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Leelanau County Luxury Holiday Rentals

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460 rentals in Leelanau County.
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Prime Private Lake Michigan Waterfront!!!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Quiet Retreat in the woods, near Empire Beach
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Lake Michigan Beachfront Condo with A/C! Sunsets over Sleeping Bear Bay
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Homestead condo, Beautiful view of Lake Mi, A/C,cable WiFi, Aug,29-Sep 5 avail
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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The Weaver House on the pristine Crystal River in Glen Arbor
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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All Seasons Log Cabin Rental
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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~Now Booking 2021 Hard Cider/Wine Tour and Winter Getaway dates
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Breathtaking Waterfront Home on West Bay - M22
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Like New Luxury Home, Lake Leelanau, Outdoor Kitchen, HotTub, Pontoon
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Quiet, Private, Waterfront - Luxury on 125 Ft. of Suttons Bay
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Save time - get the best Leelanau County rentals sent straight to your email!
New! Glen Arbor, walk to town, theater, pool table, 60 game arcade
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great Location Next to Fishtown in Leland Harbor House
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Smittys GA 'Right In The Middle Of It All'
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Charming Horse Farm Country Cottage on Rolling Hills
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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1 Bdrm Condo on Lake Michigan (sleeps 4)-Homestead Resort M22 Glen Arbor
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Family-Friendly Waterfront Retreat for Larger Groups
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Serenity, White Beaches, & Crystal Blue Waters!
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Northerness Cottage; a Short Ride to America's #1 Rated Beach!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Waterfront Home on Suttons Bay, 232 ft. Secluded Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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New Luxury Waterfront Home minutes from Suttons Bay and Traverse City
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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NEW REMODEL Homestead Beachfront Condo - Epic Sunsets Over Sleeping Bear Bay
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Couples Retreat. Perfect getaway with all the amenities.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Fantastic Cottage - Great Price - So Peaceful and Beautiful
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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2 Bed/1BTH - close to village/wineries..unparalleled sunsets
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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The Wheeler Family Cottage on Beautiful North Lake Leelanau
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 17
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Suttons Bay Beach Road Cottage
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Private Suttons Bay Waterfront Home with Wi-Fi, Central Air, Near Traverse City
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Walk Everywhere - Now booking Winter 2020 Summer/Fall 2021 - SUTTONS BAY IN TOWN
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Quaint cottage on Crystal River-Fireplace,central air, pet welcome
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Suttons Bay Vacation Rentals 'The Otter Limit'
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Tree House in the Heart of Sleeping Bear National Lakeshore
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 bedroom condo on Lake Michigan - Inside Homestead Resort on M-22 in Glen Arbor
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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In the heart of Glen Arbor - Walking distance to shops, dining and beaches
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Sleeping Bear Dunes Hidden Gem ~ Perfect Family Getaway!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Unique Cabin with Private Beach on Lake Michigan
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Winter 5BR House, Gas Fireplace, Walk to Wineries! OPEN in Dec-Feb
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Northport Village Home ,3 blocks to Barb's Bakery and The Willowbrook!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Leland Village River Front Beauty ~ Peaceful Neighborhood ~ Swim Off The Dock!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Thistledown on Lake Michigan
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Holiday Weeks Available! Super Clean, New & Perfect 5 Br in Leland Village
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautifully Furnished Log Home on Secluded Shetland Creek
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Farm on acclaimed M-22*Fireplace*Central Air*minutes to Town/Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Wine Country Home in Spectacular Vacation Destination!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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In-town Suttons Bay, Walk to Town, Near Beach, On the Wine Trail, Sleeps 8-10
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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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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Modern Cottage In A Great Leland Location
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Fantastic 5 Bedroom Fully Furnished Home on Lake Leelanau!!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Family House on the Lake
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Chic condo tucked in the wooded dunes of Lake MI
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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We have been cleared to start renting!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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