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Holiday Rentals in Three Oaks

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61 rentals in Three Oaks.
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Modern Farmhouse w/ Pool, Hot Tub & Guest House, 5 mins to Beach, holiday rental in Three Oaks
Modern Farmhouse w/ Pool, Hot Tub & Guest House, 5 mins to Beach, holiday rental in Three Oaks
Modern Farmhouse w/ Pool, Hot Tub & Guest House, 5 mins to Beach, holiday rental in Three Oaks

Modern Farmhouse w/ Pool, Hot Tub & Guest House, 5 mins to Beach

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
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You're in a hot tub; you see gardens and hear wind blowing through the pines., holiday rental in Three Oaks
You're in a hot tub; you see gardens and hear wind blowing through the pines., holiday rental in Three Oaks
You're in a hot tub; you see gardens and hear wind blowing through the pines., holiday rental in Three Oaks

You're in a hot tub; you see gardens and hear wind blowing through the pines.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, holiday rental in Three Oaks
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, holiday rental in Three Oaks
The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount, holiday rental in Three Oaks

The Getaway - Three Oaks Cottage 3 BR 1.5 Bath - Week Stay Discount

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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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!, holiday rental in Three Oaks
'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!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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, holiday rental in Three Oaks
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Stunning Revive Home  3 bed/2 bath cottage in Three Oaks steps from journeyman., holiday rental in Three Oaks
Stunning Revive Home  3 bed/2 bath cottage in Three Oaks steps from journeyman., holiday rental in Three Oaks
Stunning Revive Home  3 bed/2 bath cottage in Three Oaks steps from journeyman., holiday rental in Three Oaks

Stunning Revive Home 3 bed/2 bath cottage in Three Oaks steps from journeyman.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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the Fourth Oak - A Vacation Home in Charming Three Oaks, MI, holiday rental in Three Oaks
the Fourth Oak - A Vacation Home in Charming Three Oaks, MI, holiday rental in Three Oaks
the Fourth Oak - A Vacation Home in Charming Three Oaks, MI, holiday rental in Three Oaks

the Fourth Oak - A Vacation Home in Charming Three Oaks, MI

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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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!, holiday rental in Three Oaks
Stay in downtown Three Oaks overlooking the main street!, holiday rental in Three Oaks

Stay in downtown Three Oaks overlooking the main street!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Has it all- location, privacy, charm and great for groups, holiday rental in Three Oaks
Has it all- location, privacy, charm and great for groups, holiday rental in Three Oaks
Has it all- location, privacy, charm and great for groups, holiday rental in Three Oaks

Has it all- location, privacy, charm and great for groups

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Hickory House - Walk to Downtown Three Oaks - Week Stay Discount, holiday rental in Three Oaks
The Hickory House - Walk to Downtown Three Oaks - Week Stay Discount, holiday rental in Three Oaks
The Hickory House - Walk to Downtown Three Oaks - Week Stay Discount, holiday rental in Three Oaks

The Hickory House - Walk to Downtown Three Oaks - Week Stay Discount

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Sycamore Guesthouse, steps to Journeyman Distillery!, holiday rental in Three Oaks
Sycamore Guesthouse, steps to Journeyman Distillery!, holiday rental in Three Oaks
Sycamore Guesthouse, steps to Journeyman Distillery!, holiday rental in Three Oaks

Sycamore Guesthouse, steps to Journeyman Distillery!

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown, holiday rental in Three Oaks
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown, holiday rental in Three Oaks
The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown, holiday rental in Three Oaks

The Sycamore Cottage - 2 BR & 1.5 Bath - Hot Tub - Steps to Downtown

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., holiday rental in Three Oaks
Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., holiday rental in Three Oaks
Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery., holiday rental in Three Oaks

Luxury Rental (B&B) that sleeps 14 (+2) near Journeyman Distillery.

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Stunning Renovated Designer Victorian House w Beautiful Vintage Details, holiday rental in Three Oaks
Stunning Renovated Designer Victorian House w Beautiful Vintage Details, holiday rental in Three Oaks
Stunning Renovated Designer Victorian House w Beautiful Vintage Details, holiday rental in Three Oaks

Stunning Renovated Designer Victorian House w Beautiful Vintage Details

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Three Oaks Creek House -- Perfect, holiday rental in Three Oaks
Three Oaks Creek House -- Perfect, holiday rental in Three Oaks
Three Oaks Creek House -- Perfect, holiday rental in Three Oaks

Three Oaks Creek House -- Perfect

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New... Happy Acres: Modern Luxury Country Farmhouse, holiday rental in Three Oaks
New... Happy Acres: Modern Luxury Country Farmhouse, holiday rental in Three Oaks
New... Happy Acres: Modern Luxury Country Farmhouse, holiday rental in Three Oaks

New... Happy Acres: Modern Luxury Country Farmhouse

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Private Cherry Beach Pool House with large heated pool & hot tub!, holiday rental in Three Oaks
Private Cherry Beach Pool House with large heated pool & hot tub!, holiday rental in Three Oaks
Private Cherry Beach Pool House with large heated pool & hot tub!, holiday rental in Three Oaks

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
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Quiet 3 Oaks Townhouse.  The town is an absolute jewel -- the home of "Prancer"., holiday rental in Three Oaks
Quiet 3 Oaks Townhouse.  The town is an absolute jewel -- the home of "Prancer"., holiday rental in Three Oaks
Quiet 3 Oaks Townhouse.  The town is an absolute jewel -- the home of "Prancer"., holiday rental in Three Oaks

Quiet 3 Oaks Townhouse. The town is an absolute jewel -- the home of "Prancer".

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Journeyman Distillery Bunkhouse - Three Oaks Charmer W/ Two Night Summer Minimum, holiday rental in Three Oaks
Journeyman Distillery Bunkhouse - Three Oaks Charmer W/ Two Night Summer Minimum, holiday rental in Three Oaks
Journeyman Distillery Bunkhouse - Three Oaks Charmer W/ Two Night Summer Minimum, holiday rental in Three Oaks

Journeyman Distillery Bunkhouse - Three Oaks Charmer W/ Two Night Summer Minimum

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Civil War Era Farmhouse, holiday rental in Three Oaks
Charming Civil War Era Farmhouse, holiday rental in Three Oaks
Charming Civil War Era Farmhouse, holiday rental in Three Oaks

Charming Civil War Era Farmhouse

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Charming Three Oaks Cottage - walk to town, dog friendly with a fenced yard!, holiday rental in Three Oaks
Charming Three Oaks Cottage - walk to town, dog friendly with a fenced yard!, holiday rental in Three Oaks
Charming Three Oaks Cottage - walk to town, dog friendly with a fenced yard!, holiday rental in Three Oaks

Charming Three Oaks Cottage - walk to town, dog friendly with a fenced yard!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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The super comfy Buck!, holiday rental in Three Oaks
The super comfy Buck!, holiday rental in Three Oaks
The super comfy Buck!, holiday rental in Three Oaks

The super comfy Buck!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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1940’s Farm Cottage w/ Fire Pit, 4 Mi to Lake, holiday rental in Three Oaks
1940’s Farm Cottage w/ Fire Pit, 4 Mi to Lake, holiday rental in Three Oaks
1940’s Farm Cottage w/ Fire Pit, 4 Mi to Lake, holiday rental in Three Oaks

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

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA, holiday rental in Three Oaks
The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA, holiday rental in Three Oaks
The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA, holiday rental in Three Oaks

The Heartwood House<3 : Dwntwn Three Oaks, 2BR/2BA

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Hellenga House -5 BR 2.5 BA- 3 Mins to Three Oaks - Week Stay Discount, holiday rental in Three Oaks
The Hellenga House -5 BR 2.5 BA- 3 Mins to Three Oaks - Week Stay Discount, holiday rental in Three Oaks
The Hellenga House -5 BR 2.5 BA- 3 Mins to Three Oaks - Week Stay Discount, holiday rental in Three Oaks

The Hellenga House -5 BR 2.5 BA- 3 Mins to Three Oaks - Week Stay Discount

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Play * The Hideaway! - hot tub, sauna, gymnasium, privacy, dogs ok, holiday rental in Three Oaks
Play * The Hideaway! - hot tub, sauna, gymnasium, privacy, dogs ok, holiday rental in Three Oaks
Play * The Hideaway! - hot tub, sauna, gymnasium, privacy, dogs ok, holiday rental in Three Oaks

Play * The Hideaway! - hot tub, sauna, gymnasium, privacy, dogs ok

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 22
Match: Sleeps
More info
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The Nantucket Oasis in Three Oaks w/ hot tub!!!, holiday rental in Three Oaks
The Nantucket Oasis in Three Oaks w/ hot tub!!!, holiday rental in Three Oaks
The Nantucket Oasis in Three Oaks w/ hot tub!!!, holiday rental in Three Oaks

The Nantucket Oasis in Three Oaks w/ hot tub!!!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Three Oaks Inn at Ashmoor Estate, holiday rental in Three Oaks
Three Oaks Inn at Ashmoor Estate, holiday rental in Three Oaks
Three Oaks Inn at Ashmoor Estate, holiday rental in Three Oaks

Three Oaks Inn at Ashmoor Estate

Private Room
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Payment Protection

Timber Frame Home w/High-Speed WiFi, Private Hot Tub, Pool Table - Walk to Beach, holiday rental in Three Oaks
Timber Frame Home w/High-Speed WiFi, Private Hot Tub, Pool Table - Walk to Beach, holiday rental in Three Oaks
Timber Frame Home w/High-Speed WiFi, Private Hot Tub, Pool Table - Walk to Beach, holiday rental in Three Oaks

Timber Frame Home w/High-Speed WiFi, Private Hot Tub, Pool Table - Walk to Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Three Oaks Cottage | 3 Bed, 1 Bath, holiday rental in Three Oaks
Three Oaks Cottage | 3 Bed, 1 Bath, holiday rental in Three Oaks
Three Oaks Cottage | 3 Bed, 1 Bath, holiday rental in Three Oaks

Three Oaks Cottage | 3 Bed, 1 Bath

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Sweet Cherry Pie - Cherry Beach retreat, holiday rental in Three Oaks
Sweet Cherry Pie - Cherry Beach retreat, holiday rental in Three Oaks
Sweet Cherry Pie - Cherry Beach retreat, holiday rental in Three Oaks

Sweet Cherry Pie - Cherry Beach retreat

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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NEW! The Modern Oak * Luxury * 2 blocks to Journeyman!, holiday rental in Three Oaks
NEW! The Modern Oak * Luxury * 2 blocks to Journeyman!, holiday rental in Three Oaks
NEW! The Modern Oak * Luxury * 2 blocks to Journeyman!, holiday rental in Three Oaks

NEW! The Modern Oak * Luxury * 2 blocks to Journeyman!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Journeyman Distillery Farmhouse in Three Oaks! Four Night Summer Minimum!, holiday rental in Three Oaks
Journeyman Distillery Farmhouse in Three Oaks! Four Night Summer Minimum!, holiday rental in Three Oaks
Journeyman Distillery Farmhouse in Three Oaks! Four Night Summer Minimum!, holiday rental in Three Oaks

Journeyman Distillery Farmhouse in Three Oaks! Four Night Summer Minimum!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Elegant & Cozy Three Oaks Guesthouse near Downtown, holiday rental in Three Oaks
Elegant & Cozy Three Oaks Guesthouse near Downtown, holiday rental in Three Oaks
Elegant & Cozy Three Oaks Guesthouse near Downtown, holiday rental in Three Oaks

Elegant & Cozy Three Oaks Guesthouse near Downtown

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Aqua Heated Pool 33 acres Ponds Screened Gazebo Loft area Guest house, holiday rental in Three Oaks
Aqua Heated Pool 33 acres Ponds Screened Gazebo Loft area Guest house, holiday rental in Three Oaks
Aqua Heated Pool 33 acres Ponds Screened Gazebo Loft area Guest house, holiday rental in Three Oaks

Aqua Heated Pool 33 acres Ponds Screened Gazebo Loft area Guest house

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
More info
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Beautiful Three Oaks Home with WiFi, Yard, Patio, Firepit, & Private Pool, holiday rental in Three Oaks
Beautiful Three Oaks Home with WiFi, Yard, Patio, Firepit, & Private Pool, holiday rental in Three Oaks
Beautiful Three Oaks Home with WiFi, Yard, Patio, Firepit, & Private Pool, holiday rental in Three Oaks

Beautiful Three Oaks Home with WiFi, Yard, Patio, Firepit, & Private Pool

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
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NEW! Picturesque Three Oaks Home ~ 4 Mi to Lake!, holiday rental in Three Oaks
NEW! Picturesque Three Oaks Home ~ 4 Mi to Lake!, holiday rental in Three Oaks
NEW! Picturesque Three Oaks Home ~ 4 Mi to Lake!, holiday rental in Three Oaks

NEW! Picturesque Three Oaks Home ~ 4 Mi to Lake!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Journeyman Distillery Flat - Colossal Loft in Three Oaks. 3 Night Summer Minimum, holiday rental in Three Oaks
Journeyman Distillery Flat - Colossal Loft in Three Oaks. 3 Night Summer Minimum, holiday rental in Three Oaks
Journeyman Distillery Flat - Colossal Loft in Three Oaks. 3 Night Summer Minimum, holiday rental in Three Oaks

Journeyman Distillery Flat - Colossal Loft in Three Oaks. 3 Night Summer Minimum

Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
More info
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Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, holiday rental in Three Oaks
Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, holiday rental in Three Oaks
Galena House—Gorgeous 6 BR, 10 min to Three Oaks!, holiday rental in Three Oaks

Galena House—Gorgeous 6 BR, 10 min to Three Oaks!

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Bond House - Three Oaks Charmer Close To Downtown! Three Night Summer MIN! 2, holiday rental in Three Oaks
The Bond House - Three Oaks Charmer Close To Downtown! Three Night Summer MIN! 2, holiday rental in Three Oaks
The Bond House - Three Oaks Charmer Close To Downtown! Three Night Summer MIN! 2, holiday rental in Three Oaks

The Bond House - Three Oaks Charmer Close To Downtown! Three Night Summer MIN! 2

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Super cozy glamping cabin & family resort!, holiday rental in Three Oaks
Super cozy glamping cabin & family resort!, holiday rental in Three Oaks
Super cozy glamping cabin & family resort!, holiday rental in Three Oaks

Super cozy glamping cabin & family resort!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Our Beautiful  Home Away From Home, holiday rental in Three Oaks
Our Beautiful  Home Away From Home, holiday rental in Three Oaks
Our Beautiful  Home Away From Home, holiday rental in Three Oaks

Our Beautiful Home Away From Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 5 bed, 2 bath, holiday rental in Three Oaks
The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 5 bed, 2 bath, holiday rental in Three Oaks
The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 5 bed, 2 bath, holiday rental in Three Oaks

The Grand Elm - Stately homestead in the heart of Three Oaks, MI - 5 bed, 2 bath

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
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, holiday rental in Three Oaks
Great apartment in the heart of San Isidro, holiday rental in Three Oaks

Great apartment in the heart of San Isidro

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Payment Protection

Perfect for groups! Walk to Journeyman/downtown Three Oaks, holiday rental in Three Oaks
Perfect for groups! Walk to Journeyman/downtown Three Oaks, holiday rental in Three Oaks
Perfect for groups! Walk to Journeyman/downtown Three Oaks, holiday rental in Three Oaks

Perfect for groups! Walk to Journeyman/downtown Three Oaks

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Spacious 3 Oaks Townhouse, holiday rental in Three Oaks
Spacious 3 Oaks Townhouse, holiday rental in Three Oaks
Spacious 3 Oaks Townhouse, holiday rental in Three Oaks

Spacious 3 Oaks Townhouse

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Ellie`s Cottage with Cherry Beach Rights  Book for Summer 2021, holiday rental in Three Oaks
Ellie`s Cottage with Cherry Beach Rights  Book for Summer 2021, holiday rental in Three Oaks
Ellie`s Cottage with Cherry Beach Rights  Book for Summer 2021, holiday rental in Three Oaks

Ellie`s Cottage with Cherry Beach Rights Book for Summer 2021

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Private Escape in Lakeside/Union Pier, holiday rental in Three Oaks
Private Escape in Lakeside/Union Pier, holiday rental in Three Oaks
Private Escape in Lakeside/Union Pier, holiday rental in Three Oaks

Private Escape in Lakeside/Union Pier

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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In the Heart of Three Oaks, holiday rental in Three Oaks
In the Heart of Three Oaks, holiday rental in Three Oaks
In the Heart of Three Oaks, holiday rental in Three Oaks

In the Heart of Three Oaks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stylish & Well-Equipped Home with Private Outdoor Pool, WiFi, Deck, Gas Grill, holiday rental in Three Oaks
Stylish & Well-Equipped Home with Private Outdoor Pool, WiFi, Deck, Gas Grill, holiday rental in Three Oaks
Stylish & Well-Equipped Home with Private Outdoor Pool, WiFi, Deck, Gas Grill, holiday rental in Three Oaks

Stylish & Well-Equipped Home with Private Outdoor Pool, WiFi, Deck, Gas Grill

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Showing results 1-50 of 61
Frequently Asked Questions about Three Oaks