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Leelanau County Holiday Rentals

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

Prime Private Lake Michigan Waterfront!!!

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Charming Horse Farm Country Cottage on  Rolling Hills, holiday rental in Leelanau County

Charming Horse Farm Country Cottage on Rolling Hills

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Like New Luxury Home, Lake Leelanau, Outdoor Kitchen, HotTub, Pontoon, holiday rental in Leelanau County

Like New Luxury Home, Lake Leelanau, Outdoor Kitchen, HotTub, Pontoon

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lake Michigan Beachfront Condo with A/C! Sunsets over Sleeping Bear Bay, holiday rental in Leelanau County

Lake Michigan Beachfront Condo with A/C! Sunsets over Sleeping Bear Bay

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serenity, White Beaches, & Crystal Blue Waters!, holiday rental in Leelanau County

Serenity, White Beaches, & Crystal Blue Waters!

4 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Waterfront Home on Suttons Bay, 232 ft. Secluded Beach, holiday rental in Leelanau County

Waterfront Home on Suttons Bay, 232 ft. Secluded Beach

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Smittys GA 'Right In The Middle Of It All', holiday rental in Leelanau County

Smittys GA 'Right In The Middle Of It All'

6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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The Weaver House on the pristine Crystal River in Glen Arbor, holiday rental in Leelanau County

The Weaver House on the pristine Crystal River in Glen Arbor

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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All Seasons Log Cabin Rental, holiday rental in Leelanau County

All Seasons Log Cabin Rental

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay, holiday rental in Leelanau County

Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New! Glen Arbor, walk to town, theater, pool table, 60 game arcade, holiday rental in Leelanau County

New! Glen Arbor, walk to town, theater, pool table, 60 game arcade

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great Location Next to Fishtown in Leland Harbor House, holiday rental in Leelanau County

Great Location Next to Fishtown in Leland Harbor House

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Immaculate, new build home, perfect for couples, close to Sleeping Bear Dunes, holiday rental in Leelanau County

Immaculate, new build home, perfect for couples, close to Sleeping Bear Dunes

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New Luxury Waterfront Home minutes from Suttons Bay and Traverse City, holiday rental in Leelanau County

New Luxury Waterfront Home minutes from Suttons Bay and Traverse City

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Suttons Bay Waterfront Home with Wi-Fi, Central Air, Near Traverse City, holiday rental in Leelanau County

Private Suttons Bay Waterfront Home with Wi-Fi, Central Air, Near Traverse City

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Walk Everywhere - Now booking Winter 2020 Summer/Fall 2021 - SUTTONS BAY IN TOWN, holiday rental in Leelanau County

Walk Everywhere - Now booking Winter 2020 Summer/Fall 2021 - SUTTONS BAY IN TOWN

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Couples Retreat. Perfect getaway with all the amenities., holiday rental in Leelanau County

Couples Retreat. Perfect getaway with all the amenities.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Suttons Bay Vacation Rentals  'The Otter Limit', holiday rental in Leelanau County

Suttons Bay Vacation Rentals 'The Otter Limit'

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Family-Friendly Waterfront Retreat for Larger Groups, holiday rental in Leelanau County

Family-Friendly Waterfront Retreat for Larger Groups

6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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NEW REMODEL Homestead Beachfront Condo - Epic Sunsets Over Sleeping Bear Bay, holiday rental in Leelanau County

NEW REMODEL Homestead Beachfront Condo - Epic Sunsets Over Sleeping Bear Bay

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 Bdrm Condo on Lake Michigan (sleeps 4)-Homestead Resort M22 Glen Arbor, holiday rental in Leelanau County

1 Bdrm Condo on Lake Michigan (sleeps 4)-Homestead Resort M22 Glen Arbor

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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In the heart of Glen Arbor - Walking distance to shops, dining and beaches, holiday rental in Leelanau County

In the heart of Glen Arbor - Walking distance to shops, dining and beaches

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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2 bedroom condo on Lake Michigan - Inside Homestead Resort on M-22 in Glen Arbor, holiday rental in Leelanau County

2 bedroom condo on Lake Michigan - Inside Homestead Resort on M-22 in Glen Arbor

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 Bed/1BTH - close to village/wineries..unparalleled sunsets, holiday rental in Leelanau County

2 Bed/1BTH - close to village/wineries..unparalleled sunsets

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lake Michigan Ground Level Homestead Beachfront!  Kid Friendly, holiday rental in Leelanau County

Lake Michigan Ground Level Homestead Beachfront! Kid Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Tree House in the Heart of Sleeping Bear National Lakeshore, holiday rental in Leelanau County

The Tree House in the Heart of Sleeping Bear National Lakeshore

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Northerness Cottage; a Short Ride to America's #1 Rated Beach!, holiday rental in Leelanau County

Northerness Cottage; a Short Ride to America's #1 Rated Beach!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Leland Village River Front Beauty ~ Peaceful Neighborhood ~ Swim Off The Dock!, holiday rental in Leelanau County

Leland Village River Front Beauty ~ Peaceful Neighborhood ~ Swim Off The Dock!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Suttons Bay Beach Road Cottage, holiday rental in Leelanau County

Suttons Bay Beach Road Cottage

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Wine Country Home in Spectacular Vacation Destination!, holiday rental in Leelanau County

Spacious Wine Country Home in Spectacular Vacation Destination!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Unique Cabin with Private Beach on Lake Michigan, holiday rental in Leelanau County

Unique Cabin with Private Beach on Lake Michigan

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private, serene country studio overlooking horse pastures., holiday rental in Leelanau County

Private, serene country studio overlooking horse pastures.

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful Family House on the Lake, holiday rental in Leelanau County

Beautiful Family House on the Lake

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Breathtaking Waterfront Home on West Bay  - M22, holiday rental in Leelanau County

Breathtaking Waterfront Home on West Bay - M22

6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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In the Heart of Suttons Bay - 2bdr/2bth Condo with Free WiFi - Walk Everywhere, holiday rental in Leelanau County

In the Heart of Suttons Bay - 2bdr/2bth Condo with Free WiFi - Walk Everywhere

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Holiday Weeks Available! Super Clean, New & Perfect 5 Br in Leland Village, holiday rental in Leelanau County

Holiday Weeks Available! Super Clean, New & Perfect 5 Br in Leland Village

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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~Now Booking 2021 Hard Cider/Wine Tour and Winter Getaway dates, holiday rental in Leelanau County

~Now Booking 2021 Hard Cider/Wine Tour and Winter Getaway dates

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Beautiful Cottage on the Water of Pristine West Bay, holiday rental in Leelanau County

Beautiful Cottage on the Water of Pristine West Bay

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Homestead Condo, on Lake Michigan Beach at your doorstep, holiday rental in Leelanau County

Homestead Condo, on Lake Michigan Beach at your doorstep

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Glen Lake  - Spectacular Dune Views & Complete Privacy!, holiday rental in Leelanau County

Glen Lake - Spectacular Dune Views & Complete Privacy!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stunning 5br Home  w/Private Waterfront and Custom Dock, holiday rental in Leelanau County

Stunning 5br Home w/Private Waterfront and Custom Dock

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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200 feet of pristine lake frontage & two cottages - One rental fee, holiday rental in Leelanau County

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

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Sleeping Bear Dunes Hidden Gem ~ Perfect Family Getaway!, holiday rental in Leelanau County

Sleeping Bear Dunes Hidden Gem ~ Perfect Family Getaway!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Spacious Leland Waterfront with Private Suites and Air Conditioning!, holiday rental in Leelanau County

Spacious Leland Waterfront with Private Suites and Air Conditioning!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Centrally located in the Village of Lake Leelanau, holiday rental in Leelanau County

Centrally located in the Village of Lake Leelanau

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic, Restored Caboose at the Base of the Sleeping Bear Dunes! Acc: 2, holiday rental in Leelanau County

Historic, Restored Caboose at the Base of the Sleeping Bear Dunes! Acc: 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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In-town Suttons Bay, Walk to Town, Near Beach, On the Wine Trail, Sleeps 8-10, holiday rental in Leelanau County

In-town Suttons Bay, Walk to Town, Near Beach, On the Wine Trail, Sleeps 8-10

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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In town convenience located across marina w/sandy swimming Pets welcome, holiday rental in Leelanau County

In town convenience located across marina w/sandy swimming Pets welcome

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Michigan Waterfront Condominium, holiday rental in Leelanau County

Lake Michigan Waterfront Condominium

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Family Friendly, Private, Beautiful Lakefront Home, Leelanau County, holiday rental in Leelanau County

Family Friendly, Private, Beautiful Lakefront Home, Leelanau County

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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