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Grey County Holiday Rentals

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168 rentals in Grey County.
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Ski the Blue Mountains, Bruce Trail or Georgian Trail!!, holiday rental in Grey County

Ski the Blue Mountains, Bruce Trail or Georgian Trail!!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The Red House, holiday rental in Grey County

The Red House

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Shale Beach House,  Blue Mountain Collingwood Ont., holiday rental in Grey County

Shale Beach House, Blue Mountain Collingwood Ont.

5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Slope Side Chalet Inspired Large Condo (fully renovated), holiday rental in Grey County

Slope Side Chalet Inspired Large Condo (fully renovated)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relive Hilltop Chalet, holiday rental in Grey County

Relive Hilltop Chalet

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Cottage Close To Ontario's Top Ski Resorts & Trails, holiday rental in Grey County

Waterfront Cottage Close To Ontario's Top Ski Resorts & Trails

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Three bedroom chalet in Snowbridge, holiday rental in Grey County

Three bedroom chalet in Snowbridge

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Blue Mountain Resort / Village /Chalet, holiday rental in Grey County

Blue Mountain Resort / Village /Chalet

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Mountain's MOST Luxurious, holiday rental in Grey County

Blue Mountain's MOST Luxurious

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Northview Chalet, holiday rental in Grey County

Northview Chalet

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Rustic Log and Timber Frame Chalet Family Getaway, holiday rental in Grey County

Rustic Log and Timber Frame Chalet Family Getaway

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub, holiday rental in Grey County

Updated chalet w/ a full kitchen, fireplace, sunroom, deck, & private hot tub

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Blue Mountain Executive Home (Collingwood), holiday rental in Grey County

Blue Mountain Executive Home (Collingwood)

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Chalet with Deluxe Hot Tub and Sauna, holiday rental in Grey County

Beautiful Chalet with Deluxe Hot Tub and Sauna

7 bedrooms
2 bathrooms
Sleeps 18
Match: Sleeps
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IN THE VILLAGE * BLUE - Backing onto Golf Course, holiday rental in Grey County

IN THE VILLAGE * BLUE - Backing onto Golf Course

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Rivergrass In The Blue Mountains Year Round Accommodations!, holiday rental in Grey County

Rivergrass In The Blue Mountains Year Round Accommodations!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Mountain/Collingwood Year Round Accommodations, holiday rental in Grey County

Blue Mountain/Collingwood Year Round Accommodations

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!, holiday rental in Grey County

Walk to the lift! Cozy condo w/ fireplace & shared pool - dogs OK!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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5 bdrm, Cozy Spacious Chalet, 10min Walk to Village, holiday rental in Grey County

5 bdrm, Cozy Spacious Chalet, 10min Walk to Village

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Aquavista Waterfront - Georgian Bay Cottage, holiday rental in Grey County

Aquavista Waterfront - Georgian Bay Cottage

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Dog-friendly home at the base of Blue Mountain, holiday rental in Grey County

Dog-friendly home at the base of Blue Mountain

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer, holiday rental in Grey County

Charming Mountain Retreat w/Private Gas Grill, Free WiFi, & Private Washer/Dryer

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D, holiday rental in Grey County

Lovely Getaway near Downtown Blue Mountain Village w/Free WiFi, Patio, and W/D

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious and newly renovated condo w/shared pool and ski hills views!, holiday rental in Grey County

Spacious and newly renovated condo w/shared pool and ski hills views!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Delightful ski-cation retreat w/balcony & golf course views!, holiday rental in Grey County

Delightful ski-cation retreat w/balcony & golf course views!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury Vacation Home at Blue Mountain Village - Rivergrass, holiday rental in Grey County

Luxury Vacation Home at Blue Mountain Village - Rivergrass

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace, holiday rental in Grey County

Two-level, contemporary, Blue Mountain getaway w/ a full kitchen & gas fireplace

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage  Sleeps 16, holiday rental in Grey County

Mountain top, Ski in and out 6 Bedrooms, 2 Bathrooms, cottage Sleeps 16

6 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!, holiday rental in Grey County

Walk-to-slope condo w/ fireplace & shared hot tub, pool & tennis!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated, Blue Mountain Sanctuary Studio. Welcome gift., holiday rental in Grey County

Renovated, Blue Mountain Sanctuary Studio. Welcome gift.

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rivergrass - Walk to Village, Skiing or Golf, holiday rental in Grey County

Rivergrass - Walk to Village, Skiing or Golf

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Log Cabin - Wildflower, holiday rental in Grey County

Secluded Log Cabin - Wildflower

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gorgeous & unique Blue Mountain condo - private ski storage!, holiday rental in Grey County

Gorgeous & unique Blue Mountain condo - private ski storage!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer, holiday rental in Grey County

Dog-Friendly Condo w/Free WiFi, a Balcony Overlooking the Pond, & Washer/Dryer

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Secluded Getaway near Blue Mountain Village w/Free WiFi, Gas Grill, and W/D, holiday rental in Grey County

Secluded Getaway near Blue Mountain Village w/Free WiFi, Gas Grill, and W/D

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious retreat w/private sauna, patio w/BBQ setting & golf course views!, holiday rental in Grey County

Spacious retreat w/private sauna, patio w/BBQ setting & golf course views!

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Cottage for rent! ATV/snowmobile friendly, holiday rental in Grey County

Cottage for rent! ATV/snowmobile friendly

2 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Luxury 4 Bdrm Farmhouse, sleeps 12, near Grey Highlands, Blue Mountain, Meaford, holiday rental in Grey County

Luxury 4 Bdrm Farmhouse, sleeps 12, near Grey Highlands, Blue Mountain, Meaford

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Fabulous 2 Bdrm, 2-Level Condo on Blue Mountain, holiday rental in Grey County

Fabulous 2 Bdrm, 2-Level Condo on Blue Mountain

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bright, lofty condo w/ 2 decks & shared pool, tennis - walk to lift!, holiday rental in Grey County

Bright, lofty condo w/ 2 decks & shared pool, tennis - walk to lift!

0 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Mountain View 4BR Chalet with contactless entry - The Lake at Blue Mountains, holiday rental in Grey County

Mountain View 4BR Chalet with contactless entry - The Lake at Blue Mountains

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Talisman Mountain Cabin, Sleeps 10, Kimberley, 30 Minutes to Blue Mountain, holiday rental in Grey County

Talisman Mountain Cabin, Sleeps 10, Kimberley, 30 Minutes to Blue Mountain

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Convenient condo steps from Blue Mountain Village w/shared pool & hot tub!, holiday rental in Grey County

Convenient condo steps from Blue Mountain Village w/shared pool & hot tub!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location, holiday rental in Grey County

Charming & unique retreat w/ a seasonal swimming pool in an unbeatable location

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Lovely mountain retreat w/shared pool & private gas grill, holiday rental in Grey County

Lovely mountain retreat w/shared pool & private gas grill

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Homey retreat w/ shared pool - near golf and Blue Mountain Village, holiday rental in Grey County

Homey retreat w/ shared pool - near golf and Blue Mountain Village

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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This beautiful property with 24 acres located in 15 min from Blue Mountains, holiday rental in Grey County

This beautiful property with 24 acres located in 15 min from Blue Mountains

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Stunning Newly Renovated Townhouse backing onto greenspace, holiday rental in Grey County

Stunning Newly Renovated Townhouse backing onto greenspace

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ground level luxury condo w/ a full kitchen, fireplace, & outdoor dining area, holiday rental in Grey County

Ground level luxury condo w/ a full kitchen, fireplace, & outdoor dining area

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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