental in Baileys Harbor
Waterfront 2-Story Log Cottage,  Decks,Beach, Canoe & Firepit, holiday rental in Baileys Harbor

Waterfront 2-Story Log Cottage, Decks,Beach, Canoe & Firepit

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES, holiday rental in Baileys Harbor
NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES, holiday rental in Baileys Harbor
NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES, holiday rental in Baileys Harbor

NEW MILLION DOLLAR PROPERTY, 250' PRIVATE SHORELINE on 3.5 ACRES

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Spring, summer or fall, great place to get away from it all, holiday rental in Baileys Harbor
Spring, summer or fall, great place to get away from it all, holiday rental in Baileys Harbor
Spring, summer or fall, great place to get away from it all, holiday rental in Baileys Harbor

Spring, summer or fall, great place to get away from it all

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Fabulous New Two Bed, Two Bath Cottage On Kangaroo Lake, holiday rental in Baileys Harbor
Fabulous New Two Bed, Two Bath Cottage On Kangaroo Lake, holiday rental in Baileys Harbor
Fabulous New Two Bed, Two Bath Cottage On Kangaroo Lake, holiday rental in Baileys Harbor

Fabulous New Two Bed, Two Bath Cottage On Kangaroo Lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stay at this cozy cottage perfect for couples!, holiday rental in Baileys Harbor
Stay at this cozy cottage perfect for couples!, holiday rental in Baileys Harbor
Stay at this cozy cottage perfect for couples!, holiday rental in Baileys Harbor

Stay at this cozy cottage perfect for couples!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Watch the amazing Door County sunsets from Hickory's porch!, holiday rental in Baileys Harbor
Watch the amazing Door County sunsets from Hickory's porch!, holiday rental in Baileys Harbor
Watch the amazing Door County sunsets from Hickory's porch!, holiday rental in Baileys Harbor

Watch the amazing Door County sunsets from Hickory's porch!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Get away from it all at this charming updated cottage!, holiday rental in Baileys Harbor
Get away from it all at this charming updated cottage!, holiday rental in Baileys Harbor
Get away from it all at this charming updated cottage!, holiday rental in Baileys Harbor

Get away from it all at this charming updated cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quintessential Door County cottage just steps from the water!, holiday rental in Baileys Harbor
Quintessential Door County cottage just steps from the water!, holiday rental in Baileys Harbor
Quintessential Door County cottage just steps from the water!, holiday rental in Baileys Harbor

Quintessential Door County cottage just steps from the water!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Bailey's Harbor Cabin Secluded in Woods,Walking distance to Kangaroo Lake-DUPLEX, holiday rental in Baileys Harbor
Bailey's Harbor Cabin Secluded in Woods,Walking distance to Kangaroo Lake-DUPLEX, holiday rental in Baileys Harbor
Bailey's Harbor Cabin Secluded in Woods,Walking distance to Kangaroo Lake-DUPLEX, holiday rental in Baileys Harbor

Bailey's Harbor Cabin Secluded in Woods,Walking distance to Kangaroo Lake-DUPLEX

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Enjoy at true get-away at Evergreen!, holiday rental in Baileys Harbor
Enjoy at true get-away at Evergreen!, holiday rental in Baileys Harbor
Enjoy at true get-away at Evergreen!, holiday rental in Baileys Harbor

Enjoy at true get-away at Evergreen!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
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Beautiful Newly *Remodeled* Home! Walk to the beach at Kangaroo Lake!, holiday rental in Baileys Harbor
Beautiful Newly *Remodeled* Home! Walk to the beach at Kangaroo Lake!, holiday rental in Baileys Harbor
Beautiful Newly *Remodeled* Home! Walk to the beach at Kangaroo Lake!, holiday rental in Baileys Harbor

Beautiful Newly *Remodeled* Home! Walk to the beach at Kangaroo Lake!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*New Listing* Baileys Harbor Getaway, holiday rental in Baileys Harbor
*New Listing* Baileys Harbor Getaway, holiday rental in Baileys Harbor
*New Listing* Baileys Harbor Getaway, holiday rental in Baileys Harbor

*New Listing* Baileys Harbor Getaway

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Baileys Harbor retreat across from Lake Michigan - WALK / BIKE to town!, holiday rental in Baileys Harbor
Baileys Harbor retreat across from Lake Michigan - WALK / BIKE to town!, holiday rental in Baileys Harbor
Baileys Harbor retreat across from Lake Michigan - WALK / BIKE to town!, holiday rental in Baileys Harbor

Baileys Harbor retreat across from Lake Michigan - WALK / BIKE to town!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
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Charming Wooded Cottage Minutes from Downtown, holiday rental in Baileys Harbor
Charming Wooded Cottage Minutes from Downtown, holiday rental in Baileys Harbor
Charming Wooded Cottage Minutes from Downtown, holiday rental in Baileys Harbor

Charming Wooded Cottage Minutes from Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Escape to Kangaroo Lake with 300 feet of private shoreline!, holiday rental in Baileys Harbor
Escape to Kangaroo Lake with 300 feet of private shoreline!, holiday rental in Baileys Harbor
Escape to Kangaroo Lake with 300 feet of private shoreline!, holiday rental in Baileys Harbor

Escape to Kangaroo Lake with 300 feet of private shoreline!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
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Newly renovated with over 250 feet of Shoreline!, holiday rental in Baileys Harbor
Newly renovated with over 250 feet of Shoreline!, holiday rental in Baileys Harbor
Newly renovated with over 250 feet of Shoreline!, holiday rental in Baileys Harbor

Newly renovated with over 250 feet of Shoreline!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Three Bedroom Lake House with Boat Dock, holiday rental in Baileys Harbor
Three Bedroom Lake House with Boat Dock, holiday rental in Baileys Harbor
Three Bedroom Lake House with Boat Dock, holiday rental in Baileys Harbor

Three Bedroom Lake House with Boat Dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Baileys Harbor Yellow House with a view, holiday rental in Baileys Harbor
Baileys Harbor Yellow House with a view, holiday rental in Baileys Harbor
Baileys Harbor Yellow House with a view, holiday rental in Baileys Harbor

Baileys Harbor Yellow House with a view

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Get away at this quaint cottage tucked behind a beautiful fern bed., holiday rental in Baileys Harbor
Get away at this quaint cottage tucked behind a beautiful fern bed., holiday rental in Baileys Harbor
Get away at this quaint cottage tucked behind a beautiful fern bed., holiday rental in Baileys Harbor

Get away at this quaint cottage tucked behind a beautiful fern bed.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Private Peninsula, Peaceful Location with Shoreline and Boat Slip, holiday rental in Baileys Harbor
Private Peninsula, Peaceful Location with Shoreline and Boat Slip, holiday rental in Baileys Harbor
Private Peninsula, Peaceful Location with Shoreline and Boat Slip, holiday rental in Baileys Harbor

Private Peninsula, Peaceful Location with Shoreline and Boat Slip

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
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Enjoy the view at this quaint lakefront cottage!, holiday rental in Baileys Harbor
Enjoy the view at this quaint lakefront cottage!, holiday rental in Baileys Harbor
Enjoy the view at this quaint lakefront cottage!, holiday rental in Baileys Harbor

Enjoy the view at this quaint lakefront cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Comfort and beauty tucked between the trees., holiday rental in Baileys Harbor
Comfort and beauty tucked between the trees., holiday rental in Baileys Harbor
Comfort and beauty tucked between the trees., holiday rental in Baileys Harbor

Comfort and beauty tucked between the trees.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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South Lane Cottage #1, with a living room view of Lake Michigan., holiday rental in Baileys Harbor
South Lane Cottage #1, with a living room view of Lake Michigan., holiday rental in Baileys Harbor
South Lane Cottage #1, with a living room view of Lake Michigan., holiday rental in Baileys Harbor

South Lane Cottage #1, with a living room view of Lake Michigan.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Your family will love the beautiful lake view at this comfortable cottage!, holiday rental in Baileys Harbor
Your family will love the beautiful lake view at this comfortable cottage!, holiday rental in Baileys Harbor
Your family will love the beautiful lake view at this comfortable cottage!, holiday rental in Baileys Harbor

Your family will love the beautiful lake view at this comfortable cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Log Cabin with Boat House and Pier **Newly Remodeled **, holiday rental in Baileys Harbor
Waterfront Log Cabin with Boat House and Pier **Newly Remodeled **, holiday rental in Baileys Harbor
Waterfront Log Cabin with Boat House and Pier **Newly Remodeled **, holiday rental in Baileys Harbor

Waterfront Log Cabin with Boat House and Pier **Newly Remodeled **

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
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Private Water front estate!, holiday rental in Baileys Harbor
Private Water front estate!, holiday rental in Baileys Harbor
Private Water front estate!, holiday rental in Baileys Harbor

Private Water front estate!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Stonewall Cottage Baileys Harbor 1 Mile From Town, holiday rental in Baileys Harbor
Stonewall Cottage Baileys Harbor 1 Mile From Town, holiday rental in Baileys Harbor
Stonewall Cottage Baileys Harbor 1 Mile From Town, holiday rental in Baileys Harbor

Stonewall Cottage Baileys Harbor 1 Mile From Town

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
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Frequently Asked Questions about Baileys Harbor