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Holiday Homes in Lake Leelanau

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107 rentals in Lake Leelanau.
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Prime Private Lake Michigan Waterfront!!!, holiday rental in Lake Leelanau
Prime Private Lake Michigan Waterfront!!!, holiday rental in Lake Leelanau
Prime Private Lake Michigan Waterfront!!!, holiday rental in Lake Leelanau

Prime Private Lake Michigan Waterfront!!!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Fantastic Cottage - Great Price - So Peaceful and Beautiful - Open 8/13 - 20th., holiday rental in Lake Leelanau
Fantastic Cottage - Great Price - So Peaceful and Beautiful - Open 8/13 - 20th., holiday rental in Lake Leelanau
Fantastic Cottage - Great Price - So Peaceful and Beautiful - Open 8/13 - 20th., holiday rental in Lake Leelanau

Fantastic Cottage - Great Price - So Peaceful and Beautiful - Open 8/13 - 20th.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Home on Lake Leelanau w/ Dock with Firepit; on Wine Trail, holiday rental in Lake Leelanau
Waterfront Home on Lake Leelanau w/ Dock with Firepit; on Wine Trail, holiday rental in Lake Leelanau
Waterfront Home on Lake Leelanau w/ Dock with Firepit; on Wine Trail, holiday rental in Lake Leelanau

Waterfront Home on Lake Leelanau w/ Dock with Firepit; on Wine Trail

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Wheeler Family Cottage On Beautiful North Lake Leelanau, holiday rental in Lake Leelanau
The Wheeler Family Cottage On Beautiful North Lake Leelanau, holiday rental in Lake Leelanau
The Wheeler Family Cottage On Beautiful North Lake Leelanau, holiday rental in Lake Leelanau

The Wheeler Family Cottage On Beautiful North Lake Leelanau

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 17
Match: Sleeps
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Waterfront home and guest cottage on S Lake Leelanau. Pet friendly., holiday rental in Lake Leelanau
Waterfront home and guest cottage on S Lake Leelanau. Pet friendly., holiday rental in Lake Leelanau
Waterfront home and guest cottage on S Lake Leelanau. Pet friendly., holiday rental in Lake Leelanau

Waterfront home and guest cottage on S Lake Leelanau. Pet friendly.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Lake Leelanau Cape Cod -Family Friendly-Wine Country -Pet friendly-, holiday rental in Lake Leelanau
Lake Leelanau Cape Cod -Family Friendly-Wine Country -Pet friendly-, holiday rental in Lake Leelanau
Lake Leelanau Cape Cod -Family Friendly-Wine Country -Pet friendly-, holiday rental in Lake Leelanau

Lake Leelanau Cape Cod -Family Friendly-Wine Country -Pet friendly-

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Living the dream at the 'Lake House' on Lake Leelanau, holiday rental in Lake Leelanau
Living the dream at the 'Lake House' on Lake Leelanau, holiday rental in Lake Leelanau
Living the dream at the 'Lake House' on Lake Leelanau, holiday rental in Lake Leelanau

Living the dream at the 'Lake House' on Lake Leelanau

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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200 feet of pristine lake frontage & two cottages - One rental fee, holiday rental in Lake Leelanau
200 feet of pristine lake frontage & two cottages - One rental fee, holiday rental in Lake Leelanau
200 feet of pristine lake frontage & two cottages - One rental fee, holiday rental in Lake Leelanau

200 feet of pristine lake frontage & two cottages - One rental fee

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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OCTOBER DISCOUNT 10% - Centrally located in the Village of Lake Leelanau, holiday rental in Lake Leelanau
OCTOBER DISCOUNT 10% - Centrally located in the Village of Lake Leelanau, holiday rental in Lake Leelanau
OCTOBER DISCOUNT 10% - Centrally located in the Village of Lake Leelanau, holiday rental in Lake Leelanau

OCTOBER DISCOUNT 10% - Centrally located in the Village of Lake Leelanau

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Narrows Yacht Club Cottage, holiday rental in Lake Leelanau
The Narrows Yacht Club Cottage, holiday rental in Lake Leelanau
The Narrows Yacht Club Cottage, holiday rental in Lake Leelanau

The Narrows Yacht Club Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Emelia's Loft at The Narrows Yacht Club, holiday rental in Lake Leelanau
Emelia's Loft at The Narrows Yacht Club, holiday rental in Lake Leelanau
Emelia's Loft at The Narrows Yacht Club, holiday rental in Lake Leelanau

Emelia's Loft at The Narrows Yacht Club

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fall Days at the Hideout Cottage on Lake Leelanau, holiday rental in Lake Leelanau
Fall Days at the Hideout Cottage on Lake Leelanau, holiday rental in Lake Leelanau
Fall Days at the Hideout Cottage on Lake Leelanau, holiday rental in Lake Leelanau

Fall Days at the Hideout Cottage on Lake Leelanau

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Family House on the Lake, holiday rental in Lake Leelanau
Beautiful Family House on the Lake, holiday rental in Lake Leelanau
Beautiful Family House on the Lake, holiday rental in Lake Leelanau

Beautiful Family House on the Lake

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lakehouse on Lake Leelanau. Air conditioning. Kayaks. Pet ok., holiday rental in Lake Leelanau
Lakehouse on Lake Leelanau. Air conditioning. Kayaks. Pet ok., holiday rental in Lake Leelanau
Lakehouse on Lake Leelanau. Air conditioning. Kayaks. Pet ok., holiday rental in Lake Leelanau

Lakehouse on Lake Leelanau. Air conditioning. Kayaks. Pet ok.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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LAKE LEELANAU FAMILY HOME, holiday rental in Lake Leelanau
LAKE LEELANAU FAMILY HOME, holiday rental in Lake Leelanau
LAKE LEELANAU FAMILY HOME, holiday rental in Lake Leelanau

LAKE LEELANAU FAMILY HOME

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Tons of fresh air and open space!, holiday rental in Lake Leelanau
Tons of fresh air and open space!, holiday rental in Lake Leelanau
Tons of fresh air and open space!, holiday rental in Lake Leelanau

Tons of fresh air and open space!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fantastic 5 Bedroom Fully Furnished Home on Lake Leelanau!!, holiday rental in Lake Leelanau
Fantastic 5 Bedroom Fully Furnished Home on Lake Leelanau!!, holiday rental in Lake Leelanau
Fantastic 5 Bedroom Fully Furnished Home on Lake Leelanau!!, holiday rental in Lake Leelanau

Fantastic 5 Bedroom Fully Furnished Home on Lake Leelanau!!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Private and centrally located loft - perfect for your Leelanau getaway!, holiday rental in Lake Leelanau
Private and centrally located loft - perfect for your Leelanau getaway!, holiday rental in Lake Leelanau
Private and centrally located loft - perfect for your Leelanau getaway!, holiday rental in Lake Leelanau

Private and centrally located loft - perfect for your Leelanau getaway!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 BDR HOUSE WITH ATTACHED GARAGE CLOSE TO LELAND, SUTTONS BAY, NORTHPORT, holiday rental in Lake Leelanau
2 BDR HOUSE WITH ATTACHED GARAGE CLOSE TO LELAND, SUTTONS BAY, NORTHPORT, holiday rental in Lake Leelanau
2 BDR HOUSE WITH ATTACHED GARAGE CLOSE TO LELAND, SUTTONS BAY, NORTHPORT, holiday rental in Lake Leelanau

2 BDR HOUSE WITH ATTACHED GARAGE CLOSE TO LELAND, SUTTONS BAY, NORTHPORT

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Brand New Lake Front Cottage/House, holiday rental in Lake Leelanau
Brand New Lake Front Cottage/House, holiday rental in Lake Leelanau
Brand New Lake Front Cottage/House, holiday rental in Lake Leelanau

Brand New Lake Front Cottage/House

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Good Harbor Beach Lake Michigan Sunset Special, holiday rental in Lake Leelanau
Good Harbor Beach Lake Michigan Sunset Special, holiday rental in Lake Leelanau
Good Harbor Beach Lake Michigan Sunset Special, holiday rental in Lake Leelanau

Good Harbor Beach Lake Michigan Sunset Special

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lake Leelanau Waterfront With Dock and Panoramic Views.  Close to Everything!, holiday rental in Lake Leelanau
Lake Leelanau Waterfront With Dock and Panoramic Views.  Close to Everything!, holiday rental in Lake Leelanau
Lake Leelanau Waterfront With Dock and Panoramic Views.  Close to Everything!, holiday rental in Lake Leelanau

Lake Leelanau Waterfront With Dock and Panoramic Views. Close to Everything!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Top of North Lake Leelanau - Secluded Lake Cottage w/ Dock & Sandy Bottom, holiday rental in Lake Leelanau
Top of North Lake Leelanau - Secluded Lake Cottage w/ Dock & Sandy Bottom, holiday rental in Lake Leelanau
Top of North Lake Leelanau - Secluded Lake Cottage w/ Dock & Sandy Bottom, holiday rental in Lake Leelanau

Top of North Lake Leelanau - Secluded Lake Cottage w/ Dock & Sandy Bottom

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fall retreat escape on Lake MI Private Beach; fireplace, Sunsets, hike Leelenau., holiday rental in Lake Leelanau
Fall retreat escape on Lake MI Private Beach; fireplace, Sunsets, hike Leelenau., holiday rental in Lake Leelanau
Fall retreat escape on Lake MI Private Beach; fireplace, Sunsets, hike Leelenau., holiday rental in Lake Leelanau

Fall retreat escape on Lake MI Private Beach; fireplace, Sunsets, hike Leelenau.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Family Friendly Lakefront Home, holiday rental in Lake Leelanau
Family Friendly Lakefront Home, holiday rental in Lake Leelanau
Family Friendly Lakefront Home, holiday rental in Lake Leelanau

Family Friendly Lakefront Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Wine Country Home in Spectacular Vacation Destination!, holiday rental in Lake Leelanau
Spacious Wine Country Home in Spectacular Vacation Destination!, holiday rental in Lake Leelanau
Spacious Wine Country Home in Spectacular Vacation Destination!, holiday rental in Lake Leelanau

Spacious Wine Country Home in Spectacular Vacation Destination!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Family Home ~Waterfront~ Sleeps 13, Wine and Fall Color Tours, holiday rental in Lake Leelanau
Beautiful Family Home ~Waterfront~ Sleeps 13, Wine and Fall Color Tours, holiday rental in Lake Leelanau
Beautiful Family Home ~Waterfront~ Sleeps 13, Wine and Fall Color Tours, holiday rental in Lake Leelanau

Beautiful Family Home ~Waterfront~ Sleeps 13, Wine and Fall Color Tours

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Idyllic Lake Leelanau Cottage w/ Dock & Fire Pit!, holiday rental in Lake Leelanau
Idyllic Lake Leelanau Cottage w/ Dock & Fire Pit!, holiday rental in Lake Leelanau
Idyllic Lake Leelanau Cottage w/ Dock & Fire Pit!, holiday rental in Lake Leelanau

Idyllic Lake Leelanau Cottage w/ Dock & Fire Pit!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy waterfront cottage on Lake Leelanau. Air conditioning. Near Leland., holiday rental in Lake Leelanau
Cozy waterfront cottage on Lake Leelanau. Air conditioning. Near Leland., holiday rental in Lake Leelanau
Cozy waterfront cottage on Lake Leelanau. Air conditioning. Near Leland., holiday rental in Lake Leelanau

Cozy waterfront cottage on Lake Leelanau. Air conditioning. Near Leland.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Welcome to Lake Leelanau!, holiday rental in Lake Leelanau
Welcome to Lake Leelanau!, holiday rental in Lake Leelanau
Welcome to Lake Leelanau!, holiday rental in Lake Leelanau

Welcome to Lake Leelanau!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Center of Leelanau County. Perfect Location: Now Booking Summer 2022, holiday rental in Lake Leelanau
Center of Leelanau County. Perfect Location: Now Booking Summer 2022, holiday rental in Lake Leelanau
Center of Leelanau County. Perfect Location: Now Booking Summer 2022, holiday rental in Lake Leelanau

Center of Leelanau County. Perfect Location: Now Booking Summer 2022

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Stunning log home with spectacular views. Hot tub. Air conditioning., holiday rental in Lake Leelanau
Stunning log home with spectacular views. Hot tub. Air conditioning., holiday rental in Lake Leelanau
Stunning log home with spectacular views. Hot tub. Air conditioning., holiday rental in Lake Leelanau

Stunning log home with spectacular views. Hot tub. Air conditioning.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Rustic Charm, Minutes away from all of Leelanau., holiday rental in Lake Leelanau
Rustic Charm, Minutes away from all of Leelanau., holiday rental in Lake Leelanau
Rustic Charm, Minutes away from all of Leelanau., holiday rental in Lake Leelanau

Rustic Charm, Minutes away from all of Leelanau.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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☀️��JUNE 8-15 Avail, 3 nt min Lake Leelanau Retreat House on 12 Acres, holiday rental in Lake Leelanau
☀️��JUNE 8-15 Avail, 3 nt min Lake Leelanau Retreat House on 12 Acres, holiday rental in Lake Leelanau
☀️��JUNE 8-15 Avail, 3 nt min Lake Leelanau Retreat House on 12 Acres, holiday rental in Lake Leelanau

☀️��JUNE 8-15 Avail, 3 nt min Lake Leelanau Retreat House on 12 Acres

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Historic 5 Bedroom Home in the Village of Lake Leelanau, holiday rental in Lake Leelanau
Historic 5 Bedroom Home in the Village of Lake Leelanau, holiday rental in Lake Leelanau
Historic 5 Bedroom Home in the Village of Lake Leelanau, holiday rental in Lake Leelanau

Historic 5 Bedroom Home in the Village of Lake Leelanau

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Stunning Lake Michigan luxury lodge-style home. Sunset views. Fireplace., holiday rental in Lake Leelanau
Stunning Lake Michigan luxury lodge-style home. Sunset views. Fireplace., holiday rental in Lake Leelanau
Stunning Lake Michigan luxury lodge-style home. Sunset views. Fireplace., holiday rental in Lake Leelanau

Stunning Lake Michigan luxury lodge-style home. Sunset views. Fireplace.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Amazing location on the Narrows of Lake Leelanau, holiday rental in Lake Leelanau
Amazing location on the Narrows of Lake Leelanau, holiday rental in Lake Leelanau
Amazing location on the Narrows of Lake Leelanau, holiday rental in Lake Leelanau

Amazing location on the Narrows of Lake Leelanau

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cute waterfront cottage on Lake Leelanau. Enclosed porch. Pet friendly., holiday rental in Lake Leelanau
Cute waterfront cottage on Lake Leelanau. Enclosed porch. Pet friendly., holiday rental in Lake Leelanau
Cute waterfront cottage on Lake Leelanau. Enclosed porch. Pet friendly., holiday rental in Lake Leelanau

Cute waterfront cottage on Lake Leelanau. Enclosed porch. Pet friendly.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Three bedroom cabin on Lake Leelanau. Dock. Pet considered., holiday rental in Lake Leelanau
Three bedroom cabin on Lake Leelanau. Dock. Pet considered., holiday rental in Lake Leelanau
Three bedroom cabin on Lake Leelanau. Dock. Pet considered., holiday rental in Lake Leelanau

Three bedroom cabin on Lake Leelanau. Dock. Pet considered.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Warbler House - Stone Farm House, holiday rental in Lake Leelanau
Warbler House - Stone Farm House, holiday rental in Lake Leelanau
Warbler House - Stone Farm House, holiday rental in Lake Leelanau

Warbler House - Stone Farm House

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lake Michigan house w/ Waterfront & Breathtaking Views, holiday rental in Lake Leelanau
Lake Michigan house w/ Waterfront & Breathtaking Views, holiday rental in Lake Leelanau
Lake Michigan house w/ Waterfront & Breathtaking Views, holiday rental in Lake Leelanau

Lake Michigan house w/ Waterfront & Breathtaking Views

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Summer Home near Leland and Sleeping Bear National Lake Shore, holiday rental in Lake Leelanau
Beautiful Summer Home near Leland and Sleeping Bear National Lake Shore, holiday rental in Lake Leelanau
Beautiful Summer Home near Leland and Sleeping Bear National Lake Shore, holiday rental in Lake Leelanau

Beautiful Summer Home near Leland and Sleeping Bear National Lake Shore

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Clark House - located in the heart of Leelanau County, holiday rental in Lake Leelanau
The Clark House - located in the heart of Leelanau County, holiday rental in Lake Leelanau
The Clark House - located in the heart of Leelanau County, holiday rental in Lake Leelanau

The Clark House - located in the heart of Leelanau County

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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THE CRIB~A Leland Beach Condo at the Jolli-Lodge Resort, holiday rental in Lake Leelanau
THE CRIB~A Leland Beach Condo at the Jolli-Lodge Resort, holiday rental in Lake Leelanau
THE CRIB~A Leland Beach Condo at the Jolli-Lodge Resort, holiday rental in Lake Leelanau

THE CRIB~A Leland Beach Condo at the Jolli-Lodge Resort

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Lake front home on Lake Leelanau with private frontage., holiday rental in Lake Leelanau
Beautiful Lake front home on Lake Leelanau with private frontage., holiday rental in Lake Leelanau
Beautiful Lake front home on Lake Leelanau with private frontage., holiday rental in Lake Leelanau

Beautiful Lake front home on Lake Leelanau with private frontage.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Family and Pet Friendly Leelanau Bungalow!, holiday rental in Lake Leelanau
Charming Family and Pet Friendly Leelanau Bungalow!, holiday rental in Lake Leelanau
Charming Family and Pet Friendly Leelanau Bungalow!, holiday rental in Lake Leelanau

Charming Family and Pet Friendly Leelanau Bungalow!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Magnificent Lake Michigan Views and 100 feet of Private Beach, holiday rental in Lake Leelanau
Magnificent Lake Michigan Views and 100 feet of Private Beach, holiday rental in Lake Leelanau
Magnificent Lake Michigan Views and 100 feet of Private Beach, holiday rental in Lake Leelanau

Magnificent Lake Michigan Views and 100 feet of Private Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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New! 5 bedrm 5.5 ba home -wooded setting-Lake Leelanau-Air-Pet ok-Near Leland, holiday rental in Lake Leelanau
New! 5 bedrm 5.5 ba home -wooded setting-Lake Leelanau-Air-Pet ok-Near Leland, holiday rental in Lake Leelanau
New! 5 bedrm 5.5 ba home -wooded setting-Lake Leelanau-Air-Pet ok-Near Leland, holiday rental in Lake Leelanau

New! 5 bedrm 5.5 ba home -wooded setting-Lake Leelanau-Air-Pet ok-Near Leland

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Historic Cottage on Lake Leelanau with Private Dock, holiday rental in Lake Leelanau
Historic Cottage on Lake Leelanau with Private Dock, holiday rental in Lake Leelanau
Historic Cottage on Lake Leelanau with Private Dock, holiday rental in Lake Leelanau

Historic Cottage on Lake Leelanau with Private Dock

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Affordable studio dwelling in the heart of Leelanau County., holiday rental in Lake Leelanau
Affordable studio dwelling in the heart of Leelanau County., holiday rental in Lake Leelanau
Affordable studio dwelling in the heart of Leelanau County., holiday rental in Lake Leelanau

Affordable studio dwelling in the heart of Leelanau County.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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