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Midland Holiday Rentals

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49 rentals in Midland.
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Midland Point Home close to the water, holiday rental in Midland

Midland Point Home close to the water

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New Luxury Cottage in Muskoka that blends new finishes with a cottage feel, holiday rental in Midland

New Luxury Cottage in Muskoka that blends new finishes with a cottage feel

4 bedrooms
3 bathrooms
Sleeps 13
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Incredible waterfront vacation home in Muskoka on Sixmile Lake, holiday rental in Midland

Incredible waterfront vacation home in Muskoka on Sixmile Lake

3 bedrooms
2 bathrooms
Sleeps 10
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HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill., holiday rental in Midland

HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.

5 bedrooms
3 bathrooms
Sleeps 10
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Redpine Beautiful Private 4 bedroom cottage, 1.5 hrs from TO on Gloucester Pool, holiday rental in Midland

Redpine Beautiful Private 4 bedroom cottage, 1.5 hrs from TO on Gloucester Pool

4 bedrooms
2 bathrooms
Sleeps 8
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3 bedroom, 2 bathroom chalet; 3 minute walk to pristine, child friendly beach, holiday rental in Midland

3 bedroom, 2 bathroom chalet; 3 minute walk to pristine, child friendly beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage & Shoreside Games Cabin, Six Mile Lake, Muskoka ON, holiday rental in Midland

Cottage & Shoreside Games Cabin, Six Mile Lake, Muskoka ON

3 bedrooms
1 bathroom
Sleeps 7
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Family Cottage for rent in Tiny beaches year round, holiday rental in Midland

Family Cottage for rent in Tiny beaches year round

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ontario Georgian Bay Lakefront Cottage The Dacha, holiday rental in Midland

Ontario Georgian Bay Lakefront Cottage The Dacha

4 bedrooms
2 bathrooms
Sleeps 8
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Cozy Cottage 2 on Orr Lake, Ontario, holiday rental in Midland

Cozy Cottage 2 on Orr Lake, Ontario

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Georogian Bay Beach House, holiday rental in Midland

Georogian Bay Beach House

6 bedrooms
2 bathrooms
Sleeps 8
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Water Front Cottage 1 1/2 hours North of Toronto, holiday rental in Midland

Water Front Cottage 1 1/2 hours North of Toronto

2 bedrooms
1 bathroom
Sleeps 4
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Vacation Home Across the Road from Georgian Bay- Penetanguishene with * Hot Tub*, holiday rental in Midland

Vacation Home Across the Road from Georgian Bay- Penetanguishene with * Hot Tub*

4 bedrooms
2 bathrooms
Sleeps 11
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Georgian Bay Cottage Vacations, holiday rental in Midland

Georgian Bay Cottage Vacations

3 bedrooms
1 bathroom
Sleeps 6
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Harbour House overlooking Discovery Harbour, Penetanguishene., holiday rental in Midland

Harbour House overlooking Discovery Harbour, Penetanguishene.

4 bedrooms
2 bathrooms
Sleeps 6
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Beautiful 'Georgian Bay Classic', holiday rental in Midland

Beautiful 'Georgian Bay Classic'

3 bedrooms
2 bathrooms
Sleeps 6
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Perfect beach vacation getaway, holiday rental in Midland

Perfect beach vacation getaway

5 bedrooms
2 bathrooms
Sleeps 14
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Georgian Bay Macedonia Retreat, holiday rental in Midland

Georgian Bay Macedonia Retreat

4 bedrooms
2 bathrooms
Sleeps 9
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Georgian Bay Getaway, holiday rental in Midland

Georgian Bay Getaway

4 bedrooms
2 bathrooms
Sleeps 10
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Cozy Cottage 1 on Orr Lake, Ontario, holiday rental in Midland

Cozy Cottage 1 on Orr Lake, Ontario

3 bedrooms
1 bathroom
Sleeps 6
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NASKI'S FAMILY COTTAGE. 5 MINUTES WALK TO WOODLAND BEACH, holiday rental in Midland

NASKI'S FAMILY COTTAGE. 5 MINUTES WALK TO WOODLAND BEACH

3 bedrooms
1 bathroom
Sleeps 6
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Cute and cozy Georgian Bay home, holiday rental in Midland

Cute and cozy Georgian Bay home

2 bedrooms
2 bathrooms
Sleeps 10
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Island Retreat On Georgian Bay, holiday rental in Midland

Island Retreat On Georgian Bay

6 bedrooms
3 bathrooms
Sleeps 16
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New open/modern waterfront home/cottage, holiday rental in Midland

New open/modern waterfront home/cottage

4 bedrooms
4 bathrooms
Sleeps 10
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A piece of Haven in Earth, holiday rental in Midland

A piece of Haven in Earth

5 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Winter Activities on Georgian Bay!  Ice Fishing, XCountry Skiing **HOT TUB**, holiday rental in Midland

Winter Activities on Georgian Bay! Ice Fishing, XCountry Skiing **HOT TUB**

4 bedrooms
2 bathrooms
Sleeps 11
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Gorgian Bay cottage for rent in Tiny, holiday rental in Midland

Gorgian Bay cottage for rent in Tiny

3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
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Suites of Wasaga Beach One, holiday rental in Midland

Suites of Wasaga Beach One

4 bedrooms
1 bathroom
Sleeps 8
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5 Bedroom, perfect beach vacation getaway, holiday rental in Midland

5 Bedroom, perfect beach vacation getaway

5 bedrooms
2 bathrooms
Sleeps 14
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Blue Dream Cottage on Georgian Bay, holiday rental in Midland

Blue Dream Cottage on Georgian Bay

3 bedrooms
2 bathrooms
Sleeps 8
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View at Blue Mountain ,Excellent location 2 minutes to Lafontaine Beach

0 bedrooms
0 bathrooms
Sleeps 0
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3 bdrm unit a stones through to the beaches, holiday rental in Midland

3 bdrm unit a stones through to the beaches

3 bedrooms
1 bathroom
Sleeps 5
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Beachfront Cottage, holiday rental in Midland

Beachfront Cottage

2 bedrooms
1 bathroom
Sleeps 6
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Lakeridge - Gorgeous Cape Cod in South Muskoka, holiday rental in Midland

Lakeridge - Gorgeous Cape Cod in South Muskoka

6 bedrooms
5 bathrooms
Sleeps 10
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Wu Wu's Cabins, Air Conditioned, 2 bedroom Cabins, Wasaga Beach, holiday rental in Midland

Wu Wu's Cabins, Air Conditioned, 2 bedroom Cabins, Wasaga Beach

2 bedrooms
1 bathroom
Sleeps 5
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Little Go Home Bay Vaction Retreat, holiday rental in Midland

Little Go Home Bay Vaction Retreat

2 bedrooms
2 bathrooms
Sleeps 4
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Elegant Chalet / Cottage, holiday rental in Midland

Elegant Chalet / Cottage

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Book Early For Preferred Dates - Honey Harbour, holiday rental in Midland

Book Early For Preferred Dates - Honey Harbour

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Art Directors Pad at Georgian Bay, holiday rental in Midland

Art Directors Pad at Georgian Bay

2 bedrooms
1 bathroom
Sleeps 4
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Spectacular Georgain Bay Cottage, holiday rental in Midland

Spectacular Georgain Bay Cottage

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Family-Friendly Beachfront Cottage, holiday rental in Midland

Family-Friendly Beachfront Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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11th Haven. Apartment 3, holiday rental in Midland

11th Haven. Apartment 3

2 bedrooms
2 bathrooms
Sleeps 5
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A perfect place to forget your worries and relax, holiday rental in Midland

A perfect place to forget your worries and relax

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury 7 Bedroom Beach House with Stunning Views, holiday rental in Midland

Luxury 7 Bedroom Beach House with Stunning Views

7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Six Mile Lake Cottage, holiday rental in Midland

Six Mile Lake Cottage

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private Luxury Cottage on the Lake, holiday rental in Midland

Private Luxury Cottage on the Lake

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Simply Comfort. Not so Tiny Cottage Fabulous Place 3Br 2Ba, holiday rental in Midland

Simply Comfort. Not so Tiny Cottage Fabulous Place 3Br 2Ba

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Simply Comfort. Not so Tiny Cottage Fabulous Place 3Br 2Ba, holiday rental in Midland

Simply Comfort. Not so Tiny Cottage Fabulous Place 3Br 2Ba

3 bedrooms
3 bathrooms
Sleeps 7
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Beautiful 2 Bedroom Home in Tiny / Walking Distance to Beach, holiday rental in Midland

Beautiful 2 Bedroom Home in Tiny / Walking Distance to Beach

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Paradise Point - Georgian Bay, Swimming, Skiing and Hot Tubing, holiday rental in Midland

Paradise Point - Georgian Bay, Swimming, Skiing and Hot Tubing

7 bedrooms
3 bathrooms
Sleeps 1
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