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Holiday Rentals in Three Oaks

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52 rentals in Three Oaks.
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'It's a Dog's Life' - Unleash Your Fun Here!, holiday rental in Three Oaks

'It's a Dog's Life' - Unleash Your Fun Here!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage In The Heart Of Harbor Country - Steps From Town, holiday rental in Three Oaks

Cottage In The Heart Of Harbor Country - Steps From Town

3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Stay in downtown Three Oaks overlooking the main street!, holiday rental in Three Oaks

Stay in downtown Three Oaks overlooking the main street!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning brand new 3 bed/2 bath designer cottage in downtown Three Oaks!, holiday rental in Three Oaks

Stunning brand new 3 bed/2 bath designer cottage in downtown Three Oaks!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Hickory House -Three Oaks, MI Retreat for 14 - 6 BR, 2.5 Bath, holiday rental in Three Oaks

The Hickory House -Three Oaks, MI Retreat for 14 - 6 BR, 2.5 Bath

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Stay at the Historic Acorn Theater in Downtown Three Oaks!, holiday rental in Three Oaks

Stay at the Historic Acorn Theater in Downtown Three Oaks!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW LISTING! Private Cherry Beach Pool House with large heated pool & hot tub!, holiday rental in Three Oaks

NEW LISTING! Private Cherry Beach Pool House with large heated pool & hot tub!

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Stunning Renovated Designer Victorian House with Beautiful Vintage Details, holiday rental in Three Oaks

Stunning Renovated Designer Victorian House with Beautiful Vintage Details

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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The Sycamore Cottage - 2 Bedroom & 1.5 Bathroom - Steps to Downtown, holiday rental in Three Oaks

The Sycamore Cottage - 2 Bedroom & 1.5 Bathroom - Steps to Downtown

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three Oaks Inn at Ashmoor Estate, holiday rental in Three Oaks

Three Oaks Inn at Ashmoor Estate

5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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The super comfy Buck!, holiday rental in Three Oaks

The super comfy Buck!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sycamore Guesthouse, Three Oaks, Michigan, holiday rental in Three Oaks

Sycamore Guesthouse, Three Oaks, Michigan

5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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NEW! 1940’s Farm Cottage w/ Fire Pit, 4 Mi to Lake, holiday rental in Three Oaks

NEW! 1940’s Farm Cottage w/ Fire Pit, 4 Mi to Lake

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great apartment in the heart of San Isidro, holiday rental in Three Oaks

Great apartment in the heart of San Isidro

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Retreat to a Stylish Cottage in Union Pier, holiday rental in Three Oaks

Retreat to a Stylish Cottage in Union Pier

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful 1920's Cottage Steps away from private Lake Michigan beach, Sleeps 8, holiday rental in Three Oaks

Beautiful 1920's Cottage Steps away from private Lake Michigan beach, Sleeps 8

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Woodsy Cottage In The Heart Of Union Pier, holiday rental in Three Oaks

Woodsy Cottage In The Heart Of Union Pier

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spring Time is coming soon....., holiday rental in Three Oaks

Spring Time is coming soon.....

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Four Bedroom House with Private Pool, Hot Tub and Fire Pit, holiday rental in Three Oaks

Four Bedroom House with Private Pool, Hot Tub and Fire Pit

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cottage close to private beach - Summer dates available, holiday rental in Three Oaks

Cottage close to private beach - Summer dates available

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Studio 1 1/2 blocks to the beach at Lake Michigan ! Large yard to relax in, holiday rental in Three Oaks

Great Studio 1 1/2 blocks to the beach at Lake Michigan ! Large yard to relax in

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakeside, MI - year round lake house! Booking for fall, winter and summer 2021, holiday rental in Three Oaks

Lakeside, MI - year round lake house! Booking for fall, winter and summer 2021

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy getaway with hot tub, two fireplaces, fast WiFi, Peloton bike, holiday rental in Three Oaks

Cozy getaway with hot tub, two fireplaces, fast WiFi, Peloton bike

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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$300/NT Scrned Porch Hot Tub Game table Firepit Large Yard Quiet neighborhood, holiday rental in Three Oaks

$300/NT Scrned Porch Hot Tub Game table Firepit Large Yard Quiet neighborhood

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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BREEZY LANE-FAMILY BEACH COTTAGE, SHORT WALK TO PRIVATE LAKE MICHIGAN BEACH, holiday rental in Three Oaks

BREEZY LANE-FAMILY BEACH COTTAGE, SHORT WALK TO PRIVATE LAKE MICHIGAN BEACH

6 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
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$300/NT Heated Pool Hot tub Assoc Beach Centrally located Pet Friendly, holiday rental in Three Oaks

$300/NT Heated Pool Hot tub Assoc Beach Centrally located Pet Friendly

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Harbor Country Retreat with Private Pool.  Perfect family getaway!, holiday rental in Three Oaks

Harbor Country Retreat with Private Pool. Perfect family getaway!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Beach Cottage BIG YARD 1 Blk to Private Beach. 3 NIGHT MINIMUM Stay for 2BR, holiday rental in Three Oaks

Cozy Beach Cottage BIG YARD 1 Blk to Private Beach. 3 NIGHT MINIMUM Stay for 2BR

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Creekside Cottage-  30 Acres with Pool, Farm, Woods, Trails, River, near Beach!, holiday rental in Three Oaks

Creekside Cottage- 30 Acres with Pool, Farm, Woods, Trails, River, near Beach!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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10 acres of privacy Pup/ Bike/ walking Nirvana! 7 minutes to hip 3 Oaks!, holiday rental in Three Oaks

10 acres of privacy Pup/ Bike/ walking Nirvana! 7 minutes to hip 3 Oaks!

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Your Pool Party is Calling, holiday rental in Three Oaks

Your Pool Party is Calling

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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$285/NT Screened porch Beach 5 blks Firepit Guest House 1 blk to Town, holiday rental in Three Oaks

$285/NT Screened porch Beach 5 blks Firepit Guest House 1 blk to Town

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More, holiday rental in Three Oaks

2 FUN 4 Bedroom 2 Bath COTTAGES each Sleep 10 people Beach-Pool-Hot Tub and More

8 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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$325/NT Walk to Town Large Yard Fire Pit Gas Grill Beach .2.5 blocks, holiday rental in Three Oaks

$325/NT Walk to Town Large Yard Fire Pit Gas Grill Beach .2.5 blocks

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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1 bed/1 bath, 1.5 blocks to beach/town, dog friendly, screened porch, holiday rental in Three Oaks

1 bed/1 bath, 1.5 blocks to beach/town, dog friendly, screened porch

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Union Pier MI  - 6BR Private Pool, Many Amenities, Summer or Winter Hideaway!, holiday rental in Three Oaks

Union Pier MI - 6BR Private Pool, Many Amenities, Summer or Winter Hideaway!

6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Charming 3 bedroom 2 bath home, screen porch, fire pit, big yard/sleeps 8, holiday rental in Three Oaks

Charming 3 bedroom 2 bath home, screen porch, fire pit, big yard/sleeps 8

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1 bed/1 bath, 1.5 blocks to beach/town, dog friendly, holiday rental in Three Oaks

1 bed/1 bath, 1.5 blocks to beach/town, dog friendly

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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2 bed/1 bath, 1.5 blocks to beach/town, dog friendly, holiday rental in Three Oaks

2 bed/1 bath, 1.5 blocks to beach/town, dog friendly

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Fully Renovated House in Union Pier - 10 Person Home, holiday rental in Three Oaks

Fully Renovated House in Union Pier - 10 Person Home

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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2 bed/1 bath, 1.5 blocks to beach/town, dog friendly, holiday rental in Three Oaks

2 bed/1 bath, 1.5 blocks to beach/town, dog friendly

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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New 5-Br Home on 30 acres w/ Pool, River, Woods, Trails & Farm. Near Beach!, holiday rental in Three Oaks

New 5-Br Home on 30 acres w/ Pool, River, Woods, Trails & Farm. Near Beach!

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautifully renovated 2 bedroom duplex, holiday rental in Three Oaks

Beautifully renovated 2 bedroom duplex

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Large private beach in Union Pier with availability for July and August 2020!, holiday rental in Three Oaks

Large private beach in Union Pier with availability for July and August 2020!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1 bed/1 bath, 1.5 blocks to beach/town, dog friendly, holiday rental in Three Oaks

1 bed/1 bath, 1.5 blocks to beach/town, dog friendly

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Blue Haven Farm, holiday rental in Three Oaks

Blue Haven Farm

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern Home w/ Pool & Hot Tub - Walk to the Beach!, holiday rental in Three Oaks

Modern Home w/ Pool & Hot Tub - Walk to the Beach!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your Pool Party is Calling, holiday rental in Three Oaks

Your Pool Party is Calling

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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A Quaint Country Cottage in Scenic Harbor Country!, holiday rental in Three Oaks

A Quaint Country Cottage in Scenic Harbor Country!

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Home w/ Pool & Hot Tub < 2 Miles to Lake Michigan!, holiday rental in Three Oaks

Home w/ Pool & Hot Tub < 2 Miles to Lake Michigan!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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