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Baileys Harbor Holiday Rentals

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Bedrooms

Bathrooms

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Suitability

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Distinctive Features

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5 mi
119 rentals in Baileys Harbor.
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
On Snowmobile, holiday rental in Baileys Harbor
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
On Snowmobile, holiday rental in Baileys Harbor
Cute Cottage - Center of the Door Peninsula - Pet Friendly!
On Snowmobile, holiday rental in Baileys Harbor

Cute Cottage - Center of the Door Peninsula - Pet Friendly! On Snowmobile

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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E&K Harbor Inn 1 bedroom., holiday rental in Baileys Harbor
E&K Harbor Inn 1 bedroom., holiday rental in Baileys Harbor
E&K Harbor Inn 1 bedroom., holiday rental in Baileys Harbor

E&K Harbor Inn 1 bedroom.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake, holiday rental in Baileys Harbor
Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake, holiday rental in Baileys Harbor
Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake, holiday rental in Baileys Harbor

Chicory Cottage - Private Family Retreat with Game Room, Walk to Kangaroo Lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chicory Lake House- Kangaroo Lake Gem with Kayaks, Fireplace and Game Room, holiday rental in Baileys Harbor
Chicory Lake House- Kangaroo Lake Gem with Kayaks, Fireplace and Game Room, holiday rental in Baileys Harbor
Chicory Lake House- Kangaroo Lake Gem with Kayaks, Fireplace and Game Room, holiday rental in Baileys Harbor

Chicory Lake House- Kangaroo Lake Gem with Kayaks, Fireplace and Game Room

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large 6BR luxury rental home - on lakefront in Door County, WI - kids, pets, EVs, holiday rental in Baileys Harbor
Large 6BR luxury rental home - on lakefront in Door County, WI - kids, pets, EVs, holiday rental in Baileys Harbor
Large 6BR luxury rental home - on lakefront in Door County, WI - kids, pets, EVs, holiday rental in Baileys Harbor

Large 6BR luxury rental home - on lakefront in Door County, WI - kids, pets, EVs

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor, holiday rental in Baileys Harbor
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor, holiday rental in Baileys Harbor
Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor, holiday rental in Baileys Harbor

Stunning Studio just steps from the Bjorklunden Trail System in Baileys Harbor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf., holiday rental in Baileys Harbor
A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf., holiday rental in Baileys Harbor
A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf., holiday rental in Baileys Harbor

A Quiet Retreat In Door County Close To The Water, Shops, Eateries And Golf.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Tranquil Roo Retreat: walk to Kangaroo Lake beach, holiday rental in Baileys Harbor
Tranquil Roo Retreat: walk to Kangaroo Lake beach, holiday rental in Baileys Harbor
Tranquil Roo Retreat: walk to Kangaroo Lake beach, holiday rental in Baileys Harbor

Tranquil Roo Retreat: walk to Kangaroo Lake beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Stone Ridge Baileys Harbor, holiday rental in Baileys Harbor
Stone Ridge Baileys Harbor, holiday rental in Baileys Harbor
Stone Ridge Baileys Harbor, holiday rental in Baileys Harbor

Stone Ridge Baileys Harbor

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!, holiday rental in Baileys Harbor
Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!, holiday rental in Baileys Harbor
Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!, holiday rental in Baileys Harbor

Door County-Cozy Cabin nestled in The Woods, and Close to all DC has to offer!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Coffee Bar, Fireplace, Winter Discount—Sleeps 8, Baileys Harbor!, holiday rental in Baileys Harbor
Coffee Bar, Fireplace, Winter Discount—Sleeps 8, Baileys Harbor!, holiday rental in Baileys Harbor
Coffee Bar, Fireplace, Winter Discount—Sleeps 8, Baileys Harbor!, holiday rental in Baileys Harbor

Coffee Bar, Fireplace, Winter Discount—Sleeps 8, Baileys Harbor!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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THE 4 KS, COTTAGE OFFERING A 10% DISCOUNT ON A NIGHT STAY, holiday rental in Baileys Harbor
THE 4 KS, COTTAGE OFFERING A 10% DISCOUNT ON A NIGHT STAY, holiday rental in Baileys Harbor
THE 4 KS, COTTAGE OFFERING A 10% DISCOUNT ON A NIGHT STAY, holiday rental in Baileys Harbor

THE 4 KS, COTTAGE OFFERING A 10% DISCOUNT ON A NIGHT STAY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking, holiday rental in Baileys Harbor
Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking, holiday rental in Baileys Harbor
Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking, holiday rental in Baileys Harbor

Rockledge Cottage, Cozy Private Cottage situated on a Rock Bluff overlooking

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cana Cove Lookout, holiday rental in Baileys Harbor
Cana Cove Lookout, holiday rental in Baileys Harbor
Cana Cove Lookout, holiday rental in Baileys Harbor

Cana Cove Lookout

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great location on 5 Acres, New Home, Dog-friendly Fenced Yard, 2 King Bedrooms., holiday rental in Baileys Harbor
Great location on 5 Acres, New Home, Dog-friendly Fenced Yard, 2 King Bedrooms., holiday rental in Baileys Harbor
Great location on 5 Acres, New Home, Dog-friendly Fenced Yard, 2 King Bedrooms., holiday rental in Baileys Harbor

Great location on 5 Acres, New Home, Dog-friendly Fenced Yard, 2 King Bedrooms.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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
Match: Sleeps
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Door County Dreaming Cabin, Pet Friendly, holiday rental in Baileys Harbor
Door County Dreaming Cabin, Pet Friendly, holiday rental in Baileys Harbor
Door County Dreaming Cabin, Pet Friendly, holiday rental in Baileys Harbor

Door County Dreaming Cabin, Pet Friendly

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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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
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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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North Bay Tranquility in Baileys Harbor, Dog Friendly, holiday rental in Baileys Harbor
North Bay Tranquility in Baileys Harbor, Dog Friendly, holiday rental in Baileys Harbor
North Bay Tranquility in Baileys Harbor, Dog Friendly, holiday rental in Baileys Harbor

North Bay Tranquility in Baileys Harbor, Dog Friendly

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private, Updated Baileys Harbor Home: The Roost, holiday rental in Baileys Harbor
Private, Updated Baileys Harbor Home: The Roost, holiday rental in Baileys Harbor
Private, Updated Baileys Harbor Home: The Roost, holiday rental in Baileys Harbor

Private, Updated Baileys Harbor Home: The Roost

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Baileys Harbor Country Home: 1 Mi to Lake!, holiday rental in Baileys Harbor
Quiet Baileys Harbor Country Home: 1 Mi to Lake!, holiday rental in Baileys Harbor
Quiet Baileys Harbor Country Home: 1 Mi to Lake!, holiday rental in Baileys Harbor

Quiet Baileys Harbor Country Home: 1 Mi to Lake!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Starflower Cottage- Vintage Charm on the Lake, holiday rental in Baileys Harbor
Starflower Cottage- Vintage Charm on the Lake, holiday rental in Baileys Harbor
Starflower Cottage- Vintage Charm on the Lake, holiday rental in Baileys Harbor

Starflower Cottage- Vintage Charm on the Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Book Thanksgiving & enjoy the sunrise over Lake MI, holiday rental in Baileys Harbor
Book Thanksgiving & enjoy the sunrise over Lake MI, holiday rental in Baileys Harbor
Book Thanksgiving & enjoy the sunrise over Lake MI, holiday rental in Baileys Harbor

Book Thanksgiving & enjoy the sunrise over Lake MI

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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
Match: Sleeps
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Woodgrove House, holiday rental in Baileys Harbor
Woodgrove House, holiday rental in Baileys Harbor
Woodgrove House, holiday rental in Baileys Harbor

Woodgrove House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Best Sand Beach on Lke Mich for 14! - Early May or Fall 2025 Still Available!, holiday rental in Baileys Harbor
Best Sand Beach on Lke Mich for 14! - Early May or Fall 2025 Still Available!, holiday rental in Baileys Harbor
Best Sand Beach on Lke Mich for 14! - Early May or Fall 2025 Still Available!, holiday rental in Baileys Harbor

Best Sand Beach on Lke Mich for 14! - Early May or Fall 2025 Still Available!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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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
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
Match: Sleeps
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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
Match: Sleeps
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The Rushes 2BR Lakefront Condo with Sauna and Fireplace, holiday rental in Baileys Harbor
The Rushes 2BR Lakefront Condo with Sauna and Fireplace, holiday rental in Baileys Harbor
The Rushes 2BR Lakefront Condo with Sauna and Fireplace, holiday rental in Baileys Harbor

The Rushes 2BR Lakefront Condo with Sauna and Fireplace

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2BR Lakefront Condo: Sauna, Indoor Pool, & Stunning Views, holiday rental in Baileys Harbor
2BR Lakefront Condo: Sauna, Indoor Pool, & Stunning Views, holiday rental in Baileys Harbor
2BR Lakefront Condo: Sauna, Indoor Pool, & Stunning Views, holiday rental in Baileys Harbor

2BR Lakefront Condo: Sauna, Indoor Pool, & Stunning Views

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Lakefront 2BR Condo: Fireplace & Balcony at The Rushes, holiday rental in Baileys Harbor
Charming Lakefront 2BR Condo: Fireplace & Balcony at The Rushes, holiday rental in Baileys Harbor
Charming Lakefront 2BR Condo: Fireplace & Balcony at The Rushes, holiday rental in Baileys Harbor

Charming Lakefront 2BR Condo: Fireplace & Balcony at The Rushes

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated, Downtown Marina Cottage, holiday rental in Baileys Harbor
Newly Renovated, Downtown Marina Cottage, holiday rental in Baileys Harbor
Newly Renovated, Downtown Marina Cottage, holiday rental in Baileys Harbor

Newly Renovated, Downtown Marina Cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Baileys Harbor Studio on Lake Michigan!, holiday rental in Baileys Harbor
Waterfront Baileys Harbor Studio on Lake Michigan!, holiday rental in Baileys Harbor
Waterfront Baileys Harbor Studio on Lake Michigan!, holiday rental in Baileys Harbor

Waterfront Baileys Harbor Studio on Lake Michigan!

Condo/Apartment
0 bedrooms
1 bathroom
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 4
Match: Sleeps
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Sandvik House - Lakefront gem w/ sand beach & waterfront deck-Stunning Lake, holiday rental in Baileys Harbor
Sandvik House - Lakefront gem w/ sand beach & waterfront deck-Stunning Lake, holiday rental in Baileys Harbor
Sandvik House - Lakefront gem w/ sand beach & waterfront deck-Stunning Lake, holiday rental in Baileys Harbor

Sandvik House - Lakefront gem w/ sand beach & waterfront deck-Stunning Lake

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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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
Match: Sleeps
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The Rushes 2BR Condo with Lake View, Fireplace, & Indoor Pool, holiday rental in Baileys Harbor
The Rushes 2BR Condo with Lake View, Fireplace, & Indoor Pool, holiday rental in Baileys Harbor
The Rushes 2BR Condo with Lake View, Fireplace, & Indoor Pool, holiday rental in Baileys Harbor

The Rushes 2BR Condo with Lake View, Fireplace, & Indoor Pool

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing House, Amazing Garden, Downtown, holiday rental in Baileys Harbor
Amazing House, Amazing Garden, Downtown, holiday rental in Baileys Harbor
Amazing House, Amazing Garden, Downtown, holiday rental in Baileys Harbor

Amazing House, Amazing Garden, Downtown

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake Michigan Beachfront, holiday rental in Baileys Harbor
Lake Michigan Beachfront, holiday rental in Baileys Harbor
Lake Michigan Beachfront, holiday rental in Baileys Harbor

Lake Michigan Beachfront

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Baileys Harbor Cottage on Lake Michigan!, holiday rental in Baileys Harbor
Cozy Baileys Harbor Cottage on Lake Michigan!, holiday rental in Baileys Harbor
Cozy Baileys Harbor Cottage on Lake Michigan!, holiday rental in Baileys Harbor

Cozy Baileys Harbor Cottage on Lake Michigan!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded home on Lake Michigan.  Perfect for families and groups. Pet friendly., holiday rental in Baileys Harbor
Secluded home on Lake Michigan.  Perfect for families and groups. Pet friendly., holiday rental in Baileys Harbor
Secluded home on Lake Michigan.  Perfect for families and groups. Pet friendly., holiday rental in Baileys Harbor

Secluded home on Lake Michigan. Perfect for families and groups. Pet friendly.

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin, holiday rental in Baileys Harbor
The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin, holiday rental in Baileys Harbor
The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin, holiday rental in Baileys Harbor

The Perfect Quiet Escape- 5 mins to harbor in Bailey's Harbor-Family Size Cabin

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Experience The Rushes: 2BR Condo with Fireplace & Lake View, holiday rental in Baileys Harbor
Experience The Rushes: 2BR Condo with Fireplace & Lake View, holiday rental in Baileys Harbor
Experience The Rushes: 2BR Condo with Fireplace & Lake View, holiday rental in Baileys Harbor

Experience The Rushes: 2BR Condo with Fireplace & Lake View

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Lakefront 2BR Condo: Indoor Pool, Sauna, & Fireplace, holiday rental in Baileys Harbor
Stunning Lakefront 2BR Condo: Indoor Pool, Sauna, & Fireplace, holiday rental in Baileys Harbor
Stunning Lakefront 2BR Condo: Indoor Pool, Sauna, & Fireplace, holiday rental in Baileys Harbor

Stunning Lakefront 2BR Condo: Indoor Pool, Sauna, & Fireplace

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!, holiday rental in Baileys Harbor
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!, holiday rental in Baileys Harbor
Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!, holiday rental in Baileys Harbor

Waterfront Home In Baileys Harbor ~ Fantastic Views Of The Harbor And Islands!

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Showing results 1-50 of 119
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